Longboat Key, FL Homes for Sale

• 

  

  

  /41

  $1,590,000

  • 2 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  601 Longboat Club Rd Unit 504S, Longboat Key, FL 34228

  Welcome to Unit 504S — a rare corner residence perched above the sand and sea on the highly sought-after south end of Longboat Key. With uninterrupted views of both the Gulf of Mexico and the Links on Longboat Golf Course, this spacious 2-bedroom, 2.5-bath condominium offers a rare opportunity to design your dream coastal retreat.Spanning over 1,560 square feet, the split-bedroom floorplan

  

  Irma Scherer

  COMPASS FLORIDA LLC

  (941) 401-0752

  601 Longboat Club Rd Unit 504S, Longboat Key, FL 34228
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /38

  $1,370,000

  • Land
  • 0.41 Acre
  • $3,341,463 per Acre

  560 Gulf Bay Rd, Longboat Key, FL 34228

  RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly

  

  Gregory Claxton

  PREFERRED SHORE LLC

  (941) 352-8416

  560 Gulf Bay Rd, Longboat Key, FL 34228
• 

  

  

  /6

  $649,000

  • Land
  • 0.14 Acre
  • $4,635,714 per Acre

  6981 Lois Ave, Longboat Key, FL 34228

  LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 763-6831

  6981 Lois Ave, Longboat Key, FL 34228
• 

  

  

  /10

  $799,000

  • Land
  • 0.28 Acre
  • $2,853,571 per Acre

  771 Broadway St, Longboat Key, FL 34228

  LOCATION ALERT!!! Build your dream home on this 12,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 368-4323

  771 Broadway St, Longboat Key, FL 34228
• 

  

  

  /53

  $428,500

  • 1 Bed
  • 1 Bath
  • 812 Sq Ft

  600 Sutton Place Unit 101, Longboat Key, FL 34228

  SELLERS WILL PAY 6 MONTHS OF HOA FEES FOR NEW OWNERS!!Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive

  

  Jill Baldwin

  KW PEACE RIVER PARTNERS

  (941) 207-2895

  600 Sutton Place Unit 101, Longboat Key, FL 34228
• 

  /2

  $6,900,000

  • Land
  • 0.98 Acre
  • $7,040,816 per Acre

  5451 Gulf of Mexico Dr, Longboat Key, FL 34228

  Rare almost one acre direct Gulf front lot on the beach on the beautiful island of Longboat Key. New Gulf front homes on this key typically start at $16 million plus. There is currently an existing single level motel on the property which would need to be removed. Expected use of property is for a luxury single family home. Property also allows 1 or 2 additional family structures. Nice if you

  

  Daniel Robinson

  HOUWZER INC

  (941) 368-4123

  5451 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /99

  $19,500,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 10,400 Sq Ft

  5861 Gulf of Mexico Dr, Longboat Key, FL 34228

  Welcome to 5861 Gulf of Mexico Drive, a contemporary home that exudes Zen-like calm in a tropical jungle garden located on over an acre beachfront estate on Longboat Key. This masterpiece of tropical modernism spans a stunning 1.1 acres with 100 feet of direct Gulf frontage, offering privacy, breathtaking views, and a sophisticated lifestyle experience. Seclusion and privacy begin with an eight

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 326-4954

  5861 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /29

  $1,725,000

  • 3 Beds
  • 2.5 Baths
  • 2,143 Sq Ft

  3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228

  Your semi-private elevator provides access to the beautiful 7th floor condo with sweeping wide water views of Sarasota Bay and the Gulf of Mexico. At night, the views of the lights of downtown Sarasota and the Ringling Bridge are nothing short of spectacular. Floor to ceiling windows and wrap around terraces provide unparalleled views of the sunrise and sunset over the bay and gulf. The unit has

  Steven Koleno BEYCOME OF FLORIDA LLC

  3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228
• 

  

  /47

  $1,999,000

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228

  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

  Andrey markov ANMARK REALTY LLC

  2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
• 

  

  /34

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft

  1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  Enjoy tranquil water views and coastal charm in this renovated two-bedroom, two-bath residence at Beachplace on Longboat Key. This light-filled condominium offers expansive views of the serene pond and fountain, which glows beautifully at night, along with partial views of the Gulf of Mexico. The updated kitchen has been thoughtfully opened to enhance the flow and showcase the views, featuring

  Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
• 

  

  /64

  $1,690,000

  • 4 Beds
  • 4 Baths
  • 2,565 Sq Ft

  1465 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  Presenting an exceptional opportunity to acquire a remarkable four-bedroom, four-bath penthouse residence at The Players Club, an exclusive 24-hour gated community on South Longboat Key. This expansive Gulf-front property offers a unique canvas for the discerning buyer seeking to create a bespoke coastal sanctuary in a premier location. Boasting full, unobstructed panoramic views of the Gulf and

  Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1465 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
• 

  

  /43

  $975,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  2045 Gulf of Mexico Dr Unit M1505, Longboat Key, FL 34228

  Fully RE-DESIGNED and RENOVATED 2-bedroom, 2-bath condo in Seaplace with PARTIAL GULF VIEWS. Completed in 2023, this residence showcases over $200K in UPSCALE UPGRADES AND FINISHES. Crafted for both elegance and durability, the home features HURRICANE IMPACT-rated windows and sliding glass doors, providing enhanced storm protection, improved energy efficiency, and year-round peace of mind.The

  Lee Mirman INVESTMENTS IN SARASOTA

  2045 Gulf of Mexico Dr Unit M1505, Longboat Key, FL 34228
• 

  

  /26

  $1,600,000

  • 2 Beds
  • 2 Baths
  • 1,896 Sq Ft

  2675 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  Discover the ultimate in luxury living at Veinte, a boutique beachfront condominium that offers breathtaking views of the Gulf of Mexico. With only 20 exclusive units, residents enjoy unparalleled privacy and access to a heated pool and a stunning stretch of beach. This beautifully designed split floor plan unit features two spacious bedrooms, each with its own en-suite bathroom, ensuring comfort

  Christian Higgins ANDRE LECLAIR PROPERTIES LLC

  2675 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
• 

  

  /44

  $975,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft

  4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228

  Waterfront Beauty~ Coastal Condo with Panoramic Bay Views! Experience the pinnacle of island living in this turnkey furnished, recently refreshed 3-bedroom, 2-bath condo in the highly desirable Pelican Harbour & Beach Club on Longboat Key. Located on the second floor, this light-filled end unit offers sweeping Sarasota Bay views from the living room, primary suite, and your private screened-in

  Shauna Ruby BLUESRQ REAL ESTATE INC

  4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228
• 

  

  /28

  $1,975,000

  • 2 Beds
  • 3.5 Baths
  • 2,143 Sq Ft

  3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228

  Soaring Sarasota Bay and Gulf of Mexico views from every room of this 8th floor residence at Grand Bay. This 2-bedroom + Den Biscayne floor plan is located on the corner of Building 1 and provides the perfect vantage-point for unobstructed views through floor-to-ceiling walls of glass. Relax on the wraparound terrace which is accessible from every room and offers dramatic sunsets over the Gulf of

  Ryan Ackerman COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228
• 

  

  /59

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft

  4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228

  Breathtaking Sarasota Bay views can be yours! This rare to find 3BR/2BA waterfront villa offers unobstructed water views and a dream coastal lifestyle. With an extraordinary location on a serene peninsula, this ground-level, maintenance-free residence lives like a single-family home—without the upkeep or the price. Step outside to your private waterfront patio, with dolphins, manatees, and

  Eileen Gillen COLDWELL BANKER REALTY

  4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228
• 

  

  /71

  $2,345,000

  • 4 Beds
  • 4.5 Baths
  • 4,048 Sq Ft

  3521 Fair Oaks Ln, Longboat Key, FL 34228

  Experience all the best of what the island lifestyle can offer in picturesque Longboat Key, one of the desirable barrier islands of Sarasota. In the sought-after gated community of Bay Isles and Queens Harbour, this luxurious, tropically inspired residence offers two spacious exterior entertaining spaces. The well-designed floor plan wraps around a charming brick-paved courtyard with lush

  Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3521 Fair Oaks Ln, Longboat Key, FL 34228
• 

  

  /39

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,235 Sq Ft

  2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Front-row Gulf views and beachfront living set this 2BR/2BA residence apart at the Islander Club of Longboat Key. With over 1,235 sq. ft. of light-filled space set just above the sand, savor sweeping vistas of the shoreline and SPECTACULAR SUNSETS over the Gulf. White tile floors and neutral tones throughout create a sense of openness that draws

  Bruce Myer COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228
• 

  

  /54

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft

  1065 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Welcome to your slice of Paradise with Southern exposure and peek-a-boo Gulf views in award-winning Beachplace! This beautifully situated 1st floor unit is overlooking Longboat Key Club Golf Course and just steps to 1,450 feet of private beach. Enjoy all-day sun, sunsets, and direct access via private stairs to the grilling area and beach walkover with chaise lounges and umbrellas. Open floor

  Bonita Schiavone PREFERRED SHORE LLC

  1065 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
• 

  

  /62

  $2,700,000

  • 4 Beds
  • 3 Baths
  • 3,252 Sq Ft

  2282 Harbour Court Dr, Longboat Key, FL 34228

  Welcome to Harbour Court, a secluded haven nestled within a private enclave of just 18 distinguished residences, behind the gates in Bay Isles. Set amidst lush tropical gardens, the home boasts direct Bayfront views and private sailboat water access right outside your door. Whether you're setting sail from your personal dock or enjoying the community’s resort-style amenities—like the serene pool,

  Ann Martin MICHAEL SAUNDERS & COMPANY

  2282 Harbour Court Dr, Longboat Key, FL 34228
• 

  

  /42

  $975,000

  • 2 Beds
  • 2 Baths
  • 1,509 Sq Ft

  615 Dream Island Place Unit 303, Longboat Key, FL 34228

  Welcome to Water Song, your slice of paradise at Harbour Villa Club in prestigious Longboat Key! Water Song is a beautifully maintained top-floor condo with breathtaking water views from nearly every room. Wake up to shimmering water views from your master bedroom and enjoy your morning coffee on the enclosed lanai (216 Sq Ft lanai). Located on the top floor, this two bedroom/ two bath

  Remi Drigan SATO REAL ESTATE INC.

  615 Dream Island Place Unit 303, Longboat Key, FL 34228
• 

  

  /53

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228

  WOW! The minute you open the front door of this first floor Coastal Retreat Seaside condo, you will be captivated by the shimmering, turquoise Gulf of Mexico Water View and the Panoramic Sandy White Beach in front of you. You'll be eager to get a closer look from the glassed in Florida Room, so you may overlook the beauty of this updated, attractively furnished & decorated first floor residence

  Maruta Miluns MICHAEL SAUNDERS & COMPANY

  6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228
• 

  

  /42

  $2,100,000 Open Fri 11AM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,270 Sq Ft

  501 Sloop Ln, Longboat Key, FL 34228

  WONDERFUL FLORIDA STYLE COUNTRY CLUB SHORES canal FRONT home and lot ready for new owner. All WINDOWS AND DOORS are hurricane resistant including the garage doors and the roof is triple reinforced says long time owner. Natural gas is available; cooking grilling, heating the pool and spa any other needs. There is a working irrigation well on the property. Let the sunlight in every morning

  Marianne LeBar ROSEBAY INTERNATIONAL REALTY, INC

  501 Sloop Ln, Longboat Key, FL 34228
• 

  

  /33

  $2,625,000

  • 3 Beds
  • 2.5 Baths
  • 2,269 Sq Ft

  781 Binnacle Point Dr, Longboat Key, FL 34228

  This house had no flooding after major hurricanes of 2024 due to its high elevation and hurricane resistant doors and windows.  Assumable loan available. Coveted lifestyle and location in Emerald Harbor on one of the widest canals on Longboat Key with direct access to Sarasota Bay with no bridges. Move in ready and fully furnished. New roof 2024, new heat pump and spa 2023 and outdoor pool/lanai

  Sinan Zakaria LISTED SIMPLY

  781 Binnacle Point Dr, Longboat Key, FL 34228
• 

  

  /48

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,585 Sq Ft

  1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

  Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
• 

  

  /60

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  4401 Gulf of Mexico Dr Unit 907, Longboat Key, FL 34228

  BEAUTIFUL BAY AND CITY VIEWS TO THE EAST AND SWEEPING VIEWS OF THE OCEAN TO THE WEST. This 9th floor corner unit facing north has breathtaking views. It offers full open views across the beach, including south and north areas. It feels like you're at the beach while enjoying the added comfort of the beauty from inside your home. Large lanai offers that perfect area to relax privately and enjoy

  Deborah Woods KELLER WILLIAMS ON THE WATER S

  4401 Gulf of Mexico Dr Unit 907, Longboat Key, FL 34228
• 

  

  /46

  $999,995

  • 2 Beds
  • 2 Baths
  • 1,492 Sq Ft

  100 Sands Point Rd Unit 225, Longboat Key, FL 34228

  PRICING UPDATE! Longboat Key's best kept secret. Sands Point Condominium is everything you could ask for! Lowest priced 2 bedroom condominium in this community blending gorgeous mid-century architecture with stunning location along the Gulf of Mexico. Situated next to the Longboat Key Club complex, Sands Points offers everything you need to relax and unwind under the Florida sun and all the

  Donna Turnbaugh WAGNER REALTY

  100 Sands Point Rd Unit 225, Longboat Key, FL 34228
• 

  

  /51

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  Welcome to your own personal coastal retreat at Portobello on Longboat Key. This exquisitely furnished 2-bedroom beachfront condo spans 1,260 square feet, offering beautiful, serene Gulf views from both bedrooms and the living room. The living area seamlessly flows into a private outdoor terrace space, perfect for savoring morning coffee or breathtaking evening sunsets with the gentle sound of

  Shana Hamel NEXTHOME EXCELLENCE

  3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
• 

  

  /49

  $1,100,000 Open Sun 11:30AM - 2:30PM

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft

  1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228

  Welcome to the Privateer South Tower – Your Dream Coastal Retreat!Nestled along the pristine beaches of Longboat Key, behind the secure Longboat Key Club guard gate is this beautifully renovated 2-bedroom, 2-bath residence that offers the ultimate in coastal living. Featuring a stylish, coastal-themed design, this move-in-ready, turnkey condo is perfect for those seeking luxury and

  Darcy Leahy MICHAEL SAUNDERS & COMPANY

  1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
• 

  

  /53

  $2,400,000

  • 3 Beds
  • 2 Baths
  • 2,311 Sq Ft

  500 Halyard Ln, Longboat Key, FL 34228

  Designed with privacy, breathtaking water views, and indoor-outdoor integration in mind, this home features expansive sliding doors and a considerately crafted layout that invites the outdoors in. Hard to capture in the photos, this property is beautifully maintained, perfectly positioned on an elevated -acre waterfront lot, and enjoys open water views from nearly every room. Thoughtfully

  Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

  500 Halyard Ln, Longboat Key, FL 34228
• 

  

  /65

  $995,000

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  1900 Harbourside Dr Unit 102, Longboat Key, FL 34228

  Experience the best of Longboat Key living in this updated 2-bedroom, 2.5-bath townhouse in the exclusive Fairway Bay community, behind the gates of Bay Isles. Offering 1,590 square feet of well-designed living space, this home includes a deeded deep-draft boat slip handling boats up to 40 ft. with no bridges to the bay. The bright interior features light wood floors, recessed lighting, and

  Bruce Myer COLDWELL BANKER REALTY

  1900 Harbourside Dr Unit 102, Longboat Key, FL 34228
• 

  

  /34

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft

  4835 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  Experience the ultimate beachfront lifestyle in this stunning 1,393 sq. ft. 2-bedroom, 2-bathroom retreat on Longboat Key. Perfectly positioned on the third floor, this home offers amazing views of the beautiful beaches and the endless Gulf horizon—visible from nearly every room! Wake up to the sound of waves in the master suite, where sliding doors open to a private balcony with breathtaking

  Donna Wrobel BERKSHIRE HATHAWAY HOMESERVICE

  4835 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
• 

  

  /40

  $989,000

  • 4 Beds
  • 3 Baths
  • 2,106 Sq Ft

  608 Saint Judes Dr, Longboat Key, FL 34228

  A TRUE FLORIDA DREAM HOME! WALKING DISTANCE TO ONE OF FLORIDA'S MOST BEAUTIFUL BEACH! This 4 bedroom, 3 bath and 2 car garage home is newly renovated thoughout. Step through the door into the spacious open kitchen and living area that expands into a back additional living area large enough for lounging and a pool table. 4 bedrooms and 3 bathrooms offers ample space for family and friends. The

  Cassandra MacDonald TALL PINES REALTY

  608 Saint Judes Dr, Longboat Key, FL 34228
• 

  

  /57

  $35,000,000

  • 6 Beds
  • 8 Baths
  • 19,300 Sq Ft

  845 Longboat Club Rd, Longboat Key, FL 34228

  A breathtaking tribute to the grandeur of Renaissance Venice, Serenissima—meaning “The Most Serene”—stands as one of Florida’s most revered residences. With its coveted architectural detail and Gulf-front address, this palatial estate is unmatched in design splendor, craftmanship, and artistry. Gracing the southern tip of Longboat Key, endless views of sea, sand, and sky create an unforgettable

  Rich Polese COMPASS FLORIDA LLC

  845 Longboat Club Rd, Longboat Key, FL 34228
• 

  

  /5

  $69,000

  408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

  Welcome to Slip #2233 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront locations. This premium slip accommodates boats up to 30 feet in length, with a maximum height of 8.6 feet and a 9-foot beam (No T-tops unless collapsible). Enjoy

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228
• 

  

  /56

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft

  3806 Gulf of Mexico Dr Unit C204, Longboat Key, FL 34228

  Waterfront garden-style condo communiy of Beach Harbor Club offers you to experience the best of coastal living with PRIVATE BEACH ACCESS to the West for gorgeous sunset views on the water and intracoastal and Bay access to the East. Secure building has elevator, mailbox cluster in entrance. This 2-bedroom, 2-bathroom condo is turn-key furnished. Beach Harbor Club has a SALTWATER POOL, Clubhouse

  Anna Williams SHOWTIME REALTY

  3806 Gulf of Mexico Dr Unit C204, Longboat Key, FL 34228
• 

  

  /9

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  683 Spanish Dr S Unit 214, Longboat Key, FL 34228

  Coastal Living at Its Finest! Located in the highly sought-after Spanish Main Yacht Club, this 2-bedroom, 2-bath villa offers 1,361 sq ft under air (1,677 total sq ft) and is ready for rebuild after the storm—a perfect opportunity to customize your dream home in one of Longboat Key’s premier 55+ waterfront communities.Enjoy a spacious, light-filled open floor plan with a generous primary suite

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  683 Spanish Dr S Unit 214, Longboat Key, FL 34228
• 

  

  /60

  $620,000

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  3630 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Experience the ultimate in Gulf Coast living at Buttonwood Cove. Welcome to island life at its finest! This highly sought-after 2 bedroom, 2 bathroom waterfront condominium offers the perfect blend of comfort, captivating views, and resort-style amenities, nestled in one of Longboat Key’s most desirable communities. As you arrive, you’ll be greeted by lush, impeccably maintained landscaping that

  Joey Lamielle RE/MAX ALLIANCE GROUP

  3630 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  

  /39

  $675,000 Open Sun 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4310 Falmouth Dr Unit 307, Longboat Key, FL 34228

  Unlock the Door to Your Dream Beach and Boating Lifestyle! This stunning, fully furnished 2-bedroom, 2-bathroom condo on Longboat Key is not just a home; it’s an invitation to elevate your life with adventure, relaxation, and vibrant social connections. Picture waking up every morning to panoramic bay views from your window. Hurricane Impact Sliders and a Brand New Roof (2025) round out this

  Rachel Rademacher HOUSE MATCH

  4310 Falmouth Dr Unit 307, Longboat Key, FL 34228
• 

  

  /59

  $7,995,000

  • 4 Beds
  • 6 Baths
  • 4,224 Sq Ft

  6381 Gulf of Mexico Dr, Longboat Key, FL 34228

  Welcome to a once-in-a-lifetime opportunity to own a sleek, modern coastal estate on one of Longboat Key’s most coveted stretches of sand. Perfectly situated on a rare double lot on the beach side of Gulf of Mexico Drive, this architectural gem incorporates uninterrupted, panoramic views of the Gulf. This 4,420 square foot home has 4 bedrooms, 5 bathrooms and includes many upgrades showcasing

  Ryan Ackerman COLDWELL BANKER REALTY

  6381 Gulf of Mexico Dr, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 11

Why Live in Longboat Key

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.”

“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 ...

Learn more about living in Longboat Key

Frequently Asked Questions

What is the average home price in Longboat Key, FL?

Homes for sale in Longboat Key, FL have an average home price of $2,457,421.

How many homes have sold over the last 12 months in Longboat Key, FL?

441 homes have sold in Longboat Key, FL over the last 12 months.

What are the most popular zip codes in Longboat Key, FL?

The most popular zip codes in Longboat Key, FL include 34219, 34221, 34211, 34275 and 34236.

How much do you need to make to afford a house in Longboat Key?

The median home price in Longboat Key is $1,385,000. If you put a 20% down payment of $277,000 and had a 30-year fixed mortgage with an interest rate of 6.89%, your estimated principal and interest payment would be $7,290 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $312K a year to afford the median home price in Longboat Key.

How are the schools in Longboat Key, FL?

Longboat Key, FL has highly rated public and private schools. Some of the best schools in Longboat Key based on Niche Grades are Southside Elementary School, Anna Maria Elementary School and Martha B. King Middle School. Browse all the schools in Longboat Key, FL to learn more.

Home Trends in Longboat Key, FL

On average, homes in Longboat Key, FL sell after 93 days on the market compared to the national average of 49 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $1,225,000, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,225,000

Median Single Family Sale Price

$1,650,000

Median Townhouse Sale Price

$2,800,000

Median 2 Bedroom Sale Price

$799,000

Median 1 Bedroom Sale Price

$775,000

Average Price Per Sq Ft

$885

Number of Homes for Sale

356

Last 12 months Home Sales

441

Months of Supply

9.70

Median List Price

$1,385,000

Median Change From 1st List Price

9%

Median Home Sale Price YoY Change

8%