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5311 Gulf Of Mexico Drive Unit 5, Longboat Key
$799,000
2 Beds ⋅ 2 Baths ⋅ Mccalls Beach Castle SubDv. ⋅ 34228 Zip Code
Turnkey furnished and positioned just steps from the Gulf’s sandy shoreline, this first-floor residence at Beach Castle on Longboat Key offers a compelling combination of coastal living and proven rental potential. With flexible daily or weekly rental allowances, this two-bedroom retreat presents an exceptional opportunity for personal use, income generation, or both. The light-filled interior features an open layout designed for ease and comfort, where the kitchen, dining, and living areas flow together naturally. Oversized tile flooring, updated impact glass, and sliding doors enhance both durability and livability, while the kitchen is well-appointed with granite countertops, solid wood cabinetry, stainless steel appliances, and built-in shelving—creating a functional space for everyday living or hosting. Floor-to-ceiling sliders lead to a private patio and screened lanai, offering a seamless transition to the outdoors and placing you just moments from the beach. The split-bedroom plan provides added privacy, with the primary suite enjoying direct access to the outdoor space, while the guest bedroom is comfortably sized with its own en-suite bath. Set within the boutique Beach Castle community, residents enjoy a unique beach-to-bay lifestyle with deeded Gulf access, a heated swimming pool and spa, grilling areas, and a fishing pier with day dock on Sarasota Bay. Lush landscaping and well-maintained grounds create a relaxed, resort-style setting that enhances both owner enjoyment and guest appeal. Located on the desirable north end of Longboat Key, this property is just minutes from Bayfront Park, Cedars Tennis Resort, and the island’s scenic biking and walking paths. A short drive south brings you to the Longboat Key Club, St. Armands Circle’s dining and boutiques, and downtown Sarasota’s renowned cultural venues, waterfront parks, and year-round events. With strong rental history, immediate beach access, and a turnkey presentation, this Beach Castle residence offers a rare opportunity to enjoy the best of Longboat Key—whether as an investment, a private getaway, or a combination of both.

5311 Gulf Of Mexico Drive Unit 5, Longboat Key

103 Park Avenue, Anna Maria
$5,195,000
5 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
HUGE PRICE IMPROVEMENT! LUXURY COASTAL LIVING AT IT’S FINEST! This one-of-a-kind residence, designed by Emily Anne Smith, stands on one of the most sought-after streets in Anna Maria, just one home from the Gulf and a short walk to the charm of Pine Avenue. The location offers an exceptional combination of beach proximity, walkability, and privacy. Thoughtfully designed for both entertaining and multi-generational living, the home offers over 4,500 square feet of curated living space with distinct gathering areas throughout. The main living room opens to a front verandah and features a fireplace, with an additional fireplace located in the primary suite. The kitchen, designed for both function and presentation, featuring marble countertops and backsplash, custom cabinetry, a butler’s pantry, and dual sinks is well-suited for both everyday use and larger gatherings. Emily Anne Smith is known for her mindful and timeless coastal design, and this home reflects that level of craftsmanship throughout. The property includes a main residence and a separate cottage, providing flexibility and privacy with a total of 5 bedrooms and 4.5 bathrooms. Additional features include multiple verandahs, two dedicated study spaces, and a well-designed outdoor living area with a pool, shower, and lounge space. The private guest quarters with separate entrance offers an ideal setup for extended family, guests, or private accommodation. This is a rare opportunity to own a thoughtfully designed home in a premier Anna Maria location, with Gulf views and exceptional sunset exposure.

103 Park Avenue, Anna Maria

1740 Bayshore Drive, Terra Ceia
$1,000,000
3 Beds ⋅ 2 Baths ⋅ Terra Ceia SubDv. ⋅ 34250 Zip Code
Virtually Staged. MOTIVATED SELLER! WATERFRONT • PRIVATE BOAT RAMP • NEW POOL • 2.7 ACRES • DIRECT BAY ACCESS • NO HOA! Rare opportunity on Terra Ceia Island! This move-in ready Key West–style waterfront home sits on 2.7 acres and features a PRIVATE BOAT RAMP, DIRECT BAY ACCESS, NEW RESORT-STYLE POOL, agricultural zoning, NO HOA and NO DEED RESTRICTIONS. BOATERS & FISHING ENTHUSIASTS—THIS IS THE ONE! Launch your boat right from your own property and enjoy easy access to Tampa Bay and the Gulf for boating, fishing, kayaking and paddleboarding. There's also room to add a private dock and create your ultimate waterfront retreat. Enjoy the Florida lifestyle around the NEW resort-style pool featuring travertine decking, PebbleTec finish and a sun shelf. Relax on the expansive porch while taking in beautiful bay views and spectacular Florida sunsets. With 2.7 acres and agricultural zoning, there's room for horses, animals, pets, boats, RVs, trailers and all your outdoor toys. A chicken coop is already in place, plus a spacious garage and plenty of storage. NO HOA and NO deed restrictions give you the space and freedom you've been looking for. Tucked away on peaceful Terra Ceia Island, you'll enjoy the charm of Old Florida waterfront living while remaining convenient to St. Petersburg, Tampa, Bradenton and Sarasota. WATERFRONT + PRIVATE BOAT RAMP + NEW POOL + 2.7 ACRES + NO HOA—THIS IS FLORIDA LIVING! Bring the boat, RV and animals and schedule your private showing today! Virtually Staged.

1740 Bayshore Drive, Terra Ceia

6701 Gulf Of Mexico Drive Unit 332, Longboat Key
$649,000
1 Beds ⋅ 2 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code
Here is a rare opportunity to own a walk-out, gulf-front beach condo on Longboat Key. Tucked just behind a beach-grass dune and set on a grassy knoll, this one-bedroom residence is ideally positioned to capture refreshing sea breezes and spectacular sunset views. The natural topography also helps protect the building from heavy weather and water intrusion. Remodeled Interior and Modern Upgrades: Completely remodeled, this unique one-bedroom condo now features a desirable two-bathroom floor plan. The newly designed open kitchen includes premium appliances, upgraded stone countertops, and new cabinetry, creating a bright and functional space for everyday living and entertaining. Updates continue throughout the residence, including hurricane-impact sliding doors, a new front window, and beautifully modernized bathrooms. The condo is being sold turn-key, with everything included for a seamless move-in experience. Inside, the open, light-filled layout maximizes both space and natural beauty. Large glass sliders connect the living area to the outdoors, filling the kitchen and main living space with sunlight while blending coastal charm with modern functionality. The bedroom and bathrooms are thoughtfully designed to provide comfortable, serene retreats. Private Outdoor Living: The distinctive ground-floor Whitney Beach Gulfside floor plan offers two inviting outdoor spaces: a front privacy-fenced enclosed patio, ideal for alfresco dining or beachfront gardening, and a rear open patio perfect for relaxing. Whether you are enjoying morning coffee or an evening cocktail, the gentle sea breeze creates a peaceful setting for unwinding. Resort-Style Community Amenities: Whitney Beach offers a range of well-maintained amenities designed to enhance the coastal lifestyle, including: Sparkling community pool , Tennis courts and shuffleboard, Beach chairs for relaxed days by the Gulf, Boat slips available, Tranquil bayou pavilion for water enthusiasts. Unmatched Longboat Key Location: Located on the quiet northern end of Longboat Key, Whitney Beach places you close to excellent restaurants, shops, and everyday conveniences. Enjoy easy access by foot, bike, or car, with St. Armands Circle just a short drive away. Flexible Living and Investment Potential. This condo combines a highly desirable gulf-front location with the privacy, comfort, and ease of a casual beachfront lifestyle. It is well suited for year-round living, a seasonal retreat, or a smart investment opportunity. With one-month minimum rentals allowed up to 12 times per year, the property offers strong rental flexibility. As an added bonus, the community features two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, helping provide a no-surprises ownership experience. Discover Longboat Key: Enjoy the best of Longboat Key, where luxury meets laid-back coastal charm. Schedule your private tour today.

6701 Gulf Of Mexico Drive Unit 332, Longboat Key

101 25th Street N Unit 1, Bradenton Beach
$699,000
2 Beds ⋅ 2 Baths ⋅ Seagrass Flats SubDv. ⋅ 34217 Zip Code
Turnkey beachside investment with a strong, proven rental history and loyal repeat guests—exceptionally positioned and priced to stand out, just steps from the sugar-white sands of the Gulf. This beautifully updated 2-bedroom, 2-bath condo effortlessly blends coastal charm with income-producing potential in a 4-unit boutique setting. Fully renovated and offered fully furnished, the home showcases a light, airy interior with shiplap and wainscoting accents, durable luxury vinyl plank flooring, and an updated kitchen with newer appliances. A convenient laundry closet with recently replaced washer and dryer adds everyday ease. Two king bedrooms plus a sleeper sofa maximize comfort and guest capacity, while both bathrooms feature quartz countertops and refined designer finishes. With a consistent history of repeat guests, this property is as enjoyable as it is profitable. Recent upgrades—including a new roof (2024), hurricane impact windows (2025), updated plumbing (2022), water heater and AC (2020)—provide lasting value and added peace of mind. Begin your mornings with coffee and a sea breeze from your front porch, spend afternoons poolside or on the beach just across the street, and unwind with unforgettable Gulf sunsets. With dining, shops, parks, and the island trolley all nearby, every day feels effortlessly like a getaway. Whether you're seeking a high-performing investment, a personal retreat, or both, this is island living at its finest.

101 25th Street N Unit 1, Bradenton Beach

10315 Cortez Road W Unit 27F, Bradenton
$325,000
2 Beds ⋅ 2 Baths ⋅ Paradise Bay Estates Coop SubDv. ⋅ 34210 Zip Code
One or more photo(s) has been virtually staged. (2nd Bedroom) Experience the quintessential Florida lifestyle in this meticulously maintained residence located in Paradise Bay, a vibrant 55+ "Best Kept Secret" waterfront community. This home shows beautifully and offers the rare privilege of owning one of only four properties in the entire park with a private rooftop deck. From this elevated vantage point, the new owners will enjoy serene bay views and stunning sunsets without the bay front price tag. Paradise Bay is currently undergoing an exciting period of revitalization, making it one of the most desirable locations in the area. The community is seeing the addition of numerous new units, the clubhouse is undergoing a beautiful renovation, and a brand-new dock has just been installed at one of the two boat launches. Residents enjoy a temperature-controlled pool and spa, professional-grade shuffleboard courts, pickleball courts, bocce and a marina with easy access to the Intracoastal Waterway—all just minutes from the pristine beaches of Anna Maria Island. The property itself is in top condition and has been cared for with an incredible eye for detail. Per the seller, only the ground-level lanai received water during recent storms. Following the hurricane, the sellers proactively made significant 2025 improvements to ensure total peace of mind, including a fully updated kitchen with granite countertops, two renovated bathrooms w/granite vanity tops, and brand-new sub-flooring and insulation. The interior has also been refreshed with new carpet and luxury vinyl tile throughout. Please be sure to view the uploaded full list of improvements to see the extensive work done to the framing, plumbing, and mechanicals. Oh and there is a a large storage area to boot! Don't wait—make this unit yours and spend next winter enjoying bay views from your rooftop deck!

10315 Cortez Road W Unit 27F, Bradenton

303 55th Street, Holmes Beach
$4,375,000
4 Beds ⋅ 5 Baths ⋅ Holmes Beach 11th Unit SubDv. ⋅ 34217 Zip Code
Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.

303 55th Street, Holmes Beach

2403 Avenue C, Bradenton Beach
$3,295,000
7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Experience the ultimate coastal lifestyle in this exquisite, newly constructed 7-bedroom house located just steps from the pristine white- sands of Anna Maria Island. Designed as a premier short-term vacation rental, allowing nightly rentals, this incredible home offers a turn-key opportunity for savvy investors looking to capitalize on one of Florida’s most lucrative markets. Boasting seven spacious bedrooms and seven-and-a-half baths, this luxurious retreat is engineered for high-occupancy success and grand entertaining. The open-concept, chef-inspired kitchen—a must-have for large groups—features top-tier appliances, custom cabinetry, and a massive island perfect for guest gatherings. This home has expansive rooftop deck, offering a rare "best of both worlds" perspective with panoramic 360-degree views. Guests can soak in the vibrant turquoise waters and world-class sunsets over the Gulf of Mexico to the west, then turn to watch the sunrise or passing boats across the sparkling Sarasota Bay to the east. This property is perfectly positioned to accommodate the high-demand large group segment. The layout is enhanced by proven five-star amenities, including a private heated pool and spa, multiple covered balconies, and high-end designer finishes throughout. Situated just moments from the beach and the free island trolley, this home ensures a seamless experience for guests seeking a car-free vacation. Outside, your private oasis awaits with a custom-designed pool area that acts as a central hub for relaxation, making it a true showstopper in the competitive rental market. Whether you are looking for a personal tropical escape or a high-performing income generator, this property delivers on every front.

2403 Avenue C, Bradenton Beach

110 10th Street S, Bradenton Beach
$7,985,000
7 Beds ⋅ 7 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Experience the pinnacle of waterfront living in this extraordinary custom bayfront estate, offered fully turn-key and professionally decorated. Encompassing 6,000 square feet of living space and 8,747 square feet under roof, this architectural masterpiece delivers breathtaking 360-degree panoramic views of the Gulf of Mexico and The Inter Coastal Water Way,through dramatic floor-to-ceiling glass walls. Designed for both grand entertaining and relaxed coastal living, the residence features 7 spacious bedrooms, 5 full bathrooms, and 2 half baths. Two fully equipped gourmet kitchens showcase solid wood custom cabinetry, striking tile backsplashes, oversized marble countertops with expansive islands, and high-end stainless-steel appliances, including gas ranges—perfect for hosting family and guests with ease. The luxurious primary suite offers a serene retreat with an elegant en-suite bath, complete with a soaking tub and walk-in steam shower. Additional highlights include an elevator, private theater room and a game room with pool table, creating exceptional indoor entertainment spaces. Outdoor living is elevated to resort caliber with expansive balconies featuring a built-in outdoor kitchen, bar, and dining area—ideal for sunset gatherings. The spectacular heated pool boasts a waterfall feature, sun shelf, and a spa with custom lighting, all overlooking tranquil bay waters. Boating enthusiasts will appreciate the private dock, two boat lifts, and jet ski lift, while a rooftop deck offers yet another vantage point for unforgettable views and stargazing. Recent upgrades include five new central HVAC systems, new flooring, new garage doors, new poolside tile, fresh interior and exterior paint, designer wallpaper, updated light fixtures, and new washer and dryer—ensuring effortless, worry-free ownership. This property is ideally suited for weekly short-term rentals, offering a rare opportunity to combine luxury ownership with strong income potential. Its premier bayfront location, expansive sleeping capacity, resort style amenities, and turnkey, professionally decorated interiors make it highly desirable for high end vacation rentals and multi-family retreats on Anna Maria Island. This is a rare opportunity to own a one-of-a- kind luxury home with timeless design, modern upgrades, and unparalleled water views converge.

110 10th Street S, Bradenton Beach

6006 Gulf Drive Unit 214, Holmes Beach
$749,900
2 Beds ⋅ 2 Baths ⋅ Playa Encantada Condominium SubDv. ⋅ 34217 Zip Code
Set within the beachfront enclave of Playa Encantada, this beautifully maintained two-bedroom, two-bath residence offers an effortless coastal lifestyle just steps from the sand and the island trolley — placing the area's finest shops, restaurants, and attractions within easy reach. Inside, an open and light-filled layout creates an inviting sense of space. The kitchen is appointed with granite countertops, stainless steel appliances, and generous cabinetry, while the living and dining areas flow seamlessly onto a private balcony overlooking the heated pool — an ideal setting to take in the Gulf breezes and glimpses of the water beyond. Both bedrooms are generously sized, with the primary suite featuring a private en-suite bath. Residents enjoy a thoughtful collection of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. A flexible two-week minimum rental policy further enhances its appeal, offering an exceptional opportunity as a seasonal retreat or income-producing investment.

6006 Gulf Drive Unit 214, Holmes Beach

2206 Avenue A, Bradenton Beach
$3,495,000
7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
2206 Avenue A, Bradenton Beach, FL 34217 Luxury Investment Meets Coastal Perfection A premier 7-bedroom, 7.5-bath luxury retreat just a 5-minute walk from Bradenton Beach. This 2022-built coastal haven combines elegant design, proven rental performance, and exceptional guest appeal—making it an ideal rental investment on coveted Anna Maria Island. Designed for large groups and multi-family stays, this property offers an unbeatable combination of scale, amenities, and location—features that drive consistent high occupancy and premium nightly rates. Investment Highlights: Prime location — 5-minute walk to Bradenton Beach and close to Pine Avenue shops & dining High-income layout — 7 bedrooms / 7.5 bathrooms (sleeps large groups comfortably) Premium amenities — rooftop deck with panoramic Gulf & Bay views, private heated pool & spa, BBQ area, and outdoor lounge Turnkey luxury — sold fully furnished and professionally designed with coastal chic interiors Proven rental appeal — ideal for reunions, retreats, and vacation groups seeking a luxury experience Strong ROI potential — similar homes on Anna Maria Island generate six-figure annual rental revenue Inside, guests are greeted by an airy open-concept living space filled with natural light, a fully equipped chef’s kitchen with quartz counters and stainless appliances, and seamless indoor–outdoor flow through sliding glass doors. Every bedroom includes a private ensuite, ensuring comfort and privacy for guests. From sunrise coffee on the balcony to sunset cocktails on the rooftop deck, Beachly Beloved offers an unforgettable guest experience—one that translates to repeat bookings and sustained income for savvy investors. Your opportunity: A rare, income-producing coastal asset in one of Florida’s strongest luxury rental markets.

2206 Avenue A, Bradenton Beach

2175 Avenue A, Bradenton Beach
$8,400,000
10 Beds ⋅ 12 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to 2175 Avenue A, Bradenton Beach, Florida A Luxury Island Estate Designed for Generational Memories & Investment Returns Step into the pinnacle of coastal elegance with this magnificent 10-bedroom, 12-bath luxury estate, nestled just steps from Bradenton Beach on coveted Anna Maria Island. Built in 2022, this turnkey coastal compound offers the perfect blend of refined relaxation and high-end amenities, making it ideal for luxury vacation rentals, multi-family getaways, or premium short-term rental investment. With sleeping space for 23 guests, new designer furnishings, and resort-style features, this stunning property checks every box for the discerning investor seeking both lifestyle and ROI. An established rental estate with a return clientele and a healthy ROI for any seasoned investor, this is a proven performer in one of Florida’s most desirable coastal markets. Investor Highlights: 3-minute walk to Bradenton Beach – Prime proximity to one of Florida’s most beloved beaches 10 spacious bedrooms | 12 modern bathrooms Sleeps up to 23 guests – Ideal for large family reunions or group rentals 8 king suites, 2 twin beds, and a full/full bunk – All with ensuite bathrooms Heated private pool & spa + outdoor bar, grill, and patio dining Rooftop deck with panoramic Gulf & Bay views – Ideal for sunsets and evening gatherings Game-ready backyard with putting green, ping pong, and foosball Steps to Bridge Street, dining, shopping, and marina – all walkable or bikeable Property Features: Every detail in this estate has been thoughtfully curated for upscale beach living: Bright, multi-level layout with expansive balconies and water views Open-concept great room, oversized TV, and seating for groups Gourmet kitchen with quartz island, premium appliances, and plenty of space for entertaining 11 spa-inspired bathrooms with sleek finishes, walk-in showers, and designer details Private suites throughout ensure comfort and privacy for every guest Outdoor Living at Its Finest: The tropical backyard is a private oasis: Heated pool with spillover spa Outdoor dining, grill, and lounge area Custom putting green and games for all ages Rooftop deck with 360° views of Gulf waters and the island skyline Why Investors Love 2175 Avenue A: High rental income potential in a top-tier vacation rental market Established rental estate with proven performance and return clientele New construction = minimal maintenance Ideal for 1031 exchange buyers, portfolio diversification, or luxury Airbnb investor Located in one of Florida’s strongest coastal markets, with year-round demand Zoned and designed for maximum occupancy and revenue optimization 2175 Avenue A isn't just a home—it's a rare investment opportunity on Anna Maria Island, combining luxurious design, unbeatable location, and outstanding rental appeal. Whether you're looking to expand your luxury rental portfolio, secure a premium vacation home with income potential, or enter Florida’s elite coastal market, this estate delivers on all fronts.

2175 Avenue A, Bradenton Beach

5612 Guava Street, Holmes Beach
$3,495,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Striking modern luxury meets investment potential at The Black Pearl, a four-bedroom, five-and-a-half-bath residence located just a short walk from the beaches of Holmes Beach, downtown shopping and dining, and the island trolley. This architecturally distinctive black-and-white home features a private black-bottom infinity-edge pool, resort-style outdoor living, and a rooftop deck with panoramic Gulf views. Designed for both lifestyle and performance, the home offers a bright open-concept interior, gourmet kitchen with island seating, and four king bedroom suites—each with a private ensuite bath—plus a bonus den with additional sleeping flexibility. Outdoor amenities include a full outdoor kitchen, multiple lounge and dining areas, outdoor shower, and ample on-site parking. Currently part of the Exclusive Vacations luxury rental program, the property offers immediate access to a professionally managed, high-end short-term rental platform focused on premium positioning, elevated guest experience, and revenue optimization. A rare opportunity to own a visually iconic, walkable luxury home with proven short-term rental appeal on Anna Maria Island.

5612 Guava Street, Holmes Beach

2201 Avenue C, Bradenton Beach
$3,150,000
6 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Gorgeous, turnkey, multi-generational, six bedroom coastal retreat just steps from the beach in the heart of Bradenton Beach on Anna Maria Island. Designed for relaxed island living and memorable gatherings, this beautifully furnished 3,103-square-foot home combines generous accommodations, resort-style outdoor living and panoramic water views. The home's reverse-floor-plan design places the main living area on the upper level, creating an inviting open-concept space for living, dining and entertaining while capturing beautiful beach and Gulf views. Step onto the beachside deck or continue up the spiral staircase to the rooftop sundeck, where panoramic views extend across the beach and bay, an exceptional setting for morning coffee, afternoon sunsets and evening cocktails. The home offers six bedrooms, four full bathrooms and two half bathrooms, providing exceptional flexibility for families, extended stays and large groups. The primary suite features beach views and a spacious ensuite bath, while additional bedrooms provide comfortable accommodations for guests. Outside, the private fenced yard creates a true resort-like retreat. A private pool and spa are surrounded by lush tropical landscaping, with a covered dining area, outdoor bar and grilling area designed for long afternoons and evenings together. A garage provides valuable space for beach equipment, storage and games. Tastefully furnished and offered turnkey, 2201 Avenue C is ideally suited for a buyer seeking a private Anna Maria Island residence, a second home or a property with established vacation-rental appeal. The property has also been marketed as a vacation rental, and its 6 bedroom configuration, pool, rooftop deck, beach proximity and large-group accommodations create a compelling combination of lifestyle and investment potential. Located just steps from the Gulf and close to the restaurants, shops, waterfront experiences and laid-back atmosphere that make Anna Maria Island so desirable, 2201 Avenue C isn't simply a place to own...it is a place to live the island lifestyle!

2201 Avenue C, Bradenton Beach

505 S Bay Boulevard, Anna Maria
$2,750,000
5 Beds ⋅ 5 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
Grandfathered to accommodate up to 12 guests—a rare and increasingly valuable advantage on Anna Maria Island—505 S Bay Boulevard offers an exceptional opportunity for investors seeking one of the island's highest-performing vacation rental properties. Unlike many homes subject to today's stricter occupancy regulations, this property retains its coveted higher occupancy allowance, creating significantly greater rental flexibility and income potential. The results speak for themselves: the property has already generated more than $163,000 in gross rental income by the end of June and is currently projected to exceed $210,000 in gross rental revenue by year-end, making this an incredible opportunity to own a luxury waterfront home with proven, substantial income-producing performance. Let the island breeze guide you home to 505 S Bay Boulevard, a waterfront haven where the world slows down and coastal living feels like poetry. Tucked along the tranquil north end of Anna Maria Island, this elevated five-bedroom, five-bath home invites you to experience a lifestyle wrapped in beauty, comfort, and pure island magic. Step inside and discover more than 3,200 square feet of thoughtfully designed living space, filled with natural light and framed by sweeping water views. The open-concept floor plan flows seamlessly, anchored by a gourmet kitchen featuring dual islands, high-end finishes, and a gas cooktop—perfect for everyday living and effortless entertaining. Multiple ensuite bedrooms, a versatile top-floor loft, and separate living areas provide privacy and flexibility for family, guests, or long-term stays. Four balconies extend the indoor living spaces outdoors, offering uninterrupted views of spectacular sunrises over the bay and peaceful evenings overlooking the water. Luxury amenities continue throughout the property, including a heated saltwater pool, private boat dock and lift on the canal, an eco-friendly rainwater cistern system, two tankless water heaters, an R38-rated metal roof with spray-foam insulated walls for exceptional energy efficiency, and a transferable 25-year termite warranty for added peace of mind. For boating enthusiasts, the home's 32 feet of saltwater canal frontage, deeded boat slip, and private lift provide direct access to the Intracoastal Waterway and the Gulf of Mexico. Durable coastal construction, impact-resistant features, and low-maintenance materials ensure lasting value while embracing the waterfront lifestyle. Beyond the home, Anna Maria Island offers one of Florida's most celebrated coastal experiences. A short stroll or bike ride leads to the charming boutiques, cafés, and galleries along Pine Avenue, while world-famous sugar-sand beaches and crystal-clear Gulf waters provide endless opportunities for boating, paddleboarding, fishing, shelling, and unforgettable sunsets. At 505 S Bay Boulevard, you're not simply purchasing a luxury waterfront residence—you're acquiring one of Anna Maria Island's rare investment opportunities, combining grandfathered high occupancy, exceptional proven rental performance, premier boating access, and the timeless island lifestyle that continues to make this one of Florida's most sought-after coastal destinations.

505 S Bay Boulevard, Anna Maria

106 S 11th, Bradenton Beach
$1,106,000
Cortez Beach SubDv. ⋅ 34217 Zip Code
short stories""... One of the best vacation destinations in the United States...Excellent opportunity to own a cleared and build-ready lot on beautiful Bradenton Beach, just 150 feet from the sparkling waters of the Gulf of America beach. This prime vacant lot is perfectly positioned to build an extraordinary custom vacation rental investment or private coastal retreat. Ideally situated between the Gulf of America and the expansive Sarasota Bay, this location offers the ultimate island lifestyle including beach walks, bicycling, kayaking, boating, fishing, and more. Enjoy convenient access to downtown Bradenton Beach 3-4 blocks away. Boutique shopping, entertainment, restaurants. Do not walk the property without listing agent present.

106 S 11th, Bradenton Beach

2320 Terra Ceia Bay Boulevard Unit 811, Palmetto
$125,000
1 Beds ⋅ 1 Baths ⋅ The Terra Ceia Club SubDv. ⋅ 34221 Zip Code
*NEW PRICE! Live Above It All at Palms of Terra Ceia Bay!** Enjoy beautiful 8th-floor views from this updated 1-bedroom, 1-bath penthouse condo overlooking farmland, the golf course, and Terra Ceia Bay. This move-in-ready condo features a **2024 hot water heater, 2024 dishwasher, in-unit stackable washer/dryer, and a water filtration system in the kitchen.** Enjoy views in every direction and convenient access to I-75, downtown Bradenton, Parrish, St. Petersburg, area airports, and Gulf beaches. Palms of Terra Ceia Bay offers an active Florida lifestyle with **pickleball and tennis courts, a pool, high-speed internet, assigned parking, a 500-foot fishing pier with Skyway Bridge views, and a scenic mangrove boardwalk.** This condo also has **one of the lowest condo fees in the building.** Whether you're looking for a full-time residence, seasonal retreat, or investment property, this condo offers an opportunity to enjoy the Palms of Terra Ceia Bay lifestyle.

2320 Terra Ceia Bay Boulevard Unit 811, Palmetto

757 Hideaway Bay Drive, Longboat Key
$6,295,000
4 Beds ⋅ 5 Baths ⋅ Hideaway Bay Subdivision SubDv. ⋅ 34228 Zip Code
Introducing Maison d’Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. WHERE COASTAL LUXURY LIVING MEETS THE BAY! This exquisite four-bedroom, five-bath Key West-inspired residence, crafted by acclaimed builder John Cannon, seamlessly blends indoor and outdoor living to create an atmosphere of refined luxury reminiscent of a boutique hotel. Situated on over a quarter of an acre, this bayfront property commands breathtaking, unobstructed views. Enjoy the vibrant hues of sunrise and sunset over tranquil waters, with palm fronds swaying in the coastal breeze. With a newly renovated private forty-foot-deep water dock and boat lift, Maison d’Azur is a haven for boat enthusiasts and nature lovers. Spend afternoons in the saltwater pool and evenings on the loggia as the Belt of Venus rises over Sarasota Bay. Enjoy dining from your custom outdoor kitchen, surrounded by lush tropical landscaping. Step inside to experience luxury and meticulous craftsmanship, with a grand foyer featuring soaring ceilings and custom pillars. The open floor plan connects a chef’s kitchen, equipped with Sub Zero, Miele, Fisher and Paykel, and Wolf appliances, to a spacious family room with built in cabinetry, creating an inviting atmosphere for entertaining. Archways lead to elegantly decorated formal dining and living rooms. Ascend the private elevator to the second floor, where a great room with a custom entertainment center awaits, along with a study perfect for savoring a cognac on the captain’s porch. The expansive second floor offers a loggia and bedrooms with stunning panoramic views of the pool and Sarasota Bay. Maison d’Azur embodies exquisite taste and timeless beauty. With imported materials and innovative technology throughout, every detail has been curated for an elegant experience. This residence is sold fully furnished, with pieces selected to enhance each room’s design and ambiance. Hideaway Bay is located on Longboat Key, an eleven-mile island off the coast of Sarasota. This enclave of only seventeen estates is steps away from the deeded beach and boasts two private tennis courts. Residents enjoy easy access to premier country clubs, golf courses, waterfront activities, dining options, and upscale shopping. Experience coastal living where every day feels like a vacation amidst the beauty and tranquility of the Gulf Coast. This property sustained no damage from the storms/hurricanes of last year. It boasts an elevation of 10.5’, ensuring you stay high and dry.

757 Hideaway Bay Drive, Longboat Key

601 Gulf Drive N Unit 109, Bradenton Beach
$459,000
2 Beds ⋅ 2 Baths ⋅ Gulf Watch Condo SubDv. ⋅ 34217 Zip Code
Located just steps to both the GULF and BAY with beach views from this great 2 BR/2 BT condo. This preferred location (between the Bridges) offers easy access on & off the island and is in close proximity to all the best Anna Maria Island has to offer... Just a short stroll to Historic Bridge Street with great dining, entertainment, shops, and the Historic Bridge Street Pier where the first wooden bridge to AMI was once long ago... This unit offers good, natural lighting and water views from the living room, primary bedroom and lanai- perfect for taking in the beach sunsets. Gulf Watch units are elevated & sustained no flood damage from last year's hurricanes. This beach-to-bay complex allows weekly rentals to offset expenses, a private, heated pool and assigned covered parking for each unit. Unit #109 comes with turn-key furnishings, newer hurricane impact rated doors & windows and is ready for you to make your own!

601 Gulf Drive N Unit 109, Bradenton Beach

111 4th Street S, Bradenton Beach
$3,550,000
4 Beds ⋅ 4 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Coastal Bliss and Resilient Design: Your Anna Maria Island Oasis Awaits ANNA MARIA ISLAND, FL – Embrace the pinnacle of island living in this brand-new, masterfully constructed three-level coastal contemporary Pearl Home. (Please note: The photos featured in this listing are actual, current images of the home, showcasing interiors professionally curated by a highly renowned local island designer—they are not virtually staged.) Discover the perfect blend of luxury, sustainability, and peace of mind located just steps away from the crystal-clear waters of Bradenton Beach. This 4-bedroom, 3.5-bathroom sanctuary is built to handle Florida’s harshest storms while providing a comfortable, effortless coastal lifestyle. As a testament to its premier sustainable, hurricane-resilient architecture, this Pearl Home has successfully withstood four major hurricanes in the last two years with zero insurance claims or water intrusion. This is more than just a beautiful home; it's a fortress of modern innovation designed to meet LEED Zero net-zero standards. Fully self-sustaining, the property is powered by a robust solar panel system paired with a state-of-the-art sonnen battery energy storage system. This cutting-edge microgrid setup allows the home to operate entirely independently of the utility grid during hurricanes and extended outages, ensuring a reliable, uninterrupted power supply. Combined with an elevated three-story design that raises the property safely above the flood zone, this residence minimizes ongoing maintenance and utility costs for a virtually headache-free ownership experience. Step inside to an expansive open floor plan where coastal architectural elements and high-end finishes create an atmosphere of effortless sophistication. The main living area is perfect for entertaining, offering a seamless flow between the gourmet kitchen, dining, and living spaces, alongside an extended deck providing uninterrupted sunset views. Ascend to the upper level, where all four spacious bedrooms are thoughtfully placed for maximum privacy and flexibility. (Ask about our available furniture options). Beyond the walls of this exceptional property lies the vibrant paradise of Anna Maria Island. Homeowners enjoy exclusive access to world-renowned shores like Manatee Beach, Coquina Beach, Holmes Beach, and the secluded Bean Point. The emerald waters of the Gulf of America are your playground, perfect for boating, fishing charters, parasailing, and paddleboarding. Explore the island's natural beauty with a kayak trip through mangrove tunnels or a hike at the nearby 600-acre Robinson Preserve. For a unique shopping and dining experience, charming Pine Avenue and historic Bridge Street are easily accessible by a leisurely golf cart or bicycle ride. This home isn’t just built for now—it’s built for the future

111 4th Street S, Bradenton Beach

3816 Royal Palm Drive, Bradenton
$1,200,000
3 Beds ⋅ 2 Baths ⋅ San Remo Shores SubDv. ⋅ 34210 Zip Code
HUGE PRICE REDUCTION! Seller is motivated to sell! Waterfront Paradise in San Remo Shores – No Bridges to the Gulf! Welcome to San Remo Shores, one of West Bradenton’s premier boating communities—ideally located just two miles from Bradenton Beach and steps from the charming Cortez Fishing Village. Just over the bridge to Anna Maria Island, Longboat Key, and a short drive to St. Armands Circle and Lido Key. This beautifully maintained 3-bedroom, 2-bath masonry/stucco home is situated on a deep saltwater canal with direct access to the Intracoastal Waterway and Gulf of Mexico—no bridges! Boaters and fishing enthusiasts will love the new 21’ x 40’ Trex synthetic dock, 80 ft. seawall (2023), and 12,000 lb. boat lift—designed for easy days on the water. The backyard is your personal oasis, complete with a custom pool and spa (2023), screened lanai, new Pentair pool equipment, and a HeatWave super-quiet pool heater for year-round comfort. Solar panels extend your swim season, and the lush tropical landscaping with full hardscape means no mowing—just pure enjoyment. The home’s tile roof is only 8 years old, and the entire exterior was freshly and professionally painted in 2025, including the roof tiles. Inside, you’ll stay cool with a brand-new HVAC system (2025). With 2,692 sq. ft. under roof and a 2-car attached garage canal home- there’s plenty of room to live, relax, and entertain! In the garage there is a washer and dryer; utility sink, workshop space, fishing equipment storage, a side entrance and a NEW Square D Electrical Panel. Public water & sewer adds the most convenience, while the zoning allows short-term rentals (1–7 days) without any HOA approval, making this an excellent income-generating opportunity or seasonal retreat. San Remo Shores is a vibrant waterfront neighborhood near some of the best seafood restaurants, galleries, boutiques, and marinas on Florida’s Gulf Coast. Whether you’re looking for a full-time residence, winter getaway, or vacation rental investment—this home offers it all. Don’t miss your chance to own a true slice of Florida paradise! Call to schedule your private showing today! NEWLY AVAILABLE 2023-2024 27-FT SHEARWATER BOAT WITH TWIN 300 MOTORS & TRAILER! NOW IT IS TRULY A BOATER'S SLICE OF PARADISE!

3816 Royal Palm Drive, Bradenton

8006 20th Place W, Bradenton
$1,359,000
4 Beds ⋅ 5 Baths ⋅ Palma Sola SubDv. ⋅ 34209 Zip Code
Pre-Construction. To be built. *Vista Model* Community Award winner in Parade of Homes. Palma Sola Grande is an Exclusive Gated Community in West Bradenton featuring 16 new construction homes overlooking Palma Sola Bay. *Pictures are from a completed sold Vista model*. The Vista Model is a coastal contemporary two-story home with a spacious great room, gourmet kitchen, and private primary suite as well as a separate private suite on second floor with a terrace that has views of Palma Sola Bay. All plans are open-concept and built to entertain, with brilliant natural light pouring into the expansive living space and shining throughout the home. The gourmet kitchen is perfect for cooking and entertaining, featuring Thermador stainless-steel high-end appliances and stunning quartz countertops. The private primary suite features a roomy walk-in closet, ensuite bathroom featuring a freestanding soaking tub and a spacious walk-in shower with glass enclosure and sleek finishes. Other features include an oversized two car garage, metal roof system, and hurricane impact-resistant windows and doors.The front yard and the fenced backyard feature lush low maintenance tropical landscaping. The backyard is a tropical oasis featuring a custom luxury heated resort-style saltwater pool and spa with a complete outdoor kitchen. You will love the ideal location with close proximity to the Gulf Beaches of Anna Maria Island, IMG Academy and Golf Course, Robinson Preserve, Historic DeSoto National Park, downtown Bradenton, St. Pete, the cultural and culinary arts of Sarasota, shopping, stores, restaurants, and medical facilities. Keep your boat at one of several nearby Marinas. Walk or ride bikes to the Robinson Preserve, a 682-acre nature preserve offering trails, kayak launches & a picnic area. This is the ultimate Florida lifestyle location! Contact us today to set up a private tour and experience the beauty and lifestyle firsthand before the community sells out! Price does not include lot premium or custom pool.

8006 20th Place W, Bradenton

212 72nd, Holmes Beach
$2,985,000
4 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Newly renovated - Stunning 4-bedroom, 6.5-bath is perfect for beach lovers just a block from the Gulf of Mexico beaches. This island home features a backyard with a private pool and tiki bar, hot tub, BBQ area, covered patio with a foosball table, and a rooftop deck with water views. The main living space, includes a kitchen with a beautiful backsplash and quartz countertops, solid wood cabinets, island seating, couches, and a bright dining room with access to a covered deck overlooking the pool. The third floor hosts the primary bedroom, a private balcony with rooftop deck access, and an ensuite bathroom with a double vanity and a large shower. Outdoor amenities also include a pool, spa, This home is just a quick walk to the beach, and guests can easily take the trolley to Pine Ave for local delicacies, fish at the historic AMI city pier, or kayak in the bay waters. PROJECTED INCOME OF 175K.

212 72nd, Holmes Beach

404 North Shore Dr, Anna Maria
$5,487,000
5 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!

404 North Shore Dr, Anna Maria