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Longboat Key, FL Homes for Sale

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  • /41

    $1,590,000

    • 2 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    601 Longboat Club Rd Unit 504S, Longboat Key, FL 34228

    Welcome to Unit 504S — a rare corner residence perched above the sand and sea on the highly sought-after south end of Longboat Key. With uninterrupted views of both the Gulf of Mexico and the Links on Longboat Golf Course, this spacious 2-bedroom, 2.5-bath condominium offers a rare opportunity to design your dream coastal retreat.Spanning over 1,560 square feet, the split-bedroom floorplan

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    Irma Scherer

    COMPASS FLORIDA LLC

    (941) 401-0752

    601 Longboat Club Rd Unit 504S, Longboat Key, FL 34228
  • /38

    $1,370,000

    • Land
    • 0.41 Acre
    • $3,341,463 per Acre

    560 Gulf Bay Rd, Longboat Key, FL 34228

    RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly

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    Gregory Claxton

    PREFERRED SHORE LLC

    (941) 352-8416

    560 Gulf Bay Rd, Longboat Key, FL 34228
  • /6

    $649,000

    • Land
    • 0.14 Acre
    • $4,635,714 per Acre

    6981 Lois Ave, Longboat Key, FL 34228

    LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The

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    Jason Sato

    SATO REAL ESTATE INC.

    (941) 763-6831

    6981 Lois Ave, Longboat Key, FL 34228
  • /10

    $799,000

    • Land
    • 0.28 Acre
    • $2,853,571 per Acre

    771 Broadway St, Longboat Key, FL 34228

    LOCATION ALERT!!! Build your dream home on this 12,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The

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    Jason Sato

    SATO REAL ESTATE INC.

    (941) 368-4323

    771 Broadway St, Longboat Key, FL 34228
  • /53

    $409,000

    • 1 Bed
    • 1 Bath
    • 883 Sq Ft

    600 Sutton Place Unit 101, Longboat Key, FL 34228

    Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive open-concept living space is set up to SLEEP SIX. The

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    Jill Baldwin

    KW PEACE RIVER PARTNERS

    (941) 207-2895

    600 Sutton Place Unit 101, Longboat Key, FL 34228
  • /2

    $6,900,000

    • Land
    • 0.98 Acre
    • $7,040,816 per Acre

    5451 Gulf of Mexico Dr, Longboat Key, FL 34228

    Rare almost one acre direct Gulf front lot on the beach on the beautiful island of Longboat Key. New Gulf front homes on this key typically start at $16 million plus. There is currently an existing single level motel on the property which would need to be removed. Expected use of property is for a luxury single family home. Property also allows 1 or 2 additional family structures. Nice if you

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    Daniel Robinson

    HOUWZER INC

    (941) 368-4123

    5451 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /14

    $1,299,000

    • Land
    • 0.23 Acre
    • $5,647,826 per Acre

    749 Norton St, Longboat Key, FL 34228

    Build Your Dream Waterfront Oasis on Longboat Key! Discover the ultimate in Florida coastal living with this cleared and build-ready vacant lot on coveted Longboat Key. Featuring a 80ft wide seawall, private boat dock, and 10,000lb lift, this prime property offers direct access to the bay, making it a boater’s paradise. Cruise out to explore the Gulf of Mexico or enjoy serene sunsets on the bay

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    Darren Dowling

    BEYOND REALTY LLC

    (941) 491-1343

    749 Norton St, Longboat Key, FL 34228
  • /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.

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    Rachel Woodruff

    HOUSE MATCH

    (941) 368-4364

    2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
  • /57

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 1,395 Sq Ft

    726 Jungle Queen Way, Longboat Key, FL 34228

    Waterfront Paradise on Longboat Key – Deeded Beach Access + Private Pool + Private Dock! Welcome to your dream coastal retreat! This fully renovated 2 bedroom, 2 bath canal-front home on Longboat Key is the ultimate blend of luxury, comfort, and convenience. Nestled just steps from 10 miles of pristine Gulf beaches—with deeded beach access—you’ll enjoy the best of both water worlds: boat out

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    Brooke O'Malley

    CLUB REALTY

    (941) 882-9192

    726 Jungle Queen Way, Longboat Key, FL 34228
  • /99

    $19,500,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 10,400 Sq Ft

    5861 Gulf of Mexico Dr, Longboat Key, FL 34228

    Welcome to 5861 Gulf of Mexico Drive, a contemporary home that exudes Zen-like calm in a tropical jungle garden located on over an acre beachfront estate on Longboat Key. This masterpiece of tropical modernism spans a stunning 1.1 acres with 100 feet of direct Gulf frontage, offering privacy, breathtaking views, and a sophisticated lifestyle experience. Seclusion and privacy begin with an eight

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    Jason Sato

    SATO REAL ESTATE INC.

    (941) 326-4954

    5861 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /99

    $1,700,000

    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

    Gulf-Front Elegance | Sea Gate Club #10F | Longboat Key —Welcome to Sea Gate Club #10F, a rarely available 10th-floor end unit offering spectacular, front-row Gulf views in one of Longboat Key’s most intimate beachfront communities. Perfectly positioned mid-island along the sandy shores of the Gulf of Mexico, this elegant 2-bedroom, 2-bath residence captures direct, unobstructed views of the

    Erica Thomas MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 10F, 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
  • /33

    $525,000

    • 2 Beds
    • 1 Bath
    • 933 Sq Ft

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228

    Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor of the desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacy and peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in April

    Alie Espinoza EATON REALTY

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
  • /42

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,509 Sq Ft

    615 Dream Island Place Unit 303, Longboat Key, FL 34228

    Welcome to Water Song, your slice of paradise at Harbour Villa Club in prestigious Longboat Key! Water Song is a beautifully maintained top-floor condo with breathtaking water views from nearly every room. Wake up to shimmering water views from your master bedroom and enjoy your morning coffee on the enclosed lanai (216 Sq Ft lanai). Located on the top floor, this two bedroom/ two bath

    Remi Drigan SATO REAL ESTATE INC.

    615 Dream Island Place Unit 303, Longboat Key, FL 34228
  • /51

    $1,095,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Welcome to your own personal coastal retreat at Portobello on Longboat Key. This exquisitely furnished 2-bedroom beachfront condo spans 1,260 square feet, offering beautiful, serene Gulf views from both bedrooms and the living room. The living area seamlessly flows into a private outdoor terrace space, perfect for savoring morning coffee or breathtaking evening sunsets with the gentle sound of

    Shana Hamel NEXTHOME EXCELLENCE

    3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • /46

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    Discover Your MOVE-IN READY Resort Style Gulf-Front Treasure...Professionally Designed & Available Fully Furnished or with Curated Selections That Suit Your Style...This 3BR/2BA Residence is Located at the Remarkable and Highly Sought-After Club Longboat Beach & Tennis, Offering Deeded Beach Access and Coastal Elegance Throughout...Perfectly Nestled in Building #1 on a Naturally Elevated Slope

    William Fuller FULLER GROUP REAL ESTATE, LLC

    5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • /51

    $1,874,000

    • 2 Beds
    • 2 Baths
    • 1,827 Sq Ft

    1211 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

    Surround yourself with captivating views and timeless design in this coastal retreat thoughtfully renovated by Brista Homes. While offering partial views, this residence is the closest unit on the market to full beachfront—just one tier away—making it a rare opportunity to enjoy a front-row coastal lifestyle. Inside, every detail has been thoughtfully curated to inspire both beauty and function.

    Gina Ursini BRISTA REALTY LLC

    1211 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
  • /42

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 2,675 Sq Ft

    3318 Bayou Sound, Longboat Key, FL 34228

    Immerse yourself in the timeless charm of West Indies-style living with this extraordinary residence, now offered in the coveted Bayou neighborhood, located behind the exclusive gates in the Bay Isles Community. Combining timeless finishes, thoughtful updates, and unparalleled value, this home is a rare opportunity to own a piece of island-inspired paradise. Even better, this home had no damage

    Nicholle McKiernan COLDWELL BANKER REALTY

    3318 Bayou Sound, Longboat Key, FL 34228
  • /52

    $975,000

    • 2 Beds
    • 2 Baths
    • 961 Sq Ft

    5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228

    Nestled in the heart of Longboat Key, this exceptional two-bedroom, two-bathroom beachfront condo offers a rare blend of luxury, comfort, and high rental potential. Situated within the meticulously maintained Seagrape Inn, this turnkey furnished unit is an investor’s dream, boasting a potential gross annual revenue of $108,000 and a net operating income of $66,000. The Seagrape Inn's lush

    Patrick Brogley KELLER WILLIAMS ON THE WATER S

    5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
  • /79

    $8,500,000

    • 5 Beds
    • 5.5 Baths
    • 6,125 Sq Ft

    501 Harbor Point Rd, Longboat Key, FL 34228

    Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in

    Rich Polese COMPASS FLORIDA LLC

    501 Harbor Point Rd, Longboat Key, FL 34228
  • /98

    $5,850,000

    • 5 Beds
    • 5.5 Baths
    • 3,503 Sq Ft

    7147 La Lenaire Dr, Longboat Key, FL 34228

    This is a once-in-a-lifetime opportunity to own the crown jewel of Florida's west coast. Nestled on an exclusive island, this property spans 1.35 acres and includes a private beach with endless views of aqua blue waters. When you dream of living the Florida lifestyle, this estate is truly what you envision. Accessible only by boat, this Polynesian-style waterfront sanctuary promises complete

    Jay Travis RE/MAX ALLIANCE GROUP

    7147 La Lenaire Dr, Longboat Key, FL 34228
  • /69

    $2,800,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,971 Sq Ft

    600 de Narvaez Dr, Longboat Key, FL 34228

    The Future of Luxury Living on Longboat Key! Discover this newly constructed coastal retreat that sets the standard for modern waterfront living. Located on the private north end of Longboat Key, this turnkey-furnished residence is a sanctuary of style & elegance. Soaring 16-foot driftwood ceilings create an atmosphere of warmth and grandeur, while large impact glass sliders connect you

    Grant Sharretts COLDWELL BANKER REALTY

    600 de Narvaez 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
  • /51

    $1,075,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    6925 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228

    Experience elevated coastal living in this beautifully renovated, second-floor beachfront condominium, offering sweeping Gulf views and the tranquility that comes with a higher vantage point. Nestled within the intimate, gated community of Sea Pines on the serene north end of Longboat Key, this end-unit residence effortlessly blends updated sophistication with the soothing rhythm of the sea. This

    Janet Walter MICHAEL SAUNDERS & COMPANY

    6925 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228
  • /41

    $1,675,000

    • 3 Beds
    • 3 Baths
    • 2,180 Sq Ft

    2675 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

    What a wonderful opportunity to own in a very private building with only twenty residents. This large 3bed/3bath corner condominium located on the 4th floor facing the azure waters of the Gulf of Mexico with full gulf views. The views are breathtaking to wakeup to every morning and watch the magnificent sunsets in the evening. Coming totally unfurnished to decorate and choose the furnishings and

    Sandra Endres COLDWELL BANKER REALTY

    2675 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • /59

    $2,100,000

    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    2295 Gulf of Mexico Dr Unit 83S, Longboat Key, FL 34228

    Imagine waking up each morning to the gentle sound of waves and a breathtaking view of the Gulf from every room in your home. This stunning 2-bedroom, 2-bathroom residence offers just that, with a 35-foot lanai that perfectly frames the spectacular scenery. Recently remodeled, this home embodies luxury, comfort, and style. The interior of this residence is nothing short of remarkable. Light-toned

    Peter Ingrasselino DEAL HOUSE REALTY LLC

    2295 Gulf of Mexico Dr Unit 83S, Longboat Key, FL 34228
  • /68

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    4325 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

    Breathtaking Gulf Views & Sunset Serenity. Welcome to Tiffany Plaza, a mid-rise offering just 41 residences. This rarely available turnkey 3-bedroom, 2-bathroom beachfront condominium offers front-row seats to spectacular Longboat Key sunsets. The spacious residence includes a private balcony with spectacular water views, in-unit washer and dryer, secured elevator access, assigned covered parking

    Katia Balcazar COLDWELL BANKER REALTY

    4325 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • /73

    $5,425,000

    • 3 Beds
    • 3.5 Baths
    • 4,733 Sq Ft

    585 Gunwale Ln, Longboat Key, FL 34228

    Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of

    Peter G. Laughlin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    585 Gunwale Ln, Longboat Key, FL 34228
  • /100

    $1,139,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228

    Rarely available and beautifully renovated 11th floor Penthouse with breathtaking Gulf, Sunset and Bay views and ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the luxurious St. Regis Resort. This island gem has brought many years of joy to the Seller based on its perfect South LBK beachside location and all it's resort style amenities. The sleek

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228
  • /50

    $949,000

    • 3 Beds
    • 2.5 Baths
    • 2,219 Sq Ft

    2181 Harbourside Dr Unit 1403, Longboat Key, FL 34228

    Experience the ultimate in island living in the highly sought-after and prestigious Harbor Oaks community on Longboat Key. This one-story, 3-bedroom, 2.5-bath residence spans 2,219 sq. ft. and offers a host of desirable features—including a private pool, 2-car garage, and deeded beach access through the exclusive Bay Isles Beach Club.A new roof (2025) and fresh interior paint ensure peace

    Sharon Morea EXIT KING REALTY

    2181 Harbourside Dr Unit 1403, Longboat Key, FL 34228
  • /55

    $3,300,000

    • 3 Beds
    • 3 Baths
    • 2,626 Sq Ft

    571 Birdie Ln, Longboat Key, FL 34228

    Country Club Shores at its finest. Three homes in from the bay. Attention to detail has created a spectacular updated home, featuring a newer kitchen and appliances, porcelain tile in two bedrooms, newly refinished marble flooring in common areas and baths, custom light fixtures, doors, and trim, along with crown molding. The home is finished with updated high-impact windows and sliders. The

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    571 Birdie Ln, Longboat Key, FL 34228
  • /28

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,509 Sq Ft

    615 Dream Island Place Unit 210, Longboat Key, FL 34228

    Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this condo year-round or rent it weekly when you cannot be there- you choose! Discover this fully renovated 2BR/2BA condo with panoramic views of the gorgeous Sarasota Bay. Bright and spacious, the open floor plan features soaring 9 ft ceilings, custom finishes, a gourmet kitchen with top-of-the-line

    Lori Lahart CENTURY 21 BILL NYE REALTY

    615 Dream Island Place Unit 210, Longboat Key, FL 34228
  • /43

    $1,250,000

    • 2 Beds
    • 2.5 Baths
    • 1,721 Sq Ft

    1445 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Welcome to your perfect Gulf-front getaway at The Players Club on Longboat Key. This beautifully renovated second-floor condominium offers stunning views of the Gulf of Mexico and is just steps from the pristine beach. From the moment you enter, your eyes are drawn through the spacious great room to the expansive balcony, where you can relax for hours in the fresh air—reading, listening to the

    Mairead Smialek COLDWELL BANKER REALTY

    1445 Gulf of Mexico Dr Unit 203, 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
  • /34

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    Enjoy tranquil water views and coastal charm in this renovated two-bedroom, two-bath residence at Beachplace on Longboat Key. This light-filled condominium offers expansive views of the serene pond and fountain, which glows beautifully at night, along with partial views of the Gulf of Mexico. The updated kitchen has been thoughtfully opened to enhance the flow and showcase the views, featuring

    Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • /44

    $975,000

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228

    Waterfront Beauty~ Coastal Condo with Panoramic Bay Views! Experience the pinnacle of island living in this turnkey furnished, recently refreshed 3-bedroom, 2-bath condo in the highly desirable Pelican Harbour & Beach Club on Longboat Key. Located on the second floor, this light-filled end unit offers sweeping Sarasota Bay views from the living room, primary suite, and your private screened-in

    Shauna Ruby BLUESRQ REAL ESTATE INC

    4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228
  • /59

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228

    Breathtaking Sarasota Bay views can be yours! This rare to find 3BR/2BA waterfront villa offers unobstructed water views and a dream coastal lifestyle. With an extraordinary location on a serene peninsula, this ground-level, maintenance-free residence lives like a single-family home—without the upkeep or the price. Step outside to your private waterfront patio, with dolphins, manatees, and

    Eileen Gillen COLDWELL BANKER REALTY

    4968 Gulf of Mexico Dr Unit Villa 22, 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
  • /39

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Front-row Gulf views and beachfront living set this 2BR/2BA residence apart at the Islander Club of Longboat Key. With over 1,235 sq. ft. of light-filled space set just above the sand, savor sweeping vistas of the shoreline and SPECTACULAR SUNSETS over the Gulf. White tile floors and neutral tones throughout create a sense of openness that draws

    Bruce Myer COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228

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Why Live in Longboat Key

Longboat Key, FL, located 5 miles off the coast from Sarasota, provides a luxurious island lifestyle with minimal tourist presence. This 10-mile long and half-mile wide island features Gulf of Mexico Drive, lined with mangroves, palm trees, and entrances to waterfront communities. Residents enjoy year-round beach access, with the Gulf of Mexico to the west and Sarasota Bay to the east. Housing options range from island-inspired ranch-style homes to Spanish Revival mansions and luxury condos. Public amenities include Bayfront Park with its indoor recreation facility, outdoor playground, dog park, and kayak launch. The Longboat Tennis Center offers ten courts and a pro shop, while golf enthusiasts can play at the semi-private Harbourside and Links on Longboat courses, part of the Longboat Key Club. This private club also features a tennis facility, dining options, a marina, and a fitness center. Students attend highly rated Anna Maria Elementary, located 7 miles north, with further education options in Bradenton. Dining options on the island include Dry Dock Waterfront Grill and Shore, with additional shopping and dining available at St. Armands Circle on nearby Lido Key. For groceries, residents can visit the local Publix. While nightlife is limited on Longboat Key, Sarasota's entertainment options are just a short drive away.

Frequently Asked Questions

What is the average home price in Longboat Key, FL?
Homes for sale in Longboat Key, FL have an average home price of $2,417,645.
How many homes have sold over the last 12 months in Longboat Key, FL?
439 homes have sold in Longboat Key, FL over the last 12 months.
What are the most popular zip codes in Longboat Key, FL?
The most popular zip codes in Longboat Key, FL include 34228, 34210, 34207, 34243 and 34234.
How much do you need to make to afford a house in Longboat Key?
The median home price in Longboat Key is $1,300,000. If you put a 20% down payment of $260,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $6,720 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $288K a year to afford the median home price in Longboat Key.
How are the schools in Longboat Key, FL?
Longboat Key, FL has highly rated public and private schools. Some of the best schools in Longboat Key based on Niche Grades are Southside Elementary School, Anna Maria Elementary School and Martha B. King Middle School. Browse all the schools in Longboat Key, FL to learn more.

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
$799,000
Median 1 Bedroom Sale Price
$825,000
Average Price Per Sq Ft
$883
Number of Homes for Sale
309
Last 12 months Home Sales
439
Months of Supply
8.40
Median List Price
$1,300,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
5%
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