Location: Fairway Bay, Longboat Key
Do Not Show Listings
1928 HARBOURSIDE DR #1402, LONGBOAT KEY, FL 34228
$3,5007 Days on yellowkey MLS ID: A4699659
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1626 Built: 1982Community: Fairway Bay 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Experience furnished island living in this turnkey, two-level Fairway Bay townhome offering 2 bedrooms, 2 full bathrooms, 1 half bathroom and 1,626 square feet of thoughtfully arranged living space. The open living and dining area is enhanced by cathedral and vaulted ceilings and offers views of the tropical landscaping and community pool. A split-bedroom layout provides separation between the sleeping areas, while the kitchen includes a built-in oven, cooktop, microwave, refrigerator, dishwasher and disposal. Additional features include ceiling fans, window treatments, an interior laundry area with washer and dryer, central heating and air conditioning, a covered deck and patio, and an attached one-car garage with tandem parking. Located within gated Bay Isles along Sarasota Bay, Fairway Bay offers beautifully landscaped grounds, on-site maintenance, pool and spa facilities, two cushioned mixed-use courts for tennis and pickleball, a clubhouse with a full kitchen, exercise facilities, a shell walking path bordering the bay and multiple kayak launches. Community activities include yoga, bridge, mahjong, book clubs and social gatherings. Bay Isles residents also enjoy access to the private Gulf-front Bay Isles Beach Club, featuring a beautiful stretch of beach, covered picnic and entertaining areas, tiki huts, barbecue facilities, restrooms, changing areas and showers. Nearby shopping, dining, golf, marina options, St. Armands Circle and downtown Sarasota provide convenient access to the many attractions of Longboat Key and Sarasota. Golf club and marina privileges are separate and are not included unless specifically stated in the lease. This furnished residence brings together comfort, recreation, coastal surroundings and the convenience of a gated island community.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Alex Larchenko (224-628-8478)
2012 HARBOURSIDE DR #2102, LONGBOAT KEY, FL 34228
$3,5007 Days on yellowkey MLS ID: A4699651
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1590 Built: 1985Community: Fairway Bay 2 Ph 2 & 3Condo
Remarks: Welcome to 2012 Harbourside Dr, a beautifully located home within the Bay Isles community on Longboat Key. This spacious residence provides access to the best of Florida’s coastal lifestyle, including a nearby marina, private golf course, pool, and spa. Enjoy the serenity of this gated community, which offers privacy and proximity to the scenic Sarasota Bay. Just a short drive from the cultural hubs of St. Armands Circle and downtown Sarasota, this property is ideal for those seeking a refined retreat with convenience to fine dining, shopping, and the arts. Don’t miss the opportunity to experience Longboat Key living at its finest.
2020 HARBOURSIDE DR #446, LONGBOAT KEY, FL 34228
$4,99550 Days on yellowkey MLS ID: A4695127
REDUCED by $500 (9.1%) on 06/25/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1984Community: Fairway Bay 2 Ph 1Condo
Remarks: Experience luxury island living in this beautifully remodeled 2-bedroom, 2-bath residence located in the highly sought-after Fairway Bay community within Bay Isles on Longboat Key. Available for immediate occupancy, this turnkey furnished coastal retreat offers flexible lease terms from 6 to 12 months. Step inside to discover a bright and open floor plan featuring upscale contemporary finishes, , updated flooring, a stunning modern kitchen with premium appliances, and elegantly renovated bathrooms. The spacious primary suite provides a peaceful retreat, while the second bedroom offers comfortable accommodations for guests or an ideal home office. Expansive living spaces and a private balcony create the perfect setting to relax and enjoy the Florida lifestyle. Residents of Fairway Bay enjoy an exceptional array of resort-style amenities, including a heated community pool, a beautifully maintained clubhouse, and a fully equipped fitness center. Tennis and pickleball enthusiasts will appreciate access to two regulation tennis courts that can also be configured into four pickleball courts, offering year-round recreation just steps from home. As part of the exclusive Bay Isles community, residents also enjoy access to the private Bay Isles Beach Club, featuring deeded Gulf-front beach access with some of Longboat Key's most beautiful sand beaches. The Beach Club offers gated parking, picnic areas, grills, restrooms, and the perfect setting to enjoy spectacular Gulf sunsets. Outdoor enthusiasts will also appreciate access to the Bay Isles marina area and kayak launch with direct access to Sarasota Bay. Ideally situated on Longboat Key, this residence is just minutes from St. Armands Circle, Longboat Key Club, championship golf courses, waterfront dining, marinas, boutique shopping, and the cultural attractions of downtown Sarasota. Whether you're seeking a seasonal retreat or an extended island stay, this residence offers the perfect combination of luxury, convenience, and coastal living. Available immediately with lease terms ranging from 6 to 12 months.
Listing is courtesy of: VIVE REALTY (941-600-8162)
Listing Agent: Jeffrey Swanson (248-938-1775)
1930 HARBOURSIDE DR #122, LONGBOAT KEY, FL 34228
$3,50023 Days on yellowkey MLS ID: A4698059
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1192 Built: 1982Community: Fairway Bay 1Condo
Remarks: Wonderful 2 bedroom 2 bath condo in Fairway Bay community on Longboat Key. Condo is being rented fully furnished and is available at a 2 month minimum rental. this is totally updated and ready to move in. amazing Bay views to enjoy and community has lots of amenities from Tennis, pool, spa, beach access and 24/7 security. All renters need to be approved by association, and application fee is required.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: David Leventhal (941-518-7694)
1930 HARBOURSIDE DR #134, LONGBOAT KEY, FL 34228
$7,000510 Days on yellowkey MLS ID: A4641782
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 1982Community: Fairway BaySpa: YesCondo
Remarks: GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought-after Bay Isles community. The spacious Kitchen had been updated along with the both baths, with Quartz counter-tops and new cabinetry, the Primary suite offers a King bed, views of the bay and the Primary bath has dual sinks, new vanity, new lighting, new shower and an updated large closet. The Guest bedroom has two twin beds that can be made into a King bed, and the guest bath has a new vanity, new mirror and lighting. Enjoy your morning coffee or a sunset cocktail on the Lanai overlooking the Bay and intercoastal waterway. This location has its own pool, and a larger community pool and spa with the clubhouse just a few steps away, you can take advantage of the newer fitness room and reserve a court for tennis or pickle ball. Pack up the car and spend the day at the BAY ISLES PRIVATE BEACH CLUB, located at 2111 Gulf of Mexico Drive. (Booked January through the end of April, 2027)
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)
Listing Agent: Stephanie Deshaies (941-780-3229)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.