Homes in ZIP Code 34228

• 

  

  

  /59

  $1,200,000 Open Sun 2PM - 4PM

  • 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
• 

  

  

  /85

  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft
  • Condo for Rent

  1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228

  "SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE OF LONGBOAT KEY. BOOKED FOR FEB-APRIL 2026. AVAILABLE NOV 2025 AT $3,500, DEC 2025 AT $5,000 & JAN 2026 AT $6,500. Immaculate, Turnkey Furnished 2 bedrooms/2-bathroom condo on the 4th floor, located in the sought after Seaplace, a resort style community on the beautiful Barrier Island of Longboat Key. Upon entering the unit, you are met with a

  Chrissie Cummings JENNETTE PROPERTIES INC

  1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
• 

  

  /2

  $325,000 Sold Jun 20, 2025

  • 924 Sq Ft
  • $352/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2019

  29 Main Street Dr, Longboat Key, FL 34228

  Don’t miss this opportunity to own a high-and-dry, turnkey furnished 2-bedroom, 2-bath home that DID NOT FLOOD during last season’s hurricanes! Nestled in the highly desirable 55+ Twin Shores community, this home offers luxury finishes including recessed lighting, crown molding, and a cozy wood-burning fireplace. Enjoy a spacious extra-deep carport with room for a golf cart, and step inside to

  Erica Smentowski KELLER WILLIAMS ON THE WATER S

  29 Main Street Dr, Longboat Key, FL 34228
• 

  

  

  /43

  Est $666,818 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  4960 Gulf of Mexico Dr Unit 205, 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
• 

  

  /27

  $9,000 per month

  • 2 Beds
  • 2.5 Baths
  • 2,385 Sq Ft
  • Condo for Rent

  435 L Ambiance Dr Unit H402, Longboat Key, FL 34228

  RARELY AVAILABLE! Welcome to L'AMBIANCE! Discover an extraordinary opportunity to rent this luxurious 2-bedroom, 2.5-bathroom condo on the island Longboat Key. Inside the Longboat Key club, this rarely available residence offers 2 car parking spaces (under building garage) private elevator, breathtaking, unobstructed views of the sparkling Gulf of America, complemented by sweeping vistas of lush

  Jose Hugo Martinez KW COASTAL LIVING III

  435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
• 

  /2

  $62,500 Sold Jun 20, 2025

  • 6 Days On Market

  408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

  Welcome to Slip #1222 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 communities. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8.4 feet and an 8.6-foot beam (No T-tops unless collapsible). Enjoy

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228
• 

  

  /78

  Est $783,005 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  4600 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  4600 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
• 

  

  /39

  $949,000

  • 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
• 

  

  /45

  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,133 Sq Ft
  • Condo for Rent

  3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

  2-bed, 2-bath seasonal rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
• 

  /2

  $207,000 Sold Jun 20, 2025

  • 66 Days On Market

  • Built 1985

  2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

  An east side of the marina boat slip at Longboat Key Moorings Marina for sale right now! The slip measures 45 x 20 feet. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS,

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228
• 

  

  /25

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 676 Sq Ft

  3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit D22, 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
• 

  

  /51

  $13,500 per month

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • Condo for Rent

  1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

  Welcome to your beachfront retreat on spectacular Longboat Key, Florida. The owners spared no expense to design and equip their home with the best of everything. This is the first time they've ever offered it for lease; it is available as early as August 1, 2025 thru December (3,4 or 5 month occupancy) and also available for the 4 months of January to April. This is 1600 sq ft of beautiful

  Sharon Whalen COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
• 

  /2

  $416,000 Sold Jun 20, 2025

  • 634 Sq Ft
  • $656/SF
  • 108 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1982

  250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

  First floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course now available to rent out or enjoy for your own vacation getaway with no hotel program restrictions on owner time. There is an expanded deck in addition to the covered terrace, which is perfect for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  250 Sands Point Rd Unit 5105, Longboat Key, FL 34228
• 

  

  /56

  Est $696,296 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

  225 Sands Point Rd Unit 7304, Longboat Key, FL 34228

  225 Sands Point Rd Unit 7304, Longboat Key, FL 34228
• 

  

  /62

  $2,500,000

  • 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
• 

  

  /45

  $10,995 per month

  • 3 Beds
  • 2.5 Baths
  • 2,396 Sq Ft
  • House for Rent

  2339 Harbour Oaks Dr, Longboat Key, FL 34228

  Seasonal/short term rental on Longboat Key Beautifully renovated 3 bedroom 2 1/2 bathroom villa right on the golf course in prestigious, guard gated, Bay Isles. This spacious light filled delight has vaulted ceilings with sky lights, and new high impact windows and doors. The open floor plan is perfect for family time and entertaining. The kitchen is very large and has solid cherry wood

  Henry Rossi RENT SARASOTA

  2339 Harbour Oaks Dr, Longboat Key, FL 34228
• 

  /2

  $585,000 Sold Jun 20, 2025

  • 1,440 Sq Ft
  • $406/SF
  • 110 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  653 Cedars Ct Unit 25, Longboat Key, FL 34228

  Exceptional opportunity in Cedars East, one of Longboat Key’s most desirable tennis communities. This beautifully updated END UNIT ELEVATED bayside property is a rare find, offering the flexibility of TWO WEEK minimum rentals—a huge draw for investors looking to capitalize on the area's strong demand for short-term vacation stays. Even more valuable is the hard-to-find TWO CAR TANDEM GARAGE,

  Shayla Twit CORCORAN DWELLINGS REALTY

  653 Cedars Ct Unit 25, Longboat Key, FL 34228
• 

  

  /51

  Est $355,791 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 741 Sq Ft

  104 Twin Shores Blvd, Longboat Key, FL 34228

  104 Twin Shores Blvd, Longboat Key, FL 34228
• 

  

  /49

  $939,000

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

  1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

  Enjoy comfortable, coastal living in this well-appointed 2BR/2BA residence on the sought-after south end of Longboat Key. With over 1,500 sq. ft., this home features a neutral color palette and thoughtful design that enhances the natural beauty just outside. The kitchen offers classic white cabinetry with glass accents, granite countertops, stainless-steel appliances, and recessed lighting. A

  Bruce Myer COLDWELL BANKER REALTY

  1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
• 

  

  /61

  $12,000 per month

  • 3 Beds
  • 3 Baths
  • 2,250 Sq Ft
  • Condo for Rent

  3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228

  LOCATION AT IT'S BEST!!!!! LUXURY RENTAL in Paradise on LONGBOAT KEY at GRAND BAY. This STUNNING 7th floor condominium has both sweeping WATER VIEWS of SARASOTA BAY and of the spectacular SUNSETS ON THE GULF of MEXICO. Like NEW, this beautifully designed three bedroom luxury residence has just completed a major updating remodeling with all new designer furniture and furnishings, new custom

  Patrice Ivan WAGNER REALTY

  3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228
• 

  /2

  $739,000 Sold Jun 18, 2025

  • 1,265 Sq Ft
  • $584/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  1945 Gulf of Mexico Dr Unit M2313, Longboat Key, FL 34228

  Seaplace on exclusive Longboat Key in Florida, gives you the location needed for quick access to St Armands Circle and Sarasota's cultural life. Also being located directly on the Gulf's blue water, you have nature's playground to enjoy. There is a modern elegance in this exquisite move-in-ready condo, which effortlessly blends modern design, functionality, and an unparalleled level of comfort.

  Bruce Meyer MICHAEL SAUNDERS & COMPANY

  1945 Gulf of Mexico Dr Unit M2313, Longboat Key, FL 34228
• 

  

  /42

  Est $407,321 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 809 Sq Ft

  102 Twin Shores Blvd, Longboat Key, FL 34228

  102 Twin Shores Blvd, 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
• 

  

  /29

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Condo for Rent

  450 Gulf of Mexico Dr Unit B302, Longboat Key, FL 34228

  Live Where Others Vacation – Annual Furnished Lease on Longboat Key!Step into island living at its finest in this fully furnished 2 bed / 2 bath condo, available for annual lease only in the prestigious Longboat Harbour community. Enjoy serene water views, tropical breezes, and resort-style amenities—all just minutes from St. Armands Circle, Lido Key Beach, and Downtown

  Benjamin Dietrich ANCHOR DOWN REAL ESTATE

  450 Gulf of Mexico Dr Unit B302, Longboat Key, FL 34228
• 

  /2

  $3,700,000 Sold Jun 18, 2025

  • 4,117 Sq Ft
  • $899/SF
  • 75 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2016

  551 Ranger Ln, Longboat Key, FL 34228

  Enter a world where elegance meets functionality in this John Cannon custom-designed 5-bedroom, 5.5-bathroom coastal inspired Spanish Mediterranean masterpiece, offering 4,117 square feet of refined coastal living. Designed for the most discerning buyer, this gorgeous residence is in the exclusive Country Club Shores IV community, on south Longboat Key, seamlessly blends contemporary finishes

  Kathy Callahan MICHAEL SAUNDERS & COMPANY

  551 Ranger Ln, Longboat Key, FL 34228
• 

  

  /60

  Est $773,825 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,523 Sq Ft

  4960 Gulf of Mexico Dr Unit 306, Longboat Key, FL 34228

  4960 Gulf of Mexico Dr Unit 306, Longboat Key, FL 34228
• 

  

  /33

  $2,585,000

  • 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
• 

  

  /33

  $18,000 per month

  • 2 Beds
  • 2.5 Baths
  • 2,143 Sq Ft
  • Condo for Rent

  1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228

  The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet kitchen showcases Wolf and Sub-Zero

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
• 

  /2

  $440,000 Sold Jun 18, 2025

  • 1,130 Sq Ft
  • $389/SF
  • 66 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  710 Fox St, Longboat Key, FL 34228

  Opportunity now in the Coveted Village of Longboat Key. Steps from the stunning Gulf of Mexico, this property offers an unparalleled chance to immerse yourself in the charm of one of Florida's most unique coastal communities. The existing structure is a solidly built, block-construction home featuring three bedrooms (only 2 on tax roll), two bathrooms, and approximately 1,200 square feet of

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  710 Fox St, Longboat Key, FL 34228
• 

  

  /53

  Est $677,410 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 896 Sq Ft

  4401 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

  4401 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
• 

  

  /48

  $999,000

  • 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
• 

  

  /44

  $14,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,268 Sq Ft
  • House for Rent

  531 Birdie Ln, Longboat Key, FL 34228

  Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home

  Karie Gorgone WAGNER REALTY

  531 Birdie Ln, Longboat Key, FL 34228
• 

  /2

  $1,950,000 Sold Jun 16, 2025

  • 2,585 Sq Ft
  • $754/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  1241 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Welcome to Water Club! Escape to Paradise in this beautifully furnished Beachfront Oasis on the South end of Longboat Key. Residence 105 is almost new, with Southern exposure and natural light filling most rooms.

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  1241 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
• 

  

  /80

  Est $3,163,450 Not Listed For Sale

  • 2 Beds
  • 4.5 Baths
  • 2,965 Sq Ft

  1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228

  1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228
• 

  

  /60

  $1,100,000

  • 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
• 

  

  /60

  $2,800 per month

  • 1 Bed
  • 1 Bath
  • 811 Sq Ft
  • Condo for Rent

  3810 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  1-bed, 1-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community's private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3810 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
• 

  /2

  $275,000 Sold Jun 16, 2025

  • 23 Days On Market

  2600 Harbourside Dr Unit C-12, Longboat Key, FL 34228

  An extraordinary opportunity to own a 55-by-21-foot yacht slip at Longboat Key Moorings, one of Florida’s finest deep-water marinas, on the exclusive island of Longboat Key. This state-of-the-art marina offers direct, no-bridge access to Sarasota Bay and Intracoastal Waterway, just minutes from the Gulf of Mexico. Ideally situated, Longboat Key Moorings is only moments from the upscale boutiques

  Jessica Hurley PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2600 Harbourside Dr Unit C-12, Longboat Key, FL 34228
• 

  

  /29

  Est $372,340 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 721 Sq Ft

  3808 Gulf of Mexico Dr Unit E305, Longboat Key, FL 34228

  3808 Gulf of Mexico Dr Unit E305, Longboat Key, FL 34228

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