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$789,900
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
$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
$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
$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
$3,150,000
6 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
BEACH & GULF VIEWS from this spectacular 6 bedroom, four full + two 1/2 bath luxury pool home located just steps to the beach with easy access. This gorgeous, newer home offers a "reverse floor plan" allowing for amazing views of the beach and sunsets from the top floor. This upper level floor comprises of an open living, dining & kitchen space as well as a beach side deck and powder bath. Two King bedrooms are on this top floor with a shared, "Jack & Jill" bath. A spiral staircase from the beach-side balcony leads to your roof-top sundeck with panoramic water views of BOTH the beach AND the bay... The first living level brings you to a sunlit den and sitting room. The master bedroom on this floor offers views of the beach as well as a spacious, ensuite master bath with large, glass shower. The second bedroom on this level also offers an ensuite bath. Two additional bedrooms (king & full sized bunk) on this floor have a "Jack & Jill" bath with double sinks and a shared tub/shower. The private backyard offers lush landscaping, a fenced yard and a great pool with jacuzzi. A shady, covered dining area, bar, and grilling area make this pool area hard to leave! The garage offers space for shaded parking, a game area & beach supply storage. Tasteful, turn-key furnishings allow for a continuation of vacation rental income. Location allows for NIGHTLY and WEEKLY vacation stays to help maximize your rental potential!

2201 Avenue C, Bradenton Beach
$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
$2,325,000
4 Beds ⋅ 5 Baths ⋅ Conrad Beach SubDv. ⋅ 34228 Zip Code
Virtually Staged. Experience the best of Longboat Key living in this elevated coastal retreat, ideally located in the desirable Conrad Beach community just a block from the Gulf of Mexico. Designed with timeless style and modern comfort in mind, this 4-bedroom, 4.5-bath residence offers sophisticated finishes, smart upgrades, and all the pleasures of island life without the upkeep of a private pool. Spanning 2,900 square feet, the open-concept layout showcases a chef’s kitchen with an oversized quartz island, premium appliances, and generous counter space ideal for entertaining family and friends. Light-filled second-level living and dining spaces open to an expansive porch and outdoor dining space , creating a seamless indoor-outdoor flow. The first living level features a serene primary suite with a spa-inspired bath and private balcony, offering a peaceful retreat. Upstairs guest suites provide privacy and comfort, with terraces to capture the island’s cooling breezes and glowing Gulf sunsets. A stunning rooftop deck with jacuzzi crowns the home, creating an unforgettable setting for evening relaxation or gatherings under the stars. Additional highlights include impact-rated windows and doors, elevator ready, and a two-car garage with ample storage. The award-winning Conrad Beach community offers a recently renovated resort-style pool with bath facilities and beautifully maintained landscaping, all just a short stroll from the shoreline. Enjoy the vibrant charm of nearby Anna Maria Island, Longbeach Village dining, marinas, and boutique shopping at St. Armands Circle and Sarasota. This home blends coastal sophistication, privacy, and comfort—an ideal winter haven to share with family and friends.

333 Firehouse Court, Longboat Key
$1,106,000
Cortez Beach SubDv. ⋅ 34217 Zip Code
short stories""... One of the best vacation desinations in the United States...!!! The key is the home to be built ..model to look one block away...at that is 3 years old with track record of income.....these are the real numbers ..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. Offered at $1,106,000, this prime vacant lot is perfectly positioned to build an extraordinary custom vacation rental investment or private coastal retreat. Proposed plans accommodate an impressive 5 bedroom, 5 bath luxury residence complete with a private pool, jacuzzi, and rooftop deck designed to capture breathtaking island sunsets and water views. Estimated construction cost is approximately $2,769,219 for everything.lot included .. 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..Bridge Tenders..Drift Inn..Moose Club.., boutique shopping, entertainment. Rental projections and income information available .Do not walk the property without listing agent present.

106 S 11th, Bradenton Beach
$640,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $35,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner residence in the highly sought-after Longboat Harbour Community. This light-filled home captures sweeping views of Sarasota Bay and Longboat Harbour. This spacious two-bedroom, two-bath retreat has been transformed with exceptional attention to detail. Elevated finishes, a soothing coastal palette, and an airy open layout blend modern luxury with effortless livability. Corner units of this caliber are rarely available. From the two bedrooms, you step out to the exceptionally Large Lanai with floor to ceiling sliding glass doors. A SHOWCASE KITCHEN WITH TWO SUNLIT WINDOWS AND WATER VIEWS Elegant, functional, and beautifully appointed: • Frigidaire Professional stainless steel appliances • Gleaming quartz countertops • 9-inch deep sink • Pull-out cabinet shelving • Pantry closet • Designer tile backsplash • Large Eat-In Kitchen with water views & sunsets • Instant hot-water. LUXURIOUS PRIMARY SUITE An elevated retreat professionally designed for comfort and relaxation • Private ensuite bath • Custom California Closet walk-in wardrobe • Built-in desk feature • Remote-controlled luxury solar shades. RESORT-INSPIRED AMENITIES Longboat Harbour offers a lifestyle unmatched on the Gulf Coast: • Designated covered parking spot conveniently located • Personal storage space on the third floor • Private deeded Gulf beach access with pavilion, restrooms & shower • Four sparkling pools • Fitness center & sauna • Tennis & pickleball courts • Billiards room, library & meeting rooms • Picnic areas with grills • Putting green • Fishing pier • Affordable resident-only boat dockage • KAYAK LAUNCH and KAYAK WHICH SELLER WILL BE GIFTING TO THE BUYER. Enjoy effortless waterfront living and endless ways to explore the natural beauty of Longboat Key. PROPERTY ENHANCEMENTS & UPDATES: Thoughtfully improved for comfort, reliability, and peace of mind: • NO HURRICANE DAMAGE OR FLOODING • Bosch Washer & Dryer • Newer AC: 12/5/21 • Newer Hot Water Heater: 3/3/17 • New roofs throughout the community • Electrical and plumbing systems updated. A BEAUTIFULLY RENOVATED INTERIOR THAT CREATES THE ULTIMATE COASTAL LIFESTYLE/ THE MONTHLY HOA FEE INCLUDES HAZARD, HURRICANE AND FLOOD INSURANCE/ RESERVES HAVE BEEN FULLY FUNDED

4350 Chatham Drive Unit Unit E-208, Longboat Key
$147,000
1 Beds ⋅ 1 Baths ⋅ The Terra Ceia Club SubDv. ⋅ 34221 Zip Code
**Live Above It All at Palms of Terra Ceia Bay!** Elevate your lifestyle in this beautifully updated 1-bed, 1-bath **8th-floor penthouse** overlooking peaceful farmland, the golf course, and sparkling Terra Ceia Bay. This move-in-ready condo features a **2024 hot water heater, 2024 dishwasher, and an in-unit stackable washer/dryer** for added convenience and water filtration system in kitchen. Enjoy breathtaking views in every direction and effortless access to I-75, downtown Bradenton, Parrish, St. Pete, airports, and the world-class Gulf beaches. Perfect as an investment, seasonal retreat, or full-time home, this vibrant community offers **pickleball and tennis courts, a pool, high-speed internet, assigned parking, a 500-ft fishing pier with Skyway Bridge views,** and a scenic mangrove boardwalk. All with the **lowest condo fees in the building . Also the seller will cover condo fees through **3/31/26**. **Live the Florida dream at Palms of Terra Ceia Bay!**

2320 Terra Ceia Bay Boulevard Unit 811, Palmetto
$750,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove Resort Condo SubDv. ⋅ 34217 Zip Code
Coastal Living Meets Investors Dream. Welcome to Pelican Cove Resort, a hidden gem nestled on the picturesque barrier island of Anna Maria, where Old Florida charm meets modern coastal living. This beautifully maintained 2-bedroom, 2-bathroom condominium offers an exceptional opportunity to enjoy the tranquil lifestyle while also capitalizing on its high-performing vacation rental potential. This waterfront residence boasts breathtaking views of the Intracoastal Waterway and the Gulf of Mexico, inviting you to wake up each morning to shimmering sunrises and wind down your evenings with coastal breezes and the soothing rhythm of lapping waves. Step inside and experience a light-filled, open floor plan that perfectly captures the laid-back elegance of island life. The spacious living area offers comfortable seating and large windows that frame capvating water views, creating a serene ambiance that guests and homeowners alike will appreciate. The dining area transitions seamlessly to the fully equipped kitchen, ideal for both everyday meals and entertaining guests. Pelican Cove Resort offers resort-style amenities to enhance your island lifestyle: Heated swimming pool, sundeck, loungers Private dock and fishing pier for boating, kayaking, and wildlife viewing Direct beach access just steps away, putting the Gulf of Mexico’s white sands and turquoise waters at your doorstep Outdoor BBQ and picnic areas for sunset dining Owning a unit at Pelican Cove Resort means more than having a vacation home, it’s an opportunity to own a proven income-generating property in one of Florida’s most desirable beach destinations. Bradenton Beach is a year-round hotspot for tourists, offering consistent occupancy and premium nightly rates. Whether you choose to enjoy it as a personal getaway, lease it seasonally, or operate as a weekly vacation rental, this unit offers strong short-term rental appeal, thanks to its water views, amenities, and unbeatable location. Located on the southern end of Anna Maria Island, Bradenton Beach offers a unique blend of island tranquility and vibrant community life. Here’s why locals and visitors alike fall in love with this area: Stunning Gulf Beaches: World-class white sand beaches and crystal-clear waters just steps away. Walkability: Explore local shops, cafes, and seafood restaurants on foot or by bike. Outdoor Recreation: Enjoy kayaking, paddleboarding, fishing, or boating right from your backyard. Free Trolley Service: Convenient transportation across the island—no car needed! Island Charm: Historic Bridge Street offers live music, markets, art galleries, and a true taste of local culture. Strong Sense of Community: Friendly residents, local events, and a laid-back lifestyle that captures the essence of coastal Florida living. A Smart Investment and Personal Retreat Whether you’re searching for a low-maintenance second home, a high-performing vacation rental, or a combination of both, this real estate offers a rare opportunity to own a piece of paradise. With its prime waterfront location, resort amenities, this unit checks all the boxes for smart buyers looking to blend lifestyle and investment. Don’t miss the chance to own at Pelican Cove Resort, a place where every day feels like a vacation.

901 Gulf Drive S Unit 14, Bradenton Beach
$2,499,900
4 Beds ⋅ 3 Baths ⋅ Laguna Yacht Village SubDv. ⋅ 34228 Zip Code
Welcome to Laguna Yacht Village on beautiful Longboat Key- a gated waterfront community located across the street from the beach, with private bay access. This fully furnished turnkey home is perfectly positioned to embrace the island lifestyle, with fantastic gulf views from almost every room. The home includes a deeded deep-water dock (Slip #6- boat lift included), located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico with no fixed bridges, making it a boater’s dream. This modern Key West inspired three story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed living space. Perfectly positioned to embrace the island lifestyle, this home includes a deeded deep-water dock (Slip #6) located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico — with no fixed bridges, making it a boater’s dream. Step inside and experience a harmonious blend of coastal elegance and comfort. Expansive living areas feature soaring ceilings, an abundance of natural light, and sophisticated finishes throughout. The culinary-inspired kitchen, designed in timeless style, boasts custom cabinetry, quartz countertops, and an oversized central island — the ideal space for hosting and entertaining. The primary suite, complete with a study, serves as a serene retreat with dual vanities, a hydro-massage soaking tub, and a walk-in glass-enclosed shower for the ultimate spa-like experience. Multiple balconies, including an elevated screened patio off the main level, provide refreshing sea breezes and captivating water views of the Gulf. A ground-floor patio further extends the outdoor living experience. The oversized garage provides ample storage for beach gear and boating essentials. The gated community features a resort-style pool offering a true lock-and-leave lifestyle. Residents will appreciate convenient proximity to Longboat Key’s pristine beach, award-winning island restaurants, boutique shopping, and parks — all while being a short drive from the cultural heart of downtown Sarasota and St. Armands Circle.

6322 Laguna Drive Unit 1, Longboat Key
$7,488,000
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
$749,900
2 Beds ⋅ 2 Baths ⋅ Westchester Condo Apts SubDv. ⋅ 34228 Zip Code
Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact resistant sliding doors that open wide for easy indoor/outdoor living. Step out to one of two private screened in lanais and you'll find the perfect spot to enjoy a morning coffee or an evening beverage while watching the sunset. This home is being offered with all the designer furnishings, so all you’ll need to do is bring your flip flops. Here you will find a remarkable quality of laid back island life with the gorgeous beach that stretches for miles, 2 sparkling pools, a tennis and pickleball court, a shuffleboard court, and a lovely clubhouse. An on site manager is available Monday through Friday. If you're ready for more, fine dining and nightlife in the world famous St. Armands Circle and the cultural mecca of downtown Sarasota are just a short drive away. Important to note: The pool area is currently undergoing a transforamtion and will include a new spa, a tiki hut and new landscaping when complete. Also important: The Westchester has completed its Milestone Inspection and all assessments have been paid in full.

4825 Gulf Of Mexico Drive Unit 105, Longboat Key
$469,999
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
$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
$975,000
2 Beds ⋅ 2 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Welcome To Paradise! Own your slice of Anna Maria Island. This parcel of land is waiting for new owners to build their dream home. Current home is a 2 bedroom 1.5 bath home with gulf views from the elevated back deck. The potential is endless. Tear down and build or keep the historic beauty and refurbish this 1930's home!

104 10th Street S, Bradenton Beach
$975,000
Cortez Beach SubDv. ⋅ 34217 Zip Code
Welcome To Paradise! Own your slice of Anna Maria Island. This parcel of land is waiting for new owners to build their dream home. Current home is a 2 bedroom 1.5 bath home with gulf views from the elevated back deck. The potential is endless. Tear down and build or keep the historic beauty and refurbish this 1930's home!

104 10th Street S, Bradenton Beach
$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
$3,399,000
8 Beds ⋅ 7 Baths ⋅ Crystal Beach Sub SubDv. ⋅ 34217 Zip Code
Sea Forever has everything you need for your Anna Maria Island beach home! From stunning beach views, an amazing location, an elevator and other incredible amenities, this luxurious 8 bedroom and 6 and 1/2 bathroom home offers it all. With just a short 200 steps to the beautiful white sandy beaches, you can enjoy spectacular 360-degree views of the blue Gulf waters, the Bay, and even the Cortez Bridge from the spacious rooftop deck. Spend your days lounging in the private heated pool and spa, or simply walk down to the stunning Bradenton Beach to swim in the crystal-clear waters. With enough room for everyone, this home can comfortably accommodate a total of 18 people, and offers something for every traveler in your group. Sit back and relax at the "boat bar" located under the covered lanai, catch a sunset on the turfed rooftop deck and bar, or play pinball in your personal arcade room! Sea Forever is a spectacular custom built home just steps from the Anna Maria Sound, Gulf beaches local shopping and restaurants. Take over the extensive future bookings through 2026 and own a piece of world-famous Anna Maria Island for yourself. Call for your private showing today!

111 6th Street N, Bradenton Beach
$874,000
3 Beds ⋅ 1 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
***PRICE DROP & BRAND NEW EFFICIENT HVAC INSTALLED!!** LIVE THE ISLAND LIFESTYLE IN THIS CHARMING 1940'S - COTTAGE , THIS 3-BEDROOM,1 BATH HOME ELEVATED ABOVE A 2 CAR GARAGE IS JUST STEPS AWAY FROM THE BEACH AND THE BAY, IDEALLY LOCATED IN THE HEART OF BRADENTON BEACH. WHETHER YOU AR LOOKING FOR A PERSONAL RETREAT OR A VACATION RENTAL,THIS PROPERTY ALLOWS SHORT TERM RENTALS GIVING YOU FLEXIBILITY AND A FINANCIAL OPPORTUNITY . ENJOY THE CONVENIENCE OF BEING CLOSE TO SHOPS, RESTAURANTS,AND A FREE TROLLEY SERVICE, PLUS TAKE IN THE BREATHTAKING SUNSETS RIGHT FROM YOUR DOOR STEP. WITH A SPACIOUS CORNER LOT THERE IS ROOM TO INSTALL A POOL OR CREATE YOUR DREAM OUT DOOR PATIO - DON'T MISS OUT ! MAKE THIS ISLAND GEM YOURS.

300 N 22nd Street, Bradenton 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
$1,690,000
3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Virtually Staged. This incredible home is built like a fortress. This architect designed concrete tri-level residence was constructed with artistry and represents a masterpiece of strength framed by a concrete girdle wrapped around solid pilings. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. Virtually Staged.

2918 Avenue E, Holmes Beach
$2,900,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Great opportunity to build on a private Cu-de-sac in Sleepy lagoon. There is private sandy beach access leading to the azure waters of the Gulf of Mexico. A new home at this location would have outstanding Gulf and stunning sunset views. This Cul-de-sac location is quite and peaceful and the perfect spot for a dream beach home.This location on Gulfside Road offers a unique opportunity to live on a quite loop beachside of Gulf of Mexico Drive. You will enjoy walking this beach and watching the amazing wildlife. This north Longboat location is near many outstanding restaurants and Anna Maria Island.

Longboat Key
$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