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
Julie Klick,
an experienced agent in this area.
On average, homes in Longboat Key, FL sell after 103 days on the market compared to the national average of 55 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $1,015,000, down 15% from the median home sale price over the previous 12 months.
One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $20,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner
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
New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home in the heart of Longboat Key competitively priced and ready for its next owner. Situated on a private canal, this 4-bedroom plus den, 4,106 sqft residence offers the perfect blend of modern elegance and coastal charm. Designed for seamless indoor-outdoor living, the home features two lanais, a
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
Bright, spacious and beautifully maintained, this 3BR/2.5BA fifth-floor residence at The Sanctuary offers refined coastal living in one of Longboat Key’s most sought-after gated communities, ideally positioned on the island’s desirable southern end. Upon entry, walls of floor-to-ceiling glass sliders immediately draw your eye to sweeping panoramic views of the Sarasota city skyline, shimmering
One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $20,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner
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
Welcome to Sandpipers, a boutique Gulf-front condominium community on the desirable north end of Longboat Key. This well-maintained second-floor residence offers 2 bedrooms, 2 bathrooms, and 1,786 square feet of relaxed coastal living. The home has been meticulously cared for with classic finishes and a show-stopping view. Step onto the private, screened lanai and take in soothing Gulf breezes,
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 the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the
Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks
Gulf-front enclave offers a rare blend of luxury, location, and lifestyle that transforms every day into a retreat. From the moment you step inside, you’re greeted by an atmosphere of refined elegance and architectural clarity—crafted for those who appreciate design as a way of life. This residence exudes sophistication with interiors envisioned by an internationally acclaimed designer,
The Ultimate Boater's Foundation! Rare Canal-Front Lot with Twin Lifts & New Seawall! This prime, cleared canal-front lot offers the most turn-key building opportunity on Longboat Key. While other buyers are stuck in the permitting phase for marine infrastructure, this one already has it complete and you can dock your fleet on day one. Unmatched Infrastructure Value:• Brand New Seawall: 100
BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches-
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
BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor, three bedroom, two bathroom condo in the Bayport Beach and Tennis Club offers spacious living areas; Wonderful views of the Gulf of Mexico; and beautiful outdoor space. Large patios with tropical Gulf of Mexico views - perfect for morning coffee and sunset cocktails. Two
AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart of Longboat Key. This tastefully appointed home with open concept floor plan features vaulted ceilings and skylights which create an abundance of natural light throughout the home. The amazing gourmet
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
BAYPORT BEACH and TENNIS CLUB, a Gulf to Bay, FULLY FURNISHED 2/2 residence. Bayport is an award winning community situated in theheart of Longboat Key. A friendly, popular, residential enclave of 136 quality-constructed homes on 27 picturesque acres of impeccablymaintained grounds. Tastefully decorated and well maintained with over 1600 square feet of living area; perfect for
AVAILABLE January 2026 $6,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $4500 a month April -
Available January - April 15 Call for rates and availability. Prefer three month lease. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and you'll be walking on the
This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the
LONGBOAT KEY CLUB – GULF FRONT LUXURY RENTAL Enter the private, gated community of Longboat Key Club and experience true coastal paradise with breathtaking Gulf-front views. This completely remodeled 2-bedroom, 2-bath condominium showcases elegant, high-end finishes throughout. The bright and open living area features stunning marble flooring and walls, with expansive windows and a large private
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
Experience Gulf-front living at its finest on the pristine shores of Longboat Key. This exceptional 4-bedroom, 4-bathroom coastal retreat spans nearly 3,000 sq. ft. and sits on over half an acre of direct beachfront property. Thoughtfully furnished with a mix of modern and timeless design, this two-story residence offers stunning water views from almost every room. ( Available FEB 11, 1 Month
Curtis Andrews
BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
Introducing a remarkable opportunity to rent a piece of paradise at 829 Bayport Way in the scenic Longboat Key, Florida. This beautifully situated property offers an exceptional blend of modern living and serene outdoor charm, perfect for those seeking both comfort and a vibrant lifestyle by the coast. As you enter the community, you are greeted by meticulously landscaped grounds that set the
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,
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