21

4-Bedroom Houses for Sale in Longboat Key, FL with Private Pool

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  • /53

    $3,899,990

    • 4 Beds
    • 3 Baths
    • 3,355 Sq Ft

    795 Marbury Ln, Longboat Key, FL 34228

    Refined coastal living is waiting for you at 795 Marbury Lane in Longboat Key. Perfectly positioned between the Gulf of Mexico and Sarasota's intercoastal waterway - this stunning waterfront estate combines high-end finishes and effortless access to open water. It's a boater's dream and an entertainer's paradise wrapped into one exceptional property!Generously sized with almost 3400

    Monica Verinder COLDWELL BANKER REALTY

    795 Marbury Ln, Longboat Key, FL 34228
  • /48

    $4,725,000

    • 4 Beds
    • 4.5 Baths
    • 4,438 Sq Ft

    524 Schooner Ln, Longboat Key, FL 34228

    Bayfront Living in Country Club ShoresDiscover timeless luxury in this custom-built solid block 4,438 sq. ft. waterfront estate in coveted Country Club Shores. Perfectly positioned on an oversized lot with deep sailboat water and panoramic views of Sarasota Bay extending to the Ca’ d’Zan, this 2008 residence offers an extraordinary blend of craftsmanship, comfort, and coastal

    Cathy Palmer DOUGLAS ELLIMAN

    524 Schooner Ln, Longboat Key, FL 34228
  • /47

    $3,999,999

    • 4 Beds
    • 3.5 Baths
    • 3,666 Sq Ft

    560 Schooner Ln, Longboat Key, FL 34228

    Coastal Elegance on Longboat Key – A Masterpiece of Waterfront Living. Tucked away in the south longboat community of Country Club Shores, this special property is a masterpiece of modern coastal luxury. Just two homes from the open bay, this stunning residence offers breathtaking views of the bay, canal, and twinkling city skyline beyond. With a complete, to-the-studs renovation and a

    Nicholle McKiernan COLDWELL BANKER REALTY

    560 Schooner Ln, Longboat Key, FL 34228
  • /60

    $4,495,000

    • 4 Beds
    • 4.5 Baths
    • 3,828 Sq Ft

    520 Harbor Cay Dr, Longboat Key, FL 34228

    This exquisite two-story waterfront home located in the coveted Harbor section of Bay Isles has been meticulously renovated to embody modern elegance and luxurious coastal living. Surrounded by lush tropical landscaping, the home welcomes you through an elegant French door entrance into the grand foyer, where soaring ceilings, gleaming travertine flooring, and a striking wrought iron floating

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    520 Harbor Cay Dr, Longboat Key, FL 34228
  • /56

    $3,849,000

    • 4 Beds
    • 6 Baths
    • 5,730 Sq Ft

    3491 Bayou Sound, Longboat Key, FL 34228

    Welcome to the secure, double-gated Bay Isles Bayou community on Longboat Key. Set on an exclusive waterfront lot just two houses down from the open waters, this extraordinary estate boasts over 5,700 square feet of refined living space, capturing breathtaking west-facing views over Buttonwood and Cranes Bayou. Step inside to soaring 20-foot ceilings, a magnificent crystal chandelier, and an

    Ryan Heers COLDWELL BANKER REALTY

    3491 Bayou Sound, Longboat Key, FL 34228
  • /60

    $3,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    3540 Mistletoe Ln, Longboat Key, FL 34228

    This spectacular direct bayfront four-bedroom home is offered fully furnished and meticulously updated to reflect modern coastal luxury. With sweeping views of Sarasota Bay and a deep-water dock with a lift, this residence is a boater’s dream. Every detail has been thoughtfully refined, from the new oak hardwood flooring throughout to impact-rated glass windows and sliders that flood the

    Roger Pettingell COLDWELL BANKER REALTY

    3540 Mistletoe Ln, Longboat Key, FL 34228
  • /55

    $4,850,000

    • 4 Beds
    • 4 Baths
    • 4,233 Sq Ft

    3628 Fair Oaks Place, Longboat Key, FL 34228

    Spectacular unobstructed views of Sarasota Bay and the Intercoastal Waterway! This 4 bedroom, 4 bath, 4233 square foot home is in the sought-after Queens Harbour neighborhood behind the gates of Bay Isles. You enter the home through its unique entry centerpiece: the courtyard with a garden, pool, and spa. As you step through the gorgeous coastal French doors into the two-story foyer with a grand

    Mike Greve THE BOB STANLEY GROUP

    3628 Fair Oaks Place, Longboat Key, FL 34228
  • /37

    $4,390,000

    • 4 Beds
    • 4 Baths
    • 4,868 Sq Ft

    500 Buttonwood Dr, Longboat Key, FL 34228

    Million-dollar Gulf views. Lowest square foot price on any newer built home on the Island! Enjoy watching waves crash from the comforts of your living room. New Construction (2021). PRIVATE PERSONAL BOAT DOCK and irrigation with optional HOA Membership. Hurricane windows and doors. Raised home so no worries of hurricane flood damage! One-of-a-kind Mid-Island Longboat Key custom-built home across

    Kyle Adams EVENTIDE REALTY LLC

    500 Buttonwood Dr, Longboat Key, FL 34228
  • /81

    $4,799,000

    • 4 Beds
    • 4.5 Baths
    • 3,358 Sq Ft

    5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

    Priced to sale!!Unbelievable price on a gorgeous home on Longboat Key!! Motivated seller!!A lifestyle of uncompromising luxury awaits in this beautiful residence in the exclusive Gulf side community of Bonaire, where beachfront sophistication meets breathtaking vistas, and every detail is crafted with the utmost elegance. This immaculately cared for British West Indies home is only steps away

    Kimberly Towe CORCORAN CONNECT LLC

    5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
  • /72

    $2,215,000

    • 4 Beds
    • 3 Baths
    • 1,840 Sq Ft

    510 Wedge Ln, Longboat Key, FL 34228

    Welcome to your own piece of paradise in the prestigious Country Club Shores neighborhood on Longboat Key. This stunning 4-bedroom, 3-bath home has been thoughtfully renovated with a perfect blend of coastal elegance and modern sophistication, offering ideal indoor-outdoor living along one of the island’s serene canals.Inside, you’ll be welcomed by a bright, open-concept design featuring

    Courtney Tarantino COLDWELL BANKER REALTY

    510 Wedge Ln, Longboat Key, FL 34228
  • /74

    $2,600,000

    • 4 Beds
    • 3 Baths
    • 3,288 Sq Ft

    4 Winslow Place, Longboat Key, FL 34228

    Welcome to an extraordinary coastal retreat in the coveted enclave of Buttonwood Harbor on Longboat Key. Completely renovated and impeccably maintained, this stunning residence offers unobstructed views of Cranes Bayou stretching out to Sarasota Bay—boasting deep sailboat water, direct bay access, and an unmatched setting for waterfront living. Tucked away on a private, tree-lined street, this

    Kaisen Mitchell COLDWELL BANKER REALTY

    4 Winslow Place, 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
  • /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
  • /50

    $1,495,000

    • 4 Beds
    • 3 Baths
    • 3,220 Sq Ft

    618 Buttonwood Dr, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Experience the perfect blend of comfort, style, and privacy in this beautifully remodeled, single-level Longboat Key home. Ideally situated in a prime mid-Key location on a quiet, friendly street, this home has been properly remediated and thoughtfully updated. Step inside to a freshly painted interior featuring tile plank floors throughout and a

    Cathy Meldahl, PA MICHAEL SAUNDERS & COMPANY

    618 Buttonwood Dr, Longboat Key, FL 34228
  • /25

    $1,250,000

    • 4 Beds
    • 2 Baths
    • 2,144 Sq Ft

    579 Bayview Dr, Longboat Key, FL 34228

    Welcome to an incredible opportunity in the highly sought-after Bayview Estates on Longboat Key. Situated on a stunning saltwater canal lot with direct access to Sarasota Bay and the Gulf of Mexico, this property is a boater's paradise. Featuring a deep-water canal with a dock, seawall, and lift already in place, the potential for creating your dream waterfront home is limitless. Enjoy peekaboo

    Rachelle Golden MICHAEL SAUNDERS & COMPANY

    579 Bayview Dr, Longboat Key, FL 34228
  • /55

    $2,950,000

    • 4 Beds
    • 3.5 Baths
    • 3,078 Sq Ft

    705 Jungle Queen Way, Longboat Key, FL 34228

    LONGBOAT KEY CANAL FRONT HOME WITH DEEDED BEACH EASEMENT 2 BLOCKS AWAY. This 4 BED / 3.5 BATH MODERN COASTAL RETREAT is located on a SALTWATER CANAL WITH NO NEIGHBORS ACROSS THE CANAL AND NO BRIDGES TO SARASOTA BAY. Inspired by famed local architect Mark Sultana and built by quality builder Bluewater Construction, this 2011 custom built home harmoniously blends modern design and natural beauty.

    John Fevrier RE/MAX ALLIANCE GROUP

    705 Jungle Queen Way, Longboat Key, FL 34228
  • /72

    $7,680,000

    • 4 Beds
    • 5 Baths
    • 4,507 Sq Ft

    757 Hideaway Bay Dr, Longboat Key, FL 34228

    Introducing Maison d'Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. This exquisite 4,500 sq. ft. Key West-inspired residence, crafted by acclaimed builder John Cannon, features four bedrooms and five bathrooms, seamlessly blending indoor and outdoor living to create an atmosphere of refined luxury reminiscent of a boutique hotel.Situated

    Andrea Cohen COLDWELL BANKER REALTY

    757 Hideaway Bay Dr, Longboat Key, FL 34228
  • /63

    $4,340,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,243 Sq Ft

    590 de Narvaez Dr, Longboat Key, FL 34228

    Step into a new era of coastal modern living with this breathtaking, newly constructed waterfront retreat, perfectly positioned on the exclusive north end of Longboat Key. Designed with intention and offered fully turnkey-furnished, this residence is a refined sanctuary where architectural elegance meets cutting-edge technology and relaxed sophistication.The grand entry leads into a

    Cole Collins COLDWELL BANKER REALTY

    590 de Narvaez Dr, Longboat Key, FL 34228
  • /8

    $1,550,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,997 Sq Ft

    2944 Gulf of Mexico Dr, Longboat Key, FL 34228

    Under Construction. Exceptional Custom Home Opportunity with Unobstructed Gulf Views!2944 Gulf of Mexico Dr offers a rare and exciting opportunity to own and complete a luxury coastal estate on Longboat Key. From the third floor and rooftop deck, enjoy beautiful, unobstructed views of the Gulf of Mexico and breathtaking sunset vistas.The property boasts a prime location with two

    Francis Perdisatt PREFERRED SHORE LLC

    2944 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /22

    $2,650,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,788 Sq Ft

    610 Hibiscus Way, Longboat Key, FL 34228

    Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Longboat Key. This exquisite residence boasts 4 bedrooms and 4.5 bathrooms across 2,788 square feet of impeccable design. Built with Italian flooring, cabinetry, and fixtures, the home exudes a timeless elegance. Enjoy the ultimate privacy and relaxation with a spacious primary bedroom, complemented by a

    Rinat Sikdar COLDWELL BANKER REALTY

    610 Hibiscus Way, Longboat Key, FL 34228
  • /48

    $16,995,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 6,616 Sq Ft

    6489 Gulfside Rd, Longboat Key, FL 34228

    Under Construction. Enjoy the ultimate Longboat Key lifestyle in your very own direct Gulf Front private access with stunning Gulf of Mexico views! The progress at this Seaward Homes Curated Collection at 6489 Gulfside is moving right along, with completion expected by August of 2025. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Situated on a

    Patrick Dipinto, III COLDWELL BANKER REALTY

    6489 Gulfside Rd, Longboat Key, FL 34228

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$1,195,000
Median Single Family Sale Price
$1,600,000
Median Townhouse Sale Price
$2,800,000
Median 2 Bedroom Sale Price
$792,500
Median 1 Bedroom Sale Price
$825,000
Average Price Per Sq Ft
$883
Number of Homes for Sale
299
Last 12 months Home Sales
437
Months of Supply
8.20
Median List Price
$1,300,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
5%
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