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Bayshore High - A4688632 - 554 SPANISH DR S, LONGBOAT KEY, FL 34228 Just Added on 04/02/2026 5:29PM
$435,000 | Condo | 2 beds | 2.0 baths | 1 car
Welcome to Spanish Main Yacht Club Waterfront community and your new Home! All new beautifully updated in this light and bright villa. Fully renovated after the hurricanes. White marble-like large porcelain tile floors that span the entire living area providing a continuous flow throughout the villa with carpeting in the bedrooms. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and so much more. Attractive updates in the master en-suite and guest bath as well. A nice added feature of a spacious interior laundry room. Beautiful, lush backyard view with privacy and an extra brick paver side yard and outdoor space. A short stroll to the privately deeded beach entrance to the gorgeous Gulf beaches. 2 minutes to have your toes in the soft pearly sand. This is a boater’s paradise with boat slips available for an extremely inexpensive lease and direct access to Sarasota Bay, the Intracoastal waterway and the azure waters of the Gulf Of Mexico. Located only a short drive to the fantastic shops, restaurants and cultural events that Sarasota and St. Armand’s Circle have to offer. This is a great investment opportunity and chance to enjoy Longboat Key living.! The community is in the “build back” stage due to damage from hurricanes in 2024 and almost complete. All 212 units in Spanish Main are under FEMA regulations, guidelines, and stringent adherence to rebuild specifications and inspections from the Town of Longboat Key. This is an opportunity to continue to make this villa your custom home.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY
Booker High - A4687694 - 531 WEDGE LN, LONGBOAT KEY, FL 34228 Just Added on 04/02/2026 5:10PM
$2,599,999 | Single Family Home | 4 beds | 3.5 baths | 2 gar
A seamless blend of refined design and waterfront living defines this beautifully updated canal-front residence in Country Club Shores. Expanded from its original ranch design, the home offers approximately 2,700+ square feet of thoughtfully curated space, featuring four bedrooms, including dual primary suites on both the first and second levels—an ideal layout for guests or multi-generational living. Each bathroom is finished with timeless, elegant details that elevate the home’s overall sense of sophistication. A comprehensive 2018 renovation introduced elevated style and modern functionality, anchored by a stunning chef’s kitchen appointed with Thermador appliances, built-in refrigeration, and a generous island. Just beyond, an expansive butler’s pantry and secondary prep kitchen enhance both convenience and flow, creating an effortless environment for everyday living and entertaining. Natural light fills the interiors, drawing attention to tranquil canal views and soft glimpses of the bay from the den. The upstairs primary suite serves as a private retreat, complete with its own balcony overlooking the water—an inviting setting for quiet mornings and sunset evenings. Outdoors, a private, low-maintenance setting unfolds with a sparkling pool and beautifully updated waterfront features, including a newer dock, seawall, and 24,000 lb boat lift. Additional highlights include hurricane-impact windows and doors, classic plantation shutters, and 2022 air conditioning systems—completing this exceptional offering in one of Longboat Key’s most desirable waterfront communities. Ideally located just moments from St. Armands Circle, with its renowned dining and boutique shopping, this residence offers a lifestyle of effortless coastal sophistication.
Listing is courtesy of: COLDWELL BANKER REALTY
Sarasota High - A4688148 - 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228 Just Added on 04/02/2026 3:28PM
$1,950,000 | Condo | 3 beds | 3.5 baths | 2 gar
Welcome to Emerald Pointe South in the gated Bay Isles community on Longboat Key. This well-maintained residence offers a light and open floor plan with spacious living and dining areas, ideal for everyday living and entertaining. Sliding glass doors provide abundant natural light and lead to a private screened lanai overlooking lush tropical landscaping. The kitchen features ample cabinetry, solid surface countertops, a breakfast nook, and recent updates including a new microwave, dishwasher, and stove. The primary suite offers dual walk-in closets and an en-suite bath with dual vanities, soaking tub, and separate shower. Two additional bedrooms, each with en-suite baths, are located on the second floor, providing privacy for guests or family. Residents enjoy access to the private Bay Isles Beach Club. Ideally located just minutes from St. Armands Circle and downtown Sarasota, this home offers convenient access to dining, shopping, and beaches. Perfect as a full-time residence or seasonal retreat, this property captures the best of Longboat Key living.
Listing is courtesy of: DOUGLAS ELLIMAN
Booker High - A4688599 - 2800 HARBOURSIDE DR #E-07, LONGBOAT KEY, FL 34228 Just Added on 04/02/2026 1:06PM
$300,000 | Dock-Rackominium
A favorite dock in the Marina with ample turning radius. This 55 x 21 foot slip at Longboat Key Club Moorings is located on the west side of the Marina. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 50 LOA; beam depends on the vessel. Call to discuss!
Listing is courtesy of: LBRE LLC
Booker High - A4687002 - 561 BIRDIE LN, LONGBOAT KEY, FL 34228 Just Added on 04/02/2026 11:47AM
$2,195,000 | Single Family Home | 3 beds | 3.0 baths | 2 gar
This mid-canal gem in the heart of the prestigious Country Club Shores perfectly balances immediate enjoyment with future possibilities. Whether you are looking for a private boating retreat, a "saltwater lake house," or a high-performing seasonal rental investment, this 3-bedroom, 3-bathroom block construction home delivers “all of the above”, and boasts an oversized lot! The residence is centered around open gathering space, wrapped by 3 private bedrooms (2 en-suite!), an inviting kitchen, and a 2-car garage, all sheltered under a metal roof installed in 2019. A refreshing pool completes the oasis. For water enthusiasts, the 2019 waterside upgrades transform the back yard into a premier private marina. The NEW SEA WALL and 350-square-foot dock make an angler’s paradise, complemented by a 13,000-pound boat lift and a floating kayak launch. Navigation is exceptionally convenient with no low bridges blocking your path to adventure. You are a one-minute boat ride to Sarasota Bay and only five minutes to the Gulf of Mexico. Proximity to both the Sarasota Yacht Club and Bird Key Yacht Club further expands the nautical recreation offered by this phenomenal address. Lifestyle activities extend well beyond the dock, with deeded beach access just a seven-minute stroll away, and quick access to the world-class Longboat Key Club for golf enthusiasts. Perhaps the most compelling feature of this home is its remarkable resilience and elevation – it remained high and dry during the area’s most challenging weather, sustaining zero damage or water intrusion during hurricanes Milton, Helene, and Ian. In fact, there is no evidence of any storm damage throughout the entire history of the home. This level of peace of mind is a rare luxury for coastal living, ensuring your investment remains as sturdy and secure as it is beautiful. If you envision eventually building a grander "forever home," the unique dimensions of this lot offer a distinct architectural advantage. With almost 1000 sqft more than the neighborhood's typical 100x100 lots, you have an additional 282 square feet of allowable building coverage. This property is a versatile coastal sanctuary that offers a rare blend of ready enjoyment and significant long-term potential.
Booker High - A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 4 Days on yellowkey
$1,050,000 | Condo | 2 beds | 2.5 baths | 1 gar
Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, furnished two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400 square feet, 10-foot ceilings, double crown molding, plank wood flooring in the living areas, natural colors and floor to ceiling storm impact windows and doors. An open floor plan offers garden views from the spacious living room and the kitchen, which has both a breakfast bar and a seating area. A beautiful kitchen renovation was completed in December 2025 with handsome wood cabinets, stone countertops and GE Profile appliances. The split plan allows privacy for owners and guests in the two separate primary en-suite bedrooms, each with large windows, custom drapes and carpet, wall closets with built-ins and baths with combination tub/showers. ?An expansive balcony with glass railing barriers can be accessed through the living area and one of the primary suites. This lovely condo conveniently has a stack washer and dryer, linen closet, underbuilding storage unit and assigned parking and its own front desk concierge. Behind the 24-hour guarded-gate is true luxury living with a modern clubhouse, state-of-the-art fitness room, locker room and spa, sauna, bar and lounge, library, game room, ballroom and catering kitchen and outside terrace for gatherings and watching sunsets over the Gulf waters. Besides the magnificent beach and Florida-friendly landscaped grounds, the outdoor amenities include a peaceful courtyard, fire pit, resort-style pool and hot tub and new Har-tru tennis courts. Water Club is conveniently near island golf courses and Publix, and a short distance from St. Armands Circle and downtown Sarasota for dining, shopping, entertainment and cultural venues.
Booker High - TB8489326 - 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228 5 Days on yellowkey
$949,000 | Condo | 2 beds | 2.0 baths | 1 car
Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a serene environment. Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to strategically placed additional windows featured in corner/end units of this community. The subtle elegance of the interior is complemented by sleek flooring that enhances the flow from room to room. The kitchen is a true highlight, featuring quality cabinetry, elegant quartz counters, and modern stainless-steel appliances, which allow a harmonious flow, delivering both functionality and sophistication. The open-concept layout continues through the dining and living areas, combining a blend of textures and stylish finishes to cohesively create an environment of relaxed elegance. An abundance of natural light floods this space through large retractable sliding glass doors, which provide the option of extending the outdoors in. A private outdoor patio showcases a beautiful backdrop of lush tropical landscaping, adding to the property’s overall appeal. The bedrooms within the property are thoughtfully designed, each offering generous space and natural light. The primary suite offers a restful retreat, complete with an ensuite bathroom featuring modern fixtures and thoughtful design, ensuring comfort and privacy. This property will continue to amaze, as beauty extends beyond its walls into an amenity-rich community of 27 acres of picturesque tropical landscaping. This gulf-to-bay community offers an active island lifestyle with 4 Har-Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court, and amazing nature trails. A distinct advantage and unique selling point of this property is its proximity to a private, deeded beach. This property offers future owners not just exclusive beach access, but a revitalizing retreat amidst the hustle and bustle of life—truly a valuable benefit that amplifies the charm of this residence. Close to local amenities yet precisely positioned to offer privacy and quietude, this property represents an excellent opportunity for discerning buyers. Experience the best of coastal living in this beautiful home, where modern comfort meets natural beauty. Welcome home!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA
Bayshore High - A4687586 - 605 SUTTON PL #201, LONGBOAT KEY, FL 34228 7 Days on yellowkey
$619,000 | Condo | 2 beds | 2.0 baths
This is the one you have been waiting for!! INCREDIBLE UNOBSTRUCTED BAY VIEWS & BREATHTAKING SUNRISES from this light-filled CORNER unit in the beach-to-bay community of Sutton Place. Enjoy stunning vistas from nearly every room through impact windows and doors! Meticulously maintained and beautifully renovated, this spacious two-bedroom, two-bath coastal retreat is truly exceptional. The thoughtfully designed open concept chef’s kitchen with premium cabinetry, plentiful storage, and Cambria quartz countertops seamlessly connects to the expansive living area through a custom dining island with wraparound seating. Plantation shutters throughout the kitchen and living area add to the coastal island feel. The enclosed lanai, featuring walls of glass that span along the rear of the unit, provides an ideal setting for morning coffee, evening relaxation, remote work, or accommodating additional guests. The spacious primary and secondary bedrooms provide exceptional views, each with direct access to the lanai through impact-rated sliding doors. The serene primary bedroom boasts a generous walk-in closet fitted with a custom organizer and an elegantly renovated bathroom with a walk-in shower, complete with a linen closet. The secondary bedroom offers ample storage with a double closet, also fitted with custom organizers. The adjacent guest bath has been tastefully renovated. Parking is easy with a covered, assigned space in a convenient location, plus plenty of overflow and guest parking. While the stairs are easily accessible; there is also an elevator for added convenience. The in-building storage unit provides extra space for any additional storage needs. Sutton Place offers a wide range of amenities, including two heated swimming pools, a community clubhouse, marina facilities with boat slips (current wait list but only $300 annually!!), kayak storage equipped with electric launch, a fish cleaning station, designated grilling areas, car wash stations, and deeded beach access with private beach pavilion featuring storage lockers, showers, and restrooms. The community successfully endured the recent storms, experiencing minimal overall damage and no impact to any individual units. With its exceptional location, unmatched views, and wonderful amenities, this property is an opportunity not to be missed! Schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP
Booker High - A4687207 - 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228 7 Days on yellowkey
$4,600,000 | Single Family Home | 5 beds | 6.5 baths | 2 gar
One or more photo(s) has been virtually staged. Welcome to this renovated waterfront luxury retreat in the highly sought-after Country Club Shores on Longboat Key. From the moment you arrive to this 5 bedroom 6.5 bathroom almost 4,400 sqft home sitting on nearly ¼ acre, the home’s striking curb appeal, tropical landscaping, and circular paver driveway set the tone for what awaits inside. Perfectly positioned on a deepwater canal with quick access to Sarasota Bay and the Gulf, this exceptional residence offers the ultimate Florida lifestyle with a private dock, 28,000-pound boat lift, and room for a large vessel currently docking a 38 ft boat. Stepping through the front entry, you’re welcomed into a stunning open-concept interior where designer finishes and natural light come together beautifully. The expansive main living area offers soaring coffered ceilings and an impressive floor-to-ceiling marble feature wall complete with an electric fireplace and custom wine display. Large sliding glass doors open wide to seamlessly blend indoor/outdoor living, allowing the waterfront views to become part of everyday living. The gourmet kitchen features top-of-the-line Thermador appliances, custom cabinetry, a wine refrigerator, quartz countertops, and an oversized island with generous seating. The kitchen flows effortlessly into the family room, while the adjacent dining area and breakfast nook offer additional space to gather, all framed by peaceful water views. Privately tucked away on the main floor, the owner’s suite serves as a true retreat. This serene space with plantation shutters offers a luxurious spa-like bathroom complete with dual vanities, quartz countertops, a soaking tub, a walk-in glass shower with a waterfall showerhead, elegant tile finishes, and a Toto Neorest toilet. Upstairs, you’ll find four generously sized bedrooms, each with its own ensuite bathroom and spacious closet, offering comfort and privacy for family or guests alike. One upstairs suite functions beautifully as a secondary primary suite with tray ceilings, dual vanities, and a large walk-in shower with dual showerheads. An upstairs media room adds flexibility and is the perfect place for movie nights, game days, or relaxed entertaining, while the upper-level terrace provides another place to unwind and take in the surrounding waterfront views. An elevator services the garage, first floor, and second floor, adding everyday ease and convenience. Outside, the backyard was designed to feel like your own private resort. The heated saltwater pool and spa are surrounded by travertine tile, tropical landscaping and spacious lounging areas, all overlooking the water for a tranquil setting. A full pool bath adds functionality for seamless indoor-outdoor living. Whether you're spending the afternoon poolside, entertaining under the sun, or heading out for a sunset cruise from your private dock, this home delivers the kind of waterfront lifestyle buyers dream about. Located in the coveted Country Club Shores community, this exceptional property also offers deeded beach access to the powder-soft Gulf beaches just moments away. Enjoy being only minutes from the world-class golf, tennis, dining, and marina amenities of Longboat Key Club, along with the upscale shopping and restaurants of St. Armands Circle, the arts and culture of downtown Sarasota, and the convenience of SRQ International Airport. This is more than just a home, it’s a luxury coastal lifestyle in one of the area’s most desirable waterfront communities.
Bayshore High - A4687722 - 6800 GULF OF MEXICO DRIVE #184, LONGBOAT KEY, FL 34228 8 Days on yellowkey
$475,000 | Condo | 2 beds | 2.0 baths
Beautifully renovated in 2023, with dazzling views of the Gulf of Mexico and the private beach across the way, this 2nd floor island retreat is located in a charming Gulf-to-Bay community, nestled between the azure blue water of the Gulf of Mexico and serene Bishops Bayou, where Manatees & Dolphins play. This lovely 2nd level end-unit features an open floor plan, enhanced by a gorgeous designer kitchen with quartz countertop & backsplash and bronze hardware, which overlooks the dining-living room combo, all offering Gulf views. The Florida room overlooks one of the two sparkling swimming pools, which are at your disposal. Hurricane resistant sliding doors and windows offer peace of mind, and the roof has recently been replaced. Luxury vinyl flooring extends all the way through the living space, including the primary suite, which is tucked away for optimal privacy. The screened front patio is the perfect spot to relax and enjoy the turquoise water views, and there is a 9' x 5' storage room for all your toys. Just bring your flip flops & beach wear and start enjoying the laid-back island lifestyle. Two heated pool, tennis & pickleball courts, 23 boat slips, a vintage boathouse/clubhouse, grilling stations, kayak launch, shuffleboard, private deeded beach directly across the road with gazebos and beach lounges plus those amazing sunsets. Two large pets are welcome and the condo can be rented 6 times per year with one month minimum. After a fun-filled day kayaking, beach strolling, fishing or boating, first-class restaurants and casual eateries are located within a short walk, bike or boat ride. Coffee, smoothie & donut shops, liquor store, 24-hour gym, Pilates studio & beauty salon, boutiques and more are just a block away. Don't miss this wonderful opportunity to make your dreams of living on Longboat Key come true!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC
Bayshore High - A4685838 - 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 8 Days on yellowkey
$739,000 | Condo | 2 beds | 2.0 baths
GORGEOUS BAYFRONT PENTHOUSE VIEWS Nestled in the heart of a vibrant Longboat Key Community, this stunning two-bedroom, two-bathroom condo offers unparralled water views of Sarasota bay, creating a great backdrop for both sunrises and sunsets. Step inside and be captivated by the breathtaking scenery and spacious design that blends coastal living with sophistication. Beautifully renovated with new floor to ceiling hurricane windows, this condo seamlessly integrates the living and dining areas with an open kitchen featuring stone countertops, custom cabinets and new Stainless steel appliances. The light-filled primary bedroom boasts two closets, one being a walkin complete with built in ample storage. Both bathrooms have been tastefully renovated, offering a spa-like ambiance that invites relaxation. Take in manatee and dolphin viewing from the expansive Florida Room or relax in style looking out the huge picture window as the sun rises over the bay. This professionally managed, pet friendly community offers an array of amenities including 26 acres of landscaped ground, 2 marinas, 2 heated pools, tennis courts, pickle ball courts, state-of-the art Fitness Center, library and Community Clubhouse. Take advantage of the Deeded Beach Access just steps away. With its prime location, stunning views and extensive amenities, this property represents a rare opportunity to embrace the best of waterfront living. Schedule your private showing today.
Manatee High - A4687361 - 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228 10 Days on yellowkey
$409,000 | Condo | 2 beds | 2.0 baths | 1 car
Light, bright, charming and ready to move into! Kitchen gutted to studs, totally updated. Tile floors, lots of closet space throughout. Updated baths, Enclosed Lanai with tile floors and electric shades overlooks lovely water view. Lovely updated decor. Furnishings are negotiable . Longboat Harbour is amenity packed- 4 heated pools, tennis/pickleball, At the clubhouse/communinity center there is a full equipped gym with sauna and lockers, library, wood shop, kayak float/launch, social room, billiards room, shuffleboard. Great location! The community laundry room and pool are just around the corner and this unit in Building E has the shortest walk to the deeded beach access across the street, where there are restrooms and showers. Longboat Harbour is a very vibrant community with many social activites. An excellent rental as well. Call me for a showing. No water intrusions post-hurricanes 2024.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY
Booker High - A4686960 - 1085 GULF OF MEXICO DR #404, LONGBOAT KEY, FL 34228 11 Days on yellowkey
$950,000 | Condo | 2 beds | 2.0 baths
Coveted Southern exposure offering morning sun with a very tropical feel over looking the Longboat Key Club golf course. With palm trees and beautifully landscaped grounds right outside your windows and privacy on your balcony. Featuring two bedrooms and two bathrooms, this spacious residence is open and airy with a beautifully updated kitchen, bathrooms and impact windows, this is the largest two bedroom available at Beachplace offering 1503 sq. ft. This residence also includes TWO under building parking spaces and one outside parking space that convey with the property. Beachplace offers a very nice fitness center, a guard gated entry, a Junior Olympic sized swimming pool, a splash pool, hot tub, tennis, pickle ball, grilling area and the beach is equipped with lounge chairs and umbrella's. Beachplace offers a Jr. Olympic sized swimming pool with swim lanes, a splash pool, hot tub, fitness center, grilling area, tennis, pickle ball and a 24 hour guard gated entrance. All furnishings are included and this would make a great rental.
Bayshore High - A4686787 - 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228 14 Days on yellowkey
$1,199,000 | Single Family Home | 2 beds | 2.0 baths
Discover your slice of paradise in this cozy and character-filled home in the sought-after historic neighborhood of Longbeach Village on north end of Longboat Key. This beautifully turnkey furnished home with an updated metal roof, new impact windows, new cabinetry and appliances, has been lovingly restored to retain its historic character and warmth, yet provide modern conveniences. This Florida-style gem sits on an oversized lot and offers a blend of comfort and style. Enter the home through an enclosed front porch where you can sip your morning coffee and overlook your mini tropical oasis in the front yard, or through the inviting shared breezeway connecting the main house and guest cottage. The inviting living room features a wood-burning fireplace. The pine wood flooring and shiplap accents add a touch of rustic elegance. The kitchen has been updated and boasts striking countertops, attractive new cabinets, and an extended countertop space, ideal for entertaining. The bedroom in the main house is a haven of tranquility with vaulted ceilings, a large walk-in closet and natural light overlooking a rear courtyard deck shaded by a magnificent tree. The separate guest cottage, connected via the breezeway, is a delightful addition and has a private entrance and patio area. It features a full kitchenette, providing convenience for guests or extended family. The heart of this home is its outdoor space, with too many beautiful areas to list. A covered entertaining area overlooks the pool and spa, enclosed within a screened-in lanai and a terrific new indoor/outdoor kitchen. Enjoy the Florida sunshine and cool off in style. The spacious outdoor paver patio provides a generous seating area surrounded by an attractive bamboo fence, adding an extra layer of seclusion within a lush and well-manicured tropical yard. The setting provides a serene and private oasis. The large lot offers plenty of parking options for guests, or even your boat or golf cart. Longboat Key's pleasant climate means you can enjoy this tropical paradise year round. With beach-to-bay access, a boat ramp and numerous restaurants just down the street, this home in Longbeach Village offers an amazing lifestyle. This golf-cart and pet-friendly neighborhood is a one of a kind on the islands, as is this unique historic property.
Booker High - A4686553 - 536 KETCH LN, LONGBOAT KEY, FL 34228 16 Days on yellowkey
$2,895,000 | Single Family Home | 3 beds | 3.0 baths
Welcome to an extraordinary south Longboat Key canal front estate in Country Club Shores, located 2 in from Sarasota Bay on a lushly landscaped 1/3 acre lot, where luxury and tranquility come together in perfect harmony. This residence is the ultimate sanctuary, blending refined modern design and extraordinary finishings with the serenity of its picturesque surroundings. Untouched by recent hurricanes, this home features impact windows and high-quality craftsmanship and is built to withstand the demands of south Florida’s climate. The completely renovated ~3,000 sq ft, 3-bedroom, 3-bathroom property is outfitted with premium finishings and an open plan that sets new standards for convenience and today’s modern lifestyle. From the cozy media room with wet bar and separate office, to the pro-outfitted chef’s kitchen and owner’s suite that is a truly an inspiring spa-like retreat, every inch of this home exudes luxury and comfort. The home has been thoughtfully renovated, featuring large plank porcelain floors and 10’ ceilings adorned with custom millwork details throughout. Plan to be impressed by the formal foyer that delivers your guests to the spectacular “Art Salon” and spacious gathering area. The gourmet kitchen is a chef's dream, featuring a stunning 9’ Dolomite Island with a vegetable sink and a 30” Fisher-Paykel dishwasher drawer adjacent to custom dual pantries. The custom built-in Thermador refrigerator/freezer columns, warming drawer, and microwave provide everything needed to prepare any culinary creation with ease. The Carrera marble backsplash complements the quartz countertops that house the commercial grade Thermador 6-burner gas range and griddle with 2 convection ovens. The kitchen area features 12-foot bifold impact door panels and 8-foot bifold impact windows, which can be fully opened to seamlessly connect the kitchen with the patio area and stunning Bay views. The owner's retreat offers a relaxing Zen atmosphere with soft tones that complement the water views. Escape to the spa inspired bathroom to indulge in a two-person freestanding hydrojet bath or relax in the spacious aroma steam shower featuring dual rain showerheads and hand showers. The blue calcite custom vanities illuminate the ethereal experience, complemented by a Toto Neorest water closet and a custom walk-in closet. The media room is perfect for movie night, featuring surround sound and wet bar with a wine captain. The two spacious guest suites feature spacious bathrooms with floor to ceiling large format porcelain tile, Hansgrohe/Gessi fixtures, marble and Cambria quartz countertops, and mosaic marble backsplashes. The baths also feature Restoration Hardware towel curios with matching pulls, oversized rain showerheads with custom finishes. Outside is a 110-foot seawall and versatile dock system, that includes an entertaining area, mooring station with shore power pedestal/water, and a floating dock perfect for launching kayaks or boarding a boat. The spacious greenhouse offers a sanctuary for relaxing and all your planting needs delivering that boujee-chic retreat embellished with orchids and herbs to further elevate the experience. Located on the highly desired south end of Longboat Key, adjacent to the Resort at Longboat Key Club and nearby St Armands Circle, this property includes deeded beach access and unrivaled convenience to Sarasota. Call now for a private tour of this bespoke property.
Booker High - A4686552 - 803 BAYPORT WAY #803, LONGBOAT KEY, FL 34228 17 Days on yellowkey
$775,000 | Condo | 2 beds | 2.0 baths | 1 car
Welcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to Bay community. Bayport was designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture and is recognized for its award-winning, timeless design. Bayport offers 27 lushly landscaped acres with 1,200 feet of private beach. This tastefully renovated second-floor unit offers two expansive bedrooms and two beautiful bathrooms and comes fully turn-key. This unit was curated with attention to detail and functionality in mind. The kitchen offers plenty of storage, stainless steel appliances, quartz countertops and beautiful accent details. Enjoy three patios that allow for great indoor/outdoor living. Fully equipped with Hurricane impact doors and windows. One under building parking space included, along with a locked storage closet - perfect for bikes and beach gear. When not at the beach, enjoy the meticulously kept nature trails, landscaped grounds and wildlife. Just steps away from the well appointed clubhouse is equipped with a Junior-Olympic sized heated pool, four har-tru tennis courts, a fitness center and more. In addition, Bayport residents are proud of their active social and recreational calendar. Water enthusiasts can utilize the secluded fishing pier that stretches out onto Sarasota Bay; to fish, watch the sunrise, the Manatees swim or the Egrets wading among the mangrove trees. Residents also benefit from conveniently located on-site paddle board and kayak launch and storage areas. Bayport residents enjoy an array of restaurants locally, and the convenience of a nearby supermarket, pharmacy and boutique shops. Recreational enthusiasts also benefit from the nearby Bayfront Park which offers a popular pickle-ball program, dog park and other bayside activities. The nearby Longboat Key Club offers private access to championship waterfront golf, extensive leisure activities and boating facilities. Within minutes, one can access the famous St Armand's Circle with its exceptional shopping and dining amenities. From there, cross the iconic Ringling Bridge to downtown Sarasota, which is well known for world-class theater, culture and dining.
Listing is courtesy of: COMPASS FLORIDA LLC
Bayshore High - A4686401 - 771 MARBURY LN, LONGBOAT KEY, FL 34228 17 Days on yellowkey
$2,500,000 | Single Family Home | 5 beds | 4.0 baths
One or more photo(s) has been virtually staged. Boaters will love this spacious elevated home in a premier waterfront location on Longboat Key with dock, lift and by boat it is just four homes from the intercoastal, open bay waters and a short boat ride to the Gulf. Built for large gatherings, this home is beautifully designed with loads of gathering and entertaining spaces. The open plan home was thoughtfully designed with five bedrooms, four with en-suite baths. The kitchen features custom wood cabinets and granite countertops. Entertaining will be a breeze with two large gathering spaces, including a great room with dining area and adjacent bonus room that would be a wonderful media or game room. Ground level highlights include two bonus areas and a huge four-car garage. The composite dock has a 10,000-pound boat lift, water and electric. Recent updates include hurricane windows and doors (2025), metal roof (2025), pool equipment and pool heater (2025) and interior freshly painted. This location on Longboat Key can't be beat with community beach access just across the street, and a heated pool and boating in your own backyard. This is the ideal home to create wonderful island memories.
Booker High - A4686482 - 575 SANCTUARY DR #A504, LONGBOAT KEY, FL 34228 17 Days on yellowkey
$10,000 | Condo | 3 beds | 3.0 baths
Welcome to The Sanctuary on Longboat Key, where beachfront living meets effortless comfort. Available as either a 4-month short-term rental for $25,000/month or a 1-year lease at $10,000/month, this southwest corner penthouse offers a rare opportunity to wake up to sweeping Gulf views and end every day with unforgettable sunset skies. From the moment you step through the double-door foyer, floor-to-ceiling sliding glass doors frame endless turquoise water and natural light that fills the living spaces, creating a bright and inviting coastal retreat. Located on the 5th floor, this beautifully updated Essex corner residence offers over 1,800 square feet of living space with 3 bedrooms and 3 bathrooms. Cherry hardwood floors and crown molding elevate the main living areas while large windows and sliding doors keep the Gulf as the star of the show from nearly every room. The kitchen is both functional and stylish, featuring granite countertops, quality cabinetry, top-of-the-line appliances, and a charming breakfast area overlooking Longboat Key’s famous white sand beaches. The owner’s suite is designed as a private retreat with floor-to-ceiling water views, plush carpeting, and an expansive layout. The ensuite bathroom is thoughtfully designed with a dedicated LED-lit vanity and grooming area, separate from the main dual-sink bathroom space which offers plenty of storage. A large jetted soaking tub and seamless glass walk-in shower with a rainhead fixture complete the spa-like feel, while a spacious walk-in closet with a custom closet system provides excellent organization. The thoughtful floor plan also offers a rare feature for a three-bedroom layout: the third bedroom includes its own ensuite bathroom, providing added privacy for guests or family. Additional features include electric storm shutters, newer windows and doors, and a generous utility room. Step outside to the wraparound terrace where the Gulf serves as your everyday backdrop, making it the perfect place to enjoy morning coffee, coastal breezes, or those unforgettable sunset views. Residents of The Sanctuary enjoy 18 acres of beautifully maintained beachfront grounds along with exceptional resort-style amenities including walking trails, covered grilling areas, a clubhouse with social events, a fitness center, spa, Olympic-size Gulf-front pool with cabanas, a children’s pool, and two lighted Har-Tru tennis courts. The community also features a 24-hour staffed guard gate and on-site management. Ideally located on the south end of Longboat Key, you are just minutes from St. Armands Circle, world-class dining, shopping, downtown Sarasota, and a variety of cultural attractions. A small pet is welcome. If you’re looking for a waterfront rental that combines space, privacy, and the best of the Gulf Coast lifestyle, this penthouse at The Sanctuary delivers it all. Schedule your private showing today.
Booker High - A4686064 - 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228 21 Days on yellowkey
$489,500 | Dock-Rackominium
72' x 21' Boat Slip on C-Dock at Longboat Key Moorings Marina for Sale ~ AND THERE IS NO MEMBERSHIP REQUIREMENT to join The Longboat Key Club (which is now $115,000) and the annual fee of $8388 plus food & beverage fees. The beauty of this TWO-LEVEL dock is... there is no covenant BUT if you chose to join the Longboat Key Club, there are multiple membership packages to choose from which give you access to multiple restaurants, the beach club and poolside restaurants, more information can be provided upon request. The Longboat Key Moorings is strategically located on the beautiful exclusive island of Longboat Key ~ just a few minutes to St. Armands Circle, downtown Sarasota or Bradenton Beach. This amazing location provides direct access to Sarasota Bay and the ICW and the Gulf of America. The LBK Moorings is a deep water ~ state-of-the art marina ~ offering full services, with a touch of class and personal attention seldom found elsewhere. World class facilities on this spectacular island provides storm-protected deep water yacht slips, Dock Crew, Harbor Concierge, 24-hour manned Guard Gate and much more. Each slip has Cable TV, Electricity, Water and Wi-Fi. There also is an on-site service department for repair and maintenance needs, as well as, on-site fuel service, and pump out service. An amazing location with quick access to great shops and dining at St Armands Circle and from there a Classic Sarasota Trolley will take you into downtown Sarasota and back! Your Gateway to the Gulf! Imagine stepping aboard your boat just minutes from the sparkling waters of the Gulf of Mexico. This exceptional boat slip in beautiful Longboat Key offers the perfect combination of convenience, protection, and access for serious boaters and coastal lifestyle lovers alike. Perfectly positioned for effortless cruising, this dock provides quick, unobstructed access to the open waters of the Gulf—no long no-wake zones or complicated navigation. From here, you’re only moments away from world-class fishing, sunset cruises, and exploring the stunning coastline. Owning a dock in Longboat Key means more than just a place to park your boat—it’s an invitation to enjoy sun-drenched days on the water, dolphin sightings, world-class fishing, and unforgettable sunsets. Why This Location Stands Out • Quick boating access to Sarasota Bay and the Gulf • Close to waterfront dining, marinas, and fuel • Situated in one of Florida’s most sought-after boating communities Rare Opportunity Boat slips in Longboat Key are highly coveted and rarely available. Whether you’re a local boater, seasonal resident, or investor looking for premium waterfront access, this is your chance to secure a piece of paradise.
Listing is courtesy of: FINE PROPERTIES