Sitting 5 miles off the coast from Sarasota, Longboat Key offers luxurious island living without the tourists. “Here we get the island life,” says Maureen Horn, a broker with Michael Saunders & Company, who’s lived on Longboat for 25 years. “This means wearing shorts year-round, being surrounded by water views and going boating whenever you feel like it.”
Bayfront Park in Longboat Key
Bayport Beach and Tennis Club condos in Longboat Key have their own fishing pier on the bay.
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Island homes offer beach access and waterfront views
“Longboat is like an island suburb of Sarasota,” says Horn, “at first people think of it as a vacation spot, then fall in love with it and buy a home.” The Key is about 10 miles long and only half a mile wide, with Gulf of Mexico Drive running from north to south, lined with dense mangroves, palm trees and entrances to waterfront communities facing the Gulf of Mexico to the west and Sarasota Bay to the east. There’s no need to worry about beach access here; whether on the main road or in a gated community, it’s a short walk away. “The beaches are relaxing with little foot traffic because it’s mostly residents,” says Horn. Single-family homes range from a three-bedroom island-inspired ranch-style with a spacious back patio within walking distance of the beach for $1 million up to a brand-new five-bedroom Spanish Revival mansion on a 1-acre beachfront lot with an infinity pool for over $18 million. For those looking for a slice of the island life at a lower price or want less space, condos range from a two-bedroom with a Spanish-inspired red tile roof and community beach access for $500,000 to a four-bedroom unit in a luxury building for $6.8 million with contemporary touches like floor to ceiling windows, full indoor and outdoor kitchens, a communal pool area and pickleball courts.
Along the eastern side of Longboat Key are waterfront communities of single-family homes.
Newly built beachside condos like this are being put up along Longboat Key
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Residents enjoy kayaking, golfing and waterfront amenities
Along with the beaches, amenities are key to the island lifestyle, so it’s no surprise that Longboat has impressive public facilities like Bayfront Park, which has a large indoor recreation facility and an outdoor playground, dog park and kayak launch looking out over Sarasota Bay. Racket-heads can join a rally at the Longboat Tennis Center, which has ten courts and a pro shop offering lessons. Golf weather is year-round, and residents can play at two semi-private courses, Harbourside and Links on Longboat, which are a part of the Longboat Key Club. This private beach club has a tennis facility, multiple dining options, a marina and a fitness center.
Many people store their kayaks at the launch area in Bayfront Park in Longboat Key
People living the golf lifestyle play at Harborside Golf Course on Longboat Key.
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Waterfront dining and boutique shopping on and around the island
With these views, there are, of course, some scenic waterfront restaurants like Dry Dock Waterfront Grill on the south end of the Key, where you can get steamed seafood straight from the water. On the north end, indulge in upscale seafood dishes like the Colossal Blue Lump Crab Salad at Shore. Drive south over the bridge to St. Armands Circle on Lido Key to sip on a latte while perusing through boutique shops. You can stay on the Key to get your groceries at Publix. While it’s relatively quiet here at night, head 5 miles to Sarasota for a night of entertainment, then return home to living the island life in Longboat Key.
Longboat Key Beach Club and Marina offers many boat slips for long-term mooring on the water.
Longboat Key has it's own brand new Publix grocery store right next to the golf course.
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Commuting to public schools on the mainland
Students may be a part of the Manatee County School District, but there are no schools on the Key, so they must drive seven miles north to begin at Anna Maria Elementary, which is graded a B-plus by Niche. They may continue on the mainland about 10 miles away in Bradenton at Martha B. King Middle, graded a B-minus, and round out their education at Bayshore High School, which received a C-plus. There are also prestigious private options across the bay, like IMG Academy, a boarding school with state-of-the-art athletic facilities and staff that have produced countless college and professional athletes.
Martha B King Middle School in Bradenton is a C+ rated school.
Bayshore High School in Bradenton has 1,774 students and a 20:1 Student to teacher ratio.
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Written By
Ed Coombs
Photography Contributed By
Pete Barrett
Video By
Brian Bernhard
Interested in learning more about homes in this area?
Reach out to
Karen Lee,
an experienced agent in this area.
On average, homes in Longboat Key, FL sell after 110 days on the market compared to the national average of 57 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $1,075,000, down 10% from the median home sale price over the previous 12 months.
Discover this stunning, completely renovated interiors two-bedroom, two-bath home nestled in the Historic Longbeach Village on the quiet north end of Longboat key. More than just a home, this is a true coastal lifestyle. Perfectly positioned just a five minute walk to the largest public beach on Longboat Key. you'll enjoy effortless access to sugar-white sand, breathtaking Gulf sunsets, and
Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfectly positioned across from the community marina with direct boating access to the Gulf of Mexico, this move-in-ready home offers an extraordinary blend of modern elegance, superior craftsmanship, and the relaxed sophistication of island life.
New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 4-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa,
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
Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of Mexico Dr, Unit 506 has undergone a complete, top-to-bottom renovation completed in 2025, offering a like-new living experience in one of Florida’s most sought-after beachfront communities. No detail was overlooked—featuring a brand-new designer kitchen with premium finishes,
Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall
Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach
Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to
Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled
Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. The residence features a functional and spacious floor plan, including a well-appointed bedroom layout, an open kitchen and family room combo, and a formal living and dining room combo. This property is priced competitively,
Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key.Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area
Sunrise to Sunset Views - Your Coastal Paradise awaits you at L'Ambiance!** 2 bedrooms with an open den --step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As
One or more photo(s) has been virtually staged. A rare opportunity to own a single-family waterfront home with 100 feet of canal frontage and direct access to Sarasota Bay. Located in Country Club Shores on the desirable southern end of Longboat Key, 562 Ranger Lane offers 4 bedrooms, 3 full baths, and approximately 3,149 square feet of living space designed for relaxed coastal living. The
Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized
Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located in Building D—the closest building to the community's private Gulf beach access—this residence offers umatched convenience to the beach pavilion, showers, restrooms, and private beach lockers. Inside, you'll find a bright and
Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse,
The advertised rate of $7,598/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness center
Welcome to your dream condo in beautiful Longboat Key! This spacious 2-bedroom, 2-bathroom gem offers 1,370 square feet of modern living, perfect for those who appreciate both comfort and style. With a host of amenities and a vibrant community atmosphere, this property is sure to impress. RARELY AVAILABLE FOR 2027 SEASON. LESING NOW FOR DECEMBER 2026 AND JANUARY TRHOUGH APRIL 30TH 2027. MINIMUM
BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts,
Property Id: 2484818Available December 1st, 2026, January 2027, and February 2027! (December has a discount!) THE OCEAN IS YOUR BACKYARD! Minutes away from world-class golfing, boating, tennis, dining, and shopping. This exclusive, private, and serene Gulf Coast Condominium unit has been a traveler's dream for so many years now. The Property offers steps to the Gulf Coast's richest
Your winter on the Gulf begins here. This is a rare opportunity to enjoy direct Gulf front living in a fully furnished seasonal residence, available January through March 2027. Tucked behind the private gates of Longboat Key, this premium condo blends the ease of coastal condo living with the comfort of generous, well-designed interiors. Mornings begin with soft sunrise views over the golf course
The advertised rate of $6,184/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 17, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a
Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of Longboat Key Club, known for its privacy and yet close to St. Armand's Circle for dining, shopping, entertainment & cultural offerings of downtown Sarasota. Located on the south end of Longboat Key, this tastefully furnished 4th floor updated unit offers a partial view of the
Discover a tranquil retreat at 806 Bayport Way, where coastal living meets sophisticated design. This exceptional property is ideally located near a private beach, providing residents with exclusive access to sun-soaked shores and beautiful ocean views.Upon entering, you’ll be greeted by a thoughtfully designed space that emphasizes both comfort and functionality. The kitchen features
STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a
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