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Longboat Key, FL Homes for Sale with Pool

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  • /48

    $259,900

    • 1 Bed
    • 1 Bath
    • 667 Sq Ft

    4350 Chatham Dr Unit 205, Longboat Key, FL 34228

    Resort-style living at Longboat Harbour! This move in ready one bedroom, one bath condo is one of the best get-aways in the area. From your lanai, the serene view down the canal makes for a great place to have your morning coffee or enjoy a sunset cocktail. Steps away, you have private gated access to the Gulf beaches including a pavilion with washrooms, lockers and parking. If you like, this

    Tracey Fiedler DALTON WADE INC

    4350 Chatham Dr Unit 205, Longboat Key, FL 34228
  • /72

    $699,000 Open Sat 11AM - 1PM

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

    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    IN THE COVETED "B" BUILDING, A STRATEGIC PRICE REFINEMENT NOW POSITIONS THIS EXCEPTIONAL RESIDENCE AS THE MOST COMPELLING OFFERING AT WINDWARD BAY! A BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment

    Debby McCaig COLDWELL BANKER REALTY

    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • /59

    $3,800,000

    • 5 Beds
    • 4.5 Baths
    • 3,463 Sq Ft

    3636 Fair Oaks Place, Longboat Key, FL 34228

    PCATTO! PAY CLOSE ATTENTION TO THIS ONE! There is so much to take in, so let’s start with some bullet points: DIRECT BAY BIG,BIG,BIG WATER VIEW. PRIVACY. 5BED/4.5BATH HOME. ELEVATOR. ALL NEW- DOCK WITH 16,000 LB. LIFT, ROOF, SKYLIGHTS, GUTTERS, WINDOWS, DOORS, SHUTTERS, TRAVERTINE POOL DECK, GUNITE POOL SURFACE, AIR CONDITIONERS, FENCE, LANDSCAPING, EXTERIOR PAINT. The work is done for you!

    Cindy Schatzle COLDWELL BANKER REALTY

    3636 Fair Oaks Place, Longboat Key, FL 34228
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    $1,199,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,402 Sq Ft

    7030 Poinsetta Ave, Longboat Key, FL 34228

    Discover your slice of paradise in this cozy and character-filled home in the sought-after historic neighborhood of Longbeach Village on north end of Longboat Key. This beautifully turnkey furnished home with an updated metal roof, new impact windows, new cabinetry and appliances, has been lovingly restored to retain its historic character and warmth, yet provide modern conveniences. This

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    7030 Poinsetta Ave, Longboat Key, FL 34228
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    $2,199,000 Open Sun 12PM - 3PM

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

    500 Halyard Ln, Longboat Key, FL 34228

    In a prime South Longboat Key location, this beautifully updated waterfront home offers a blend of privacy, comfort and exceptional boating access. Set on a large, elevated, tropically landscaped lot, the property captures wide water canal views stretching toward Sarasota Bay, with stunning water vistas visible from nearly every room. Designed with an inviting open floor plan, the residence

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    500 Halyard Ln, Longboat Key, FL 34228
  • /32

    $839,900

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

    4825 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    4825 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
  • /94

    $995,000

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

    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228

    SIGNIFICANT PRICE REDUCTON - This TOTALLY RENOVATED ISLAND BEAUTY will charm the most sophisticated Buyers and the spectacular sunrise views over Sarasota Bay enhanced by sunset-lit City and Golf Course views will take your breath away. Ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the brand-new St. Regis Resort, this perfect gem features storm

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
  • /43

    $2,795,000

    • 4 Beds
    • 4 Baths
    • 3,417 Sq Ft

    3598 Fair Oaks Ln, Longboat Key, FL 34228

    Situated within the gated Queens Harbour enclave of Bay Isles, this thoughtfully updated four-bedroom courtyard residence offers a refined blend of privacy, comfort, and waterfront living on Longboat Key. Designed around a lush central courtyard, the home creates an effortless indoor-outdoor flow anchored by a resurfaced swimming pool and new paver deck—an inviting retreat for everyday living or

    Roger Pettingell COLDWELL BANKER REALTY

    3598 Fair Oaks Ln, Longboat Key, FL 34228
  • /26

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    4440 Exeter Dr Unit 106, Longboat Key, FL 34228

    Welcome to Longboat Harbour, a gated waterfront community offering resort-style living on beautiful Longboat Key. This first-floor corner unit, N-106, features two bedrooms, two baths, and an assigned covered carport — all set against unparalleled views of Sarasota Bay and the Intracoastal Waterway.Step inside to find ceramis plank flooring throughout and a light-filled, open layout designed

    Roger Richmond KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    4440 Exeter Dr Unit 106, Longboat Key, FL 34228
  • /34

    $1,095,000

    • 2 Beds
    • 2 Baths
    • 1,239 Sq Ft

    4311 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

    Some Photo's are virtually staged ! Spectacular gulf front views from this 5th floor 2 bedroom/ 2 bathroom condo residence in rarely available Longboat Beach House with convenient mid key location in close proximity to Longboat Key shops & restaurants as well as Bayfront Park with its pickleball courts and kayak launch and St Armands Circle. Left entirely unscathed by the recent storms, this unit

    Richard Perlman MICHAEL SAUNDERS & COMPANY

    4311 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228
  • /91

    $5,495,000 New Construction

    • 4 Beds
    • 6 Baths
    • 3,737 Sq Ft

    524 Halyard Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Only ONE BUYER will be the FIRST OWNER! Crafted by an award winning design team, this brand-new coastal contemporary waterfront residence awaits you in the exclusive Country Club Shores community on South Longboat Key. Designed for high performance and easy maintenance, this rock-solid, all block two-story residence with a private elevator provides

    Rob Hunt, Jr HUNT BROTHERS REALTY, INC.

    524 Halyard Ln, Longboat Key, FL 34228

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