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Newest Homes for Sale in Longboat Key, FL

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  • 1425 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
    1425 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
    1425 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
    /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
  • 701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228
    701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228
    701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228
    /12

    $259,000

    • 1 Bed
    • 1 Bath
    • 630 Sq Ft

    701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228

    DIRECT WATERFRONT OPPORTUNITY IN LONGBOAT KEY! Here's your rare chance to own a waterfront property with direct access to the Intercoastal Waterway! Perfectly located for vacation rentals, this canal-front 1-bedroom, 1-bathroom end unit offers incredible potential for income, especially with high demand bookings from January to April. This property boasts 21 feet of water frontage and a newly

    Filitsa Sterner NIZZ REALTY INC

    701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228
  • 225 Sands Point Rd Unit 6201, Longboat Key, FL 34228
    225 Sands Point Rd Unit 6201, Longboat Key, FL 34228
    225 Sands Point Rd Unit 6201, Longboat Key, FL 34228
    /30

    $790,000

    • 1 Bed
    • 1 Bath
    • 642 Sq Ft

    225 Sands Point Rd Unit 6201, Longboat Key, FL 34228

    Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil lagoon views with strong rental potential through the established hotel program. Impact-rated sliding glass doors lead to a private, open terrace with a glass railing, allowing the lush, tropical setting to remain the focal point while inviting the outdoors in. Inside, the residence feels airy and welcoming

    Bruce Myer COLDWELL BANKER REALTY

    225 Sands Point Rd Unit 6201, Longboat Key, FL 34228
  • 65 Lighthouse Point Dr, Longboat Key, FL 34228
    65 Lighthouse Point Dr, Longboat Key, FL 34228
    65 Lighthouse Point Dr, Longboat Key, FL 34228
    /96

    $7,445,000

    • 4 Beds
    • 4.5 Baths
    • 4,921 Sq Ft

    65 Lighthouse Point Dr, Longboat Key, FL 34228

    Longboat Key Waterfront Estate LifestyleUnrivaled in privacy, craftsmanship, and waterfront lifestyle, this gated Lighthouse Point residence lives like a grand coastal estate, with 4 Bedrooms, 4-1/2 Baths, and nearly 5,000 square feet of refined interiors opening to sweeping terraces on two levels and serene views over a secluded, bridgeless-access lagoon leading directly to the Gulf of

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    65 Lighthouse Point Dr, Longboat Key, FL 34228
  • 225 Sands Point Rd Unit 7205, Longboat Key, FL 34228
    225 Sands Point Rd Unit 7205, Longboat Key, FL 34228
    225 Sands Point Rd Unit 7205, Longboat Key, FL 34228
    /30

    $699,000

    • 1 Bed
    • 1 Bath
    • 642 Sq Ft

    225 Sands Point Rd Unit 7205, Longboat Key, FL 34228

    This beautifully remodeled Junior Suite captures serene lagoon views while offering excellent income potential through the established hotel rental program. Hurricane-impact sliders frame the space and open to a private terrace with glass railing, allowing uninterrupted views across the tropical lagoon setting. Sold fully furnished, this residence is truly turnkey, blending personal enjoyment

    Bruce Myer COLDWELL BANKER REALTY

    225 Sands Point Rd Unit 7205, Longboat Key, FL 34228
  • 4621 Gulf of Mexico Dr Unit 14F, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 14F, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 14F, Longboat Key, FL 34228
    /44

    $710,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    4621 Gulf of Mexico Dr Unit 14F, Longboat Key, FL 34228

    Investment Opportunity with low HOA fees! Beautifully updated and decorated two-bedroom, two-bath unit with vaulted ceilings can sleep up to 6 at Casa Del Mar on Longboat Key. Casa Del Mar is a popular beach resort with short-term rentals located directly on the Gulf. Use the condo for your own vacation and enjoy all Longboat Key has to offer while collecting income the rest of the year. This

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    4621 Gulf of Mexico Dr Unit 14F, Longboat Key, FL 34228
  • 360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228
    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228
    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228
    /78

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft

    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228

    Tangerine Bay Club An Island Resort-style condo located at the premier location on Longboat Key. This professionally painted 2 bedroom, 2.5bath with office/den features views of Sarasota Bay. It is in close proximity to New Pass and the pristine beaches of the Gulf of Mexico. Upgraded Ergon Fall White stone ceramic tile flooring is as beautiful as it is durable. The kitchen will satisfy your

    Karl Helbig SUNREAL ESTATE INC

    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228
  • 836 Evergreen Way Unit 25, Longboat Key, FL 34228
    836 Evergreen Way Unit 25, Longboat Key, FL 34228
    836 Evergreen Way Unit 25, Longboat Key, FL 34228
    /50

    $995,000

    • 3 Beds
    • 2.5 Baths
    • 2,813 Sq Ft

    836 Evergreen Way Unit 25, Longboat Key, FL 34228

    Introducing a Cedars East condominium unit offering the space and privacy of a single-family home with the ease of condo living. Elevated among the treetops on the Bay side of the island, the home enjoys partial Sarasota Bay views and exceptional access to Sarasota Bay waters perfect for launching a kayak, fishing, enjoying the tide pools. There is a private bay beach access for residents. Prefer

    Eileen Saunders MICHAEL SAUNDERS & COMPANY

    836 Evergreen Way Unit 25, Longboat Key, FL 34228
  • 4380 Exeter Dr Unit 103, Longboat Key, FL 34228
    4380 Exeter Dr Unit 103, Longboat Key, FL 34228
    4380 Exeter Dr Unit 103, Longboat Key, FL 34228
    /51

    $649,900

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4380 Exeter Dr Unit 103, Longboat Key, FL 34228

    Welcome to this beautifully updated first-floor waterfront condominium offering two bedrooms, two bathrooms, and a glass-enclosed lanai, all sold for effortless coastal living. Enjoy tranquil canal views with passing boats and frequent manatee sightings, delivering an authentic Florida waterfront experience right outside your door. The open-concept kitchen has been fully remodeled and features

    Andrew Haddad COMPASS FLORIDA LLC

    4380 Exeter Dr Unit 103, Longboat Key, FL 34228
  • 2045 Gulf of Mexico Dr Unit M1502, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1502, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1502, Longboat Key, FL 34228
    /51

    $469,500

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    2045 Gulf of Mexico Dr Unit M1502, Longboat Key, FL 34228

    A perfect coastal retreat located in Seaplace, and now at an unbeleivable price! This is one of Longboat Keys most desirable beachfront communities. A light and bright 2 bedroom, 1 plus bath, 5th floor condo with a beautiful Bay view. (the photos of the view just do not do it justice!) An exceptional location in the highly sought-after Gulf-front M1 building means you can have your toes in the

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2045 Gulf of Mexico Dr Unit M1502, Longboat Key, FL 34228
  • 640 Lyons Ln, Longboat Key, FL 34228
    640 Lyons Ln, Longboat Key, FL 34228
    640 Lyons Ln, Longboat Key, FL 34228
    /18

    $2,495,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,130 Sq Ft

    640 Lyons Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Under Construction. Welcome to 640 Lyons Lane — a rare opportunity to purchase a brand-new, fully constructed home on one of North Longboat Key’s most distinctive streets with homes on only one side and protected wetlands on the other. This location offers unmatched privacy, tranquil views, and a true coastal retreat. The plans can be updated to

    Adrian Johnson SEA BREEZE REAL ESTATE LLC

    640 Lyons Ln, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228
    /72

    $2,488,000

    • 4 Beds
    • 4 Baths
    • 2,415 Sq Ft

    2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228

    Rare Beachfront Opportunity - Two Adjacent Residences at The Islander Club, South Longboat Key Seize a truly rare and unique opportunity to own two adjacent Gulf-front residences in the North Tower of The Islander Club on South Longboat Key. Featuring highly sought-after southwest and northwest exposures, these first-floor walk-out condos live like a maintenance-free beachfront home, with no

    Leah George COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228
  • 545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
    /56

    $1,828,000

    • 3 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228

    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

    Agent Photo

    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 623-4093

    545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
  • 5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    /60

    $7,800,000

    • 4 Beds
    • 4.5 Baths
    • 4,630 Sq Ft

    5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228

    Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classic is simply among Longboat Key’s finest homes.Steps from the beach and with expansive Gulf and Bay views, this masterpiece offers more than 4300 square feet of refined interiors on the main living floors together with multiple large lanais and

    Reid Murphy DEVELOPERS REALTY LBK, INC

    5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
  • 4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    /70

    $760,000

    • 2 Beds
    • 2 Baths
    • 1,022 Sq Ft

    4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Experience exceptional beachfront living in this beautiful Gulf-front residence at Arbomar on Longboat Key. Unit 402 is a 2-bedroom, 2-bath condominium offering direct, unobstructed Gulf of Mexico views and immediate beach access, making it the most affordable 2-bedroom, 2-bath opportunity on Longboat Key with true Gulf frontage. The residence features a bright, open layout designed to capture

    Richard Tyson PREFERRED SHORE LLC

    4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • 3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
    3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
    3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
    /55

    $1,250,000

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

    3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228

    Arrive by private elevator into this 2BR + den, 3.5BA residence offering 2,550 sq. ft. in Grand Bay. Wood floors run throughout the main living areas, leading to floor-to-ceiling sliders with views of the Harbourside Golf Course and Sarasota Bay. The covered terrace extends the living space and is well suited for enjoying daylight and coastal breezes. The living and dining areas are well

    Bruce Myer COLDWELL BANKER REALTY

    3040 Grand Bay Blvd Unit 234, Longboat Key, FL 34228
  • 595 Bowsprit Ln, Longboat Key, FL 34228
    595 Bowsprit Ln, Longboat Key, FL 34228
    595 Bowsprit Ln, Longboat Key, FL 34228
    /49

    $3,175,000

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

    595 Bowsprit Ln, Longboat Key, FL 34228

    Longboat Key Waterfront Perfection! Experience the ultimate coastal lifestyle in this 4-bedroom, 2.5-bath home, effective year 2016, in the prestigious Country Club Shores community—just three homes from Sarasota Bay with quick access to the Gulf of Mexico. Boater’s paradise with two boat lifts (20,000 lb and 7,000 lb), a new seawall, and private dock complete with a custom fish cleaning station

    Melissa Gissinger MICHAEL SAUNDERS & COMPANY

    595 Bowsprit Ln, Longboat Key, FL 34228
  • 4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    /71

    $2,950,000

    • 3 Beds
    • 4.5 Baths
    • 3,260 Sq Ft

    4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    Spectacular North west corner three bedroom condo with direct beachfront views at The Grande, a oasis with only 8 residences. This is Florida living at its very best! This second floor corner location has breathtaking views of the Gulf of Mexico and miles of beautiful sandy beach plus some views of Sarasota Bay and amazing sunsets. A fantastic wrapping terrace on the Gulfside offers outdoor

    Reid Murphy DEVELOPERS REALTY LBK, INC

    4561 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228
    2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228
    2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228
    /15

    $235,000

    2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228

    Great city skyline views and easy access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the South side of O-dock. Club membership is not required. 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, a Mediterranean style marina village that includes

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228
  • 1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    /45

    $1,050,000

    • 3 Beds
    • 3 Baths
    • 1,707 Sq Ft

    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

    Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mexico, setting the tone for this exceptional Players Club residence. This home is being sold FURNISHED, you just need to bring your toothbrush. The well-appointed kitchen features generous counter space and *stainless steel appliances*, making meal preparation a delight—especially with your own gulf view

    Mairead Smialek COLDWELL BANKER REALTY

    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
  • 1965 Gulf of Mexico Dr Unit G5303, Longboat Key, FL 34228
    1965 Gulf of Mexico Dr Unit G5303, Longboat Key, FL 34228
    1965 Gulf of Mexico Dr Unit G5303, Longboat Key, FL 34228
    /28

    $635,000

    • 2 Beds
    • 1 Bath
    • 933 Sq Ft

    1965 Gulf of Mexico Dr Unit G5303, Longboat Key, FL 34228

    Beachfront condo for sale renovated in coastal style. Available in the sought-after Seaplace community on Longboat Key. Ideally designed with an open floor plan, this residence is positioned to capture breathtaking views of the Gulf, offering stunning vistas of shimmering turquoise waters, its pristine sand beach and lush tropical landscaping. Turnkey furnished. This beach condo features an

    Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1965 Gulf of Mexico Dr Unit G5303, Longboat Key, FL 34228
  • 5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
    /61

    $774,900

    • 3 Beds
    • 3 Baths
    • 1,460 Sq Ft

    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228

    Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence with UNOBSTRUCTED FULL BAY VIEWS invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of

    Beth Ann Boyer MICHAEL SAUNDERS & COMPANY

    5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
  • 3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228
    /19

    $150,000

    • Land
    • 0.03 Acre
    • $5,000,000 per Acre

    3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228

    WELCOME TO PARADISE! Gulfshore of Longboat Key has it all - private, pristine sand beach, combined with the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large heated community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armands

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228
  • 6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
    /52

    $485,000

    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft

    6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228

    PRICED BELOW MARKET VALUE AT $499,000 ! Fully renovated 2 Bedroom 2 Bath Whitney Beach Bay Side FIRST FLOOR condo ready for occupancy. It has undergone FEMA approved storm mitigation & has had a full rebuild & inspections. All new handsome Luxury Vinyl Plank flooring throughout plus tile in the primary bedroom’s stunning en suite with shower & 2nd bathroom with tub. Large, impact resistant

    Maruta Miluns MICHAEL SAUNDERS & COMPANY

    6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
  • 1932 Harbourside Dr Unit 254, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 254, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 254, Longboat Key, FL 34228
    /80

    $585,000

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

    1932 Harbourside Dr Unit 254, Longboat Key, FL 34228

    Bask in breathtaking views across Sarasota Bay to the sparkling downtown skyline from this beautifully updated 2-bedroom, 2-bath condo in the exclusive, guard-gated community of Bay Isles. Offered turnkey furnished, this top-floor residence in a mid-rise five-story building combines comfort, style, and peace of mind with secure entry and 24/7 guarded access. Inside, the kitchen showcases granite

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 390-0836

    1932 Harbourside Dr Unit 254, Longboat Key, FL 34228
  • 340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
    /33

    $2,345,000

    • 3 Beds
    • 2.5 Baths
    • 2,314 Sq Ft

    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    Your Longboat Key oasis awaits! This totally renovated 3bdrm 2.5 bath condo offers a open concept living space with high ceilings and walls of glass allowing sweeping views os Sarasota Bay. Light and bright material selections mix modern luxury with a coastal theme.The gourmet kitchen features white soft close custom cabinetry, sleek glass doors, quartz countertops, mother of pearl

    Reid Murphy DEVELOPERS REALTY LBK, INC

    340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • 333 Firehouse Ct, Longboat Key, FL 34228
    333 Firehouse Ct, Longboat Key, FL 34228
    333 Firehouse Ct, Longboat Key, FL 34228
    /83

    $2,495,000

    • 4 Beds
    • 4.5 Baths
    • 2,900 Sq Ft

    333 Firehouse Ct, Longboat Key, FL 34228

    Experience the best of Longboat Key living in this elevated coastal retreat, ideally located in the desirable Conrad Beach community just a block from the Gulf of Mexico. Designed with timeless style and modern comfort in mind, this 4-bedroom, 4.5-bath residence offers sophisticated finishes, smart upgrades, and all the pleasures of island life without the upkeep of a private pool. Spanning 2,900

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    333 Firehouse Ct, Longboat Key, FL 34228
  • 4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
    /52

    $774,900 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

    Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. VACATION WHEN YOU WANT - GENERATE INCOME WHEN YOU DON'T - TURNKEY GULF-SIDE INVESTMENT WITH REAL RETURNS. Rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A

    Michael Albano, PA COLDWELL BANKER REALTY

    4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
  • 4370 Chatham Dr Unit 104, Longboat Key, FL 34228
    4370 Chatham Dr Unit 104, Longboat Key, FL 34228
    4370 Chatham Dr Unit 104, Longboat Key, FL 34228
    /39

    $470,000

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

    4370 Chatham Dr Unit 104, Longboat Key, FL 34228

    Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harbor-front walking path and deeded beach access with baths, outdoor shower and chair storage. Includes a covered, assigned parking space. Resort-style amenities include a renovated clubhouse with kitchen and presentation

    Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4370 Chatham Dr Unit 104, Longboat Key, FL 34228
  • 4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    /49

    $890,000

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

    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    The unobstructed Gulf View greets you as you enter this 2nd floor unit. The spacious living area overlooks the large screened lanai out to the Gulf of Mexico. All units at The Westchester community have new impact resistant sliders and windows that meet Miami Dade code in order to reduce insurance premiums for all. This unit also has extra protection as both lanais have electric shutters that

    Debbie Lane RE/MAX ALLIANCE GROUP

    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • 4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
    4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
    /28

    $675,000

    • 2 Beds
    • 2 Baths
    • 756 Sq Ft

    4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228

    Whether you choose resort style living or just want to enjoy vacationing at the beach while earning income when you are not using your condo then this is the place for you! Check out these consistently strong revenue numbers: 2023: $55,764, 2024: $54,307.46, 2025: $62,007.40!!! The entrance to this unit is via beautiful pergolas and lush landscaping, which immediately sets the vibe for a tropical

    Michelle Furiato CHARLES RUTENBERG REALTY INC

    4621 Gulf of Mexico Dr Unit 10D, Longboat Key, FL 34228
  • 615 Buttonwood Dr, Longboat Key, FL 34228
    615 Buttonwood Dr, Longboat Key, FL 34228
    615 Buttonwood Dr, Longboat Key, FL 34228
    /44

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft

    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
  • 1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
    /80

    $795,000

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228

    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

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 384-0495

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
  • 4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    /30

    $825,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228

    Turnkey furnished and direct Gulf-front, this exceptional ground-floor residence at Turtle Crawl Inn on Longboat Key offers both effortless beachfront living and remarkable, documented rental performance. Residence T-101 has averaged a yearly gross rental income of approximately $90,000 over the past three years, making it a compelling opportunity for investors, seasonal owners, or those seeking

    Roger Pettingell COLDWELL BANKER REALTY

    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
  • 4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
    /35

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228

    $100,000 PRICE REDUCTION! Refined coastal renovation, waterfront location, deeded beach, pet-friendly, pickleball, tennis, kayaking, boating, and the best of casual island living. Enjoy the larger D1 plan, offering owners more square footage in this open concept two-bedroom, two-bath condominium in Longboat Key's Pelican Harbour & Beach Club. Plus this unit comes totally turnkey furnished and is

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
  • 2367 Harbour Oaks Dr, Longboat Key, FL 34228
    2367 Harbour Oaks Dr, Longboat Key, FL 34228
    2367 Harbour Oaks Dr, Longboat Key, FL 34228
    /45

    $985,000

    • 3 Beds
    • 2.5 Baths
    • 2,219 Sq Ft

    2367 Harbour Oaks Dr, Longboat Key, FL 34228

    NEW PRICE: Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,200 sq.ft and an attached 2-car garage offers all the privacy and convenience of a private home and all the convenience of a maintenance free community. Located on #2 hole of the White Egret course on the Harbourside Golf Course in the Longboat Key Country Club. This home is in a secure gated community with

    Sandra Endres COLDWELL BANKER REALTY

    2367 Harbour Oaks Dr, Longboat Key, FL 34228
  • 4350 Chatham Dr Unit 208, Longboat Key, FL 34228
    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
    /86

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228

    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

    Agent Photo

    Billie Chipain

    COLDWELL BANKER REALTY

    (941) 234-4134

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
  • 4430 Exeter Dr Unit 106, Longboat Key, FL 34228
    4430 Exeter Dr Unit 106, Longboat Key, FL 34228
    4430 Exeter Dr Unit 106, Longboat Key, FL 34228
    /57

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4430 Exeter Dr Unit 106, Longboat Key, FL 34228

    Set in the sought-after Longboat Harbour community on Longboat Key, this beautifully updated 2BR/2BA walkout residence offers 1,152+/- sq. ft. of inviting waterfront living. Your breath will be taken away by the peaceful mangrove-lined views that shape a relaxed, effortless way of life. The moment you step inside, the level of care and style is unmistakable, as crown molding, maintenance free

    Bruce Myer COLDWELL BANKER REALTY

    4430 Exeter Dr Unit 106, Longboat Key, FL 34228
  • 435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
    435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
    435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
    /58

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 2,634 Sq Ft

    435 L Ambiance Dr Unit J704, Longboat Key, FL 34228

    Rarely available, this 7th floor, 3 bedroom, 3 bath condo with perfect east/west views offers total privacy. Relax, unwind, and enjoy the magnificent views of the pristine sandy beach and the blue waters of the Gulf of Mexico from this unit in L ambiance. Turn around to the east and watch the boats on Sarasota Bay, and enjoy the lush fairways of the Longboat Key Golf Club. This well-designed unit

    Reid Murphy DEVELOPERS REALTY LBK, INC

    435 L Ambiance Dr Unit J704, Longboat Key, FL 34228
  • 2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    /55

    $855,000

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228

    Wake up in This Resort-Style Living Condo located on a Barrier Island Paradise! Positioned just steps from the Gulf of Mexico on exclusive Longboat Key—where sugar-white sand beaches stretch endlessly and dolphins play in turquoise waters—this professionally redesigned ground-floor residence in Seaplace's coveted G1 building offers the rare combination of coastal luxury, modern sophistication,

    Beverly Perez FINE PROPERTIES

    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228

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