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$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
$999,000
2 Beds ⋅ 2 Baths ⋅ Tiffany Plaza SubDv. ⋅ 34228 Zip Code
Direct beachfront living! This beautifully updated 2-bedroom, 2-bath residence offers unobstructed Gulf of Mexico views and front-row access to a slice of Longboat Key’s most quiet and uncrowded shoreline. Available fully furnished and turnkey, this condo is ready for immediate enjoyment as a primary residence, seasonal escape, or investment property. The spacious open layout connects the kitchen, dining, and living areas, creating a bright and functional space designed to maximize natural light and water views. The private balcony is the perfect place to spot dolphins, manatees and other wildlife while enjoying morning coffee or evening sunsets. With only 42 residences, Tiffany Plaza offers a more private and welcoming atmosphere than larger condominium communities, with an active clubhouse and strong sense of community among owners. Residents also enjoy close proximity to Bayfront Park, featuring dog parks, tennis, pickleball, kayak facilities, fitness classes, and beautiful bay front walking paths.

4325 Gulf Of Mexico Drive Unit 305, Longboat Key
$2,599,000
4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury lifestyle and a dynamic income-producing asset in the heart of one of the island’s most iconic corridors. This elevated, solid concrete home features 4 bedrooms and 3 bathrooms, each bedroom offering spacious walk-in closets complete with custom closet systems. The open-concept floor plan is designed to maximize natural light and water views, seamlessly blending indoor and outdoor living. Step out onto the expansive main-level balcony or enjoy one of three additional balconies—two overlooking the water and two facing the lively energy of Pine Avenue. The ROR zoning creates exceptional flexibility for income potential. Envision renting the upper-level residence while activating the lower level as a waterfront-facing business such as a boutique retail shop, professional office, art gallery, wellness studio, café, or even a unique waterfront business concept like a paddleboard/kayak outfitter, dockside café, or marine-focused experience. The combination of visibility from Pine Avenue and direct water frontage is incredibly rare and valuable. Boating enthusiasts will appreciate having only one fixed bridge to open water, along with a private dock where marine life is frequently seen right in your backyard. The outdoor space is equally impressive, featuring a pool and ample room for entertaining, dining, and enjoying the Florida lifestyle year-round. Additional highlights include impact windows and doors throughout, plantation shutters, newer HVAC system, metal roof, and fresh interior paint. Whether you’re searching for a primary residence, a luxurious second home, or a high-performing investment with unmatched zoning advantages, this property delivers on every level. Being sold complete with professional design services to help you elevate and personalize the space.

418 Pine Avenue, Anna Maria
$6,195,000
6 Beds ⋅ 6 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Experience luxury coastal living in this gorgeous modern BEACH HOUSE on Anna Maria Island! Offering full, unobstructed Gulf views this 6-bedroom, 5.5-bath residence features 3,375 sq ft of thoughtfully designed living space and includes an elevator for convenient access to all 3 levels of the home. The open-concept great room showcases panoramic water views and connects seamlessly to the gourmet kitchen, complete with high-end appliances, premium cabinetry, and a sleek dining area. A spacious balcony extends the living space outdoors, providing the perfect setting for enjoying the incredible water views. This property comes exquisitely turnkey furnished. The primary suite offers a relaxing retreat with a king-sized bed, spa-style ensuite bathroom, walk-in shower, soaking tub, and double vanities. Guest bedrooms are each generously sized for comfort and relaxation. Outdoor living is exceptional, highlighted by a rooftop deck with a seating area, and fire pit, ideal for stunning AMI sunsets over the Gulf and complete sunrises over the Bay. The oasis inspired yard features a private heated pool, in-ground spa, outdoor kitchen and a poolside putting green. Located in beautiful Bradenton Beach, this residence is steps from the shoreline and close to local dining, shopping, and the island’s free trolley. With breathtaking Gulf views from nearly every room and successful vacation rental history, this property is ideal as a full-time residence or investment opportunity. If you are dreaming of a BEACH HOME, this is the one!

101 7th Street S, Bradenton Beach
$675,000
1 Beds ⋅ 2 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code
Finally, you have the opportunity to own your own "Walk-Out", Gulf Front, Beach Condo. Tucked just behind a beach grass sand dune and situated on a grassy knoll, this unit is perfectly positioned to benefit from refreshing sea breezes while offering spectacular sunset views. This rare one-bedroom condo has been completely remodeled and now features a unique two-bathroom floorplan. Remodeled Interior and Modern Upgrades: The spacious living area boasts premium appliances and upgraded stone countertops on new cabinetry within a newly designed open kitchen. Updates abound throughout the unit: new hurricane impact resistant sliding doors and a front window, along with modern bathrooms. The property is being sold turn-key—everything stays, making it a seamless move-in experience. Step inside and discover a bright, inviting interior with an open, light-filled layout designed to maximize both space and natural beauty. Large glass sliders connect the interior to the outdoors, bathing the kitchen and living area in sunlight and blending innovative functionality with coastal charm. The thoughtfully designed bedroom and bathrooms provide serene retreats, perfectly balancing comfort and style. Private Outdoor Oasis: The unique ground floor “Whitney Beach Gulfside” floorplan offers both a front privacy-fenced enclosed patio—ideal for alfresco dining or beachfront gardening—and a rear open patio for relaxation. Whether enjoying a quiet morning coffee or an evening cocktail, the gentle sea breeze creates the perfect setting for unwinding. Resort-Style Community Amenities: Enhance your lifestyle with a range of well-maintained community amenities, including a sparkling pool, tennis courts, shuffleboard, beach chairs, boat slips available for lease, and a tranquil pavilion by the bayou for water enthusiasts. Unmatched Location and Lifestyle: Experience the best of coastal living on Longboat Key. Whitney Beach is located on the quiet, northern end of Longboat Key, close to fantastic restaurants, shops, and shopping—just steps away, an easy bike ride, or a short drive to visit St Armands Circle. This condo combines a highly desirable location with the privacy and comfort of a casual beachfront lifestyle—perfect for year-round living, a seasonal retreat, or a smart investment. With one-month minimum rentals allowed up to 12 times per year, the property offers excellent investment potential. BONUS: the community features two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, ensuring a NO SURPRISE experience. Discover Longboat Key: Enjoy the finest Longboat Key has to offer, where luxury meets laid-back coastal charm. Schedule your private tour today!

6701 Gulf Of Mexico Drive Unit 332, Longboat Key
$10,950,000
5 Beds ⋅ 8 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
Experience one of the most extraordinary waterfront settings on the coveted North End of Anna Maria Island, just moments from the world-renowned shores of Bean Point. Set on over an acre of Gulf-front beachfront land, this rare estate provides exceptional privacy, expansive shoreline, and breathtaking panoramic views of the Gulf of Mexico. In 2019, the property underwent a comprehensive structural and architectural redevelopment that transformed the residence into a modern coastal estate, including major infrastructure upgrades such as updated electrical, plumbing, and HVAC systems, along with new flooring, custom millwork, redesigned bathrooms, cabinetry, lighting, and modern coastal finishes throughout. Originally constructed as an elevated coastal residence, the home was extensively expanded, redesigned, and structurally reimagined to create a three-level retreat designed for elevated island living. The redevelopment included the addition of a private master suite level, construction of a large elevated pool and entertainment deck, and installation of a dramatic three-story architectural water feature, while completely reconfiguring the interior floor plan. Privately gated and approached by a palm-lined drive, the residence welcomes you with a striking 20-foot waterfall entry. Expansive windows capture nearly 270-degree Gulf views, filling the open living spaces with natural light and coastal breezes. The main living areas flow seamlessly to spacious outdoor terraces finished in Brazilian Walnut (IPE) decking—ideal for sunset entertaining overlooking the Gulf. The chef’s kitchen features custom rosewood cabinetry, three ranges, three ovens, a built-in coffee bar, wine refrigeration, and premium Sub-Zero, Wolf, Cove, and Miele appliances. Multiple bedroom suites include ensuite baths and water views, while a dedicated entertainment level features shuffleboard, a poker table, pool table, and lounge space. The top-floor owner’s retreat, accessible by elevator, captures sweeping Gulf views and includes oversized walk-in closets, a private coffee bar, and a spa-style bath with soaking tub and rain shower. Outdoor amenities include a heated ozone saltwater pool with lap feature, elevated entertainment deck, private gym, infrared sauna, and a two-car garage with additional golf cart space. Direct beach access leads to one of the most peaceful stretches of shoreline on Anna Maria Island. Located near the shops and restaurants of Pine Avenue, this property is a rare opportunity to own a fully transformed Gulf-front estate on over an acre of beachfront land on the North End of Anna Maria Island.

811 N Shore Drive, Anna Maria
$10,995,000
6 Beds ⋅ 6 Baths ⋅ Gulf Crest SubDv. ⋅ 34217 Zip Code
Pre-Construction. To be built. Construction is underway on this one-of-a-kind Gulf-front estate by Vunique Vacations, perfectly positioned on a rare double lot with 100 feet of direct Gulf frontage and endless, unobstructed sunset views. This is a premier opportunity to own a luxury coastal retreat designed for both personal enjoyment and exceptional income potential. This stunning 6-bedroom, 5.5-bath residence is being thoughtfully crafted with high-end finishes throughout, featuring a gourmet chef’s kitchen with premium appliances, expansive open-concept living areas filled with natural light, and seamless indoor-outdoor flow. Multiple bonus spaces offer flexibility for a media room, home office, or fitness studio, while a private elevator provides effortless access to all levels. Outdoor living is elevated to perfection with expansive Gulf-front balconies, a large entertaining deck, and a private heated pool and spa—all designed to capture the breathtaking panoramic water views. Additional features include an outdoor shower and an oversized 4-car garage. Built with both luxury and performance in mind, this property is projected to generate over $800,000 annually in rental income, making it a true “monster” investment opportunity. Owners will also have access to full-service home care and rental management through Vunique Vacations, offering a seamless, turnkey ownership experience. Enjoy the ultimate island lifestyle—use it when you want, and let it produce exceptional income while you’re away. This is more than a home—it’s a Gulf-front legacy property with forever views.

1200 Gulf Drive N, Bradenton Beach
$549,000
2 Beds ⋅ 2 Baths ⋅ Club Longboat Beach & Tennis SubDv. ⋅ 34228 Zip Code
Set within the highly regarded Club Longboat Beach & Tennis on Longboat Key, this 2BR/2BA residence offers an excellent opportunity to create something truly special in one of the island’s most amenity-rich communities. Just under 1,500 sq. ft. and located on the second level, the residence enjoys a comfortable layout where the primary suite opens to a private terrace, bringing in light and breezes throughout the day. The dining area features a tray ceiling and flows easily into the living room, where a full wall of sliders leads to an open terrace and invites indoor and outdoor living to blend naturally. The space is ready for your personal design vision, offering a solid canvas in a location where lifestyle often takes center stage. Life at Club Longboat Beach & Tennis is known for its mix of recreation, flexibility and beachfront access. Residents enjoy 750 feet of pristine shoreline, eight Har-Tru tennis courts, pickleball courts, two heated pools, a fitness center and a relaxed, social atmosphere. Pet-friendly with 2 pets, no weight restrictions and a rental policy allowing one-month minimum stays up to twelve times per year, this residence is ideal for a full-time escape, seasonal retreat or investment opportunity.

5055 Gulf Of Mexico Drive Unit 421, Longboat Key
$4,450,000
6 Beds ⋅ 7 Baths ⋅ Bradenton Beach Club SubDv. ⋅ 34217 Zip Code
Welcome to Summer Sunset, the epitome of luxury living on the Gulf of Mexico. This stunning new property offers unparalleled views of the pristine blue waters, now completely unobstructed thanks to recent beachside enhancements. Imagine gazing at the breathtaking Gulf and Bay from multiple balconies or the expansive rooftop deck—each moment here is unforgettable. Inside, you'll find a beautifully designed six-bedroom, six-and-a-half-bathroom haven, adorned with high-end furnishings and intricate details. Dive into your private heated pool and spa, or enjoy a game of foosball before catching your favorite show on the TVs available in every room and even on the poolside porch. With en-suite bathrooms in every bedroom, convenience and privacy are guaranteed. The open-plan kitchen seamlessly merges with the living and dining areas, fostering an inviting atmosphere for entertaining. Choosing between a beach day or poolside relaxation? At Summer Sunset, you don’t have to. Step into the sunlit pool or take a short stroll across the street to the beach, where the water is as blue as you've dreamed. Just minutes away, explore the vibrant Historic Bridge Street with its charming eateries and boutiques, or cast a line at the Bradenton Beach City Pier for an unforgettable fishing experience and views of the Intracoastal Waterway. Summer Sunset is more than a home; it's your personal retreat where every detail is designed for your ultimate enjoyment. This would be a great second home investment property with gross income of 275,000 to 300,000.00

903 Gulf Drive S, Bradenton Beach
$855,000
3 Beds ⋅ 4 Baths ⋅ Rio Vista SubDv. ⋅ 34205 Zip Code
Motivated Seller!!! Welcome to your fully renovated waterfront retreat in the heart of Bradenton! This beautifully updated 3-bedroom, 3-bathroom home with a 2-car garage offers the perfect blend of modern design and Florida waterfront living, complete with a private dock and stunning water views. Step inside to discover a thoughtfully redesigned interior featuring an open-concept layout, stylish finishes, and abundant natural light throughout. The home has been completely renovated, showcasing updated flooring, a modern kitchen with sleek cabinetry and countertops, upgraded bathrooms, and contemporary fixtures that create a fresh, move-in-ready feel. The spacious living areas flow seamlessly to the outdoor space, making it ideal for entertaining or simply enjoying the peaceful waterfront setting. Step outside to your private dock, perfect for boating, fishing, kayaking, or relaxing while taking in beautiful Florida sunsets over the water. “A few stand out features of the property are the second floor master suite, offering convenient access from both inside the home and a seperate exterior entrance that leads you directly to the water, and a workshop space behind the garage for hobbies or simply more workspace!” Situated along the highly desirable Riverview Boulevard, this property offers quick access to downtown Bradenton, the Riverwalk, restaurants, shopping, parks, and the world-famous Anna Maria Island beaches just a short drive away. Whether you’re searching for a primary residence, vacation home, or waterfront investment opportunity, this beautifully renovated property delivers the best of coastal Florida living. Don’t miss the opportunity to own a move-in-ready waterfront home with a private dock in one of Bradenton’s most desirable locations. Schedule your private showing today!

2201 Riverview Boulevard, Bradenton
$939,000
2 Beds ⋅ 2 Baths ⋅ 5400 Condos SubDv. ⋅ 34217 Zip Code
BEACHFRONT PROPERTY…...…..... OPEN TO SELLER FINANCING........FULLY FURNISHED........... BUILDING NEVER FLOODED………FULLY RENOVATED…….IMPACT WINDOWS…….........BREATHTAKING OCEAN AND BEACH VIEWS……….HOA PAYS EVERYTHING BUT ELECTRIC……………. Rarely does a beachfront opportunity like this come along. In a community where properties seldom hit the market, this residence stands out as one of the most desirable—MERE STEPS FROM THE SAND, overlooking the Gulf, and located in a building that has never flooded. With only 44 residences in the entire community and fewer than a dozen offering water views like this, opportunities here are incredibly limited. From the moment you step into the living room, your eyes are drawn to the sparkling blue water of the Gulf, reminding you that the beach is not just nearby… it’s part of your everyday life. Walk outside and within moments your feet are in the sand, or spend the afternoon relaxing beside the beautiful community pool just steps from your door. The community itself reflects a level of pride that is immediately noticeable, with beautifully maintained tropical landscaping and grounds that create a true island retreat the moment you arrive. Inside, the home has been fully renovated with thoughtful custom design and a bright open-concept layout, creating a space that feels both refined and relaxed. A custom kitchen anchors the living area, complemented by high-end finishes, California Closets custom storage, and impact windows throughout that bring in natural light while offering protection and efficiency. Being sold fully furnished, the next owner can simply arrive with a suitcase and immediately begin living the island dream—sunrise walks along the Gulf, evenings watching the sunset paint the water, and weekends filled with friends, family, and ocean breezes. With the HOA covering nearly everything except electricity, ownership here is refreshingly simple. Combined with the rare availability in this community and the possibility of seller financing, this is more than just a condo—it’s an opportunity to own a piece of Holmes Beach paradise that very few ever get the chance to call their own.

5400 Gulf Drive Unit 32, Holmes Beach
$5,600,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Discover an extraordinary opportunity to own two parcels in a newly developed beachfront enclave, complete with private entry gates when project is complete leading directly to the pristine sugar sands and turquoise waters of the Gulf of Mexico. Parcel one, identified by property ID 7847700154, offers a 2,000-square-foot homesite with 100 feet of direct Gulf frontage. Parcel two, property ID 78477000078, is a sprawling 9,757-square-foot parcel. These two exclusive Gulf-front estates are nestled at the end of North Gulfside Road on Longboat Key, offering unmatched privacy in a secluded cul-de-sac. With endless views, serene surroundings, and ultimate exclusivity, this is a rare chance to create your dream coastal haven. 6509 is also listed if you would like to have a estate size lot.

6601 Gulfside Road, Longboat Key
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Sunset Terrace SubDv. ⋅ 34217 Zip Code
This two-bedroom, two-bathroom condominium offers one of the finest unobstructed views of the Gulf. Recently updated, the coastal-inspired interior features tiled floors and an unbeatable vantage point for watching amazing sunsets. Guests can enjoy the heated pool or take a short stroll to the beach to enjoy the sugar-sand shores and jeweled waters of the Gulf. The private porch provides the perfect space to relax, while the well-maintained unit ensures comfort with a modern kitchen featuring granite countertops and a large in-unit washer and dryer. This property serves as an excellent vacation rental.

2312 Gulf Drive N Unit 103, Bradenton Beach
$3,895,000
6 Beds ⋅ 7 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked. The open concept living & dining space includes a chef inspired kitchen which boasts solid wood cabinetry, quartz countertops, and upgraded appliances. Each serene bedroom is its own private retreat, complete with ensuite baths, custom tilework, and spa-like features. Made for entertaining with expansive spaces to enjoy RELAXING inside OR out. Your private resort style backyard is a true sanctuary with a sparkling oversized heated pool and spa surrounded by lush landscaping and durable low maintenance turf with putt-putt golf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and family fun. Whether you’re soaking up the sun poolside or enjoying the sunrise from the Bay AND sunset views from the Gulf from the rooftop deck, the outdoor living experience is unmatched. This coastal beauty will come completely Designer Turn-Key Furnished with upscale coastal finishes throughout. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! This home is perfect for a full-time residence, vacation home or investment property and is ideally located on the North End of Anna Maria Island. Stroll one street over to beloved Pine Avenue and browse through the numerous shops and restaurants. The Bay and famous "almost rebuilt" Anna Maria City Pier are at the end of the street. AND the island's world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Maria's full charm. Your ISLAND DREAM HOME AWAITS!

518 Spring Avenue, Anna Maria
$799,000
2 Beds ⋅ 2 Baths ⋅ Cedars West Of Longboat Inc SubDv. ⋅ 34228 Zip Code
Experience breathtaking beach and Gulf views from this spacious, turnkey-furnished two-bedroom, two-bath residence in Cedars West. Beautifully updated with no detail overlooked, this exceptional property features elegant stone countertops, quality appliances, and a relaxed coastal ambiance that makes it highly sought after. Offering over 1,270 square feet of air-conditioned living space, the residence includes a large walkout screened lanai where you can enjoy gentle Gulf breezes and spectacular sunsets over the tranquil waters of the Gulf of Mexico. The thoughtfully designed layout provides abundant storage throughout, including generous closets in both bedrooms as well as a dedicated owner’s closet. Just steps from the unit, the pristine beach is a renowned nesting ground for sea turtles, offering the unique opportunity to watch dolphins and manatees pass by while relaxing on one of Florida’s most beautiful beaches. Cedars West residents enjoy a wide range of resort-style amenities, including a large heated and cooled swimming pool, two tennis courts, BBQ grilling areas, and convenient kayak and bike racks. Owners also have the option to generate rental income by taking advantage of Cedars West’s rare two-week minimum rental policy on Longboat Key. Don’t miss this incredible opportunity to experience the ultimate beachfront lifestyle.

5655 Gulf Of Mexico Drive Unit D107, Longboat Key
$38,450,000
11 Beds ⋅ 17 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A stately office, refined lounge, formal dining room, and temperature-controlled wine cellar complement the open-concept great room, which transitions seamlessly to a sweeping Gulf-front terrace. Dual kitchens, a showpiece entertaining kitchen and a separate chef’s kitchen, elevate both daily living and grand-scale hosting. The estate continues upward to a rooftop deck with panoramic coastal vistas, while other levels offer a private cinema, multiple guest suites, and a dedicated guest-level kitchenette. A thoughtfully designed guest house and separate pool house provide additional privacy and flexibility for extended stays or staff accommodations. Outdoors, the setting transforms into a private coastal resort. Lush, layered landscaping surrounds a dramatic resort-style pool and spa, expansive entertaining terraces, tranquil water features, and potential for a private tennis and pickleball court — all oriented toward the Gulf’s endless horizon. Positioned along one of the most coveted stretches of Longboat Key, the property offers both seclusion and proximity to the best of the region, including The Resort at Longboat Key Club, The St. Regis Longboat Key Resort, St. Armand's Circle, and the cultural vibrancy of downtown Sarasota. With construction advancing and pricing evolving accordingly, this is a rare opportunity to secure a generational Gulf-front legacy estate at a pivotal stage. Longboat Key’s global recognition, including its inclusion among Forbes Travel Guide’s Top 12 Destinations, further underscores the enduring value of this extraordinary offering.

5965 Gulf Of Mexico Drive, Longboat Key
$7,500,000
4 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting fixture, textile, and accessory has been thoughtfully selected specifically for this residence, including the linens and towels. Bespoke furnishings, fine antiques, original art, and an extraordinary collection of antique Persian rugs create a truly turnkey estate where architecture and interiors exist in perfect harmony. Nestled within the private enclave of Villa Rosa, this custom-built coastal property offers exceptional craftsmanship, privacy, and a lifestyle reserved for Anna Maria Island's finest properties. Inspired by timeless European architecture, the home showcases reclaimed wood beams, marble flooring, handcrafted millwork, and designer finishes throughout. At the heart of the home, the chef's kitchen features a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and a large island designed for gathering and entertaining. Outdoor living is equally impressive, with a fully equipped Lynx kitchen, built-in pizza oven, covered lounge with a wood-burning fireplace, and multiple terraces for relaxation and entertaining. The rooftop observation terrace offers panoramic island views and breathtaking Gulf sunsets, while lush tropical landscaping surrounds a private pool, creating a secluded coastal retreat. Situated on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the property includes a private dock and 10,000-pound boat lift, making waterfront living effortless. Villa Rosa is among Anna Maria Island's most coveted residential communities, where rental restrictions help preserve a quiet neighborhood atmosphere. Just moments away are world-famous beaches, waterfront dining, boutique shopping along Pine Avenue, and the laid-back coastal lifestyle that defines the island. More than a waterfront home, this is a fully realized estate - an extraordinary blend of design, craftsmanship, and a curated collection offered as one exceptional property.

513 Villa Rosa Way, Anna Maria
$5,450,000
4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code
Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.

103 Palm Avenue, Anna Maria
$4,499,000
8 Beds ⋅ 8 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Offering the full duplex, this property presents a rare opportunity to own two residences, each featuring 4 bedrooms and 3.5 bathrooms, for a combined total of 8 bedrooms and 7 bathrooms. Each side showcases an expansive open floor plan with vaulted ceilings and beam detailing, creating inviting living spaces designed for gathering and entertaining. Spacious living areas connect to multiple covered decks that capture Gulf-to-Bay views. Both kitchens include solid wood cabinetry and granite countertops, while the primary and guest bedrooms offer en-suite bathrooms and walk-in closets for comfort and privacy. The outdoor setting centers around a private pool area with covered spaces for dining and relaxation, highlighted by a waterfall feature. Elevators in each residence provide access to all levels. Located in an area that allows for daily or weekly rentals, this offering provides flexibility for personal use or income potential, all just steps from the Gulf of Mexico and close to the bay, Bridge Street, trolley access, dining, and boutique shopping.

105 4th Street S, Bradenton Beach
$630,000
3 Beds ⋅ 2 Baths ⋅ Bay Club Homes Condominium SubDv. ⋅ 34221 Zip Code
Welcome to Florida LUXURY LIVING at its finest in this stunning 2 bedroom plus den residence; with the flexibility of a third bedroom, offering breathtaking PANORAMIC WATER VIEWS of Terra Ceia Bay, the Sunshine Skyway Bridge, and the St. Petersburg skyline. Designed for effortless coastal living, this move-in-ready condominium features an open-concept layout, desirable split floor plan, and soaring ceilings that enhance the sense of space and natural light. Step onto your expansive PRIVATE BALCONY to enjoy morning coffee or UNFORGETTABLE SUNSETS over shimmering bay waters, your front-row seat to the Florida WATERFRONT LIFESTYLE. Inside, high-end finishes are found throughout. The versatile den functions beautifully as a home office, guest suite, or optional third bedroom. The primary suite is a serene retreat with direct terrace access, while the open living and dining areas are ideal for entertaining and everyday comfort. Every detail reflects quality, style, and meticulous care. Located within a GATED GOLF COURSE COMMUNITY, residents enjoy an impressive array of amenities including a RESORT-STYLE POOL, SPA, and FIREPIT, a scenic 500-foot FISHING PIER, and a NATURE TRAIL winding through native Florida landscapes. Optional club membership provides access to an 18-hole executive golf course, tennis courts, fitness center, dining, and a lively tiki bar, with golf available without mandatory membership. Ideally situated just minutes from downtown Bradenton, enjoy Saturday mornings at the Farmer’s Market, easy access to the island water ferry to the beaches, and the charm of nearby Palmetto with its historic downtown and local shops. Nature lovers will appreciate proximity to Emerson Point Preserve, known for scenic trails and abundant wildlife. Conveniently located within an hour of Tampa International Airport, St. Pete, Sarasota, and SRQ, and close to shopping, dining, and outdoor adventures, this residence is perfect as a full-time home, seasonal retreat, or investment opportunity. LIVE WHERE OTHERS VACATION! Wake up to water views. Lock and leave with ease. This is Florida WATERFRONT LIVING; done right!

2925 Terra Ceia Bay Boulevard Unit 2703, Palmetto
$459,000
2 Beds ⋅ 2 Baths ⋅ Riviera Dunes Marina Condo SubDv. ⋅ 34221 Zip Code
Welcome to Bel Mare at Riviera Dunes, a resort-style waterfront community offering exceptional value, convenience, and coastal living near downtown Bradenton, the marina, restaurants, shopping, medical facilities, and area beaches. This beautifully maintained residence offers approximately 1,847 square feet of comfortable living space with a desirable open layout, spacious living and dining areas, and a private balcony to enjoy the Florida lifestyle. The thoughtfully designed floor plan provides excellent functionality with 2 bedrooms, 2 bathrooms, generous storage, and a light, inviting interior. The kitchen opens to the main living area, creating an easy flow for everyday living and entertaining. The primary suite offers a comfortable retreat with ample closet space and an en-suite bath. Bel Mare residents enjoy an impressive amenity package, including resort-style pools, fitness center, clubhouse spaces, social areas, theater room, billiards, guest suites, walking areas, and access to the Riviera Dunes lifestyle. Located near the Riviera Dunes Marina and just minutes from dining, entertainment, shopping, hospitals, and major roadways, this location offers convenience with a relaxed waterfront setting. With this new price improvement to $459,000, this residence presents a strong opportunity for buyers seeking space, lifestyle, and value in one of Palmetto’s desirable waterfront communities.

140 Riviera Dunes Way Unit 206, Palmetto
$749,900
2 Beds ⋅ 2 Baths ⋅ Westchester Condo Apts SubDv. ⋅ 34228 Zip Code
Waterfront Living on Longboat Key – Direct Gulf Access Experience the best of coastal living on beautiful Longboat Key. This first-floor residence offers effortless access and an unbeatable connection to the water, with direct access to the stunning Gulf of Mexico just steps from your door. Recently updated, the home features brand-new flooring throughout, along with all-new hurricane-impact windows, sliding glass doors, and a hurricane front door—providing peace of mind and modern comfort. Enjoy seamless indoor-outdoor living with easy walk-out access, perfect for morning beach strolls, sunset views, or simply embracing the relaxed Gulf Coast lifestyle. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property offers exceptional value in a highly sought-after location. Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted. Unit is move-in ready to be enjoyed! Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet. Come witness Resort Style amenities of two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72. This split plan, first floor, master en-suite unit awaits your TLC. Kitchen includes side-by-side beverage refrigerators. R&R IS THE PACE, LBK IS THE PLACE!!!!!

4835 Gulf Of Mexico Drive Unit 106, Longboat Key
$2,790,000
5 Beds ⋅ 6 Baths ⋅ Manatee Pond Subdivision SubDv. ⋅ 34217 Zip Code
LUXURY COASTAL RETREAT with 360° WATER VIEWS just steps from Bradenton Beach!!! Just two blocks from the sugar sand shores and perfectly centered between the beach and the bay, this spectacular three-story coastal retreat offers breathtaking 360° views of both the Gulf of Mexico and Sarasota Bay. Whether you are searching for a year-round residence, seasonal escape, or high performing investment property, this one-of-a-kind home truly has it all. With 5 bedrooms, 5.5 bathrooms, and multiple indoor and outdoor living spaces, the home is designed for both luxury and comfort. The first level welcomes you with a bright sitting area featuring sliding glass doors overlooking the HEATED pool and spa, along with a separate BONUS room perfect for a home gym, owner’s storage, or beach gear room. On the second floor, you’ll find four spacious bedrooms, each with its own ENSUITE bathroom and walk-in tiled shower, plus an open loft area currently set up with extra beds that can easily become a kids’ play area, game room, or lounge space. The third floor serves as the main living area, showcasing incredible full 360° water views, an open-concept kitchen with a large island and seating, granite countertops, stainless steel appliances, and peek-through windows flanking the stove, a separate dining area for formal or casual entertaining, and a living room surrounded by STUNNING water views. Also on this level is a PRIVATE bedroom suite with balcony access and another ensuite bathroom with dual sinks, and a walk-in tiled shower, PLUS a cozy sitting area leading to a balcony overlooking the pool and a spiral staircase to the ROOFTOP DECK creating your personal PARADISE for sunset watching and stargazing over the Gulf and bay. The outdoor living space offers a beautifully tiled heated pool and spa, a large covered lanai with wood plank ceilings, pavered flooring, a fully FENCED yard, and low-maintenance TURF grass for privacy. The pool features a NEW ELECTRIC HEATER and NEW POOL PUMP, the exterior has been freshly painted, and all appliances are lightly used and in excellent condition. Located just minutes from historic Bridge Street, this home is close to colorful shops, local restaurants, vibrant nightlife, live music, a fishing pier, mini golf, and more, with Bridge Street connecting the Sarasota Bay side to the Gulf of Mexico side of the island. This is the perfect place to unwind after a long day at the beach with endless activities nearby, and it truly doesn’t get better than this...LUXURY, LOCATION, LIFESTYLE, and VIEWS all in one unforgettable coastal property.

206 Church Avenue, Bradenton Beach
$6,245,000
Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code
Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over ½-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal estate with unobstructed sunset views from every room.

102 Sunset Lane, Holmes Beach
$695,000
3 Beds ⋅ 3 Baths ⋅ Marina Walk On One Particular Harbour 2 SubDv. ⋅ 34209 Zip Code
Virtually Staged. PRICE IMRPOVEMENT and new, reduced condo fees! Welcome home to Harbour Isle, where refined coastal living meets effortless luxury. This rare end-unit condominium offers complete privacy, with no adjacent buildings and unobstructed, tranquil lake and Preserve views. Never rented and meticulously maintained by the original owner, this home is being sold partially furnished and feels like new while boasting over $40,000 in premium builder upgrades. The custom Oceana floorplan features dual primary suites with a split design, providing privacy for hosts and guests alike. The open layout offers ample space for entertaining or utilizing as a short- or long-term rental. The spacious kitchen features stainless steel appliances, solid wood cabinets, stone countertops, and thoughtful designer touches. Owner enhancements include upgraded LED lighting throughout and Smart features, including network cameras with no subscription required. Hurricane-rated triple sliding glass doors seamlessly open the living area to the lanai, creating the perfect space for entertaining family and friends in comfort, complete with new no-see-um tight specialized screening. Convenience and security are built in, with covered under-building parking, a private storage unit, and 24-hour virtual guarded gate. Designed for those who value exclusivity and ease, the private, resort-style community is anchored by the spectacular 23,000-square-foot Beach Club overlooking Anna Maria Sound. The waterfront Sky Bar, on-site dining, resort style pool and spa, private beach, and kayak launch create your own coastal retreat, steps from home. Residents enjoy four beautifully designed pools, state-of-the-art fitness center and sauna, fire pits, grilling areas, hammock park, lakeside swings, and miles of scenic walking and biking trails. Surrounded by nature, Harbour Isle sits steps from Neal Preserve and minutes from Robinson Preserve for kayaking, trails, and birdwatching. Just beyond the gates, enjoy the Margaritaville-inspired Compass Hotel, Floridays Tiki Restaurant, Compass Bar & Chill, and marina access at Pier 77, offering wet and dry storage, Gulf access, and Freedom Boat Club. Located 1-2 miles from the pristine beaches, local shops, and dining of Anna Maria Island, Harbour Isle offers a rare blend of privacy, convenience, and resort-level amenities. This is more than a home, it is a lifestyle investment in exclusive coastal living, ideal for full-time residents, seasonal owners, or investors seeking income-producing potential. Schedule your private tour today.

395 Aruba Circle Unit 303, Bradenton
$4,700,000
Wells Sub SubDv. ⋅ 34216 Zip Code
OVER A 1/2 ACRE ON THE BEACH... “Go the extra beach mile” and build on this cleared lot directly on the Bay at the tip of Bean Point ready for you to design the ultimate beach retreat, your new home! Morning coffee with the manatees, birds and dolphins and evening sunsets with the sandy beach within steps from your door. Loggerhead Turtles like to nest on the Island and you get a front row seat to this amazing event and then you get to watch and count the hatchlings as they swim away to return again in the future! Now is the time to plan for your new home on Anna Maria Island so you can walk to the future ROD & REEL Pier! Survey available 2/19/2016 Specific Purpose (fence) 25,200 SF Lot

831 North Shore Drive, Anna Maria
$13,995,000
4 Beds ⋅ 5 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Come and witness the cutting edge of enhanced hurricane construction, wander and enjoy the exquisite staging by Clive Daneil Homes. Situated on a coveted 90' Gulf/Beach-front lot, the property offers soft sands, endless Gulf views, and miles of walkability. In 2025, Longboat Key completed a significant beach re-nourishment project, giving Gulfside Road homeowners one of the widest and deepest stretches of beach on the entire island. Equally notable, Gulfside Road is one of the rare Gulf-side streets set back from the main highway, offering a tranquil, private environment that feels worlds away from the activity of Gulf of Mexico Drive. The main house, elevated over 15 feet, features 11' ceilings, four oversized en-suite bedrooms, and more than 6,600 sq ft of air-conditioned living space, including a grade-level, air-conditioned multipurpose room that can be tailored for wellness, fitness, or a variety of additional lifestyle needs. The wide-open floor plan, generous room sizes, and large impact-rated safety glass sliding doors and windows fill the home with natural light. Two nearly 40' terraces on the main and second floors provide ideal spaces to enjoy the outdoor island lifestyle and breathtaking Gulf views. Interior finishes by Studio G Homes elevate luxury living to the next level. The interior finishes include large-format porcelain tile and hardwood flooring, Italian-imported cabinetry, a custom floating steel-and-wood staircase, a three-stop elevator, 8' solid interior doors, high-efficiency mechanical systems, a top-of-the-line Thermador™ appliance package, AXOR™ and Hansgrohe™ plumbing fixtures, temperature-controlled wine storage, and detailed AV, lighting control, and security systems. Exterior features include solid concrete and masonry construction on all floors, a deep concrete piling foundation for added strength, Longboard™ premium aluminum architectural details, and a fine light-sand exterior stucco finish. The resort-like pool area and custom spa are surrounded by a lush tropical landscape package. The garage accommodates four cars, with the option to add car lifts. Longboat Key, an 11-mile barrier island, is just minutes from St. Armands Circle and downtown Sarasota. The Sarasota Bradenton International Airport is approximately 25 minutes away. Embrace the opportunity to own this unparalleled residence and experience the pinnacle of coastal luxury living.

6489 Gulfside Road, Longboat Key
$499,000
1 Beds ⋅ 1 Baths ⋅ Covert Condominium SubDv. ⋅ 34228 Zip Code
Have you dreamed of the perfect island getaway situated right on a gorgeous stretch of beach on Longboat Key? This is by far the lowest priced direct beachfront condo on the entire island and it is already completely updated! Whether you decide to use it yourself or use it as an investment with outstanding monthly rental income availability, this is the one. With a fabulous ground floor location, you can have your toes in the sand in only a few steps! This condo offers Italian porcelain tile throughout and a completely new kitchen with beautiful counter tops, all new cabinets and new appliances. The bathroom has been beautifully updated as well and features custom tile work in a seaside theme. The view is fabulous in either direction with the sparkling pool out front and the gorgeous Gulf of Mexico out back. The open living and dining area allows plenty of space to entertain or to quietly contemplate whether it’s a beach day, a day for a soak in the pool or a walk to the Covert bayside fishing pier. The bedroom offers the same stunning beach view and features storm rated sliders to the screened in lanai. The midkey location allows for easy access to multiple restaurants and shopping. The tree filled mangrove trails of Joan Durante Park are a birders’ paradise and the 12 mile long bike path give you many options to soak in the sun while getting in your daily exercise. This is island living at its best at a price you may never thought you could find!

5231 Gulf Of Mexico Drive Unit 104, Longboat Key
$659,000
1 Beds ⋅ 1 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
GULF FRONT - Spacious and Beautifully Maintained and Renovated 1 Bedroom/1 Bath Condo in the Heart of Holmes Beach. Breathtaking Gulf Views to behold from every room. The kitchen, windows and sliding doors have been updated and the AC was replaced in 2025. This unit features a covered, open balcony allowing for your own Private Outdoor Space while relishing in the balmy Gulf breezes. Commodious Open living/dining area is painted in calm, neutral colors and ceramic tile flows throughout. The bedroom features full gulf views, a large walk-in closet and ensuite bath with separate vanity area and combination tub/shower. The updated kitchen provides plentiful and aesthetic cabinetry, a closet pantry, newer appliances, desk area and Washer and Dryer. Martinique South offers a Gulf side pool, tennis/pickle ball courts, an elevator, secure entrance, large Community living space with full Gulf Views, a complete kitchen, bathrooms, and outdoor covered patio. The Community Room is ideal for parties and large gatherings. Pride of ownership shines in this community where friends are neighbors and neighbors are friends. This lovely unit is offered turn-key furnished, with room for your personal touches as well as a carport and storage room. Located within walking distance of Holmes Beach amenities. Magnificent sunsets, strolls along the white sand beach, passing dolphins, the cry of the seabirds and the comforting sound of the surf await...

5200 Gulf Drive Unit 302, Holmes Beach
$8,250,000
3 Beds ⋅ 4 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
Rising gracefully on the sugar-white sands of Bean Point, The Golden Dolphin is a timeless Gulf-front residence that blends enduring craftsmanship with inspired artistry. The main living level unfolds into a grand living and dining area, where a full wall of sliders frame endless Gulf views and spectacular sunsets. The expansive balcony is an entertainer’s dream, featuring a fully equipped Lynx outdoor kitchen and a beautifully carved fireplace—an inviting setting for al fresco dining or evenings by the fire. Inside, the chef’s kitchen is outfitted with Sub-Zero, Viking, and Miele appliances, seamlessly combining performance and elegance. A refined library retreat, complete with a fireplace and exquisitely carved bookcases, offers a quiet haven for reading or reflection. The third floor is devoted to luxurious private living. The palatial primary ensuite is a serene sanctuary with spa-like amenities and opens to its own Gulf-facing balcony. Here, a soaking tub, rain shower, and an additional fireplace create an indulgent, resort-style experience. Also on this level are a gracious guest suite, a whimsical children’s ensuite bedroom, and a conveniently located laundry room. The first floor welcomes you with a dramatic foyer featuring soaring ceilings and an elevator. Just beyond lies the imaginative Captain’s Quarters, a fantastical space designed to replicate the galley of a pirate’s lair—both playful and unforgettable. An expansive office follows, showcasing granite countertops and intricately carved walls with integrated drawers and shelving, offering both beauty and function. Outdoors, the home transforms into a private oasis. The grotto-style pool provides shaded comfort and is adorned with multiple water features, while a surrounding fireplace and dining area create an intimate setting for gathering. Beyond the pool, a sun-drenched private patio invites leisurely afternoons of relaxation and sunbathing. Built to stand the test of time, The Golden Dolphin is constructed with concrete and rebar throughout and engineered with advanced drainage systems designed to reroute floodwaters. This exceptional residence has sustained no damage from past hurricanes, offering peace of mind alongside its unparalleled beauty. A rare offering on Anna Maria Island, The Golden Dolphin is a masterful expression of luxury, resilience, and coastal elegance—where art, architecture, and the Gulf converge in perfect harmony.

801 N Shore Drive, Anna Maria