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Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

5 Beds ⋅ 7 Baths ⋅ Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code

Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

104 Sunset Lane, Holmes Beach

$8,100,000

Experience the pinnacle of coastal luxury with this newly constructed bayfront residence on Anna Maria Island. Offered fully furnished with high-end furniture, this home features top-tier Wolf and Sub-Zero appliances and a state-of-the-art Control4 home automation and audio-video system. Thoughtfully designed to capture sweeping panoramic views of Anna Maria Sound, this exceptional home offers five spacious bedrooms—each with its own en-suite bathroom, plus an additional full outside bath and two additional half baths for added convenience. Perfectly positioned for boating enthusiasts, the property provides seamless access to the Gulf of America and Tampa Bay, with calm, protected waters ideal for sailing. The outdoor living space is a true retreat, featuring a resort-style pool and spa, a fully equipped outdoor kitchen with two Wolf grills, a full workout room, and impeccably designed areas for relaxation and entertaining. Inside, you’ll find elegant stone countertops, custom cabinetry, and the convenience of a private elevator. A spacious three-car garage adds practicality, while the second floor offers a tranquil primary suite complete with a luxurious en-suite bath, private covered balcony with breathtaking views, and a home office. The third level includes a secondary living area, perfect for guests or multi-generational living. Ideally located just moments from world-class dining, upscale shopping, and some of the most beautiful beaches in the world, this home offers the ultimate in refined coastal living!

5 Beds ⋅ 8 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Experience the pinnacle of coastal luxury with this newly constructed bayfront residence on Anna Maria Island. Offered fully furnished with high-end furniture, this home features top-tier Wolf and Sub-Zero appliances and a state-of-the-art Control4 home automation and audio-video system. Thoughtfully designed to capture sweeping panoramic views of Anna Maria Sound, this exceptional home offers five spacious bedrooms—each with its own en-suite bathroom, plus an additional full outside bath and two additional half baths for added convenience. Perfectly positioned for boating enthusiasts, the property provides seamless access to the Gulf of America and Tampa Bay, with calm, protected waters ideal for sailing. The outdoor living space is a true retreat, featuring a resort-style pool and spa, a fully equipped outdoor kitchen with two Wolf grills, a full workout room, and impeccably designed areas for relaxation and entertaining. Inside, you’ll find elegant stone countertops, custom cabinetry, and the convenience of a private elevator. A spacious three-car garage adds practicality, while the second floor offers a tranquil primary suite complete with a luxurious en-suite bath, private covered balcony with breathtaking views, and a home office. The third level includes a secondary living area, perfect for guests or multi-generational living. Ideally located just moments from world-class dining, upscale shopping, and some of the most beautiful beaches in the world, this home offers the ultimate in refined coastal living!

619 Key Royale Drive, Holmes Beach

$6,400,000

Back on the market!!!!! Welcome to 103 51st Street. One of the most amazing Gulf front properties in Holmes Beach. Although the address says 51st St, the property is found directly on the Gulf of Mexico. It is over 27,000 square feet with 80 feet of direct gulf front. On the street side there is over 151 feet of frontage on 5th Avenue. 5th Avenue is a unique street. It is not a high traffic street and dead ends at the driveway of your new home. The property is surrounded by lush tropical vegetation and shaded by large Australian Pines. They provide a welcome measure of privacy from prying eyes walking past on the beach. You can see out to the Gulf, but they cannot see into the property. Now we need to talk about the existing home. It was elevated enough to have been untouched by the hurricanes of 2024. The home is a traditional wood sided cottage on a block foundation. It is clad in the original cypress plank siding. All the exterior windows have been replaced with impact resistant glazing. The entire back of the home has large windows and sliding doors. You can watch the sunsets from the huge great room and kitchen, and sometimes even from the bed in the primary bedroom, found at the front of the home. The entire interior has been upgraded and redone. The kitchen and baths were covered in granite and stone. The home has 2 bedrooms and 2 and ½ baths. The entire home is open and inviting and you can enjoy it as it is and not change a thing. Or it could be the perfect place to enjoy your Gulf front property while you plan your forever home on Anna Maria Island. The size of the lot allows the construction of a home with well over 9000 square feet of air-conditioned space. Whatever you choose to do, your spectacular Gulf views will never go away.

2 Beds ⋅ 3 Baths ⋅ Gutierrez Sub SubDv. ⋅ 34217 Zip Code

Back on the market!!!!! Welcome to 103 51st Street. One of the most amazing Gulf front properties in Holmes Beach. Although the address says 51st St, the property is found directly on the Gulf of Mexico. It is over 27,000 square feet with 80 feet of direct gulf front. On the street side there is over 151 feet of frontage on 5th Avenue. 5th Avenue is a unique street. It is not a high traffic street and dead ends at the driveway of your new home. The property is surrounded by lush tropical vegetation and shaded by large Australian Pines. They provide a welcome measure of privacy from prying eyes walking past on the beach. You can see out to the Gulf, but they cannot see into the property. Now we need to talk about the existing home. It was elevated enough to have been untouched by the hurricanes of 2024. The home is a traditional wood sided cottage on a block foundation. It is clad in the original cypress plank siding. All the exterior windows have been replaced with impact resistant glazing. The entire back of the home has large windows and sliding doors. You can watch the sunsets from the huge great room and kitchen, and sometimes even from the bed in the primary bedroom, found at the front of the home. The entire interior has been upgraded and redone. The kitchen and baths were covered in granite and stone. The home has 2 bedrooms and 2 and ½ baths. The entire home is open and inviting and you can enjoy it as it is and not change a thing. Or it could be the perfect place to enjoy your Gulf front property while you plan your forever home on Anna Maria Island. The size of the lot allows the construction of a home with well over 9000 square feet of air-conditioned space. Whatever you choose to do, your spectacular Gulf views will never go away.

103 51st Street, Holmes Beach

$5,700,000

Views abound in this exquisite beachfront retreat in the heart of Anna Maria Island. This 3-bedroom, 3.5-bath Coastal West Indies–inspired residence showcases exceptional craftsmanship, including custom millwork, solid oak flooring, vaulted ceilings, designer draperies, and Roman shades throughout. An open-concept floor plan fills the home with natural light, while expansive windows and glass doors frame picturesque Gulf views and create seamless indoor-outdoor living—ideal for entertaining. The gourmet kitchen is beautifully appointed with solid wood cabinetry, a paneled refrigerator, custom solid-surface countertops, and a Thermador range. The primary suite is a private sanctuary where you’ll awaken to sweeping views of the turquoise waters of the Gulf. The spa-inspired bath features dual vanities and a luxurious walk-in shower with a striking stone waterfall accent. Hand-carved custom wood doors enhance the suite’s privacy, while a private sitting area just outside provides an additional space to unwind. The third level offers two well-appointed guest suites, each with breathtaking views and elegantly finished en-suite baths.On the lower level, a welcoming foyer with a custom staircase and private elevator provides access to all floors. The oversized two-car garage includes built-in storage cabinetry, and a versatile bonus area offers additional space for entertaining or recreation. Set on a lush half-acre lot with mature landscaping and thoughtfully designed outdoor lighting, the property highlights a stunning beachside pool and spa, covered lanai, private outdoor shower, and roll-down hurricane shutters. Multiple decks provide the perfect vantage point for sunset views and tranquil beach watching.Schedule your private showing today and experience the ultimate in beachfront living.

3 Beds ⋅ 4 Baths ⋅ Gutierrez Sub SubDv. ⋅ 34217 Zip Code

Views abound in this exquisite beachfront retreat in the heart of Anna Maria Island. This 3-bedroom, 3.5-bath Coastal West Indies–inspired residence showcases exceptional craftsmanship, including custom millwork, solid oak flooring, vaulted ceilings, designer draperies, and Roman shades throughout. An open-concept floor plan fills the home with natural light, while expansive windows and glass doors frame picturesque Gulf views and create seamless indoor-outdoor living—ideal for entertaining. The gourmet kitchen is beautifully appointed with solid wood cabinetry, a paneled refrigerator, custom solid-surface countertops, and a Thermador range. The primary suite is a private sanctuary where you’ll awaken to sweeping views of the turquoise waters of the Gulf. The spa-inspired bath features dual vanities and a luxurious walk-in shower with a striking stone waterfall accent. Hand-carved custom wood doors enhance the suite’s privacy, while a private sitting area just outside provides an additional space to unwind. The third level offers two well-appointed guest suites, each with breathtaking views and elegantly finished en-suite baths.On the lower level, a welcoming foyer with a custom staircase and private elevator provides access to all floors. The oversized two-car garage includes built-in storage cabinetry, and a versatile bonus area offers additional space for entertaining or recreation. Set on a lush half-acre lot with mature landscaping and thoughtfully designed outdoor lighting, the property highlights a stunning beachside pool and spa, covered lanai, private outdoor shower, and roll-down hurricane shutters. Multiple decks provide the perfect vantage point for sunset views and tranquil beach watching.Schedule your private showing today and experience the ultimate in beachfront living.

95 52nd Street, Holmes Beach

$4,200,000

Sold Data Entry Only

4 Beds ⋅ 5 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code

Sold Data Entry Only

401 39th Street, Holmes Beach

$4,000,050

Experience exceptional waterfront living in this brand new canal front residence offering 5 bedrooms, 5½ baths, plus a den. Thoughtfully designed with custom wood trim, rich wood flooring, and elegant stone countertops throughout, this home blends refined craftsmanship with modern luxury.Enjoy 100 feet of canal frontage with direct canal access, perfect for boating and water enthusiasts. A private elevator services all levels. There is also a breathtaking rooftop deck with panoramic water and sunset views—ideal for entertaining or unwinding.The outdoor living spaces rival a private resort, featuring custom tropical landscaping, a designer pool and spa, and seamless indoor-outdoor flow. A spacious 5-car garage offers abundant room for vehicles, storage, and recreational gear.

Key Royale SubDv. ⋅ 34217 Zip Code

Experience exceptional waterfront living in this brand new canal front residence offering 5 bedrooms, 5½ baths, plus a den. Thoughtfully designed with custom wood trim, rich wood flooring, and elegant stone countertops throughout, this home blends refined craftsmanship with modern luxury.Enjoy 100 feet of canal frontage with direct canal access, perfect for boating and water enthusiasts. A private elevator services all levels. There is also a breathtaking rooftop deck with panoramic water and sunset views—ideal for entertaining or unwinding.The outdoor living spaces rival a private resort, featuring custom tropical landscaping, a designer pool and spa, and seamless indoor-outdoor flow. A spacious 5-car garage offers abundant room for vehicles, storage, and recreational gear.

607 Baronet Lane, Holmes Beach

$3,960,000

Spectacular bay views define this recently renovated 4-bedroom, 4-bath waterfront home in Holmes Beach, set on a large bayfront lot with exceptional waterfrontage and sweeping open water vistas. Positioned at the end of a quiet bayside street, the property captures some of the most expansive bay views on Anna Maria Island. Renovated within the past year, the home blends updated finishes with distinctive architectural details and inviting gathering spaces. The main living area features a wood burning fireplace, while large windows and sliding glass doors frame the bay and fill the home with natural light. A tongue-and-groove wood ceiling adds warmth and coastal character throughout the primary living space. The updated kitchen includes built-in appliances, custom cabinetry, and generous prep space, opening to the dining and living areas for easy entertaining. A standout feature is the second-floor great room, an expansive and versatile retreat offering elevated water views and abundant natural light. The space includes 4 day beds, a full bath, and an adjacent artist space, creating flexible accommodations for guests or creative pursuits. Outdoor living takes full advantage of the setting with a private pool and expansive waterfront patio areas overlooking the bay, providing ideal spaces for lounging, dining, and enjoying coastal breezes and stunning sunsets. Located just moments from the beaches, shops, and restaurants of Anna Maria Island, this property offers recent renovations, generous living spaces, and exceptional bayfront views in one of Holmes Beach's most desirable waterfront settings.

4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Spectacular bay views define this recently renovated 4-bedroom, 4-bath waterfront home in Holmes Beach, set on a large bayfront lot with exceptional waterfrontage and sweeping open water vistas. Positioned at the end of a quiet bayside street, the property captures some of the most expansive bay views on Anna Maria Island. Renovated within the past year, the home blends updated finishes with distinctive architectural details and inviting gathering spaces. The main living area features a wood burning fireplace, while large windows and sliding glass doors frame the bay and fill the home with natural light. A tongue-and-groove wood ceiling adds warmth and coastal character throughout the primary living space. The updated kitchen includes built-in appliances, custom cabinetry, and generous prep space, opening to the dining and living areas for easy entertaining. A standout feature is the second-floor great room, an expansive and versatile retreat offering elevated water views and abundant natural light. The space includes 4 day beds, a full bath, and an adjacent artist space, creating flexible accommodations for guests or creative pursuits. Outdoor living takes full advantage of the setting with a private pool and expansive waterfront patio areas overlooking the bay, providing ideal spaces for lounging, dining, and enjoying coastal breezes and stunning sunsets. Located just moments from the beaches, shops, and restaurants of Anna Maria Island, this property offers recent renovations, generous living spaces, and exceptional bayfront views in one of Holmes Beach's most desirable waterfront settings.

531 72nd Street, Holmes Beach

$3,950,000

Set within the desirable North Point Harbour enclave of Key Royale in Holmes Beach, this impeccably reimagined waterfront residence captures the essence of coastal living, where clean architectural lines, curated interiors, and uninterrupted water vistas converge. From the moment you enter, every space is thoughtfully oriented to frame expansive views of Bimini Bay and Tampa Bay, creating a dynamic yet tranquil backdrop that evolves throughout the day, from soft morning reflections to vivid Gulf Coast sunsets. Updates include hurricane windows and sliding glass doors, new roof, wood look tile throughout, new composite dock and 20,000# lift. The floor plan is thoughtfully designed to balance privacy with hospitality, anchored by two primary suites, offering exceptional flexibility for hosting guests or extended stays. The main-level suite provides convenience and accessibility, while the upper-level primary and additional bedrooms create a quiet retreat with elevated water views. At the heart of the home, a statement kitchen serves as both a culinary showpiece and social hub. Outfitted with a Monogram refrigerator and gas range, the space is complemented by an expansive Cambria quartz island with seating for six. Two wine refrigerators are thoughtfully integrated, elevating the entertaining experience and seamlessly connecting to the dining and living areas. Beyond the interiors, the home extends into an exceptional waterfront lifestyle. A newly constructed dock with a 20,000-pound lift caters to serious boating enthusiasts, while the property offers ample space to design a custom poolscape tailored to your vision. The oversized two-car garage offers generous additional storage, ideal for a golf cart, beach essentials, bicycles, and coastal lifestyle gear. Directly across the street, residents enjoy convenient access to North Point Harbour's heated pool, as well as a tennis and pickleball court adding an additional layer of resort-style living just steps from your front door. Residents enjoy the close proximity to the sugar-white sand beaches of Anna Maria Island, the restaurants, art galleries and shops in Holmes Beach. Other nearby amenities include dog park, public tennis/pickleball courts, basketball, skate park, library and soccer fields. Ideally positioned just moments from the fairways of Key Royale Golf Club’s private par-32, nine-hole course, optional membership provides access to golf, dining, and a vibrant social scene. Downtown Bradenton, Sarasota, SRQ Airport, Tampa Airport and St. Pete/Clearwater Airports are all within an hour drive away. Residents and visitors appreciate all the opportunities to enjoy the theatre, art fairs, farmers markets, concerts, boating, fishing and shopping that is convenient for the Florida lifestyle. This is more than a home. It is a lifestyle of relaxed coastal luxury, effortless entertaining, and a constant connection to the water on Anna Maria Island. BEAUTIFUL FURNISHINGS OF THIS HOME ARE NEGOTIABLE.

4 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code

Set within the desirable North Point Harbour enclave of Key Royale in Holmes Beach, this impeccably reimagined waterfront residence captures the essence of coastal living, where clean architectural lines, curated interiors, and uninterrupted water vistas converge. From the moment you enter, every space is thoughtfully oriented to frame expansive views of Bimini Bay and Tampa Bay, creating a dynamic yet tranquil backdrop that evolves throughout the day, from soft morning reflections to vivid Gulf Coast sunsets. Updates include hurricane windows and sliding glass doors, new roof, wood look tile throughout, new composite dock and 20,000# lift. The floor plan is thoughtfully designed to balance privacy with hospitality, anchored by two primary suites, offering exceptional flexibility for hosting guests or extended stays. The main-level suite provides convenience and accessibility, while the upper-level primary and additional bedrooms create a quiet retreat with elevated water views. At the heart of the home, a statement kitchen serves as both a culinary showpiece and social hub. Outfitted with a Monogram refrigerator and gas range, the space is complemented by an expansive Cambria quartz island with seating for six. Two wine refrigerators are thoughtfully integrated, elevating the entertaining experience and seamlessly connecting to the dining and living areas. Beyond the interiors, the home extends into an exceptional waterfront lifestyle. A newly constructed dock with a 20,000-pound lift caters to serious boating enthusiasts, while the property offers ample space to design a custom poolscape tailored to your vision. The oversized two-car garage offers generous additional storage, ideal for a golf cart, beach essentials, bicycles, and coastal lifestyle gear. Directly across the street, residents enjoy convenient access to North Point Harbour's heated pool, as well as a tennis and pickleball court adding an additional layer of resort-style living just steps from your front door. Residents enjoy the close proximity to the sugar-white sand beaches of Anna Maria Island, the restaurants, art galleries and shops in Holmes Beach. Other nearby amenities include dog park, public tennis/pickleball courts, basketball, skate park, library and soccer fields. Ideally positioned just moments from the fairways of Key Royale Golf Club’s private par-32, nine-hole course, optional membership provides access to golf, dining, and a vibrant social scene. Downtown Bradenton, Sarasota, SRQ Airport, Tampa Airport and St. Pete/Clearwater Airports are all within an hour drive away. Residents and visitors appreciate all the opportunities to enjoy the theatre, art fairs, farmers markets, concerts, boating, fishing and shopping that is convenient for the Florida lifestyle. This is more than a home. It is a lifestyle of relaxed coastal luxury, effortless entertaining, and a constant connection to the water on Anna Maria Island. BEAUTIFUL FURNISHINGS OF THIS HOME ARE NEGOTIABLE.

723 Key Royale Drive, Holmes Beach

$3,850,000

Waterfront Luxury Awaits YOU! Experience the ultimate Anna Maria Island lifestyle in this stunning custom-built, canal-front residence, perfectly positioned on a quiet street in Key Royale of Holmes Beach. Built with impeccable craftsmanship and thoughtful design, this exceptional 4-bedroom, 5-bathroom home delivers coastal elegance and resort-style living just steps from the sugar-white sands of the Gulf of Mexico. Step inside to soaring ceilings, an abundance of natural light, and high-end finishes throughout. The open-concept great room flows seamlessly to the outdoor living spaces which includes an outdoor kitchen with a green egg and dining. Convenient full pool bath and 2 laundry rooms to note! A true standout feature is the temperature-controlled 500+ bottle wine cellar – an exquisite touch for the discerning collector. The gourmet kitchen is a chef’s dream, featuring premium appliances like Wolf induction cooktop, custom cabinetry, and a large center island that overlooks the canal, dual dishwashers, and a walk-in pantry. Each of the four spacious bedrooms offers privacy and comfort, with luxurious en-suite bathrooms and generous closet space. Outside, paradise unfolds: a heated pool and spa invite year-round relaxation, while the expansive covered lanai and low-maintenance artificial turf create a lush, private oasis. Boaters will love the private dock with 16,000 lb boat lift and direct access to Tampa Bay and the Gulf – no bridges, quick out to open water. Additional highlights include are wet bar with mini fridge for effortless entertaining, Whole-home generator for complete peace of mind, Two-car garage with epoxy flooring, Elevated construction and impact-resistant windows/doors, extra storage room, and a huge outdoor shower. This is more than a home – it’s a lifestyle. Properties with this combination of luxury finishes, waterfront access, and thoughtful design rarely come available. Schedule your private showing today!

4 Beds ⋅ 5 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Waterfront Luxury Awaits YOU! Experience the ultimate Anna Maria Island lifestyle in this stunning custom-built, canal-front residence, perfectly positioned on a quiet street in Key Royale of Holmes Beach. Built with impeccable craftsmanship and thoughtful design, this exceptional 4-bedroom, 5-bathroom home delivers coastal elegance and resort-style living just steps from the sugar-white sands of the Gulf of Mexico. Step inside to soaring ceilings, an abundance of natural light, and high-end finishes throughout. The open-concept great room flows seamlessly to the outdoor living spaces which includes an outdoor kitchen with a green egg and dining. Convenient full pool bath and 2 laundry rooms to note! A true standout feature is the temperature-controlled 500+ bottle wine cellar – an exquisite touch for the discerning collector. The gourmet kitchen is a chef’s dream, featuring premium appliances like Wolf induction cooktop, custom cabinetry, and a large center island that overlooks the canal, dual dishwashers, and a walk-in pantry. Each of the four spacious bedrooms offers privacy and comfort, with luxurious en-suite bathrooms and generous closet space. Outside, paradise unfolds: a heated pool and spa invite year-round relaxation, while the expansive covered lanai and low-maintenance artificial turf create a lush, private oasis. Boaters will love the private dock with 16,000 lb boat lift and direct access to Tampa Bay and the Gulf – no bridges, quick out to open water. Additional highlights include are wet bar with mini fridge for effortless entertaining, Whole-home generator for complete peace of mind, Two-car garage with epoxy flooring, Elevated construction and impact-resistant windows/doors, extra storage room, and a huge outdoor shower. This is more than a home – it’s a lifestyle. Properties with this combination of luxury finishes, waterfront access, and thoughtful design rarely come available. Schedule your private showing today!

628 Dundee Lane, Holmes Beach

$3,800,000

Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Please note: A pool permit has been approved. Pool plans, specifications, and contractor quote are available in the attachments.

5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Please note: A pool permit has been approved. Pool plans, specifications, and contractor quote are available in the attachments.

201 N Harbor Drive, Holmes Beach

$3,700,000

THIS IS THE ONE! Welcome to Annabella by the Sea. Impeccably built to the highest standards in 2024 by Eason Builders Group. This luxury home is a coastal dream, situated in the heart of Anna Maria Island, featuring 4 stunning bedrooms, 4.5 baths, over 3200 sq ft of refined living space, and multiple covered outdoor spaces, combining elegant comfort with the best of island living. Located in an ideal location, walkable to the sugary beaches of the Gulf, close to dining, shopping, and local attractions. No expense spared on this contemporary gorgeous home with designer finishes throughout, a gourmet kitchen with oversized island, top of the line appliances, huge walk-in pantry, and custom cabinetry. The open concept is perfect for entertaining with a spacious living and dining room that seamlessly connects to a large balcony with more seating. Custom light fixtures, spacious bedrooms with private ensuites, a game room by the pool area and a family room on the second floor ensures there is room to unwind and relax! Last, but not least, the oasis back yard with covered lounge areas, a luxurious pool and spa, lush landscaping and multiple balconies is the perfect spot to hang out after a day at the beach. Or take your party to your roof top deck for sunset and panoramic views. This gorgeous home is spacious in every sense and comes completely furnished with luxury details, curated so all you need to do is bring your clothes. A great rental history, making it the perfect family retreat or an outstanding investment property. Call today to schedule your private showing. Own where your heart already lives!

4 Beds ⋅ 5 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

THIS IS THE ONE! Welcome to Annabella by the Sea. Impeccably built to the highest standards in 2024 by Eason Builders Group. This luxury home is a coastal dream, situated in the heart of Anna Maria Island, featuring 4 stunning bedrooms, 4.5 baths, over 3200 sq ft of refined living space, and multiple covered outdoor spaces, combining elegant comfort with the best of island living. Located in an ideal location, walkable to the sugary beaches of the Gulf, close to dining, shopping, and local attractions. No expense spared on this contemporary gorgeous home with designer finishes throughout, a gourmet kitchen with oversized island, top of the line appliances, huge walk-in pantry, and custom cabinetry. The open concept is perfect for entertaining with a spacious living and dining room that seamlessly connects to a large balcony with more seating. Custom light fixtures, spacious bedrooms with private ensuites, a game room by the pool area and a family room on the second floor ensures there is room to unwind and relax! Last, but not least, the oasis back yard with covered lounge areas, a luxurious pool and spa, lush landscaping and multiple balconies is the perfect spot to hang out after a day at the beach. Or take your party to your roof top deck for sunset and panoramic views. This gorgeous home is spacious in every sense and comes completely furnished with luxury details, curated so all you need to do is bring your clothes. A great rental history, making it the perfect family retreat or an outstanding investment property. Call today to schedule your private showing. Own where your heart already lives!

401 77th Street, Holmes Beach

$3,615,000

This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

3 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

605 Key Royale Drive, Holmes Beach

$3,600,000

Discover this exquisite 4-bedroom, 4.5-bathroom luxury beach house, completed in 2023, located just one block from the pristine sands and turquoise waters of Bradenton Beach on Anna Maria Island. This custom-built residence is a true masterpiece of modern design and exceptional craftsmanship, offering a lifestyle that blends elegance, comfort, and coastal charm in one of Florida’s most coveted locations. Every detail of this home has been meticulously crafted, with no expense spared. The gourmet kitchen features custom solid wood cabinetry, high-end built-in appliances, and stunning quartz countertops, setting the stage for both culinary creativity and entertaining. Vaulted ceilings with custom trim work enhance the home’s airy, open feel, while designer light fixtures, furnishings, and decor exude sophistication throughout. With hurricane impact windows and doors, this home provides not only style but also security and durability. The sprawling master suite is a true sanctuary, complete with an oversized walk-in closet and a spa-inspired ensuite bathroom, offering the perfect retreat after a long day. This home is designed for both relaxation and entertaining, with multiple living spaces that flow seamlessly from one to another. Step outside to the private backyard oasis, where you’ll find a sparkling pool and spa surrounded by lush tropical landscaping, offering the ultimate setting for enjoying the Florida sunshine. For those seeking fun and relaxation, the game room and putting green provide endless entertainment options. The crowning jewel of this extraordinary home is the rooftop deck, which boasts panoramic views of the Gulf of Mexico. Whether you’re enjoying a breathtaking sunset, hosting an evening gathering, or simply taking in the serene surroundings, this space is truly one-of-a-kind. With the beach just a short stroll away, you’ll have endless opportunities for sunbathing, swimming, and beachcombing at your doorstep. This luxury beach house is more than just a home; it’s a lifestyle. Whether you seek peace and tranquility, an active coastal adventure, or the perfect space to entertain loved ones, this property delivers on every level. Seize the opportunity to own a piece of paradise. Indulge in the ultimate in luxury living with exceptional design, unparalleled views, and an unbeatable location. This is the home you've been dreaming of.

4 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Discover this exquisite 4-bedroom, 4.5-bathroom luxury beach house, completed in 2023, located just one block from the pristine sands and turquoise waters of Bradenton Beach on Anna Maria Island. This custom-built residence is a true masterpiece of modern design and exceptional craftsmanship, offering a lifestyle that blends elegance, comfort, and coastal charm in one of Florida’s most coveted locations. Every detail of this home has been meticulously crafted, with no expense spared. The gourmet kitchen features custom solid wood cabinetry, high-end built-in appliances, and stunning quartz countertops, setting the stage for both culinary creativity and entertaining. Vaulted ceilings with custom trim work enhance the home’s airy, open feel, while designer light fixtures, furnishings, and decor exude sophistication throughout. With hurricane impact windows and doors, this home provides not only style but also security and durability. The sprawling master suite is a true sanctuary, complete with an oversized walk-in closet and a spa-inspired ensuite bathroom, offering the perfect retreat after a long day. This home is designed for both relaxation and entertaining, with multiple living spaces that flow seamlessly from one to another. Step outside to the private backyard oasis, where you’ll find a sparkling pool and spa surrounded by lush tropical landscaping, offering the ultimate setting for enjoying the Florida sunshine. For those seeking fun and relaxation, the game room and putting green provide endless entertainment options. The crowning jewel of this extraordinary home is the rooftop deck, which boasts panoramic views of the Gulf of Mexico. Whether you’re enjoying a breathtaking sunset, hosting an evening gathering, or simply taking in the serene surroundings, this space is truly one-of-a-kind. With the beach just a short stroll away, you’ll have endless opportunities for sunbathing, swimming, and beachcombing at your doorstep. This luxury beach house is more than just a home; it’s a lifestyle. Whether you seek peace and tranquility, an active coastal adventure, or the perfect space to entertain loved ones, this property delivers on every level. Seize the opportunity to own a piece of paradise. Indulge in the ultimate in luxury living with exceptional design, unparalleled views, and an unbeatable location. This is the home you've been dreaming of.

3015 Avenue E, Holmes Beach

$3,525,000

Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

5 Beds ⋅ 5 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

532 70th Street, Holmes Beach

$3,500,000

Welcome to coastal luxury living in the highly coveted Key Royale neighborhood of Holmes Beach. This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Step inside to an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with dual walk-in closets and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, a full outdoor kitchen, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

3 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Welcome to coastal luxury living in the highly coveted Key Royale neighborhood of Holmes Beach. This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Step inside to an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with dual walk-in closets and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, a full outdoor kitchen, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

605 Key Royale Drive, Holmes Beach

$3,495,000

Coastal Elegance Meets Modern Luxury Just Minutes from the Gulf. Discover the ultimate island living with this newer custom-built luxury beach home, just moments from the pristine shores of the Gulf. Designed for both style and functionality, this home features 4 spacious bedrooms, 4.5 bathrooms, plus a private study and inviting den, offering flexible spaces for work, relaxation, or entertaining. The heart of the home is the gourmet kitchen, boasting an oversized eat-in island, state-of-the-art appliances, and sleek, high-end finishes - a dream for any chef or entertainer. A private elevator provides easy access to all levels, while the 4-car garage ensures plenty of space for vehicles, beach gear, and more. Every material, finish, appliance, and fixture has been thoughtfully curated, with a list available. Whether you're seeking the perfect family beach retreat or vacation rental, this home offers the ultimate blend of luxury, comfort, and island lifestyle. Enjoy the convenience of being just a short walk to the beach, local shops, groceries, and popular island restaurants, putting the best of Anna Maria Island right at your doorstep.

4 Beds ⋅ 5 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code

Coastal Elegance Meets Modern Luxury Just Minutes from the Gulf. Discover the ultimate island living with this newer custom-built luxury beach home, just moments from the pristine shores of the Gulf. Designed for both style and functionality, this home features 4 spacious bedrooms, 4.5 bathrooms, plus a private study and inviting den, offering flexible spaces for work, relaxation, or entertaining. The heart of the home is the gourmet kitchen, boasting an oversized eat-in island, state-of-the-art appliances, and sleek, high-end finishes - a dream for any chef or entertainer. A private elevator provides easy access to all levels, while the 4-car garage ensures plenty of space for vehicles, beach gear, and more. Every material, finish, appliance, and fixture has been thoughtfully curated, with a list available. Whether you're seeking the perfect family beach retreat or vacation rental, this home offers the ultimate blend of luxury, comfort, and island lifestyle. Enjoy the convenience of being just a short walk to the beach, local shops, groceries, and popular island restaurants, putting the best of Anna Maria Island right at your doorstep.

3702 5th Avenue, Holmes Beach

$3,400,000

Motivated Seller priced below market value and the best deal ever for 2026 and it doesnt get better than this. Your Waterfront Dream Awaits in Key Royale! Welcome to your private oasis, where luxury meets the serene beauty of views of Tampa Bay ,St Pete and Egmont key state park! This isn’t just a home—it’s a lifestyle, meticulously crafted for those who crave elegance, comfort, and breathtaking views. From the moment you arrive, you'll be captivated by this stunning 4-bedroom, 3.5-bathroom property, where every detail has been thoughtfully designed, with double sea walls and a whole house generator, youll be all set, in addition this home has never flooded. Step inside and be greeted by an expansive, open-concept floor plan with soaring ceilings and a complete wall of oversized, impact-resistant windows and sliders. These windows don't just protect—they offer a continuous, panoramic spectacle of the bay, kept perfectly clear with their own built-in washers on the living room! You'll enjoy the best of both worlds with canal views from the front dining room and bedroom, while the rest of the home provides endless, majestic vistas of the bay. This home has been impeccably maintained and updated structually with a complete frontal redesign. The elegant brick exterior and lush, colorful landscaping create incredible curb appeal, while the interior boasts a seamless blend of refined sophistication and cozy comfort. Take the grand staircase or the convenient elevator to the top floor, where your private master retreat awaits. This incredible suite features an additional seating area, a mini kitchen, and a private balcony where you can start your day with a hot cup of coffee and endless bay views, the huge walk-in closet and enormous bathroom with dual sinks, a luxurious soaking tub, and a spacious walk-in shower will make you feel like you'll never want to leave your own personal spa. There is a further 3 sizable guest bedrooms with water views,a den and office should you wish to work from home as leaving here will be hard to do. Outside, the fun continues! Fish right off your private dock, soak up the sun on the large sundeck, or take a refreshing dip in the pool. Watch dolphins, manatees, and pelicans play in the water as you relax in the screened-in lanai, perfect for entertaining guests with its comfortable seating and dining areas. As night falls, witness the spectacular light show from the Sunshine Skyway Bridge—a truly magical experience. Calling all collectors and hobbyists! This home offers a massive 8-car garage with its own central AC unit, multiple storage rooms, and hanging racks—providing endless space for all your cars, golf carts, RV and water toys. The extremely long driveway ensures there's always plenty of room for guests. Located in the unparralleled Key Royale community, you'll have access to a wealth of amenities, including a golf course, tennis and a clubhouse, and beautiful beaches just five minutes away. This one-of-a-kind gem won't last long. It’s more than a house—it’s the Florida dream you've been searching for. Schedule your private showing today and prepare to fall in love!

4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34217 Zip Code

Motivated Seller priced below market value and the best deal ever for 2026 and it doesnt get better than this. Your Waterfront Dream Awaits in Key Royale! Welcome to your private oasis, where luxury meets the serene beauty of views of Tampa Bay ,St Pete and Egmont key state park! This isn’t just a home—it’s a lifestyle, meticulously crafted for those who crave elegance, comfort, and breathtaking views. From the moment you arrive, you'll be captivated by this stunning 4-bedroom, 3.5-bathroom property, where every detail has been thoughtfully designed, with double sea walls and a whole house generator, youll be all set, in addition this home has never flooded. Step inside and be greeted by an expansive, open-concept floor plan with soaring ceilings and a complete wall of oversized, impact-resistant windows and sliders. These windows don't just protect—they offer a continuous, panoramic spectacle of the bay, kept perfectly clear with their own built-in washers on the living room! You'll enjoy the best of both worlds with canal views from the front dining room and bedroom, while the rest of the home provides endless, majestic vistas of the bay. This home has been impeccably maintained and updated structually with a complete frontal redesign. The elegant brick exterior and lush, colorful landscaping create incredible curb appeal, while the interior boasts a seamless blend of refined sophistication and cozy comfort. Take the grand staircase or the convenient elevator to the top floor, where your private master retreat awaits. This incredible suite features an additional seating area, a mini kitchen, and a private balcony where you can start your day with a hot cup of coffee and endless bay views, the huge walk-in closet and enormous bathroom with dual sinks, a luxurious soaking tub, and a spacious walk-in shower will make you feel like you'll never want to leave your own personal spa. There is a further 3 sizable guest bedrooms with water views,a den and office should you wish to work from home as leaving here will be hard to do. Outside, the fun continues! Fish right off your private dock, soak up the sun on the large sundeck, or take a refreshing dip in the pool. Watch dolphins, manatees, and pelicans play in the water as you relax in the screened-in lanai, perfect for entertaining guests with its comfortable seating and dining areas. As night falls, witness the spectacular light show from the Sunshine Skyway Bridge—a truly magical experience. Calling all collectors and hobbyists! This home offers a massive 8-car garage with its own central AC unit, multiple storage rooms, and hanging racks—providing endless space for all your cars, golf carts, RV and water toys. The extremely long driveway ensures there's always plenty of room for guests. Located in the unparralleled Key Royale community, you'll have access to a wealth of amenities, including a golf course, tennis and a clubhouse, and beautiful beaches just five minutes away. This one-of-a-kind gem won't last long. It’s more than a house—it’s the Florida dream you've been searching for. Schedule your private showing today and prepare to fall in love!

709 Key Royale Drive, Holmes Beach

$3,375,000

Elevated living, literally and figuratively. Over 6000 sq/ft of spacious indoor/outdoor accommodation, island breezes, top-notch finishes, nestled into a quiet neighborhood. It’s the best of everything on Anna Maria Island. The home, custom built by one of the island's most prominent builders, is loaded with options you’ll love. Travertine and high-end hardwood flooring in living areas and bedrooms, marble counters in the kitchen, and craftsman's trim catches the eye everywhere else. Like to cook? You’ll be doing it on Wolf and Thermador appliances. Like to cook outdoors? Exit the main living area of the home through hurricane impact sliders and onto the balcony where you’ll find a gas grill and pizza oven. There, you can watch manatees and other wildlife with big views of the backyard and canal. That canal, only a 3 minute boat ride to Tampa Bay and beyond. The dock and lift is plenty capable for any size vessel you have, or just a simple dip with kayaks or paddle boards. All 3 levels of the home, usable, spacious, private, aesthetically pleasing. The pool deck is resort-like, with sun-shelf, spa, fire pit, and covered entertaining space. More? You have a community pool and tennis/pickleball court as well. The landscaping is immaculate, the location is prime, and the home has ample storage on each level. An elegant fortress, high and dry, and battle tested. Furnished options available.

5 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Elevated living, literally and figuratively. Over 6000 sq/ft of spacious indoor/outdoor accommodation, island breezes, top-notch finishes, nestled into a quiet neighborhood. It’s the best of everything on Anna Maria Island. The home, custom built by one of the island's most prominent builders, is loaded with options you’ll love. Travertine and high-end hardwood flooring in living areas and bedrooms, marble counters in the kitchen, and craftsman's trim catches the eye everywhere else. Like to cook? You’ll be doing it on Wolf and Thermador appliances. Like to cook outdoors? Exit the main living area of the home through hurricane impact sliders and onto the balcony where you’ll find a gas grill and pizza oven. There, you can watch manatees and other wildlife with big views of the backyard and canal. That canal, only a 3 minute boat ride to Tampa Bay and beyond. The dock and lift is plenty capable for any size vessel you have, or just a simple dip with kayaks or paddle boards. All 3 levels of the home, usable, spacious, private, aesthetically pleasing. The pool deck is resort-like, with sun-shelf, spa, fire pit, and covered entertaining space. More? You have a community pool and tennis/pickleball court as well. The landscaping is immaculate, the location is prime, and the home has ample storage on each level. An elegant fortress, high and dry, and battle tested. Furnished options available.

718 Key Royale Drive, Holmes Beach

$3,350,000

Stunning turnkey new construction on Anna Maria Island, located on a serene and rare double channel lot in the Key Royale neighborhood. This spacious residence features 5 bedrooms, 2 on the main level and 3 upstairs, all with en suite and walk-in closets offering ample space for family and guests. The main floor’s primary suite includes a large bathroom with steam shower and beautiful marble tile flooring. Enjoy 2 living spaces, one on the main level and another with a large balcony overlooking the canal on the second floor. The elevator provides easy access to both levels. Convenient laundry with 4 washers and 4 dryers, 2 upstairs and 2 on the main level. Upgraded finishes throughout with wide plank engineered walnut flooring, marble tile in the bathrooms, quartz countertops, 8' high extra thick upgraded doors, and upgraded trim package. The modern kitchen boasts brand new high-end Sub-Zero and Wolf paneled appliances and upgraded cabinetry. Step outside to enjoy covered seating and dining areas, a large saltwater pool and spa with breathtaking canal views, and 2 new composite wood docks with new seawall on this home's rare corner channel access, ideal for water enthusiasts. The property also features garage spaces to accommodate 4 vehicles, and new mature landscaping. The home's interiors are thoughtfully designed with hand-curated, beach inspired furnishings which are included in the sale.

5 Beds ⋅ 6 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Stunning turnkey new construction on Anna Maria Island, located on a serene and rare double channel lot in the Key Royale neighborhood. This spacious residence features 5 bedrooms, 2 on the main level and 3 upstairs, all with en suite and walk-in closets offering ample space for family and guests. The main floor’s primary suite includes a large bathroom with steam shower and beautiful marble tile flooring. Enjoy 2 living spaces, one on the main level and another with a large balcony overlooking the canal on the second floor. The elevator provides easy access to both levels. Convenient laundry with 4 washers and 4 dryers, 2 upstairs and 2 on the main level. Upgraded finishes throughout with wide plank engineered walnut flooring, marble tile in the bathrooms, quartz countertops, 8' high extra thick upgraded doors, and upgraded trim package. The modern kitchen boasts brand new high-end Sub-Zero and Wolf paneled appliances and upgraded cabinetry. Step outside to enjoy covered seating and dining areas, a large saltwater pool and spa with breathtaking canal views, and 2 new composite wood docks with new seawall on this home's rare corner channel access, ideal for water enthusiasts. The property also features garage spaces to accommodate 4 vehicles, and new mature landscaping. The home's interiors are thoughtfully designed with hand-curated, beach inspired furnishings which are included in the sale.

603 Emerald Lane, Holmes Beach

$3,285,000

Unique opportunity to own one of the most prestigious waterfront lots on Anna Maria Island. The lot is 23,634sqft and features over 300 feet on open water with a 180 degree view of Watsons Bayou, Intracoastal Waterway and Anna Maria Sound. The lot is perfectly situated in a protected no wake zone with deep water access. It is also conveniently a 1 min drive straight to the beach. Limitless possibilities to build your island dream home.Regretfully, the home experienced serious storm damage and is being sold As-Is.

Key Royale SubDv. ⋅ 34217 Zip Code

Unique opportunity to own one of the most prestigious waterfront lots on Anna Maria Island. The lot is 23,634sqft and features over 300 feet on open water with a 180 degree view of Watsons Bayou, Intracoastal Waterway and Anna Maria Sound. The lot is perfectly situated in a protected no wake zone with deep water access. It is also conveniently a 1 min drive straight to the beach. Limitless possibilities to build your island dream home.Regretfully, the home experienced serious storm damage and is being sold As-Is.

543 Key Royale Drive, Holmes Beach

$3,100,000

Just a few sandy steps from the shores of Holmes Beach, this newly built 4BD/4.5BA coastal haven blends elevated design with the laid back spirit of island living. A proven income generator with bookings already on the calendar, this property offers the rare opportunity to enjoy a luxury retreat that also works for you. Each of the four ensuite bedrooms offers generous space and privacy, three with private balconies, and a primary suite that stuns with sweeping Gulf views and a spa-inspired bath featuring a freestanding soaking tub. The light filled living area flows effortlessly into a sleek chef’s kitchen where a quartz waterfall island, luxury gas range, wine bar, and oversized walk-in pantry cater to everything from casual breakfasts to sunset dinners. Step outside to discover a resort style backyard designed for all day enjoyment including a heated pool and spa, cascading sheer waterfall, outdoor dining and lounge space beneath a covered cabana deck, and lush turf landscaping that’s as beautiful as it is low maintenance. For sunset seekers, the rooftop deck delivers panoramic Gulf and Bay views that make every evening feel like a getaway. Other thoughtful touches include an elevator, bonus flex space, two-car garage, circular drive, and laundry room. All of this is tucked just moments from the best of the island local boutiques and beloved restaurants, making it equally suited as a luxurious full time residence or high performing vacation rental.

4 Beds ⋅ 5 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code

Just a few sandy steps from the shores of Holmes Beach, this newly built 4BD/4.5BA coastal haven blends elevated design with the laid back spirit of island living. A proven income generator with bookings already on the calendar, this property offers the rare opportunity to enjoy a luxury retreat that also works for you. Each of the four ensuite bedrooms offers generous space and privacy, three with private balconies, and a primary suite that stuns with sweeping Gulf views and a spa-inspired bath featuring a freestanding soaking tub. The light filled living area flows effortlessly into a sleek chef’s kitchen where a quartz waterfall island, luxury gas range, wine bar, and oversized walk-in pantry cater to everything from casual breakfasts to sunset dinners. Step outside to discover a resort style backyard designed for all day enjoyment including a heated pool and spa, cascading sheer waterfall, outdoor dining and lounge space beneath a covered cabana deck, and lush turf landscaping that’s as beautiful as it is low maintenance. For sunset seekers, the rooftop deck delivers panoramic Gulf and Bay views that make every evening feel like a getaway. Other thoughtful touches include an elevator, bonus flex space, two-car garage, circular drive, and laundry room. All of this is tucked just moments from the best of the island local boutiques and beloved restaurants, making it equally suited as a luxurious full time residence or high performing vacation rental.

6605 Gulf Drive, Holmes Beach

$3,075,000

Coastal Waterfront Retreat with Panoramic Bay Views Experience the best of coastal living in this beautifully updated waterfront home overlooking the Intracoastal Waterway and Tampa Bay. Designed by local architect Emily Ann Smith, this 3-bedroom, 2.5-bath residence perfectly blends timeless island charm with modern coastal elegance. Located on a quiet cul-de-sac in the heart of Holmes Beach, this home welcomes you with an open-concept layout filled with natural light and expansive water views. The living area features a wood-burning fireplace and large windows framing the ever-changing waterfront scene of boats passing and dolphins playing. Step through to the spacious screened patio, ideal for morning coffee or an evening glass of wine as the sea breeze drifts through. The chef’s kitchen is both stylish and functional, featuring a large center island, wine refrigerator, and designer finishes—perfect for entertaining or casual island dining. Two guest bedrooms and a shared bath, plus a half bath and elevator access, complete the main level. Upstairs, the private master suite offers a peaceful retreat with its own screened porch and panoramic water views, creating a serene space to unwind and take in the beauty of the bay. Outside, a tropical backyard oasis features lush landscaping, a heated pool, and a private dock equipped with two new boat lifts—including a 20,000-lb lift and two jet ski lifts. Enjoy effortless access to the Intracoastal for boating, fishing, or a sunset cruise to nearby waterfront dining. Additional highlights include a covered outdoor area perfect for an outdoor kitchen or lounge, a side-entry garage, and extra storage for all your beach and boating essentials. Walking distance Anna Maria Island’s pristine Gulf beaches, boutique shops, and coastal restaurants, this home captures the essence of relaxed island sophistication. A true coastal sanctuary—where every day feels like a getaway!

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Coastal Waterfront Retreat with Panoramic Bay Views Experience the best of coastal living in this beautifully updated waterfront home overlooking the Intracoastal Waterway and Tampa Bay. Designed by local architect Emily Ann Smith, this 3-bedroom, 2.5-bath residence perfectly blends timeless island charm with modern coastal elegance. Located on a quiet cul-de-sac in the heart of Holmes Beach, this home welcomes you with an open-concept layout filled with natural light and expansive water views. The living area features a wood-burning fireplace and large windows framing the ever-changing waterfront scene of boats passing and dolphins playing. Step through to the spacious screened patio, ideal for morning coffee or an evening glass of wine as the sea breeze drifts through. The chef’s kitchen is both stylish and functional, featuring a large center island, wine refrigerator, and designer finishes—perfect for entertaining or casual island dining. Two guest bedrooms and a shared bath, plus a half bath and elevator access, complete the main level. Upstairs, the private master suite offers a peaceful retreat with its own screened porch and panoramic water views, creating a serene space to unwind and take in the beauty of the bay. Outside, a tropical backyard oasis features lush landscaping, a heated pool, and a private dock equipped with two new boat lifts—including a 20,000-lb lift and two jet ski lifts. Enjoy effortless access to the Intracoastal for boating, fishing, or a sunset cruise to nearby waterfront dining. Additional highlights include a covered outdoor area perfect for an outdoor kitchen or lounge, a side-entry garage, and extra storage for all your beach and boating essentials. Walking distance Anna Maria Island’s pristine Gulf beaches, boutique shops, and coastal restaurants, this home captures the essence of relaxed island sophistication. A true coastal sanctuary—where every day feels like a getaway!

527 56th Street, Holmes Beach

$3,000,000

Welcome to this sweet cottage located on a cul-de-sac on Anna Maria Island. Situated on a large waterfront lot with spectacular views on Bimini Bay. Renovate this home to your taste and needs or remove it and build your dream home. The house has a main bedroom suite with private bath, a guest room with bath as well as a living room, dining room, family room, kitchen and a large glassed in lanai overlooking the bay. There is also a two car garage and laundry area. The 14,680 sq ft lot has 234 ft of water with expansive views. The lot wraps around the canal for calm protected waters for your boat or dock. It is situated on an elevated lot with deep water access to the Intracoastal Waterway and Anna Maria Sound. There was no damage to the house during the 2024 storms. The sea wall has been recently repaired. There is plenty of room for a pool. Key Royale has a private Gulf Club and is a short ride to top rated restaurants, boutique shops and the famous beaches on Anna Maria Island. If you are wanting a beach get away or to build your dream estate, this is the place for you. View the best sunsets right from your back yard on one of the most desirable lots in Key Royale. The value is based on the land and location. See land listing at MLS A4675581.

2 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Welcome to this sweet cottage located on a cul-de-sac on Anna Maria Island. Situated on a large waterfront lot with spectacular views on Bimini Bay. Renovate this home to your taste and needs or remove it and build your dream home. The house has a main bedroom suite with private bath, a guest room with bath as well as a living room, dining room, family room, kitchen and a large glassed in lanai overlooking the bay. There is also a two car garage and laundry area. The 14,680 sq ft lot has 234 ft of water with expansive views. The lot wraps around the canal for calm protected waters for your boat or dock. It is situated on an elevated lot with deep water access to the Intracoastal Waterway and Anna Maria Sound. There was no damage to the house during the 2024 storms. The sea wall has been recently repaired. There is plenty of room for a pool. Key Royale has a private Gulf Club and is a short ride to top rated restaurants, boutique shops and the famous beaches on Anna Maria Island. If you are wanting a beach get away or to build your dream estate, this is the place for you. View the best sunsets right from your back yard on one of the most desirable lots in Key Royale. The value is based on the land and location. See land listing at MLS A4675581.

627 Concord Lane, Holmes Beach

$2,800,000

ENTERED FOR MLS PURPOSES ONLY

4 Beds ⋅ 4 Baths ⋅ Casa Del Mar SubDv. ⋅ 34217 Zip Code

ENTERED FOR MLS PURPOSES ONLY

215 64th Street, Holmes Beach

$2,750,000

Coastal Chic design, this luxury home features 4 bedrooms and 5 bathrooms with a private heated pool located on Anna Maria Island! As you walk in the first living level you will find an open concept kitchen and living room, with a formal dining just off to the side. The living room has a full wall of impact slider doors that lead out to the patio balcony for outdoor dining and steps that lead to the lush turfedlandscaped backyard oasis with heated pool and outdoor shower. The upscale kitchen includes solid wood cabinets, open shelving, quartz countertops, wine fridge, induction stove top, plenty of pantry and storage and a huge island perfect for entertaining. All the bedrooms are very spacious for utmost comfort and all have ensuite bathrooms for your privacy. They each have their own beachy color scheme and decor. The primary bedroom is very spacious, the bathroom has dual sinks, soaking tub and a large walk-in shower and walk- in closet. There is also a seating area right off the primary for an office or additional seating area. The 5th bathroom is just off the main living space and right by the back slider door for easy pool bath access. Full laundry room with a sink and storage. Plenty of parking in shell driveway in addition to the large epoxied 2 car garage. Enjoy being so close to the beach to walk down for sunsets every night.

4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Coastal Chic design, this luxury home features 4 bedrooms and 5 bathrooms with a private heated pool located on Anna Maria Island! As you walk in the first living level you will find an open concept kitchen and living room, with a formal dining just off to the side. The living room has a full wall of impact slider doors that lead out to the patio balcony for outdoor dining and steps that lead to the lush turfedlandscaped backyard oasis with heated pool and outdoor shower. The upscale kitchen includes solid wood cabinets, open shelving, quartz countertops, wine fridge, induction stove top, plenty of pantry and storage and a huge island perfect for entertaining. All the bedrooms are very spacious for utmost comfort and all have ensuite bathrooms for your privacy. They each have their own beachy color scheme and decor. The primary bedroom is very spacious, the bathroom has dual sinks, soaking tub and a large walk-in shower and walk- in closet. There is also a seating area right off the primary for an office or additional seating area. The 5th bathroom is just off the main living space and right by the back slider door for easy pool bath access. Full laundry room with a sink and storage. Plenty of parking in shell driveway in addition to the large epoxied 2 car garage. Enjoy being so close to the beach to walk down for sunsets every night.

211 81st Street Unit B, Holmes Beach

$2,737,500

This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.

4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.

243 S Harbor Drive, Holmes Beach

$2,735,000

From sunrise to sunset, stunning Gulf views throughout the house. One of the most outstanding features of this property is the expansive rooftop deck—an irreplaceable amenity due to current height restrictions. From this vantage point, take in breathtaking Gulf sunsets, views of the Sunshine Skyway Bridge, and sweeping 360-degree panoramas of the island and surrounding waters. The elevated position of the street further enhances views and peace of mind. The home was thoughtfully designed by award winning architect Emily Anne Smith. The floor plan with four bedrooms, including two luxurious primary suites. Every bedroom features a private en-suite bathroom, complemented by two additional half bathrooms for a total of six bathrooms. A separate washer and dryer add convenience. The layout is designed to maximize natural light and capture views from sunrise to sunset. Both living levels feature wrap around decks with large seating and lounging areas. The second living level hosts a spacious primary suite with heated bathroom floors, a jacuzzi-style soaking tub, large shower, and dual vanities. This level also includes two additional en-suite bedrooms, plus a comfortable living area with a half kitchen featuring a sink, refrigerator, microwave, toaster oven, ample cabinetry, and a 48-bottle wine cooler—perfect for guests and family seeking privacy and independence. The third living level showcases an open-concept design with soaring ceilings, where the main kitchen, dining, and living areas all face the Gulf. Enjoy spectacular sunset and skyline views from nearly every angle. This level also features a second primary suite with a king bed and spa-like en-suite bathroom, a separate half bathroom, office workspace, and direct access to the rooftop deck. Outdoor living is equally impressive, highlighted by a resort-style pool with rock waterfall, jet stream fountain, jacuzzi jets, auto-fill system and mature tropical landscaping. A six-foot privacy fence surrounds the property. Entertain with ease at the covered tiki bar equipped with sink, refrigerator, TV, stereo, plus multiple shaded and sun-soaked seating areas. Additional features include a large garage accommodating 2–3 vehicles with 9-foot ceilings, extensive storage, workbenches, elevator, impact-rated PGT windows and doors, metal roof, low-maintenance stucco and Hardie plank exterior, heated slate kitchen floors, plus slate in entrance and storage room, bamboo flooring throughout the rest of the house, Hunter Douglas blinds, and the home is offered fully furnished and move-in ready. The home also features a monitored security system, smart thermostats and an Artificial Intelligence (AI) Camera System with DVR. Never rented, yet zoned for weekly rentals. No hurricane water intrusion in 2024. A truly rare offering on Anna Maria Island on one of the highest elevation and quietest streets with a deeded beach access.

4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

From sunrise to sunset, stunning Gulf views throughout the house. One of the most outstanding features of this property is the expansive rooftop deck—an irreplaceable amenity due to current height restrictions. From this vantage point, take in breathtaking Gulf sunsets, views of the Sunshine Skyway Bridge, and sweeping 360-degree panoramas of the island and surrounding waters. The elevated position of the street further enhances views and peace of mind. The home was thoughtfully designed by award winning architect Emily Anne Smith. The floor plan with four bedrooms, including two luxurious primary suites. Every bedroom features a private en-suite bathroom, complemented by two additional half bathrooms for a total of six bathrooms. A separate washer and dryer add convenience. The layout is designed to maximize natural light and capture views from sunrise to sunset. Both living levels feature wrap around decks with large seating and lounging areas. The second living level hosts a spacious primary suite with heated bathroom floors, a jacuzzi-style soaking tub, large shower, and dual vanities. This level also includes two additional en-suite bedrooms, plus a comfortable living area with a half kitchen featuring a sink, refrigerator, microwave, toaster oven, ample cabinetry, and a 48-bottle wine cooler—perfect for guests and family seeking privacy and independence. The third living level showcases an open-concept design with soaring ceilings, where the main kitchen, dining, and living areas all face the Gulf. Enjoy spectacular sunset and skyline views from nearly every angle. This level also features a second primary suite with a king bed and spa-like en-suite bathroom, a separate half bathroom, office workspace, and direct access to the rooftop deck. Outdoor living is equally impressive, highlighted by a resort-style pool with rock waterfall, jet stream fountain, jacuzzi jets, auto-fill system and mature tropical landscaping. A six-foot privacy fence surrounds the property. Entertain with ease at the covered tiki bar equipped with sink, refrigerator, TV, stereo, plus multiple shaded and sun-soaked seating areas. Additional features include a large garage accommodating 2–3 vehicles with 9-foot ceilings, extensive storage, workbenches, elevator, impact-rated PGT windows and doors, metal roof, low-maintenance stucco and Hardie plank exterior, heated slate kitchen floors, plus slate in entrance and storage room, bamboo flooring throughout the rest of the house, Hunter Douglas blinds, and the home is offered fully furnished and move-in ready. The home also features a monitored security system, smart thermostats and an Artificial Intelligence (AI) Camera System with DVR. Never rented, yet zoned for weekly rentals. No hurricane water intrusion in 2024. A truly rare offering on Anna Maria Island on one of the highest elevation and quietest streets with a deeded beach access.

106 79th Street, Holmes Beach

$2,730,000

Experience understated elegance in this contemporary coastal 5BR/4BA home located in the esteemed Key Royale community on Anna Maria Island. Thoughtfully designed and impeccably finished, this residence exudes quiet luxury from the moment you step inside. Soft natural light, refined materials, and serene water views create a sense of calm throughout the open concept living spaces. The gourmet kitchen serves as the heart of the home, showcasing an oversized island, custom cabinetry, premium GE Monogram appliances, an induction cooktop, and sleek stone surfaces —perfectly blending beauty and function. The adjacent living and dining areas flow effortlessly toward the outdoors, where expansive hurricane rated glass doors frame tranquil sunset views down a wide canal. The primary suite is a private retreat with lanai access and a spa-inspired bath featuring elegant finishes. Four additional bedrooms, two ensuite, offer flexibility for guests, extended family, or a dedicated office, each echoing the home’s modern coastal sophistication. Designed for effortless indoor-outdoor living, the residence features a heated, saltwater pool and a screened lanai ideal for quiet mornings, relaxed gatherings, and evening breezes by the water. The property also boasts a private dock and 12,000 lb. boat lift, and offers direct boating access to Tampa Bay, the Intracoastal Waterway, and the Gulf—perfect for boating adventures, jet skis, kayaking and paddle boarding. Set in a coveted neighborhood known for its privacy and charm, this Key Royale home offers a rare combination of contemporary design, serene waterfront views, and the refined simplicity of quiet luxury—just minutes from Anna Maria Island’s world renown beaches, shops, and dining.

5 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Experience understated elegance in this contemporary coastal 5BR/4BA home located in the esteemed Key Royale community on Anna Maria Island. Thoughtfully designed and impeccably finished, this residence exudes quiet luxury from the moment you step inside. Soft natural light, refined materials, and serene water views create a sense of calm throughout the open concept living spaces. The gourmet kitchen serves as the heart of the home, showcasing an oversized island, custom cabinetry, premium GE Monogram appliances, an induction cooktop, and sleek stone surfaces —perfectly blending beauty and function. The adjacent living and dining areas flow effortlessly toward the outdoors, where expansive hurricane rated glass doors frame tranquil sunset views down a wide canal. The primary suite is a private retreat with lanai access and a spa-inspired bath featuring elegant finishes. Four additional bedrooms, two ensuite, offer flexibility for guests, extended family, or a dedicated office, each echoing the home’s modern coastal sophistication. Designed for effortless indoor-outdoor living, the residence features a heated, saltwater pool and a screened lanai ideal for quiet mornings, relaxed gatherings, and evening breezes by the water. The property also boasts a private dock and 12,000 lb. boat lift, and offers direct boating access to Tampa Bay, the Intracoastal Waterway, and the Gulf—perfect for boating adventures, jet skis, kayaking and paddle boarding. Set in a coveted neighborhood known for its privacy and charm, this Key Royale home offers a rare combination of contemporary design, serene waterfront views, and the refined simplicity of quiet luxury—just minutes from Anna Maria Island’s world renown beaches, shops, and dining.

664 Key Royale Drive, Holmes Beach

$2,705,000

**The home's exterior has been freshly painted in a lighter blue. Updated photos coming soon!**Escape to your own piece of paradise on Anna Maria Island with this stunning coastal retreat nestled just 5 lots from beach access on 79th Street. Crafted in 2017, this immaculate home boasts modern elegance and thoughtful design, offering the ultimate blend of luxury and comfort. Spanning 2,394 square feet, this residence features 4 bedrooms and 3.5 bathrooms, providing ample space for family and guests. Step inside and be greeted by ceramic wood look tile flooring flowing seamlessly throughout, creating a warm and inviting ambiance. The fully furnished home allows for immediate enjoyment of island living. Modern conveniences like a washer and dryer and an elevator from the ground floor to the top add ease to daily life. The heart of the home, a gourmet kitchen, awaits the culinary enthusiast with state-of-the-art appliances, sleek cabinetry, and sprawling countertops. Retire to the primary suite on the main level for indulgence, featuring a lavish en-suite bathroom and a spacious walk-in closet. Discover three additional bedrooms upstairs that provide haven and seclusion for family and guests alike. Outside, three balconies offer breathtaking views, while the lush landscaping surrounding the sparkling heated pool invites relaxation. In 2022, the backyard was enhanced by adding turf and a putting green, providing extra opportunities for leisure and enjoyment. Additional features include a durable metal roof, a 2-car garage, and parking for 4 more cars in the driveway. Conveniently located just steps away from the beach, this home offers great rental potential and is zoned for weekly rentals, embodying the quintessential island lifestyle, where every day feels like a vacation. Don't miss your chance to own this slice of paradise in one of Florida's most desirable destinations. Schedule your private showing today and make your dreams of coastal living a reality!

4 Beds ⋅ 4 Baths ⋅ Holmes Gulf To Bay Dev Subdivison SubDv. ⋅ 34217 Zip Code

**The home's exterior has been freshly painted in a lighter blue. Updated photos coming soon!**Escape to your own piece of paradise on Anna Maria Island with this stunning coastal retreat nestled just 5 lots from beach access on 79th Street. Crafted in 2017, this immaculate home boasts modern elegance and thoughtful design, offering the ultimate blend of luxury and comfort. Spanning 2,394 square feet, this residence features 4 bedrooms and 3.5 bathrooms, providing ample space for family and guests. Step inside and be greeted by ceramic wood look tile flooring flowing seamlessly throughout, creating a warm and inviting ambiance. The fully furnished home allows for immediate enjoyment of island living. Modern conveniences like a washer and dryer and an elevator from the ground floor to the top add ease to daily life. The heart of the home, a gourmet kitchen, awaits the culinary enthusiast with state-of-the-art appliances, sleek cabinetry, and sprawling countertops. Retire to the primary suite on the main level for indulgence, featuring a lavish en-suite bathroom and a spacious walk-in closet. Discover three additional bedrooms upstairs that provide haven and seclusion for family and guests alike. Outside, three balconies offer breathtaking views, while the lush landscaping surrounding the sparkling heated pool invites relaxation. In 2022, the backyard was enhanced by adding turf and a putting green, providing extra opportunities for leisure and enjoyment. Additional features include a durable metal roof, a 2-car garage, and parking for 4 more cars in the driveway. Conveniently located just steps away from the beach, this home offers great rental potential and is zoned for weekly rentals, embodying the quintessential island lifestyle, where every day feels like a vacation. Don't miss your chance to own this slice of paradise in one of Florida's most desirable destinations. Schedule your private showing today and make your dreams of coastal living a reality!

112 79th Street Unit B, Holmes Beach

$2,650,000

A coastal masterpiece tucked within the prestigious Key Royale community on Anna Maria Island, this spectacularly reimagined 4BD/4.5BA waterfront residence offers over 90 feet of tranquil canal frontage with a newly constructed dock and seawall, and a rare blend of intentional design and elevated island living. Every inch of this home has been thoughtfully crafted with extraordinary attention to detail, where warm textures, natural materials, and curated finishes work in harmony to create a space that feels as refined as it is welcoming. The striking kitchen is anchored by richly toned cabinetry, Thermador appliances, wet bar/coffee station and an expansive quartz waterfall island, while designer lighting throughout the home brings atmosphere and cohesion to each room. Vaulted tongue-and-groove ceilings, arched stone accented transitions, and sculptural elements add a layer of architectural interest. Each bathroom is a statement in itself, with moody tile work, brass fixtures, and spa inspired features like a freestanding soaking tub set within the shower enclosure. Additional amenities include smart home technology seamlessly integrated through a Control4 system, outdoor speakers, PGT impact-rated windows and doors, all new MEPs including sewer, and the Easy Damn Flood Barrier System offering peace of mind. Step outside into your private oasis, where lush landscaping surrounds a stunning resort-style pool and spa, coral stone outdoor shower, covered lounge space, an oversized dock with seating area and direct access to Tampa Bay. Residents of Key Royale enjoy the option of joining the private Key Royale Club offering golf, dining, and social events. With monthly rental zoning in place, you’ll have added flexibility whether this is your full-time sanctuary or part-time escape. Don’t let this coastal slice of island life slip away and make it your dream escape today!

4 Beds ⋅ 5 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

A coastal masterpiece tucked within the prestigious Key Royale community on Anna Maria Island, this spectacularly reimagined 4BD/4.5BA waterfront residence offers over 90 feet of tranquil canal frontage with a newly constructed dock and seawall, and a rare blend of intentional design and elevated island living. Every inch of this home has been thoughtfully crafted with extraordinary attention to detail, where warm textures, natural materials, and curated finishes work in harmony to create a space that feels as refined as it is welcoming. The striking kitchen is anchored by richly toned cabinetry, Thermador appliances, wet bar/coffee station and an expansive quartz waterfall island, while designer lighting throughout the home brings atmosphere and cohesion to each room. Vaulted tongue-and-groove ceilings, arched stone accented transitions, and sculptural elements add a layer of architectural interest. Each bathroom is a statement in itself, with moody tile work, brass fixtures, and spa inspired features like a freestanding soaking tub set within the shower enclosure. Additional amenities include smart home technology seamlessly integrated through a Control4 system, outdoor speakers, PGT impact-rated windows and doors, all new MEPs including sewer, and the Easy Damn Flood Barrier System offering peace of mind. Step outside into your private oasis, where lush landscaping surrounds a stunning resort-style pool and spa, coral stone outdoor shower, covered lounge space, an oversized dock with seating area and direct access to Tampa Bay. Residents of Key Royale enjoy the option of joining the private Key Royale Club offering golf, dining, and social events. With monthly rental zoning in place, you’ll have added flexibility whether this is your full-time sanctuary or part-time escape. Don’t let this coastal slice of island life slip away and make it your dream escape today!

615 Concord Lane, Holmes Beach

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