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Longboat Key, FL Houses for Sale

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  • /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
  • /58

    $11,995,000

    • 5 Beds
    • 6 Baths
    • 5,596 Sq Ft

    5919 Gulf of Mexico Dr, Longboat Key, FL 34228

    Experience the ultimate in beachfront living with this extraordinary 1.6-acre estate on Longboat Key, offering a rare 156 feet of direct frontage along the Gulf of Mexico. Embrace breathtaking water views and spectacular sunsets from every room and multiple balconies. The grand living room features soaring cathedral ceilings and dramatic walls of glass that frame the elevated pool deck with an

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    5919 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /45

    $6,995,000

    • 5 Beds
    • 6 Baths
    • 4,272 Sq Ft

    5910 Gulf of Mexico Dr, Longboat Key, FL 34228

    Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico. Located on a three-quarter acre lot with 133 feet of frontage on a 125-foot-wide canal, this 4,210-SF home features an open floorplan with light-color finishes,

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    5910 Gulf of Mexico 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
  • /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
  • /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
  • /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
  • /90

    $1,695,000

    • 3 Beds
    • 2 Baths
    • 2,317 Sq Ft

    690 Jungle Queen Way, Longboat Key, FL 34228

    LONGBOAT KEY HOME WITH WATER VIEWS. BEST PRICE PER SQ FT! Attention boating enthusiasts! Sailboat waterfront home in Longboat Key with Florida's favorite southern exposure. Park your boat on the stationary, or floating dock with a boat lift, 10,000 pounds boat lift, NEW seawall 125 ft., stainless ladder and fillet station. The outdoor kitchen is paved with a cedar pergola, a firepit, kitchen

    Reeny Kaney RE/MAX ALLIANCE GROUP

    690 Jungle Queen Way, Longboat Key, FL 34228
  • /2

    $1,650,000

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    721 Emerald Harbor Dr, Longboat Key, FL 34228

    Cottage style Emerald Harbor home with deep boating water for a very large boat and deeded beach access.This is truly the Florida lifestyle with most rooms overlooking the beautiful pool area and then out to the gorgeous water views. The beach is only a two minute walk away for shelling and sunsets. This three bedroom home has a terrific split floor plan and feels like an English cottage. Added

    Reid Murphy DEVELOPERS REALTY LBK, INC

    721 Emerald Harbor Dr, Longboat Key, FL 34228
  • /78

    $5,495,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,022 Sq Ft

    670 Old Compass Rd, Longboat Key, FL 34228

    Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the

    Reid Murphy DEVELOPERS REALTY LBK, INC

    670 Old Compass Rd, 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

    $1,700,000 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 prestigious 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 beach

    Francis Perdisatt PREFERRED SHORE LLC

    2944 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /16

    $15,000,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,925 Sq Ft

    6603 Gulfside Rd, Longboat Key, FL 34228

    Under Construction. You're in for something special with this new beachfront construction set to be completed by December, 2025. Located on over a quarter acre on Longboat Key, this contemporary luxury home is directly on the beach with stunning Gulf views. Designed with a modern coastal aesthetic, it’s built for both style and comfort. Inside no detail is overlooked. From sleek Walker Zanger

    Reid Murphy DEVELOPERS REALTY LBK, INC

    6603 Gulfside Rd, Longboat Key, FL 34228
  • /94

    $23,950,000 New Construction

    • 6 Beds
    • 9 Baths
    • 9,243 Sq Ft

    612 Juan Anasco Dr, Longboat Key, FL 34228

    Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of Whitney Bayou and Harris Canal and provides the ultimate waterfront lifestyle. With 9,243 square feet of air-conditioned living space and a total of 21,562 square feet on over an acre of pristine

    Charles & Gabe Buky COLDWELL BANKER REALTY

    612 Juan Anasco Dr, Longboat Key, FL 34228
  • /92

    $4,299,000 Open Sat 1PM - 4PM

    • 5 Beds
    • 7 Baths
    • 4,176 Sq Ft

    597 Buttonwood Dr, Longboat Key, FL 34228

    GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafted Homes, perfectly positioned on Longboat Key with breathtaking Gulf and Bay views. This 13 FEET ELEVATED, hurricane-fortified residence offers 5 bedrooms, 5 full bathrooms, and 2 partial bathrooms across 4,176 square feet of luxurious living space. Home has elevator shaft

    Joshua Freed PREFERRED SHORE LLC

    597 Buttonwood Dr, Longboat Key, FL 34228
  • /63

    $25,000,000 New Construction

    • 11 Beds
    • 17 Baths
    • 17,199 Sq Ft

    5965 Gulf of Mexico Dr, Longboat Key, FL 34228

    Under Construction. A vision of architectural brilliance, this extraordinary estate, nestled on a nearly two-acre site on the Gulf of Mexico, is poised to redefine comfortable coastal living. Currently under construction with a cost basis of approximately $25 million, this landmark residence is destined to be one of the most iconic homes on Sarasota’s Gulf Coast. Conceptualized by internationally

    Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5965 Gulf of Mexico Dr, 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
  • /48

    $3,595,000 New Construction

    • 5 Beds
    • 5 Baths
    • 3,815 Sq Ft

    2945 Pyrula Dr, Longboat Key, FL 34228

    Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Longboat Key. The exterior of this striking residence is a harmonious fusion of richly stained wood, imported stone, and oversized glass windows, each uniquely shaped to create a stunning visual impact. As you enter through the glass front door, you're immediately greeted by walls

    Roger Pettingell COLDWELL BANKER REALTY

    2945 Pyrula Dr, Longboat Key, FL 34228
  • /72

    $14,750,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 6,408 Sq Ft

    6680 Gulf of Mexico Dr, Longboat Key, FL 34228

    Expansive, gated, waterfront family estate featuring custom designed main home along with a separate three bedroom guest home. Enjoy private deeded beach access and deep water dockage. This Private two acre gated estate on the north end of Longboat Key is a rare gem. Entrance, Driveway and Main home are illuminated with Bevelo gas lanterns. Property includes 4 parcels total including 500

    Randy Langley BARRIER ISLAND REALTY LLC

    6680 Gulf of Mexico Dr, 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

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