21

4-Bedroom Homes for Sale in Longboat Key, FL

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  • /98

    $6,250,000

    • 4 Beds
    • 4.5 Baths
    • 3,921 Sq Ft

    2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Looking for your own private Gulf Oasis? Enter your dream coastal retreat in the exclusive Aria community, located on the highly sought-after south end of Longboat Key. This area is especially desirable for its quiet, secluded atmosphere while still offering quick access to the world-class dining, arts, and cultural experiences of nearby Sarasota.

    Agent Photo

    Rachel Woodruff

    HOUSE MATCH

    (941) 368-4364

    2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
  • /40

    $989,000

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft

    608 Saint Judes Dr, Longboat Key, FL 34228

    A TRUE FLORIDA DREAM HOME! WALKING DISTANCE TO ONE OF FLORIDA'S MOST BEAUTIFUL BEACH! This 4 bedroom, 3 bath and 2 car garage home is newly renovated thoughout. Step through the door into the spacious open kitchen and living area that expands into a back additional living area large enough for lounging and a pool table. 4 bedrooms and 3 bathrooms offers ample space for family and friends. The

    Cassandra MacDonald TALL PINES REALTY

    608 Saint Judes Dr, Longboat Key, FL 34228
  • /85

    $5,999,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,989 Sq Ft

    4651 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Experience an unparalleled coastal retreat where the gulf meets impeccable design and technology. Beyond photographs or video, stepping into this home is an invitation to a lifestyle like no other. Boasting direct oceanfront views, crafted by Hughes Design Associates, this residence epitomizes sophistication through its refined neutral palette and innovative smart home integration. Each detail

    Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4651 Gulf of Mexico Dr Unit 402, 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
  • /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
  • /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

    $4,250,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /19

    $675,000

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

    690 Fox St, Longboat Key, FL 34228

    Fully remodeled home located in the heart of Long Beach Village at the north end of Longboat Key. Short walk to the beach and several top rated restaurants on the island. From top to bottom, inside and out, nearly everything about this property has been updated. New luxury vinyl plank flooring throughout the house in every room. From the front door, the family room opens up into the kitchen to

    William Schryver SCHRYVER REALTY LLC

    690 Fox St, 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
  • /46

    $1,890,000

    • 4 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    588 Bayview Dr, Longboat Key, FL 34228

    It is time to build your dream home in the best location in Longboat Key. This 100 ft of waterfront looks directly at the estuary across from the house. Located on the canal that leads you into the Intracoastal waterway and the Gulf of America. You're just a block or so to the most beautiful beach in Longboat Key.

    Deborah Marcum EQUITY CONSULTANTS INC

    588 Bayview Dr, 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
  • /60

    $3,995,000

    • 4 Beds
    • 4 Baths
    • 2,943 Sq Ft

    4473 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

    Nestled along the pristine shores of Longboat Key, this furnished, direct Gulf-front getaway offers an exceptional beachfront lifestyle and modern updates. With the beach in your backyard, this rare mid-Key offering captures breathtaking sunsets and mesmerizing water views from nearly every room. Thoughtfully updated, the nearly 3,000-square-foot, two-story residence features engineered wood

    Roger Pettingell COLDWELL BANKER REALTY

    4473 Gulf of Mexico Dr Unit 2, 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
  • /25

    $675,000

    • 4 Beds
    • 3 Baths
    • 2,173 Sq Ft

    6901 Poinsetta Ave, Longboat Key, FL 34228

    This oversized 9,000 sq. ft. corner lot in the historic Village of Longbeach offers a prime opportunity for development, located in the peaceful southeastern corner of the village. Measuring 75ft x 120ft, the property is just moments from popular spots like Shore Restaurant, Mar Vista, and Whitney's, with Whitney Plaza nearby offering additional dining, shopping, and nightlife options. The

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    6901 Poinsetta Ave, 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
  • /36

    $950,000

    • 4 Beds
    • 3 Baths
    • 2,242 Sq Ft

    651 Jungle Queen Way, Longboat Key, FL 34228

    * * DO NOT MISS OUT ON THIS LONGBOAT SPECIAL * * MULTIPLE USES ARE AVAILABLE TO YOU * * Presently set up as a 3 bedroom / 2 bathroom / 2 car garage home with a formal living room. Completely updated kitchen that provides access to a family room and attached reading room. Oversized 2 car garage with a FULL INLAW SUITE above the garage. INLAW SUITE has a huge living room. Kitchen that opens to

    Matthew Brashear RE/MAX ELITE REALTY

    651 Jungle Queen Way, Longboat Key, FL 34228

Home Trends in Longboat Key, FL

Housing Trends

Median Sale Price
$2,000,000
Median Single Family Sale Price
$2,000,000
Median 2 Bedroom Sale Price
$1,620,000
Median 1 Bedroom Sale Price
$1,000,000
Average Price Per Sq Ft
$1,138
Number of Homes for Sale
24
Last 12 months Home Sales
164
Months of Supply
1.80
Median List Price
$1,725,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
488%
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