Displaying: For Sale
Location: Longboat Key
Property Type(s): Condos
Living Area Square Feet: 1500 to 1999
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Longboat Key - 27 properties found
2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228
$1,495,000352 Days on yellowkey MLS ID: A4656887
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1973 Tax: $14,482 (2024)Community: Sea Gate ClubSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,482
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Price Reduced $100k—Welcome to Sea Gate Club #10F, a rare 10th-floor corner unit with sweeping, unobstructed Gulf views on Longboat Key. This 2-bed, 2-bath residence is filled with natural light and offers stunning sunsets from nearly every room—an ideal coastal retreat for relaxing or entertaining. Located in an intimate 89-unit beachfront community, Sea Gate Club offers a quiet, refined lifestyle with extensive recent upgrades, including impact windows, new roof, exterior renovation, pool, elevators, and more—no pending special assessments. Enjoy resort-style amenities: Gulf-front pool and spa, fitness center, tennis court, library, and social spaces, plus beachside extras like tiki huts and storage for bikes and water gear. Just minutes from St. Armands Circle, you’ll have easy access to dining, shopping, and island charm. Private, peaceful, and rarely available—this is Gulf-front living at its best.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Erica Thomas, Llc (941-799-9365)
3240 GULF OF MEXICO DR #B402, LONGBOAT KEY, FL 34228
$895,000103 Days on yellowkey MLS ID: A4686024
REDUCED by $10,000 (1.1%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1505 Built: 1975 Tax: $8,208 (2025)Community: PortobelloSpa: NoCondo
Taxes:$8,208
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator access, 1 owners storage locker, ample in unit storage and 1 assigned parking space. Condo fee includes Water, Sewer, Trash, Cable/Internet, Pest Control, on site Maintenance and Exterior Insurance. Well established social community with Community Pool, Clubhouse, Tennis Courts, Kayak storage/launch, Fishing Pier, BBQ area and ELEVATED mature landscaping. This spacious floorplan is one of the larger floorpans in the community providing you with list and bright spaces, tons of closet space and even a bonus study/den area to use as you please! Stacked Washer/Dryer located near the hallway 2nd Bathroom which has been renovated. Beautifully upgraded Kitchen with high quality cabinetry and 4 storage closets for all your pantry, cleaning and large cooking items. The Primary Bedroom has the most wonderful private bayou water views! Attached en suite full bathroom with lots of counter space. Secondary bedroom has its own separate balcony entrance. This community is located a short drive away from Publix, CVS, banks, Post office, nail salons and Golfing! New development nearby is bringing more shopping and dining! Don't miss this opportunity to own in the sough after Portobello community!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Monica Desomma (202-427-4328)
4401 GULF OF MEXICO DR #601, LONGBOAT KEY, FL 34228
$995,000144 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)
2020 HARBOURSIDE DR #417, LONGBOAT KEY, FL 34228
$899,00082 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Bruce Myer (941-376-5311)
1085 GULF OF MEXICO DR #404, LONGBOAT KEY, FL 34228
$950,00093 Days on yellowkey MLS ID: A4686960
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1503 Built: 1981 Tax: $5,482 (2025)Community: Beachplace IiiCondo
Taxes:$5,482
High School: Booker High
Middle School: Booker Middle
Remarks: 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.
Listing Agent: Maggie Hicks (941-321-1759)
1465 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228
$1,295,000224 Days on yellowkey MLS ID: A4670993
1 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1815 Built: 1981Community: Players ClubCondo
Taxes:
Tax Year:
Remarks: Welcome to luxury Gulf-front living at The Players Club. This sophisticated furnished residence is a three-bedroom, three-bathroom, end-unit condominium. The great room and two primary suites each provide beautiful Gulf views and private access to the two spacious covered terraces. Its thoughtfully designed floor plan maximizes vistas and natural light across an expansive interior. The residence has undergone a comprehensive renovation, featuring a modern kitchen outfitted with custom cabinetry, quartz countertops, a center island adorned with stainless steel and espresso wood base cabinets, as well as a contemporary tile backsplash and high-end appliances. Additional upgrades include new porcelain plank flooring, freshly interior painting updated all interior doors and hardware, moldings, baseboards designer window treatments, enhanced lighting throughout, and all windows and sliding doors have been replace with impact glass. All bathrooms have been beautifully updated with new cabinetry, countertops, tile, and premium fixtures. The great room layout with two master suites, each providing water views and private access to the extended terrace. Impact-resistant windows and sliding doors have been installed to comply with the latest building codes. For convenience, this residence includes two assigned under-building parking spaces with one being an enclosed garage, accompanied by an external storage room. The Players Club demonstrates a commitment to excellence with recent engineering and reserve studies, ensuring ongoing community stability and maintenance. Elevator systems have been modernized and certified. The association maintains fully funded reserves for long-term reliability. Spanning 11 pristine Gulf-front acres on Longboat Key, this private community offers unparalleled amenities. Life at The Players Club is defined by luxury and leisure. Residents enjoy a newly renovated clubhouse equipped with a state-of-the-art fitness center, library and meeting room, catering kitchen, various gathering spaces, four Har-Tru tennis courts with pickleball capabilities, a 70-foot heated saltwater pool and spa, putting green, fire pits, outdoor grills, lushly landscaped grounds, deeded beach access, and the assurance of 24/7 gated security and on-site management. Players Club is ideally situated near the new St. Regis Resort, with optional membership available at The Longboat Key Club & Resort, granting privileged access to golf, dining, tennis, and the only deep-water marina on the island. Beyond the community, residents benefit from proximity to local conveniences, including Publix, CVS. and boutiques within two minutes, and the upscale shops and restaurants of renowned St. Armand's Circle just five minutes away. The famed cultural amenities, many fine dining options, and shopping in downtown Sarasota is just 15 minutes from The Players Club.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Michael Moulton (941-928-3559)
775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228
$1,595,000 MLS ID: A4681439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that paint the sky in vibrant hues every evening. Step inside to find stylish, move-in-ready finishes, including brand-new porcelain tile flooring throughout the living areas and elegant marble in both bathrooms. The updated kitchen shines with fresh cabinetry, a new GE Profile refrigerator, and dishwasher—perfect for effortless entertaining or quiet evenings at home. The spacious living room and both bedrooms feature impact-resistant sliders that open to a private balcony, seamlessly blending indoor comfort with the soothing sights and sounds of the beach and surf just steps away. Residents enjoy an exceptional array of resort-style amenities: 24-hour concierge service for added security and convenience, Gulfside heated pool and spa, Modern fitness center, Two Har-Tru tennis courts, Social room with a full catering kitchen, Direct beach walkway with complimentary beach chairs (and often umbrellas) provided. Additional perks include two assigned parking spaces in the secure garage and a dedicated storage unit. Priced to impress in this highly sought-after community, this turnkey condo combines modern luxury, prime beachfront access, and the prestige of Longboat Key Club living—without requiring club membership. Opportunities like this rarely last long on Longboat Key. Don't miss your chance to own a slice of paradise—schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
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