Location: Longboat Key
Do Not Show Listings
2600 HARBOURSIDE DR #C-04, LONGBOAT KEY, FL 34228
$350,0001217 Days on yellowkey MLS ID: A4554905
Bed: Bath: 0.0 Community: Longboat Key MooringsDock-Rackominium
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. 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 village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, exquisite comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, teak chase lounges, and fabulous bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer is required to join the Longboat Key Club via recreational covenant. Longest boat permitted in the slip is 50 feet. Beam depends on the make/model of the vessel. Must submit a current photo of the vessel in the marina office for approval by the Association before entering the marina and occupying the slip.
Listing is courtesy of: LBRE LLC (941-383-8383)
Listing Agent: Jennifer Wilson (941-809-7592)
4976 GULF OF MEXICO DR #Villa 18, LONGBOAT KEY, FL 34228
$675,000203 Days on yellowkey MLS ID: A4665034
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1900 Built: 1974Community: Windward Bay AmdCondo
Remarks: PRICE REDUCED on this rarely available waterfront villa in Windward Bay, which lives like a single-family home while offering the convenience of maintenance-free island living. With nearly 1,900 square feet, this is the largest floor plan in the community and offers beautiful Sarasota Bay and canal views from the main living areas. The well-designed layout includes a spacious waterfront great room, two large bedrooms, two updated bathrooms, and a flexible bonus room that can easily serve as a third bedroom, home office, or private guest suite with its own exterior entrance. The open kitchen features quartz countertops, stainless steel appliances, generous cabinetry, and overlooks the living space, making it ideal for everyday living or entertaining. Recent improvements including hurricane impact windows and luxury vinyl flooring throughout provide both comfort and peace of mind. A large interior laundry room with newer full-size washer and dryer offers additional storage and the potential to add a third bathroom if desired. The attached covered carport provides convenient access directly into the home. Enjoy true Florida waterfront living from the enclosed Florida room and private patio where you can relax, grill, or watch dolphins and manatees in the canal. This well-managed community has completed its structural integrity requirements and allows rentals twice per year with a one-month minimum and no ownership waiting period, making this an excellent option for both personal use and investment. Flood insurance is included in the condo fee for additional peace of mind. Located directly across from Zota Beach Resort and close to dining, shopping, and the best beaches on Longboat Key, this property presents an outstanding opportunity to own a spacious waterfront residence at an attractive value.Windward Bay offers exceptional resort-style amenities: two heated pools with complimentary chaises, saunas, tennis and pickleball courts, a fitness center, shuffleboard, boat slips ($60/month with an owner-supplied lift), kayaking and paddleboarding (storage/launches $40/year), fishing, and three deeded beach accesses. Stroll or bike through 26 acres of professionally landscaped bayfront grounds, or head across the street to Zota Beach Resort for fine dining and sunset cocktails. This proactive community has passed its structural integrity inspection and is certified for another ten years. Owners may rent twice per year with a one-month minimum and no ownership waiting period—ideal for generating income while enjoying a peaceful coastal lifestyle. Exceptionally pet-friendly, Windward Bay welcomes two large pets up to 75 lbs each, with pet comfort stations throughout the property. Even Renters can have pets…a uniquely appealing feature for those seeking rental income. For peace of mind, flood insurance is included in the Condo fee. Seize this rare opportunity to own a tranquil island haven that combines space, style, and simplicity in a paradise-like setting. What could be better? It could be yours!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Debbie Mchardy (941-960-6099)
4234 GULF OF MEXICO DR #D1, LONGBOAT KEY, FL 34228
$595,000134 Days on yellowkey MLS ID: A4673543
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1973Community: Pelican Harbour & Beach ClubCondo
Remarks: $100,000 PRICE REDUCTION! Refined coastal renovation, waterfront location, deeded beach, pet-friendly, pickleball, tennis, kayaking, boating, and the best of casual island living. Enjoy the larger D1 plan, offering owners more square footage in this open concept two-bedroom, two-bath condominium in Longboat Key's Pelican Harbour & Beach Club. Plus this unit comes totally turnkey furnished and is move-in ready. The Association's amenities include private beach, tennis and pickleball courts, heated resort-style pool, clubhouse, bike storage, kayak launch, and owner boat docks. The condominium features include hurricane windows and doors, contemporary-style fireplace, new flooring, custom cabinetry, stainless appliances, crown molding, plantation shutters, tankless water heater, new air conditioner, and designer ceiling fans. Spacious primary suite boasts a private bath with custom walk-in shower, built-in closets, and water views. The guest suite, split from the primary, offers friends and family alike private space and a convenient adjoining bath with a custom walk-in shower, as well. There is plenty of closet space and storage throughout, and an in-unit laundry with matching front-load HE washer and dryer. In addition, with the D1 plan being larger than other Pelican Harbour two-bedroom condominiums, owners will appreciate the larger spaces for gathering and hosting. Association provides on-site maintenance; landscaping; building property, wind, flood and liability insurances; roofs; exterior painting; cable; water; sewer; trash; and more. Pelican Harbour also has fully funded reserves and has installed new roofs, new hurricane-rated carports, upgraded pickleball and tennis courts, and offers owner boat docks with electric and water. Pelican's private beach is only steps away and offers stunning sunset and Gulf views with miles of turquoise waters and crystal sands. You'll also appreciate the convenient mid-island location close to Bayfront Park, grocery, restaurants, shopping, places of worship, and easy access to St. Armands, Sarasota and Anna Maria. Gorgeous coastal renovation, larger D1 floor plan, fantastic mid-island location, pet-friendly and one of the best amenity packages on the island. Enjoy Pelican Harbour and Beach Club. Schedule your private showing today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Michael Seamon (941-586-1802)
65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228
$7,445,000120 Days on yellowkey MLS ID: A4674851
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4921 Built: 2001Community: Lighthouse PointSingle Family
Remarks: Longboat Key Waterfront Estate Lifestyle Unrivaled in privacy, craftsmanship, and waterfront lifestyle, this gated Lighthouse Point residence lives like a grand coastal estate, with 4 Bedrooms, 4-1/2 Baths, and nearly 5,000 square feet of refined interiors opening to sweeping terraces on two levels and serene views over a secluded, bridgeless-access lagoon leading directly to the Gulf of Mexico. Extensively renovated in 2021, the two-story Mediterranean-inspired home blends timeless architecture with a sophisticated contemporary aesthetic, framed by manicured tropical grounds on over one-third of an acre in one of Longboat Key’s most exclusive enclaves. Dramatic Arrival & Entertaining Spaces A soaring central foyer with coffered tongue-and-groove ceiling, arched French casement doors, and an elegant wraparound catwalk establishes a dramatic sense of arrival while capturing water, sky, and lush landscaping in every direction. The main living area is designed for effortless entertaining, with a sleek wood-and-stone feature wall, modern fireplace, and sculptural Tom Dixon lighting flowing through expansive glass sliders to the waterfront terrace and saltwater pool and spa. Gourmet Kitchen & Waterfront Lounge The fully reimagined Cucina Ricci kitchen serves as a chef’s workspace and social hub, with minimalist custom cabinetry, a generous island with seating, and an ultra-premium Miele VitroLine suite including double ovens, induction cooktop, and integrated coffee station. Just beyond, a waterfront lounge or media den opens directly to the covered loggia, creating a seamless indoor-outdoor living experience enhanced by an integrated Yamaha sound system for both interior and exterior zones. Owner’s Retreat & Guest Level Perfectly positioned for privacy, the main-level owner’s retreat is a secluded sanctuary with its own hallway entrance, multiple terrace access points, tray ceiling, recessed lighting, and windows on three sides framing tranquil water views. The suite is completed by dual renovated walk-in closets and a spa-inspired bath with oversized vanities, private water closet, and expansive walk-in shower with rain head, while upstairs three en suite guest suites and a mezzanine den provide luxurious accommodations and flexible space. Resort-Caliber Grounds & Boating Outside, meticulously lit landscaping, a travertine-framed saltwater pool and spa, and a private dock with 14,000 lb lift, new motors, and enhanced WiFi create a turnkey boating haven with immediate access to Sarasota Bay and the Gulf. Practical amenities include whole-house Kohler generator, hurricane protection, impact glass, large utility room with dual Sub-Zero wine refrigerators, and an oversized three-car garage with EV charger wiring. Premier Longboat Key Location Set behind the gates of Lighthouse Point, residents enjoy private tennis, a serene low-density streetscape, and a short walk to the beach. The address is just minutes from the Longboat Key Club’s golf and tennis, the boutiques and restaurants of St. Armands Circle, and the cultural attractions of downtown Sarasota. Call to Experience This Estate Schedule your private showing of this Lighthouse Point waterfront estate today to experience the scale, privacy, and curated luxury that define one of Longboat Key’s most coveted addresses. For additional details and a private tour, contact the listing agent to arrange an exclusive, by-appointment-only viewing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Steve Walter (941-809-0907)
4311 GULF OF MEXICO DR #501, LONGBOAT KEY, FL 34228
$1,095,00077 Days on yellowkey MLS ID: A4680043
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1239 Built: 1977Community: Longboat Beach HouseCondo
Remarks: Some Photo's are virtually staged ! Spectacular gulf front views from this 5th floor 2 bedroom/ 2 bathroom condo residence in rarely available Longboat Beach House with convenient mid key location in close proximity to Longboat Key shops & restaurants as well as Bayfront Park with its pickleball courts and kayak launch and St Armands Circle. Left entirely unscathed by the recent storms, this unit includes impact windows & sliding doors, storm shutters, new flooring & fresh paint and is enhanced by its 6' x 38' gulf front terrace overlooking the tranquil waters of the Gulf of Mexico and its vibrant marine life and dazzling sunsets. A heated pool compliments the resort lifestyle.
Listing Agent: Richard Perlman (941-228-8580)
3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,795,00092 Days on yellowkey MLS ID: A4677923
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3417 Built: 1996Community: Queens HarbourSingle Family
Remarks: Situated within the gated Queens Harbour enclave of Bay Isles, this thoughtfully updated four-bedroom courtyard residence offers a refined blend of privacy, comfort, and waterfront living on Longboat Key. Designed around a lush central courtyard, the home creates an effortless indoor-outdoor flow anchored by a resurfaced swimming pool and new paver deck—an inviting retreat for everyday living or entertaining. A private cabana suite with its own entrance provides flexibility for guests or extended stays, enhancing the home’s functionality while maintaining separation from the main living areas. Entry begins through custom mahogany and glass double doors, opening to a reimagined open-concept interior with soaring 14-foot ceilings, wide-plank wood flooring, and carefully curated architectural detail throughout. The great room is centered around a travertine-encased electric fireplace and framed by walls of windows and glass sliders that capture tranquil lake views and abundant natural light. This space flows seamlessly into the formal dining area, highlighted by a statement chandelier and tongue-and-groove tray ceiling, and continues into the chef’s kitchen—designed as the heart of the home. The kitchen features a dramatic 14-foot quartz-topped island, custom designer cabinetry by Sarasota Architectural Woodworking, and newer Thermador appliances, including a five-burner gas cooktop, dual built-in ovens, pull-out pantry cabinetry, and a 48-inch stainless sink. Adjacent informal dining and family spaces include aquarium-style glass windows and an oversized wet bar with a full-size wine cooler capable of storing over 100 bottles. The primary suite, located on the main level, offers a peaceful lakefront setting with French-door access to the patio, custom built-in storage, and a walk-in closet. The spa-inspired bath was recently updated with dual quartz-topped walnut vanities, soaking tub, glass-and-stone shower, and private water closet. Also on the first floor are a versatile study overlooking the courtyard and a bonus room with an attached full bath that can serve as an additional bedroom or media space. The second level is dedicated to a private en-suite guest bedroom. Queens Harbour residents enjoy access to a heated Olympic-size pool and spa, along with deeded entry to the private Bay Isles Beach Club. Beyond the gates, Longboat Key’s lifestyle amenities are just minutes away, including the Longboat Key Club’s golf and tennis facilities, marinas, dining, and everyday conveniences. St. Armands Circle and downtown Sarasota’s cultural attractions—shopping, galleries, theaters, and waterfront dining—are easily accessible, completing the appeal of this well-positioned coastal residence.
Listing Agent: Roger Pettingell (941-387-1840)
4320 FALMOUTH DR #103, LONGBOAT KEY, FL 34228
$525,00067 Days on yellowkey MLS ID: A4681530
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1072 Built: 1969Community: Longboat HarbourCondo
Remarks: Luxury Waterfront Living | Proven Income Potential Experience refined coastal living in this pristine, pleasantly updated 2-bedroom, 2-bath residence, offered fully furnished and move-in ready. Enjoy spectacular harbor and Intracoastal water views from both the living room and bedroom, extending to the enclosed lanai—an ideal setting for relaxing mornings and elegant evenings. This residence features an excellent rental history, making it a rare opportunity for investors seeking immediate income, while also serving as a perfect full-time or seasonal retreat. Located in an amenity-rich waterfront community, residents enjoy exclusive access to a private beach club pavilion at 4415 Gulf of Mexico Drive, featuring men’s and women’s restrooms, indoor showers, and optional beach and chair storage. Additional private storage is included on the second floor. Resort-style amenities include four heated swimming pools, a fully equipped fitness center, banquet hall with catering kitchen and dance floor, art studio, billiard and card rooms, and professional on-site management. Boat docks available on a first-come basis with water and electric, accommodating sail or power boats up to 34 feet. Additional highlights include mini golf and a scenic waterfront promenade along the harbor and canal. An exceptional opportunity to enjoy luxurious waterfront living or secure a high-performing investment at an incredibly affordable price point. Schedule your private showing today—this opportunity won’t last.
Listing Agent: Malihe Karimi (941-376-5099)
4835 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228
$749,90067 Days on yellowkey MLS ID: A4677656
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1393 Built: 1970Community: Westchester AptsCondo
Remarks: 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 with newly installed flooring. 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. Seller has replaced new impact resistant hurricane windows and sliders. A replacement hurricane rated front door will also be installed. The Westchester is conveniently located in close proximity to St. Armand's Circle, downtown Sarasota and many dining experiences. Renovated Clubhouse with Fitness equipment is currently under construction, while the pool deck area will include a hot tub. These renovations, together with landscaping have an anticipated completion of May, 2026. R & R IS THE PACE, LBK IS THE PLACE!!!!
Listing Agent: Toni Giliberti (941-284-9208)
5320 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228
$1,150,000192 Days on yellowkey MLS ID: A4666843
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1981Community: Longboat LandingCondo
Remarks: Rarely Available at Longboat Landing! This 3-bedroom, 2-bath second-floor condo offers the ultimate in coastal living with only 9 total units/owners in the entire community—providing privacy, exclusivity, and a boutique feel. Enjoy full Sarasota Bay views from your living room, with the added peace of mind of being on the second floor (no flood concerns). Inside, you’ll find engineered hardwood floors, a granite countertop kitchen, and hurricane impact windows that fill the space with light and frame the water beyond. The spacious primary suite offers a private retreat, while two additional bedrooms provide room for guests, a home office, or flex space. Outside, embrace the Longboat Key lifestyle with a boat dock slip, fishing pier, and community amenities designed for waterfront enjoyment. Perfectly located on Gulf of Mexico Drive, just minutes from island dining, boutique shopping, and the world-renowned beaches of Longboat Key. Rarely available. Bayfront views. Exclusive 9-owner community. This one is not to be missed!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Schuyler Burke (907-223-8161)
600 PUTTER LN, LONGBOAT KEY, FL 34228
$10,500,000466 Days on yellowkey MLS ID: A4633484
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 5982 Built: 2017Community: Country Club Shores, Unit 5, Sec 3Single Family
Remarks: Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the dock includes 2 jet ski lifts and a 13,000 pound boat lift. With plenty of interior space, there are 5 bedrooms and 5 baths plus a dedicated office/den, family room and game room. Every bedroom is filled with bay views. As an added advantage, guests have their own space upstairs that includes a kitchenette. Outfitted with an elevator that stops at every floor, including the three car garage, convenience is just a step away. To enjoy the views outside, there is an outdoor surround lanai with disappearing screens, fireplace and summer kitchen. Large covered terraces on both levels provide views of beautiful sunrises over Sarasota Bay and Downtown Sarasota.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Kathleen Callender (941-321-3115)
535 SANCTUARY DR #C807, LONGBOAT KEY, FL 34228
$3,750,00071 Days on yellowkey MLS ID: A4680240
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2580 Built: 1990Community: Sanctuary IvCondo
Remarks: Sanctuary penthouse with spectacular views of the Gulf, and Intracoastal Waterway to Sarasota. *Now Unfurnished*. Total renovations completed in 2023 with nothing overlooked, including but not limited to EFCO turtle-approved glass, high-impact double pane hurricane sliders and windows, crystal custom kitchen cabinets by SRQ Custom Cabinetry, Thermador appliances including induction cooktop, wall-mounted microwave and convection oven, side-by-side Thermador refrigerator, Wi-Fi enabled dryer and hood fan, laundry room with added pantry features and a newly created breakfast bar. Complete water filtration system and quartz countertops throughout, with 5.5-inch baseboards with custom-milled crown molding and trim, solid wood doors, rectified 12-by-60-inch porcelain tile flooring, and custom built-ins in living room and primary bedroom. Hunter Douglas remote-controlled blinds, 10-foot-high ceilings complete with skylights, tankless hot water system, and two zoned air conditioning units installed in 2019 and 2023. Amenities include cable, water and internet. New roof in 2024. Storage locker with under-building parking. Nearly 18 acres with 1,200 feet of Gulf of Mexico beachfront, an Olympic-sized heated pool and spa with extensive pool decks, a fire pit and gazebos to provide shade. A 24/7 guard gate, Har-Tru tennis courts, on-site management, and a two-story clubhouse come complete with a fitness center, showers, saunas and a large entertaining room with catering facilities. Membership to the Longboat Key Club is available which would include six restaurants, 45 holes of golf, 20 tennis courts plus other amenities. You are close to shopping, Publix, CVS, places of worship, a library, town hall and banks, St. Armands Circle along with Sarasota and all it offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
563 SPANISH DR S, LONGBOAT KEY, FL 34228
$615,00056 Days on yellowkey MLS ID: A4682513
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1516 Built: 1971Community: Spanish Main Yacht Club CondoVilla
Remarks: GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!! Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE VIEWS. The recent remodel brings a fresh, modern feel, complemented by an open-concept floor plan, elegant tile flooring throughout, and abundant natural light. Enjoy peace of mind with NEW IMPACT WINDOWS AND DOORS, NEW WATER HEATER, a NEWER ROOF (2023)AND NEWER A/C system (March 2024). Spanish Main Yacht Club offers a maintenance-free, pet-friendly community with resort-style amenities, including a large waterfront pool overlooking the marina, a 40-slip deep-water marina with no bridges to Sarasota Bay and the Gulf, and deeded beach access just steps away. Shopping, dining, and the charm of St. Armands Circle are all minutes from your door. While this is an active 55+ community, ownership is open to all ages, with full-time residency beginning at 50. "Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. Sarasota SRQ Airport's soaring success added 30 flights in 2024 and 2025, significant passenger growth, a new $72M runway and terminal, and ranks No. 1 best resort airport in the country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. This home in the master-planned community of the Spanish Main Yacht Club could be your destination of choice. Features include a spectacular pool and spa, kayak launch, marina, outdoor grills, and lush tropical landscaping. There is a shell path for walking along to a deeded beach access to enjoy the sand and world-class sunsets. There is also on-site management and maintenance staff making where home and away share the same address. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide's list of Top 12 Destinations for 2025." Furniture Package Available. Schedule your private showing today.
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Victoria Campbell (352-446-4758)
713 SAINT JUDES DR S #2, LONGBOAT KEY, FL 34228
$595,000102 Days on yellowkey MLS ID: TB8460267
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1215 Built: 1966Community: Saint Judes AptsCondo
Remarks: Exceptional opportunity to own a turnkey, direct waterfront condo with a private dock on Longboat Key, offering 2 bedrooms, 2 bathrooms, 1 carport, 2 parking spaces, and 1,215 sq ft of thoughtfully updated living space. Situated on a quiet canal with direct access to the Intracoastal Waterway, this residence is ideal for those seeking the relaxed, island lifestyle Longboat Key is known for—morning water views, gentle breezes, and peaceful coastal living. The condo has been completely renovated with all improvements fully permitted, providing confidence, comfort, and long-term value. Upgrades include a brand-new kitchen with new appliances, new A/C, new plumbing, new water heater, upgraded electrical panel, and all new windows. The building features a metal roof replaced in 2016, offering durability and added insurance appeal—perfect for buyers looking for low-maintenance, worry-free ownership. Ideally located just minutes from the Gulf of Mexico beaches, island dining, and everyday conveniences, with Durante Park nearby, featuring scenic walking trails, lush gardens, and waterfront views of Sarasota Bay—an ideal setting for daily walks and sunset enjoyment. Unique Opportunity: The adjacent unit is also available, presenting a rare chance to own the entire building as a waterfront duplex—ideal for multi-generational living, hosting visiting family, or creating additional income while enjoying your own private island retreat. Whether you are looking for a full-time residence, seasonal escape, or legacy investment, this beautifully renovated waterfront condo offers the best of Longboat Key living—comfort, tranquility, and timeless coastal appeal. Schedule your private showing today and experience island living at its finest.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Connor Meckley (941-279-0013)
2425 GULF OF MEXICO DR #14B, LONGBOAT KEY, FL 34228
$1,750,000316 Days on yellowkey MLS ID: A4654664
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1470 Built: 1973Community: Sea Gate ClubCondo
Remarks: BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include Hurricane Impact Windows (2021), new flooring in both bedrooms (2021), updated bathrooms, fresh paint (2021), and an A/C system replaced in 2015. The convenience of an in-unit washer and dryer, a dedicated parking space, and ample guest parking add to the comfort of this coastal retreat. The beach and heated pool are just steps from your building, creating a true resort-style experience. Enjoy premium amenities such as a tennis court, air-conditioned bike room, kayak/paddleboard storage, clubhouse with kitchen, library/meeting space, and a fully equipped fitness center. Located within walking distance to Publix, CVS, places of worship, banks, the public library, and Town Hall. Just minutes to St. Armands Circle, where you'll find world-class dining and shopping. Immerse yourself in Sarasota’s rich cultural scene with easy access to the Sarasota Opera, Ballet, Ringling Museum, Selby Gardens, and numerous art galleries and theaters. This is your chance to live the Gulf Coast lifestyle—don’t miss it!
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
775 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228
$1,215,000152 Days on yellowkey MLS ID: A4671935
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1602 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Live in this third floor Beaches of Longboat Key condo and enjoy a living maintenance free lifestyle. Located on the southern end of Longboat Key behind the gates of the Longboat Key Club, this spacious two bedroom two bath condo in the unique 04 stack has magnificent full Golf course views from every room. This lovely residence has hurricane code sliding glass doors that open to the expansive terrace . The double door entrance opens to a private foyer and beyond is the living area plus adjacent granite kitchen with an eating area. There is also a dining room. The split floor plan separates the master suite from the two guest suites. The Beaches building has recently been renovated and has a welcoming and beautiful lobby plus upgraded hallways. Amenities include 24 concierge service, an on site manager, fitness center, two tennis courts, a fabulous Gulf side pool plus a spa. The private beach access leads to the sandy shores of the Gulf of Mexico with a private sitting area with lounge chairs and umbrellas. The Beaches is minutes from St. Armands Circle for enjoying fine dining and shopping and easy access to downtown Sarasota for the arts and theatre plus shopping and dining. Garage parking is private located under the building plus there is lots of guest and extra parking and a private storage area. A Gulf front life style in Paradise!
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
5260 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
$649,99998 Days on yellowkey MLS ID: A4677090
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1974Community: The Banyan Bay ClubCondo
Remarks: This beautifully maintained, ground-floor 2-bedroom, 2-bathroom condo in the desirable Banyan Bay Club offers an exceptional opportunity to own a spacious, modern / updated, move-in-ready home perfectly positioned in a charming, pet-friendly gulf-to-bay community. This unit combines convenience, amenities, and a relaxed coastal lifestyle—all at an outstanding location. This Banyan Bay condominium has an open floor plan with plank style ceramic tile throughout, recently updated featuring new cabinets, vanities, quartzite/quartz countertops and new stainless steel appliances; new Central Air system, and new hot water heater, in-unit full-size washer & dryer, modern tile design in bath, extra sleeping nook for added flexibility, tastefully furnished (can be sold furnished), private patio nestled under a majestic banyan tree-ideal for morning coffee or evening cocktails, large glass hurricane sliders & windows offering a garden view, fiber optic internet included for each unit. SQUARE FOOTAGE IN SLEEPING NOOK IS ADDED TO MAKE THE INTERIOR SQ FTG 1163. The resort-Style Community Amenities (steps from your door): heated community swimming pool, newly resurfaced tennis and pickleball court, fully equipped fitness center, clubhouse with social hall and full kitchen, new day dock, fishing pier, kayak/paddleboard launch, & storage, private gulf beach access with complimentary lounge chairs on the sand, assigned covered carport parking plus ample guest parking, exterior storage for beach gear, on-site manager and carefree exterior maintenance handled by the association, bicycle storage and mature tropical landscaping with giant banyan trees. Unbeatable Location-why Mid-Key is Best! Everything you need is within walking distance; numerous restaurants & cafes, boutiques, beautiful Durante Park with shaded trails and playground, 3 minute walk to your private Gulf beach, 1-minute walk to the community pool, gym, clubhouse, and courts,. This 44-unit condominium offers a social atmosphere, plenty of activities, up to 2 pets allowed (no weight or size limit). Whether you are seeking a full-time residence, vacation getaway, second home or investment property (valued returning renter’s incomes can offset HOA fees), this immaculate condo is ready for you to move in and start enjoying the island lifestyle today. Don't miss this combination of location, amenities and value on Longboat Key!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kaitlin Kuhn (941-400-7861)
600 SUTTON PL #101B, LONGBOAT KEY, FL 34228
$349,900383 Days on yellowkey MLS ID: C7507243
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 883 Built: 1973Community: Sutton PlaceCondo
Remarks: Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, Fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), Exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.
Listing is courtesy of: MARINA PARK REALTY LLC (941-205-0888)
Listing Agent: Jill Baldwin (941-223-2025)
651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228
$925,00075 Days on yellowkey MLS ID: A4680514
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2242 Built: 1974Community: Longboat KeySingle Family
Remarks: PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous ¼-acre lot. Canal offers direct access to Sarasota Bay with no bridges. Conveniently located minutes from marinas, dining, and shopping, with easy access to St. Armands Circle, downtown Sarasota, and Anna Maria Island. Bring your personal touch to recreate this gem or start new and build the home you've always wanted on this 124 ft wide lot. A property with exceptional location and potential.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
1925 GULF OF MEXICO DR #G8-303, LONGBOAT KEY, FL 34228
$799,00028 Days on yellowkey MLS ID: A4686510
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1978Community: Seaplace ViCondo
Remarks: Welcome to this beautifully updated coastal retreat, where style, comfort, and functionality come together seamlessly. This light-filled residence features an open-concept layout with wide-plank tile flooring throughout, creating a clean, modern look that’s perfect for beachside living. The updated kitchen is both stylish and functional, showcasing granite countertops, custom cabinetry, stainless steel appliances, and a spacious breakfast bar—ideal for entertaining or casual dining. Relax and unwind in the spacious living area, which flows effortlessly to the screened lanai—perfect for enjoying morning coffee or evening breezes with partial Gulf views and lush tropical surroundings. The primary suite offers a serene escape with tasteful coastal décor and ample storage, while the guest bedroom is thoughtfully designed for comfort and privacy. The fully renovated bathroom features a walk-in glass-enclosed shower, modern tilework, and dual vanities for added convenience. Additional highlights include: In-unit washer & dryer Updated finishes throughout Residents of Seaplace enjoy approximately ½ mile of pristine Gulf beach frontage and an impressive array of amenities across 42 beautifully landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a well-equipped fitness center, and a clubhouse featuring a kitchen, library, and sauna. Additional amenities include a playground, community grills, on-site management, and a 24-hour staffed gatehouse for security. Enjoy breathtaking sunsets, peaceful walking paths, and a truly low-maintenance island lifestyle—all at an exceptional value. Schedule your private showing today!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Michael Renick Pllc (941-400-8735)
350 GULF OF MEXICO DR #234, LONGBOAT KEY, FL 34228
$899,00088 Days on yellowkey MLS ID: A4678529
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2513 Built: 1992Community: Tangerine Bay ClubCondo
Remarks: One or more photo(s) has been virtually staged. Set amid the lush, manicured grounds of Tangerine Bay, this exceptional two-story penthouse residence offers a rare blend of architectural volume, natural light, and water views. Mature tropical landscaping, tranquil lagoons, and resort-style amenities create a serene, park-like environment that feels both private and welcoming. Two terraces highlight scenic views and offer the option of installing a gas grill. Inside, soaring two-story ceilings define the main living area, creating an airy, light-filled atmosphere enhanced by expansive windows that frame picturesque views of the lagoon, resort-style pool w/ waterfall features, tropical plantings and the waters of Sarasota Bay and distant city skyline. The open living and dining spaces are ideal for both relaxed everyday living and entertaining, anchored by a fireplace and generous wall space for art. From the entry patio, unexpected Bay and city views provide a striking first impression and a unique urban-meets-coastal backdrop. The residence features three full bedrooms and three and a half baths. The upper-level retreat with its full bath has a terrace with elevated views across the natural preserve toward the city. This home presents a true blank canvas, thoughtfully priced to allow the new owner to reimagine and transform it into their own vision of refined coastal living. A deeded, private two-car garage adds exceptional convenience and value—an uncommon and highly desirable feature. Located on the coveted south end of Longboat Key, Tangerine Bay Club is a gated, pet-friendly community close to Lido Beach, dining and boutique shopping on St. Armands Circle, and the cultural, dining, and arts scene of downtown Sarasota. Optional Bay Isles Beach Club membership is available, providing exclusive access to a private, gated four-acre Gulf of Mexico beach facility, reserved for a select group of members—ideal for beach gatherings, sunset celebrations, and effortless days by the sea. An outstanding opportunity to embrace the Florida lifestyle in one of Longboat Key’s most desirable bayfront communities.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
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