Location: Longboat Key , 34228
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615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228
$995,00043 Days on yellowkey MLS ID: A4689957
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1293 Built: 1985Monthly Fee: $2,208 Tax: $4,735 (2025)Community: Harbour Villa Club At The BuccaneerSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,735
Elementary School: Anna Maria Elementary
High School: Bayshore High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Welcome to Paradise Found at Harbour Villa Club, a waterfront luxury condo that is truly a slice of heaven on earth. This stunning property offers breathtaking views of the glistening water and is situated in a prime location that is peaceful, serene, and truly one-of-a-kind. A true Longboat Key gem. As you step inside this luxurious, fully renovated (2025) condo, you'll be greeted by a spacious and open floor plan that is perfect for entertaining guests or simply relaxing in style. The living area is bathed in natural light, thanks to the open plan, high ceilings, and large sliders that offer stunning views of the Bay, the Intercostal Waterway, and protected Sister Keys. The gourmet kitchen is a chef's dream. Built completely custom, featuring top-of-the-line appliances, ample counter space, and plenty of creative storage. The primary bedroom is designed with your comfort in mind, offering tremendous space, ample dual closets, and unparalleled views of the water. The primary bathroom is equally luxurious, featuring high-end fixtures, beautiful tile work, and a spacious shower. Entertain with ease and impress your guests with a sleek and stylish wet bar, perfect for any occasion. The secondary bedroom with a large space is ideal for a great flex space, depending on your needs. But perhaps the most impressive feature of this luxury condo is the covered and screened lanai. This space is perfect for hosting guests, sipping your morning coffee, or evening cocktail, or simply taking in the beauty of your surroundings. For the boating enthusiasts, this condo conveys a deeded boat slip #14, which includes electric, water, and new composite decking. This slip is 40ft in length and can dock up to a 55'+/- vessel and is positioned directly outside the unit, which is rare. This community is flush with mature tropical landscaping and grounds. Other amenities include a heated pool, hot tub, outdoor grill, kayak storage/launch, boat ramp, climate-controlled bicycle/locker storage, Brand New tennis courts, two Brand New pickleball courts, and one covered parking space. Harbour Villa Club is one of the few Longboat Key communities that has the ability to rent on a weekly basis. This gives you options and flexibility to carve out your formula of ownership and use. Located within a short distance to nearby popular beaches, restaurants, clubs, and parks, and just a short drive to St. Armands Circle and Downtown Sarasota. This property is more than just a luxury condo - it's a lifestyle. So why wait? Come see for yourself what makes this property so special and start living your Longboat Key dream today.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Jesse Griffin (941-822-6165)
455 LONGBOAT CLUB RD #707, LONGBOAT KEY, FL 34228
$1,999,950117 Days on yellowkey MLS ID: A4680080
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2410 Built: 1990 Tax: $9,861 (2025)Community: PierreCondo
Taxes:$9,861
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to The Pierre, a distinguished Gulf-front address behind the private gates of the Longboat Key Club, offering a rare blend of refined coastal living, privacy, and world-class resort lifestyle appeal for discerning buyers from around the globe. Located on the seventh floor, Residence 707 showcases spectacular sunset skies over the Gulf of Mexico, complemented by peaceful bay and city vistas, creating a dynamic panorama from sunrise through evening. Expansive windows fill the interiors with natural light while framing the natural beauty of Longboat Key’s shoreline and Sarasota Bay. Thoughtfully designed for both relaxed living and gracious entertaining, the residence offers generous living spaces and a seamless indoor-outdoor connection. The floor plan includes two ensuite bedrooms and a flexible third bedroom with sliding retractable wall, three full baths, and spacious living and dining areas—each with direct access to the residence’s gracious balconies. Residents of The Pierre enjoy an exceptional array of amenities, including direct private beach access, a beachfront pool, spa, fitness center,, tennis courts, a newly renovated lobby, club gathering room, meeting room and 24-hour guard security. Private guest suites are also available for visiting family and guests on a nominal rental basis. Ownership is further enhanced by secure garage parking, a private secured storage area, and onsite professional management, providing ease and confidence for both year-round and seasonal owners. Beyond the residence, membership opportunities at the renowned Longboat Key Club provide access to a celebrated resort lifestyle, featuring championship golf courses, world-class tennis, spa and wellness facilities, multiple dining venues, beach services, and an active social calendar (membership subject to application and availability). Perfectly situated near St. Armands Circle and downtown Sarasota’s cultural attractions, Residence 707 represents a rare opportunity to own within one of Longboat Key’s most prestigious waterfront communities—where international sophistication, panoramic views, and a coveted club lifestyle converge in one extraordinary coastal setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Judy Wright, Pa (941-232-8041)
3311 SABAL COVE DR, LONGBOAT KEY, FL 34228
$2,450,000140 Days on yellowkey MLS ID: A4676501
1 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3416 Built: 2006Monthly Fee: $116 Tax: $12,784 (2025)Community: Sabal CoveSpa: NoSingle Family
Taxes:$12,784
Remarks: Expertly designed by the highly regarded John Cannon Homes, known for exceptional quality and craftsmanship, this custom 4 bedrooms plus study residence offers the comfort and convenience of expansive living on one single level within the exclusive enclave of Sabal Cove, behind the secure gates of Bay Isles on Longboat Key. The home is centered around a dramatic screened outdoor living area, where the primary gathering spaces and owner’s suite are open to a grand, tiered brick-paver patio created for easy, elegant entertaining. This resort-style environment includes a saltwater swimming pool with waterfall feature, a raised gas fire pit with lounge seating and a built-in protected summer kitchen all surrounded by architectural lighting and mature tropical plantings beyond the enclosure that ensure privacy and tranquility. Spanning more than 3,400 square feet, the interior reveals impressive architectural scale with ceiling heights ranging from 12 to 15 feet, complemented by clerestory windows that fill the home with natural light. The family room is highlighted by a newly refinished limestone and glass natural gas/electric fireplace, while seamless aquarium-style glass corner sliders retract completely, creating a fluid connection between indoor living and the outdoor retreat. Interior spaces include a formal living room, a dining room with built-in glass display shelving, and a private study featuring extensive custom cabinetry. The well-appointed kitchen with a center island and breakfast bar, quartz countertops, generous custom storage, and a six-burner Thermador gas range is ideal for culinary pursuits. Additional features include hurricane impact-rated windows, wood flooring, solid-core interior doors, detailed tray ceilings and handcrafted millwork. A side-entry brick-paver drive leads to an oversized three-car garage equipped with a 240-volt EV charging outlet. Sabal Cove is an intimate community of just 38 single-family custom homes at the southern end of Longboat Key. Bay Isles residents enjoy access to a private, gated Gulf-front beach club, with optional membership to the adjacent Longboat Key Club offering 45 holes of championship golf and a premier tennis facility. Convenient to the Longboat Key Town Center’s grocery & pharmacy, the property is also a short drive to St. Armands Circle and downtown Sarasota, known for its cultural attractions, acclaimed dining, and upscale shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
340 GULF OF MEXICO DR #112, LONGBOAT KEY, FL 34228
$1,775,000210 Days on yellowkey MLS ID: A4670120
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 1991 Tax: $12,180 (2024)Community: Tangerine Bay ClubSpa: YesCondo
Taxes:$12,180
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones complement the panoramic bay views. Redesigned from its original layout, the home offers an open flow through the main living areas. The reimagined chef’s kitchen features stone countertops, custom cabinetry, stainless-steel appliances, a wine fridge, and center island. The living room’s corner fireplace and full wall of glass highlight the sparkling water views. The spacious terrace is ideal for relaxing or entertaining. The primary suite offers terrace access and a beautifully updated bath with dual vanities, glass shower, and private water closet. Tangerine Bay residents enjoy a lagoon-style pool with waterfalls, spa, tennis and pickleball courts, day dock, fishing pier and membership to the Bay Isles Beach Club with private beach access, cabanas and more. Across from the Longboat Key Club, optional membership includes access to golf, tennis, beach and pool facilities, marina, spa, and fine dining.
Listing Agent: Bruce Myer (941-376-5311)
5970 EMERALD HARBOR DR, LONGBOAT KEY, FL 34228
$2,795,000100 Days on yellowkey MLS ID: A4681905
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3098 Built: 1977Monthly Fee: $63 Tax: $12,915 (2024)Community: Emerald Harbor Unit 1 RevSpa: NoSingle Family
Taxes:$12,915
Remarks: Set at the peaceful end of a wide, deep canal on the north end of Longboat Key, this waterfront residence in Emerald Harbor offers a rare combination of space, privacy and effortless boating access. With long views straight down the canal and quick entry to Sarasota Bay, the setting feels calm, open and ideally positioned for life on the water. A circular paver brick drive framed by meticulously maintained landscaping leads to the front entrance, where a barrel tile roof and timeless exterior details create a welcoming first impression. Inside, 3,098+/- sq. ft. of thoughtfully planned living space unfolds in soft neutral tones, complemented by abundant natural light, large tile flooring, crown molding and expansive windows throughout the main living areas. The living room is designed for seamless indoor-outdoor living, featuring a full wall of pocket sliders that open completely to a covered sitting area accented by a pecky cypress ceiling. From here, the view extends across the pool, private dock and calm canal beyond, creating a natural backdrop for both entertaining and everyday enjoyment. The kitchen anchors the home with ease and functionality, offering a center island with breakfast bar, wood cabinetry, stone countertops, stainless steel appliances, tile backsplash and pendant lighting. Its placement allows the home to flow comfortably for gatherings or quiet evenings alike. The floor plan offers exceptional flexibility, with two generously sized suites. The main primary suite features a tray ceiling, a large custom walk-in closet and a beautifully updated bath with dual vanities, glass-enclosed shower and convenient access to the outdoor living area. A second suite includes its own custom walk-in closet and en suite bath, making it ideal for guests or extended family. Two additional bedrooms and a study overlooking the water complete the layout, along with three and a half total baths. Outdoors, the setting feels private yet expansive, with a sparkling pool and a private dock equipped with a boat lift. The canal offers excellent boating water with no-bridge access to the Intracoastal Waterway, Sarasota Bay and the Gulf. Emerald Harbor is a bayside enclave of just 82 homes, known for its broad lagoon-style canals and deeded private beach access located one block away.
729 SAINT JUDES DR S #3, LONGBOAT KEY, FL 34228
$449,00076 Days on yellowkey MLS ID: A4685189
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1966 Tax: $1,994 (2025)Community: Saint Judes AptsSpa: NoCondo
Taxes:$1,994
Remarks: Live that Longboat Key waterfront lifestyle and have your own boat lift without the multi-million dollar price. Cute and conveniently located, this on-grade one bedroom condominium unit that is located on a saltwater canal on Longboat Key, features its own 10,000 lb boat lift, and is one block to the gulf beaches and adjacent to Durante Park. Everything new in 2025, including a washer and dryer and hot water demand unit. The condo is completely furnished with an updated living space, complete with open kitchen that features granite countertops, stainless steel appliance and plenty of storage. The modern wood-look tile and updated sliders and windows make for an open feeling living area. There is a paver patio and dock behind the condo for enjoying the sunsets on the canal. A number of shops and restaurants within walking distance. Schedule your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Steven Schield (941-650-1010)
2089 GULF OF MEXICO DR #G1-108, LONGBOAT KEY, FL 34228
$675,00094 Days on yellowkey MLS ID: A4683552
REDUCED by $24,000 (3.4%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 933 Built: 1974Monthly Fee: $1,250 Tax: $6,817 (2025)Community: Seaplace ICondo
Taxes:$6,817
Remarks: Welcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace! Overlooking the pristine sands and sunsets of the Gulf, this first-floor 2 bedroom/2 bathroom residence offers unparalleled access to the beach and resort-style amenities. In early 2025, this residence was extensively remodeled, including impact-resistant hurricane door, new bathrooms and a new kitchen with stainless steel appliances and modern cabinetry. The master suite is a cozy, spacious retreat with a walk-in closet and bathroom. The second bedroom is the perfect space for family and guests, featuring 2 twin beds and a full bathroom. The home also features a new lanai, a comfortable place to relax and soak in the views. Sliding door and all windows are hurricane impact rated. Complimentary with the residence is one parking spot and a designated storage space - perfect for storing any extra beach gear. This residence is being offered furnished. Seaplace is a premier, 24-hour gated and guarded community on Longboat Key. The community boasts 2 swimming pools and hot tubs, a clubhouse and fitness center, fire pit, playground, grilling station, outdoor showers and three Har-Tru tennis courts. Perhaps the most stand-out amenity of this community is its direct beach access already set with lounge chairs and umbrellas. All you have to bring is yourself, your sunscreen and your towel! Going to the beach could not get any easier. Just a short distance from grocery shopping, local boutiques and first-class restaurants and entertainment, G1-108 is perfectly situated to give you that beachfront lifestyle you’ve been looking for. Everything that Longboat Key, St. Armand’s Circle, Anna Maria Island and Downtown Sarasota have in store is at your fingertips. Whether as your primary residence, second home or investment opportunity, G1-108 cannot be missed!
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: David Denardo (203-321-9109)
1561 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228
$13,000,00077 Days on yellowkey MLS ID: A4685495
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4891 Built: 2024 Tax: $94,589 (2025)Community: St. Regis Longboat KeySpa: NoCondo
Taxes:$94,589
High School: Sarasota High
Remarks: Experience the pinnacle of coastal luxury in the highly sought-after Armand building at The St. Regis Longboat Key, where breathtaking Gulf of Mexico views set the stage for an extraordinary living experience. This residence is absolutely breathtaking and is a must see. Designed for both grand entertaining and effortless everyday living, the expansive great room showcases a sophisticated wet bar and wine refrigerator, all enhanced by striking designer light fixtures and elegant sheers that create a soft, ethereal ambiance. Accordion glass doors seamlessly extend the space onto a sprawling wraparound terrace—complete with a private gas grill and unforgettable sunset vistas. Thoughtfully designed, this gracious room transitions beautifully between formal gatherings and relaxed coastal living. The chef’s kitchen is a true centerpiece, featuring premium Poggenpohl cabinetry, a Sub-Zero refrigerator, Wolf double ovens and gas cooktop, dual dishwashers, and a separate breakfast area with bar and microwave. A large island offers additional seating, making it as functional as it is elegant. Or just order room service! The owner’s suite is a private sanctuary, offering stunning Gulf views and a wet bar perfect for morning coffee or evening unwinding. Dual spa-inspired bathrooms provide two luxurious and private retreats—one with custom closets, an oversized vanity, seamless glass shower, and private water closet; the other with a large vanity, dedicated makeup area, custom closets, seamless shower, and private water closet. A spacious and comfortable club room creates an additional venue for entertaining, complete with a wet bar and beverage refrigerator. Two additional guest bedrooms are equally well-appointed, each opening onto a private terrace. One offers Gulf views, custom closets, and a luxurious bath with a large vanity, makeup area, seamless glass shower, and private water closet. The third bedroom is thoughtfully designed for comfort and privacy, featuring accordion doors to the terrace and a beautifully finished bathroom with a large vanity and makeup area, freestanding soaking tub, seamless glass shower, and private water closet. An elegant powder room adds convenience for guests. Additional highlights include a large laundry room with sink, built-in cabinetry, and hanging rack. The residence is offered fully turnkey, with exquisite furnishings curated by the renowned Marc-Michaels Interior Design—featuring designer-selected finishes, statement lighting, refined furniture pieces, and custom window treatments that create a cohesive, sophisticated aesthetic throughout. Modern living is elevated by fully integrated smart home technology, including iPad-controlled systems, electronic sheers, and blackout shades—delivering both convenience and ambiance at the touch of a button. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lynn Morris, Pllc (941-400-4526)
4401 GULF OF MEXICO DR #601, LONGBOAT KEY, FL 34228
$995,000116 Days on yellowkey MLS ID: A4679728
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1524 Built: 1972 Tax: $14,214 (2024)Community: Longboat Harbour TowersCondo
Taxes:$14,214
Remarks: Two-bedroom, two-bath residence offering sweeping sixth-floor views of the Gulf of Mexico from Longboat Harbor Towers. This rare southwest corner condominium has completely unobstructed views west and south providing one of the most interesting and protected waterfront visages available anywhere on the key. In largely original condition, this spacious property presents an exceptional opportunity for renovation and customization in one of Longboat Key’s most coveted waterfront locations. Few properties combine this level of potential with such a remarkable setting. Positioned directly on the Gulf with more than 400 feet of pristine beach frontage, this fully amenitized community also enjoys eastern views of Sarasota Bay and the downtown Sarasota skyline—delivering breathtaking sunrises and sunsets from the same home. The southwest exposure also provides much more to view and enjoy with site lines extending down the entire length of the key. Common areas have been recently renovated and include a beachfront, heated, saltwater pool, a complete exercise room and spacious lounge with pool baths. Longboat Key is a sought-after barrier island community known for its relaxed coastal lifestyle, pristine beaches, and upscale residential atmosphere. Ideally located just minutes from the cultural and social energy of Sarasota, residents enjoy convenient access to world-class arts, dining, and entertainment while maintaining a sense of privacy and tranquility. A short drive south leads to iconic St. Armands Circle, renowned for its eclectic mix of boutiques, fine dining, cafés, and year-round events. Beyond St. Armands, downtown Sarasota offers theaters, galleries, live music, waterfront parks, and a thriving culinary scene, making Longboat Key an exceptional blend of island serenity and vibrant city living. This seller also has a BOAT SLIP for sale at The Boathouse, adjacent to the Dry Dock Restaurant just minutes away. Buy the condo and the slip for a complete Florida lifestyle!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
415 L AMBIANCE DR #A301, LONGBOAT KEY, FL 34228
$6,100,00054 Days on yellowkey MLS ID: A4688759
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3380 Built: 1992 Tax: $46,418 (2025)Community: L Ambiance 1Spa: YesCondo
Taxes:$46,418
Remarks: Rare corner Gulf-front residence with expansive wraparound terrace and views. An exceptional residence in L’Ambiance, where sweeping water views and refined coastal design converge. This light-filled corner home is defined by an expansive wraparound terrace, offering multiple seating areas and uninterrupted vistas of the Gulf - creating a seamless connection between indoor and outdoor living. Walls of glass frame the horizon from the main living spaces, enhanced by high-impact glass throughout, where generous scale and an open layout provide an effortless setting for both intimate living and entertaining. The kitchen is thoughtfully designed with extensive custom cabinetry, stone surfaces, and a functional layout complemented by a dedicated dining area. A private split-bedroom plan enhances comfort and separation, while a flexible den or media room offers additional space for guests or a home office. Throughout the residence, polished flooring and plantation shutters add a layer of understated sophistication. This residence includes two garage parking spaces, a private wine locker, and additional storage, offering both convenience and security. L’Ambiance offers a boutique beachfront setting with concierge service, a well-appointed fitness center, three guest suites for visiting family and friends, two Har-Tru tennis courts, and an expansive resort-style pool and spa set within beautifully maintained tropical grounds, all with direct beach access. Ideally positioned on the south end of Longboat Key and adjacent to the Longboat Key Club, with optional membership offering access to championship golf, tennis, marina, dining, and a full-service spa, this is a rare opportunity to experience elevated beachfront living.
2600 HARBOURSIDE DR #L-11, LONGBOAT KEY, FL 34228
$425,00050 Days on yellowkey MLS ID: A4689192
Bed: Bath: 0.0 Built: 1985Monthly Fee: $459 Tax: $3,077 (2025)Community: Bay IslesDock-Rackominium
Taxes:$3,077
Remarks: Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip mid-pier ono the north side of the dock, just a few flat steps to your parked vehicle with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This slip requires membership in the Longboat Key Club. This slip is one of the very few slips at the marina with a direct view of the Sarasota cityscape and colorfully lit Ringling bridge. This deep-water marina offers direct access to Sarasota Bay and the ICW. The marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style 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 at each slip. The Marina has everything a boater could need. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 63 LOA, usable beam is 23 ft at the head of the slip. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access.
Listing is courtesy of: LBRE LLC (941-383-8383)
Listing Agent: Jennifer Wilson (941-809-7592)
96 TWIN SHORES BLVD, LONGBOAT KEY, FL 34228
$425,00051 Days on yellowkey MLS ID: A4688151
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 758 Built: 2026Monthly Fee: $280 Tax: $815 (2025)Community: Twin Shores Mobile HomeManufactured Home
Taxes:$815
Remarks: Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can only make you smile. Enjoy the huge community heated pool and recently remodeled dockside clubhouse next to your brand new, 2026, elevated 2-bedroom, 2 bath, open floorplan home. The home is built by Skyline, highly regarded in the industry, winning "America's Most Trusted Manufactured Homebuilder" for six consecutive years (2021-2026). Bring your boat as you are only footsteps away from your own private marina. If you prefer the beach, go the opposite direction. You don't even have to worry about a chair. Twin Shores Beach and Marina have their own deeded entrance with brand new Tiki Hut and complimentary chairs to watch the sunset. All of this is located in the middle of Historic Longboat Key. Down the street, Bayfront Park has pickle ball, tennis, basketball, playground, swings, picnic pavilions, big dog and little dog fenced parks with new turf, walking paths, kayak launch/storage and bathrooms. Go south and find your grocery and liquor store, banks, pharmacy and newly added large outdoor pavilion with bathrooms. Wonderful restaurants, shopping, golf, and fishing make island living incredible. See you soon!!! Hurry, paradise awaits!
Listing is courtesy of: EVENTIDE REALTY LLC (941-799-9190)
Listing Agent: Kyle Adams (941-799-9190)
1211 GULF OF MEXICO DR #709, LONGBOAT KEY, FL 34228
$1,749,00051 Days on yellowkey MLS ID: A4686985
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1827 Built: 1985 Tax: $14,725 (2025)Community: PromenadeSpa: YesCondo
Taxes:$14,725
Remarks: Set on the 7th floor of the Promenade on Longboat Key, this 2BR/2BA residence offers more than 1,800 square feet of living space with sweeping sunset views across the Gulf, stretching to Sarasota Bay and beyond. From the moment you step into the private entry foyer, the home opens to a light-filled interior where water and sky are always in view. Neutral tones and tile flooring create a clean, comfortable backdrop throughout, while the split floor plan provides privacy for both the primary and guest suites. The combined living and dining areas are oriented toward the Gulf, with a striking corner of windows and sliding glass doors that frame the shoreline, the community pool below, and the bay in the distance. The terrace naturally extends the living space—an ideal spot to unwind and take in the changing colors of the evening sky. The kitchen is spacious and thoughtfully designed, with stone countertops, detailed tilework, stainless steel appliances, and a casual eat-in area positioned to enjoy the view. A separate dining area, complete with a wine refrigerator, offers flexibility for both everyday meals and entertaining. The primary suite is generously sized, featuring a full wall of glass with direct terrace access. Two large walk-in closets provide ample storage, and the bath includes a soaking tub, glass-enclosed shower, and dual vanities. The guest bedroom enjoys its own views of both the Gulf and the bay, along with an en suite bath for added comfort. Additional highlights include an in-residence laundry room, secure building access, and one under-building parking space. Residents of the Promenade enjoy a full-service lifestyle with concierge, 24-hour security, a newly renovated lobby and common areas, two fitness centers, club rooms, four Har-Tru tennis courts, a heated lap pool, spa, and nearly 400 feet of beachfront. The location offers easy access to the shops and dining of St. Armands Circle, blending convenience with a relaxed coastal setting. Membership to the Longboat Key Club is optional and available to residents, offering access to an array of resort-style amenities. These include 45 holes of championship golf, award-winning tennis facilities, a full-service spa and fitness center, multiple waterfront dining venues, a private beach club, marina, and a calendar of social events and activities.
408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228
$75,00051 Days on yellowkey MLS ID: A4688941
Bed: Bath: 0.0 Built: 2006 Tax: $1,058 (2025)Community: Boathouse On LongboatDock-Rackominium
Taxes:$1,058
Remarks: Welcome to Slip #1332 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront locations. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8ft7in and a 9 ft beam (No T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable amenities. Located just minutes from both Sarasota Bay and the Gulf, this facility offers on-site fuel, restrooms, a ship store, maintenance services, leasing assistance, and even the popular Dry Dock Waterfront Grill restaurant on site. Simply call ahead and your boat will be launched, fueled, and waiting for you. At the end of the day, return to dock and watch as the team expertly rinses and stores your boat in its covered slip. This is more than boat storage, it's effortless boating in paradise. Don't miss your chance to own high and dry covered storage on Longboat Key.
Listing Agent: Daniel Treiman (917-657-7495)
100 SANDS POINT RD #114, LONGBOAT KEY, FL 34228
$2,100,00082 Days on yellowkey MLS ID: A4685212
3 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2094 Built: 1966 Tax: $14,826 (2025)Community: Sands PointSpa: YesCondo
Taxes:$14,826
Remarks: Completely updated and offered furnished, this spectacular direct Gulf-front residence at Sands Point delivers the rare combination of expansive living space, modern design, and immediate beach access. True three-bedroom, three-bath Gulf-front residences are seldom available in this sought-after Longboat Key community, making this nearly 2,100-square-foot getaway a standout opportunity. This residence has undergone an extensive renovation that reimagines the interior with a bright, open layout designed to showcase panoramic Gulf views. Floor-to-ceiling glass sliders and expansive windows frame the turquoise waters and sugar-white shoreline beyond, while opening directly to the beachfront patio—placing the sand and surf just steps from your door. Major improvements throughout the residence include impact windows and sliders, new drywall, updated electrical and plumbing systems, newer ductwork, and a new HVAC system—creating a move-in ready coastal retreat where every detail has already been thoughtfully addressed. Inside, the thoughtfully redesigned interior blends coastal comfort with modern finishes. Wide-plank porcelain tile flooring with a warm wood finish flows throughout the residence, connecting each space with a clean contemporary aesthetic. The open great-room layout seamlessly links the chef’s kitchen, dining area, and living room, creating a welcoming environment for entertaining or relaxed beachfront living. The gourmet kitchen serves as the centerpiece of the home, featuring an oversized waterfall-edge island with dine-in seating, custom cabinetry, quartzite countertops, striking Sea Glass tile backsplash, and high-end stainless steel appliances. With the kitchen positioned to overlook the living area and Gulf beyond, every gathering benefits from a dramatic waterfront backdrop. The primary suite occupies the south side of the residence, offering privacy, tranquil water views, and a spacious walk-in closet. Its spa-inspired quartzite bathroom includes dual sinks and a large walk-in shower designed with modern finishes. Two guest bedrooms are arranged on the north side of the residence, each with access to beautifully updated quartzite bathrooms, providing comfort and privacy for visitors. The residence also includes a covered parking space conveniently located just outside the front door. Sands Point is a private Gulf-front enclave located behind the gates of the prestigious Longboat Key Club. Residents enjoy a relaxed resort setting with a beachfront geothermal-heated pool and spa, private clubhouse, shaded tiki huts along the shoreline, and beautifully maintained grounds. A short stroll leads to the community marina, where boat slips are available on a waitlist basis. Positioned on the southern end of Longboat Key, this location places you minutes from championship golf and tennis at the Longboat Key Club, the boutiques and restaurants of St. Armands Circle, and the vibrant arts and dining scene of downtown Sarasota. From boating and beach walks to waterfront dining and cultural events, this exceptional residence offers effortless access to the best of the Gulf Coast lifestyle.
Listing Agent: Roger Pettingell (941-387-1840)
2020 HARBOURSIDE DR #417, LONGBOAT KEY, FL 34228
$899,00054 Days on yellowkey MLS ID: A4686674
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1715 Built: 1984 Tax: $6,538 (2025)Community: Fairway Bay 2 Ph 1Condo
Taxes:$6,538
Remarks: A vibrant expression of style and care, this 2BR/2BA corner residence set on the first living level of Fairway Bay offers 1,715 +/- sq. ft. of thoughtfully designed space in one of Longboat Key's most amenity-rich communities behind the gates of Bay Isles. From the moment you step inside, the attention to detail is clear, creating an interior that feels both polished and inviting. Luxury vinyl plank floors establish a warm foundation, complemented by soft sage tones and the natural blues and greens that draw your eye through the living space toward the water beyond. The living room has been expanded to create a more generous gathering space filled with natural light, while additional enclosed space near the kitchen adds flexibility for a private workspace or extended living. The open terrace off the living area offers views across the bay and toward the Sarasota skyline and direct walkdown access to walking trails, a kayak launch, pool, fitness center, and other community amenities, just steps away. The kitchen has been beautifully updated with a charming breakfast bar accented by shiplap, along with stone countertops, all-white cabinetry, stainless steel appliances and a clean tile backsplash. An abundance of storage and a tucked-away workspace add both function and convenience without interrupting the flow. The primary suite is spacious and serene, offering bay views and a thoughtfully redesigned bath with dual vanities, a glass walk-in shower with porcelain tile and epoxy grout. Additional features include plantation shutters and solar blinds, high-impact glass and storm protection on all openings. Residents of Fairway Bay enjoy a full array of amenities, including deeded beach access and a private beach club, 24-hour gated security, pool, tennis and pickleball courts, fitness facilities and all the privileges of Bay Isles living. Optional memberships to the Longboat Key Golf & Tennis Country Club and access to deepwater slips are available. The residence also includes covered parking and accommodates pets up to 15 pounds.
2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228
$489,50075 Days on yellowkey MLS ID: A4686064
Bed: Bath: 0.0 Monthly Fee: $411 Tax: $2,681 (2025)Community: Bay IslesDock-Rackominium
Taxes:$2,681
Remarks: 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 (941-782-0000)
Listing Agent: Rian Carver (941-735-6010)
761 NORTON ST, LONGBOAT KEY, FL 34228
$4,390,000125 Days on yellowkey MLS ID: A4677200
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4674 Built: 2004 Tax: $14,281 (2024)Community: Sleepy Lagoon Park 2Single Family
Taxes:$14,281
Remarks: Tucked along a quiet canal in Longboat Key’s Sleepy Lagoon Park, 761 Norton Street delivers the kind of waterfront lifestyle that’s increasingly rare—equal parts boating-centric, resort-style, and built for hosting at scale. With 4 bedrooms, 4 ensuite baths, 3 half baths, and 4,674 square feet under air, the home is thoughtfully designed for those who want space and flexibility without sacrificing flow, comfort, or privacy, ideal for multi-generational living, extended stays, and entertaining without compromise. Constructed for exceptional strength and durability, this home offers solid concrete block walls on all levels with reinforced rebar, and hurricane-rated windows and doors. A travertine foyer filled with natural light and a planter with water feature sets the tone, complemented by a 5-stop elevator. This home features smart home functionality. The living level features an open-concept eat-in kitchen, appointed with wood cabinetry, stainless steel KitchenAid appliances, a beverage cooler, and cooktop, created to serve both everyday ease and elevated entertaining. Designed to maximize indoor-outdoor living, the home opens to a travertine pool deck anchored by an infinity-edge pool and spa, an outdoor shower, and an outdoor kitchen with a Coyote grill, a true backyard retreat that feels like a private resort. For boating enthusiasts, the property’s canal-front setting is enhanced by a 28,000-lb boat lift and lift for two jet skis, offering exceptional convenience for water access and day-to-day coastal living. Inside, architectural details add warmth and dimension, including a two-tone tray ceiling, travertine fireplace, and curated art niches along the hallway. Guest accommodations are generous and private, including multiple en-suite bedrooms with walk-in closets. One suite offers a walk-in shower and vanity, while another features a more spa-like bath with a Jacuzzi tub, dual vanities, a walk-in shower, and a water closet with a bidet. Adding to the home’s standout appeal is its rare, mirrored design, featuring an additional living level with a second kitchen/bar/living arrangement, as well as matching guest suites, creating two complete living experiences under one roof. Whether hosting seasonal guests, accommodating extended family, or simply wanting room to spread out, the layout provides the ultimate “together-but-separate” lifestyle. Additional highlights include a 4-car tandem garage, solid, poured concrete construction and a prime Longboat Key location. Experience the best of island living at this canal-front address featuring seamless access to the Bay, Intracoastal Waterway and Gulf waters. Just minutes away from St. Armand’s Circle, the new St. Regis, downtown Sarasota, and Anna Maria Island, you’re perfectly positioned near celebrated restaurants, boutique shopping, and culture. And from your own dock, the boating lifestyle becomes part of everyday life, with restaurants visible across the way and just a quick boat ride from home, it’s easy to head out for lunch, sunset cocktails, or a spontaneous evening on the water.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
600 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$2,750,000125 Days on yellowkey MLS ID: A4679376
REDUCED by $50,000 (1.8%) on 04/03/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1971 Built: 2023 Tax: $26,241 (2024)Community: Sleepy Lagoon ParkSingle Family
Taxes:$26,241
Middle School: W.D. Sugg Middle
Remarks: The Future of Luxury Living on Longboat Key! Discover this newly constructed coastal retreat that sets the standard for modern waterfront living. Located on the private north end of Longboat Key, this turnkey-furnished residence is a sanctuary of style & elegance. Soaring 16-foot driftwood ceilings create an atmosphere of warmth and grandeur, while large impact glass sliders connect you seamlessly between indoor and outdoor living. From the porcelain tiles, custom cabinetry, quartzite countertops in the kitchen to the Italian glass vanities in every bathroom, this home has been constructed with every detail in mind. Enjoy customizable Lutron lighting, automatic shades, built in surround sound system, and a Brinks alarm system with CCTV cameras to protect it all. Looking outdoors, a fire pit, outdoor grill, luxury pool & spa with a waterfall, newly installed dock & 10,000 lb boat lift await you. Built to withstand the elements, this flood-resistant home remains untouched by storms & was powered throughout the storms with it's own generator, offering peace of mind and unmatched durability. Experience the perfect fusion of luxury, privacy, and coastal charm—schedule your private tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
3010 GRAND BAY BLVD #482, LONGBOAT KEY, FL 34228
$1,845,000462 Days on yellowkey MLS ID: A4640667
11 Days Off yellowkey (back on 1/19/2026)
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2250 Built: 1999 Tax: $15,440 (2024)Community: Grand Bay 4Condo
Taxes:$15,440
Middle School: Pine View School
Remarks: Under contract-accepting backup offers. This FURNISHED waterfront residence offers panoramic views of Sarasota Bay and the Gulf of Mexico, seamlessly complementing its neutral, sophisticated interior. An elegant double-door entry leads to an open floor plan with gleaming ceramic tile floors and floor-to-ceiling glass that highlights the stunning scenery. BRAND NEW IMPACT WINDOWS THROUGHOUT. The split layout ensures privacy, with a guest en-suite featuring bay views. The bright, modern kitchen includes a striking tile backsplash, white cabinetry, stainless steel appliances, stone countertops, and a tray ceiling. A breakfast bar connects to an informal dining space, perfect for daily use. The great room provides ample space for both relaxation and entertaining. The primary suite offers terrace access, his-and-hers bathrooms, and a walk-in closet with custom shelving. The wraparound terrace showcases expansive water views, ideal for enjoying both sunrises and sunsets. Residents enjoy top-tier amenities, including a 24-hour guard-gated entry, secure under-building parking, a clubhouse, a fitness center, two Har-Tru tennis courts, and two heated pools with a spa. Deeded access to a private beach and membership to the Bay Isles Beach Club enhance this exceptional lifestyle. Located just minutes from Downtown Sarasota and St. Armands Circle, this home offers luxury, convenience, and breathtaking waterfront living.
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