Longboat Key, FL Homes for Sale under $1,500,000

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  /64

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,827 Sq Ft

  3301 Bayou Rd, Longboat Key, FL 34228

  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,

  

  Michele Tanner

  PREFERRED SHORE LLC

  3301 Bayou Rd, Longboat Key, FL 34228
• Explore Longboat Key

• 

  

  

  /51

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  834 Jungle Queen Way, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Situated on an expansive 11,250-square-foot lot, this property offers the perfect canvas to either remodel the existing home into a modern retreat or design a custom coastal estate from the ground up. The oversized lot provides ample room to create a private outdoor oasis, complete with a large pool, while enjoying a deep-water dock that is just

  

  Joey Hutchinson

  DUNCAN REAL ESTATE, INC.

  834 Jungle Queen Way, Longboat Key, FL 34228
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  /38

  $1,270,000

  $100K PRICE DROP

  • Land
  • 17,859 Sq Ft
  • $3,097,561 per Acre

  560 Gulf Bay Rd, Longboat Key, FL 34228

  Back on the Market! 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

  

  Gregory Claxton

  PREFERRED SHORE LLC

  560 Gulf Bay Rd, Longboat Key, FL 34228
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  /61

  $1,350,000

  $350K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

  Price Reduced $100k—Welcome to Sea Gate Club #10F, a rare 10th-floor corner unit with sweeping, unobstructed Gulf views on Longboat Key. This 2-bed, 2-bath residence is filled with natural light and offers stunning sunsets from nearly every room—an ideal coastal retreat for relaxing or entertaining. Located in an intimate 89-unit beachfront community, Sea Gate Club offers a quiet, refined

  Erica Thomas MICHAEL SAUNDERS & COMPANY

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
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  /38

  $1,349,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,761 Sq Ft

  392 Firehouse Ln, Longboat Key, FL 34228

  Located on the coveted west side of Gulf of Mexico Drive, just steps from the beach, 392 Firehouse offers the relaxed coastal lifestyle Longboat Key is known for. Nestled on a quiet cul-de-sac surrounded exclusively by charming Key West-style homes, this beautifully updated residence blends timeless island architecture with thoughtful modern enhancements. Residents also enjoy the community pool

  Gina Ursini BRISTA REALTY LLC

  392 Firehouse Ln, Longboat Key, FL 34228
• 

  

  /44

  $1,395,000

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property

  Rinat Sikdar COLDWELL BANKER REALTY

  1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
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  /47

  $1,160,000

  • 3 Beds
  • 3.5 Baths
  • 2,369 Sq Ft

  3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228

  Virtually Staged. On the 3rd floor of Building One, this 3-bedroom, 3.5-bath residence opens to one of Longboat Key's signature views: the fairways and lagoons of the golf course in the foreground and Sarasota Bay stretching to the horizon beyond. A semi-private elevator landing opens to 2,369 square feet centered on a great room, where floor-to-ceiling sliders frame the water and open to a wide

  Matt Bohanon HOUSE MATCH

  3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228
• 

  

  /35

  $1,299,000

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

  1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

  This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it

  Roger Pettingell COLDWELL BANKER REALTY

  1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
• 

  

  /9

  $1,000,000

  • Land
  • 19,166 Sq Ft
  • $2,272,727 per Acre

  6604 Gulf of Mexico Dr, Longboat Key, FL 34228

  Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6604 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /51

  $1,050,000

  • 2 Beds
  • 2.5 Baths
  • 1,392 Sq Ft

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

  Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400

  Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
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  /10

  $1,000,000

  • Land
  • 19,602 Sq Ft
  • $2,222,222 per Acre

  6608 Gulf of Mexico Dr, Longboat Key, FL 34228

  Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond two estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6608 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /36

  $1,225,277

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

  2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228

  Experience the tranquility of Gulf-front living from this beautifully updated residence at the prestigious Islander Club on South Longboat Key. Ideally positioned on the highly desirable north side of the building, this exceptional beachfront condominium enjoys a uniquely private setting with expansive views, abundant natural light, and a peaceful atmosphere rarely found in condominium

  Leah George COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
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  /44

  $1,460,000

  $90K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228

  Beautifully positioned within Grand Bay on Longboat Key, this 2-bedroom + den residence offers 2,550 sq ft of light-filled living with a private elevator opening directly into the home. Expansive Sarasota Bay views, two generous terraces, and seamless indoor–outdoor flow create an ideal setting for sunsets, bay breezes, and relaxed coastal living. Set behind the gated Bay Isles entrance,

  Dianne Anderson COMPASS FLORIDA LLC

  3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228
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  /48

  $1,200,000

  $100K PRICE DROP

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

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

  Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside

  Luziele De Araujo Florida Capital Realty

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
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  /54

  $1,445,000

  $50K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,180 Sq Ft

  1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228

  Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout that blends privacy, flexibility and inviting outdoor living. From the moment you arrive, a paver drive framed by lush landscaping and a striking 2-story façade with barrel tile roof set a warm and welcoming tone. A paver

  Bruce Myer COLDWELL BANKER REALTY

  1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
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  /33

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft

  4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation

  Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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  /29

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,941 Sq Ft

  100 Sands Point Rd Unit 323, Longboat Key, FL 34228

  Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club, set on the gorgeous southern tip of Longboat Key. This newly remodeled 3BR/2BA, split plane with a large open living space to relax or entertain family and friends. The kitchen has been remarkably redone, featuring a breakfast bar, dining area, and custom solid surface countertops to complement the

  Marisa Marino BRIGHT REALTY

  100 Sands Point Rd Unit 323, Longboat Key, FL 34228
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  /34

  $1,475,000

  $404K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two

  Ryan Ackerman COLDWELL BANKER REALTY

  3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228
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  /53

  $1,420,000

  $75K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  515 Forest Way, Longboat Key, FL 34228

  NEW PRICE, AMAZING OPPORTUNITY!!! Experience the ultimate island lifestyle in this masterfully renovated 2,880 sqft, 4 Bed/3 Bath "lock-and-leave" condo at Cedars Tennis Resort and Club. Elevated sanctuary on the tranquil north end of Longboat Key. Offering the expansive feel of a single-family residence with the effortless "lock-and-leave" ease of being in the beautiful condo community of Cedars

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  515 Forest Way, Longboat Key, FL 34228
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  /46

  $1,049,000

  $201K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  380 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228

  Virtually Staged. 2BD+DEN! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This

  Cindy Schatzle COLDWELL BANKER REALTY

  380 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
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  /73

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft

  948 Spanish Dr S, Longboat Key, FL 34228

  Stunning full bay views as you enter this jaw-dropping magnificent, completely custom renovated stand-alone villa on Sarasota Bay. Professionally designed starting with an 18-by-11-foot gourmet kitchen. With 10-12-foot wood beam ceilings, a beautiful 12-foot quartz island that seats 10-plus people, solid wood cabinetry, Café’ brand double oven, refrigerator with two additional drawers, stainless

  Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  948 Spanish Dr S, Longboat Key, FL 34228
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  /44

  $1,495,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,067 Sq Ft

  2550 Harbourside Dr Unit 333, Longboat Key, FL 34228

  Set within a living canopy of mangroves and coastal trees, this BAYFRONT residence invites a more immersive relationship with Sarasota Bay—where filtered light, birdsong, and gentle water movement define everyday living. Behind the gates of Bay Isles on Longboat Key, this approximately 3,000-square-foot waterfront residence offers the ease and scale of a single-family home with the security and

  Lee Mirman INVESTMENTS IN SARASOTA

  2550 Harbourside Dr Unit 333, Longboat Key, FL 34228
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  /9

  $1,090,000

  $205K PRICE DROP

  • Land
  • 10,018 Sq Ft
  • $4,739,130 per Acre

  640 Lyons Ln, Longboat Key, FL 34228

  Discover the exceptional potential of 640 Lyons Lane, a perfectly situated vacant lot on a unique street in North Longboat Key, with homes only on one side and protected wetlands on the other. This property offers an outstanding opportunity to build your dream residence in the sought-after Longboat Key with expansive views over the tranquil canal. Adding to its allure, the property includes a

  Adrian Johnson SEA BREEZE REAL ESTATE LLC

  640 Lyons Ln, Longboat Key, FL 34228
• 

  

  /25

  $1,225,277

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

  2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228

  A rare opportunity to own a beautifully reimagined Gulf-front residence at the prestigious Islander Club on South Longboat Key. Completely renovated with sophisticated coastal elegance, this exceptional beachfront condominium offers the convenience of first-floor walk-out living with direct access to the resort-style beachfront pool and the pristine white sands of the Gulf of Mexico.Walls of

  Leah George COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228
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  /36

  $1,100,000

  $75K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  210 Sands Point Rd Unit 2405, Longboat Key, FL 34228

  Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated

  Bruce Myer COLDWELL BANKER REALTY

  210 Sands Point Rd Unit 2405, Longboat Key, FL 34228
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  /43

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft

  550 de Narvaez Dr, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Welcome to 550 De Narvaez Drive, a meticulously maintained WATERFRONT residence set on an ELEVATED 10,000 sq. ft. lot in the highly desirable Sleepy Lagoon neighborhood on the NORTH END of Longboat Key. This solid concrete block home has experienced NO FLOODING & NO STORM DAMAGE, offering exceptional peace of mind. Spanning 1,758 sq. ft., the

  Dean Hinterstoisser KELLER WILLIAMS ON THE WATER S

  550 de Narvaez Dr, Longboat Key, FL 34228
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  /45

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  603 Longboat Club Rd Unit 202N, Longboat Key, FL 34228

  Stunning direct views of the Gulf are enjoyed from a 2nd floor vantage that feels like you are hovering above the shoreline. This 2 bedroom residence is located behind the exclusive Longboat Key Club gates on the south end of Longboat Key convenient to St. Armands and minutes from downtown Sarasota. The main living area is tastefully presented with bamboo flooring, big water views and access to

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  603 Longboat Club Rd Unit 202N, Longboat Key, FL 34228
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  /67

  $1,175,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft

  1932 Harbourside Dr Unit 244, Longboat Key, FL 34228

  Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you're greeted by a thoughtfully redesigned open floor plan, elevated ceilings, solid core doors, and impeccable high-end finishes. IT IS TRULY ONE OF A KIND! This condominium is truly one-of-a-kind! Exceptional Kitchen features

  Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
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  /44

  $1,250,000

  • Land
  • 12,196 Sq Ft
  • $4,464,286 per Acre

  615 Buttonwood Dr, Longboat Key, FL 34228

  It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial

  Walter Hackett PREMIER SOTHEBY'S INTERNATIONAL REALTY

  615 Buttonwood Dr, Longboat Key, FL 34228
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  /37

  $1,400,000

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

  1050 Longboat Club Rd Unit 901, Longboat Key, FL 34228

  Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular

  Jamie Tillman NINE LINE REALTY LLC

  1050 Longboat Club Rd Unit 901, Longboat Key, FL 34228
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  /39

  $1,115,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  240 Sands Point Rd Unit 4205, Longboat Key, FL 34228

  This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental

  Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
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  /61

  $1,399,000

  Open Sun 12PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,107 Sq Ft

  602 Buttonwood Dr, Longboat Key, FL 34228

  Expect luxury living and a world of conveniences within the serene enclave of Buttonwood Harbour on Longboat Key, where care and impeccable style converge in this 3BR/3BA tropical oasis. As you approach, the vast circular paver drive, embraced by lush, professionally maintained landscape, sets the stage for what awaits beyond the architecturally pleasing covered front entryway. Step inside to

  Michelle Musto COLDWELL BANKER REALTY

  602 Buttonwood Dr, Longboat Key, FL 34228
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  /28

  $1,140,000

  • 3 Beds
  • 3 Baths
  • 2,149 Sq Ft

  1425 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

  Enjoy the best of Gulf-front living in one of the largest units, this 3-bedroom, 3-bath residence with a flexible study/den/4th bedroom, in a gated community located on the sought-after south end of Longboat Key. This residence offers sweeping views of the Gulf of Mexico and includes an enclosed lanai with new telescopes, hurricane windows, and a spacious interior with tile floors in the main

  Diane Smith KELLER WILLIAMS ON THE WATER S

  1425 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
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  /51

  $1,295,000

  $200K PRICE DROP

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

  2295 Gulf of Mexico Dr Unit 23S, Longboat Key, FL 34228

  Set directly on the shores of the Gulf of Mexico, this beautifully renovated residence in the Islander Club captures the essence of Longboat Key beachfront living. Located in the desirable South Tower, this 2BR/2BA home showcases a fresh coastal design with wide-plank flooring, crown molding, recessed lighting, and an open layout oriented to the water. The kitchen exudes coastal charm with stone

  Bruce Myer COLDWELL BANKER REALTY

  2295 Gulf of Mexico Dr Unit 23S, Longboat Key, FL 34228
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  /47

  $1,175,000

  • 2 Beds
  • 2.5 Baths
  • 1,755 Sq Ft

  616 Lyons Ln, Longboat Key, FL 34228

  Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil

  Steve Barthelemy ROOST REALTY INC.

  616 Lyons Ln, Longboat Key, FL 34228
• 

  

  /39

  $1,180,000

  $45K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,092 Sq Ft

  1445 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

  Step into this highly desirable corner residence featuring three bedrooms, three full baths, and an expansive 36’ x 11’ sunroom at The Players Club. You’ll immediately be drawn to the impressive 31-foot balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining,

  Ryan Ackerman COLDWELL BANKER REALTY

  1445 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
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  /24

  $1,449,000

  • Land
  • 10,454 Sq Ft
  • $6,037,500 per Acre

  6500 Gulfside Rd, Longboat Key, FL 34228

  6500 Gulfside Road in Longboat Key...A Rare Opportunity to Build Steps from the Beach. Welcome to an exceptional chance to create your own coastal sanctuary on one of Longboat Key’s most treasured streets. Situated just steps from the powder-soft sands and turquoise waters of the Gulf of Mexico, this vacant parcel at 6500 Gulfside Road offers over 10,500 square feet of prime, buildable land—an

  Renee Preininger SARASOTA TRUST REALTY COMPANY

  6500 Gulfside Rd, Longboat Key, FL 34228
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  /49

  $1,199,000

  $251K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  1065 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  Virtually Staged. A vivid palette of white perfected with the backdrop of crystal sand meets azure Gulf blue..... finished off with brilliant hues over the spanning skies as the sun sets on yet another perfect day. Yours to be experienced daily, from the inside or out on the patios, at this corner condo home spread over more than 1,800 square feet. Well-positioned at the southwest corner of

  Cindy Schatzle COLDWELL BANKER REALTY

  1065 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
• 

  

  /47

  $1,025,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  240 Sands Point Rd Unit 4104, Longboat Key, FL 34228

  Introducing a highly sought-after first-floor Junior Suite in Building 4, boasting stunning Gulf views and now available for purchase. This fully renovated unit is part of the hotel program, generating over $118K in gross income for 2025, with more than $79K already booked through April 2026, indicating the potential for even greater earnings this year. Enjoy an expanded deck alongside a covered

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  240 Sands Point Rd Unit 4104, Longboat Key, FL 34228
• 

  

  /16

  $1,100,000

  $50K PRICE DROP

  • Land
  • 11,325 Sq Ft
  • $4,230,769 per Acre

  600 Jungle Queen Way, Longboat Key, FL 34228

  Exceptional opportunity to acquire a canal-front homesite in the highly desirable community of Longboat Key. This property offers 129 feet of canal frontage, deeded beach access to white sand beaches of the Gulf, and a recently issued building permit for a custom single-family residence. Property improvements include an upgraded seawall, boat dock, pool structure, water connection, geotechnical

  Doug Addeo COMMUNITY REALTY ASSOCIATES

  600 Jungle Queen Way, Longboat Key, FL 34228

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