20

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
  • /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
  • /40

    $3,450,000

    • 4 Beds
    • 5 Baths
    • 3,313 Sq Ft

    601 Triton Bend, Longboat Key, FL 34228

    Exuding coastal charm, this spacious four bedroom, three full baths, and two half baths Brista Homes masterpiece is a true tropical find just 500 feet from the beach. Behind its inviting facade lies a private courtyard oasis with a resort-style heated pool, sun shelf, and pergola with rain-shower waterfall—an everyday escape that feels like vacation. The first-floor master has an en suite bath

    Gina Ursini BRISTA REALTY LLC

    601 Triton Bend, 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
  • /49

    $3,950,000

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    562 Ranger Ln, Longboat Key, FL 34228

    A rare opportunity to secure a single-family home with 100’ of canal frontage that has direct access to beautiful Sarasota Bay.— A RECENTLY RENOVATED home in beautiful Country Club Shores located on the more desirable southern end of Longboat Key. Home features 3,149 square feet of living space with 4-bedrooms and 3 full baths. Entering through an 8’ tall, arched iron front door you will discover

    Camilo Perez HOME SOLD REALTY LLC

    562 Ranger Ln, Longboat Key, FL 34228
  • /82

    $4,599,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 4,044 Sq Ft

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

    The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    5005 Gulf of Mexico Dr Unit 5, 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
  • /75

    $5,750,000 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. Experience the ultimate in island living in this brand-new custom built waterfront residence located within the prestigious Country Club Shores community at the south end of Longboat Key. Designed with high performance and easy maintenance in mind, this solid all-block, two-story coastal contemporary residence blends timeless island elegance with

    Rob Hunt, Jr HUNT BROTHERS REALTY, INC.

    524 Halyard Ln, Longboat Key, FL 34228
  • /88

    $1,750,000

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

    370 Gulf of Mexico Dr Unit 432, Longboat Key, FL 34228

    PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed, rare 4 bedroom, 4.5 bathroom in the gated resort-style Tangerine Bay community on the southernmost tip of Longboat Key. The residence is only minutes from St. Armand's Circle, across the street from the Longboat Key Club, and a short driving distance to the Bay Isles Beach Club and vibrant downtown Sarasota. Filled with

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    370 Gulf of Mexico Dr Unit 432, Longboat Key, FL 34228
  • /33

    $2,475,000

    • 4 Beds
    • 4 Baths
    • 2,902 Sq Ft

    725 Penfield St, Longboat Key, FL 34228

    Experience refined coastal living in this stunning custom canal-front home, where timeless architectural elegance blends seamlessly with effortless luxury on the exclusive north end of Longboat Key. The attention to detail in this exquisitely renovated home is reflected in every thoughtfully crafted element and high-end finish, including furniture quality bespoke cabinetry, automated Lutron

    Melissa Rodocker RE/MAX ALLIANCE GROUP

    725 Penfield St, Longboat Key, FL 34228
  • /67

    $2,345,000

    • 4 Beds
    • 4.5 Baths
    • 4,048 Sq Ft

    3521 Fair Oaks Ln, Longboat Key, FL 34228

    Imagine waking up to manicured fairways and ending your day with toes in the sand. Ideal for seasonal living, or full-time escape, this Longboat Key home offers a refined island lifestyle with beautiful golf course views and private gulf beach access. With over 1300 miles of scenic coastline, Florida is a no income tax state that offers beautiful beaches, year-round out-door activities, mild

    Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3521 Fair Oaks Ln, 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
  • /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
  • /40

    $950,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    578 Companion Way, Longboat Key, FL 34228

    Seasonal Income Awaits – Turnkey Duplex in the Heart of Longboat Key’Tis the season for a lucrative investment! This fully renovated duplex in the heart of Longboat Key offers the perfect blend of income potential and coastal charm. Featuring two separate units, each with 2 bedrooms and 2 bathrooms, this property is sold fully turnkey, so you can start generating rental income

    Inbal August DOUGLAS ELLIMAN

    578 Companion Way, Longboat Key, FL 34228
  • /89

    $5,049,000 New Construction

    • 4 Beds
    • 6 Baths
    • 4,106 Sq Ft

    569 Bayview Dr, Longboat Key, FL 34228

    Under Construction. New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home in the heart of Longboat Key competitively priced and ready for its next owner. Situated on a private canal, this 4-bedroom plus den, 4,106 sqft residence offers the perfect blend of modern elegance and coastal charm. Designed for seamless indoor-outdoor living, the home

    Joshua Freed PREFERRED SHORE LLC

    569 Bayview 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
  • /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
  • /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
$1,192,500
Median Single Family Sale Price
$1,465,000
Median Townhouse Sale Price
$2,800,000
Median 2 Bedroom Sale Price
$795,000
Median 1 Bedroom Sale Price
$825,000
Average Price Per Sq Ft
$859
Number of Homes for Sale
253
Last 12 months Home Sales
436
Months of Supply
7.00
Median List Price
$1,299,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
5%
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