Longboat Key, FL Homes for Sale

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  /48

  $650,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  4320 Falmouth Dr Unit 301, Longboat Key, FL 34228

  Experience true Bay-to-Gulf living with exclusive access to Sarasota Bay and the Longboat Key Beach through the private gated beach club just steps away! This beautifully fully renovated 2-bedroom and 2-bathroom top-floor end-unit condo in the highly desirable Longboat Harbour community combines modern updates, comfortable living spaces, and stunning water views from almost every room. Whether

  

  Kevin Tai

  PREFERRED SHORE LLC

  (941) 207-0454

  4320 Falmouth Dr Unit 301, Longboat Key, FL 34228
• Explore Longboat Key

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  /71

  $649,000 Open Sun 1AM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4350 Chatham Dr Unit 307, Longboat Key, FL 34228

  Luxury Coastal Living at Longboat Harbour: Experience stunning canal views and modern elegance in this impeccably renovated 3rd-floor condo, ideally situated in the desirable all-age community of Longboat Harbour. Offered turnkey furnished, this beautifully curated residence is ready for your immediate enjoyment, whether you're seeking a winter retreat or full-time coastal living. Step inside to

  

  Marsha Winegarden

  WAGNER REALTY

  (941) 239-6809

  4350 Chatham Dr Unit 307, Longboat Key, FL 34228
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  /45

  $590,000 Open House 12/07

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

  2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228

  ****What do a disco ball and the ocean have in common? They both sparkle in the light, and so will you when you make this magical gem your new home. Creatively coined “Studio 54,” located at The Islander Club on Longboat Key Beach, this 2-bedroom, 2-bathroom condominium has an enormous lanai that brings the beautiful island breezes in all year long. The front of this condo faces east, overlooking

  

  Meredith Van Vaals

  COLDWELL BANKER REALTY

  (941) 220-0872

  2301 Gulf of Mexico Dr Unit 54, Longboat Key, FL 34228
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  /50

  $685,000

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  3320 Gulf of Mexico Dr Unit 207-C, Longboat Key, FL 34228

  Modern Waterfront Living in the Heart of Longboat Key-Experience the best of coastal living in this beautifully renovated 2-bedroom, 2-bathroom condo, perfectly situated on the water in one of Longboat Key’s most desirable communities. This light-filled residence features a newly reimagined open-concept kitchen with gleaming quartz countertops, bright modern cabinetry, premium stainless steel

  

  Tami Cashi

  COLDWELL BANKER REALTY

  (941) 206-4076

  3320 Gulf of Mexico Dr Unit 207-C, Longboat Key, FL 34228
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  /82

  $10,900,000

  • 8 Beds
  • 8 Baths
  • 5,886 Sq Ft

  4473 Gulf of Mexico Dr, Longboat Key, FL 34228

  Rare opportunity, two fully furnished TWIN residences (TWO UNITS BEING SOLD AS ONE 4473+4477 Gulf of Mexico Drive ). Directly on the pristine shores of Longboat Key! Combined 8 bedrooms, 8 Bathrooms. Spanning nearly 6,000 sq. ft., on .58 GULF-FRONT acres, this two-story property offers mirror-image residences, each thoughtfully decorated with both modern and timeless designs. A true investment

  

  Curtis Andrews

  BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  (941) 841-8278

  4473 Gulf of Mexico Dr, 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.

  

  Rachel Woodruff

  HOUSE MATCH

  (941) 368-4364

  2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
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  /53

  $399,000

  • 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

  

  Jill Baldwin

  MARINA PARK REALTY LLC

  (941) 207-2895

  600 Sutton Place Unit 101, Longboat Key, FL 34228
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  /42

  $1,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  360 Gulf of Mexico Dr Unit 322, Longboat Key, FL 34228

  This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly wowed by this 3 BD, 2.5BA unit. The 3rd bedroom was converted to a den as part of a total update, and can easily be changed back to a bedroom. 9-foot ceilings in an open floor plan where walls have been removed create incredible openness

  

  Scott Rickards

  RE/MAX ALLIANCE GROUP

  (941) 385-1053

  360 Gulf of Mexico Dr Unit 322, Longboat Key, FL 34228
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  /39

  $1,097,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  2323 Harbour Oaks Dr, Longboat Key, FL 34228

  Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the

  

  Steven Moore

  MICHAEL SAUNDERS & COMPANY

  (941) 369-9008

  2323 Harbour Oaks Dr, Longboat Key, FL 34228
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  /37

  $799,000

  • Land
  • 0.15 Acre
  • $5,326,667 per Acre

  766 Saint Judes Dr N, Longboat Key, FL 34228

  Prime CANAL lot on beautiful Long Boat Key. l with 2 new working boat lifts installed in 2023 (10,000lb capacity & 13,000lb capacity)! Ready to be built on - lot has been cleared. New 100' sea wall installed in 2022. Deeded beach access to the gulf as well. Perfect location near amazing restaurants and beautiful beaches.

  

  Nikki Spirakis

  BRG REAL ESTATE INC

  (941) 688-9189

  766 Saint Judes Dr N, Longboat Key, FL 34228
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  /76

  $695,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living at its finest with preserved mangrove and Sarasota Bay views. Every detail has been thoughtfully updated ,this home has been renovated from top to bottom, featuring new flooring, new plumbing, new electrical, new lighting, hurricane-impact windows with shutters for peace of mind

  

  Paulina Vasiliev

  KELLER WILLIAMS ON THE WATER S

  (941) 759-9957

  4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /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

  (941) 274-4734

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

  

  Brooke O'Malley

  CLUB REALTY

  (941) 882-9192

  726 Jungle Queen Way, Longboat Key, FL 34228
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  /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

  

  Gregory Claxton

  PREFERRED SHORE LLC

  (941) 352-8416

  560 Gulf Bay Rd, Longboat Key, FL 34228
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  /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

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 763-6831

  6981 Lois Ave, Longboat Key, FL 34228
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  /21

  $1,680,000

  • Land
  • 0.35 Acre
  • $4,800,000 per Acre

  721 Old Compass Rd, Longboat Key, FL 34228

  Take advantage of this great opportunity to build your dream home on an oversized waterfront lot in Emerald Harbor, a premier neighborhood on the north-end of Longboat Key with deeded beach access. This valuable lot is over 15,000 SF with approximately 100’ of waterfront and is located on a wide canal with deep sailboat water and views and direct access to Sarasota Bay. The home was flooded for

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  (941) 389-0862

  721 Old Compass Rd, Longboat Key, FL 34228
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  /25

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 2,262 Sq Ft

  721 Old Compass Rd, Longboat Key, FL 34228

  Check out the new photos in the photo gallery. Beautiful waterfront home in the highly sought-after neighborhood of Emerald Harbor on north Longboat Key! A beautiful boating community with wide, deep-water canals with easy access to the intercoastal and Cannon’s Marina. This particular property has a one-story three-bedroom pool home with approximately 2,200 SF of living space located on an

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  (941) 206-2968

  721 Old Compass Rd, Longboat Key, FL 34228
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  /52

  $949,000

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft

  2195 Harbourside Dr Unit 404, Longboat Key, FL 34228

  Discover this exquisitely renovated condo with high-impact windows and sliders that lives like a single-family home! This fully furnished 3-bedroom, 2-bath home in the friendly “Harbour Oaks” section of the prestigious Bay Isles community on Longboat Key comes with a private 2 car garage. With just under 2,000 square feet of living space, this residence perfectly combines luxury, comfort, and

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  (941) 205-7069

  2195 Harbourside Dr Unit 404, Longboat Key, FL 34228
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  /100

  $9,700,000

  • 4 Beds
  • 5 Baths
  • 5,245 Sq Ft

  560 Harbor Point Rd, Longboat Key, FL 34228

  Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a double-gated community offering unparalleled privacy and exclusivity. Perched at the end of a quiet cul-de-sac, the property boasts almost

  Jonathan Fox MICHAEL SAUNDERS & COMPANY

  560 Harbor Point Rd, Longboat Key, FL 34228
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  /70

  $2,499,900

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft

  6322 Laguna Dr Unit 1, Longboat Key, FL 34228

  Welcome to Laguna Yacht Village on beautiful Longboat Key — a boutique waterfront gated community which includes bay access and is located across the street from the beach, offering refined coastal living at its best. This Key West–inspired, three-story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed

  Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  6322 Laguna Dr Unit 1, Longboat Key, FL 34228
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  /99

  $2,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,822 Sq Ft

  415 L Ambiance Dr Unit C403, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. This is more than a home-it’s a lifestyle defined by rare views and exceptional design. Nestled inside the double-gated Longboat Key Club, this open concept 2–bedroom, 3.5 bath + den (converts to 3rd bed) residence captures both Gulf of America sunsets and Sarasota Bay panoramas. Views are unobstructed. A private elevator with double door entry

  Patty Lance COMPASS FLORIDA LLC

  415 L Ambiance Dr Unit C403, Longboat Key, FL 34228
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  /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 façade 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
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  /60

  $1,699,999 Open Sun 1PM - 4PM

  • 2 Beds
  • 3 Baths
  • 3,171 Sq Ft

  3210 Bayou Sound, Longboat Key, FL 34228

  Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive

  Julie Lojacono Mackie COLDWELL BANKER REALTY

  3210 Bayou Sound, Longboat Key, FL 34228
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  /99

  $1,595,000

  • 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
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  /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
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  /33

  $495,000

  • 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
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  /51

  $995,000

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

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

  * BREATHTAKING GULF-FRONT CONDO WITH PANORAMIC VIEWS AND LUXURIOUS AMENITIES! ** This stunning condo offers a unique blend of elegance and tranquility, perfectly situated to capture the serene beauty of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and enjoying unobstructed views from every room. Retreat to the primary suite, a tranquil haven with ample closet space and an

  Shana Hamel NEXTHOME EXCELLENCE

  3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
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  /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
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  /73

  $5,225,000

  • 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
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  $1,275,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,897 Sq Ft

  1425 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

  Experience the best of Longboat Key living in this rare three-bedroom, three-bathroom corner end-unit residence located in the highly coveted Players Club—one of the island’s premier gulf-front communities. You'll find this home to be very spacious and airy. There are windows on three sides, filling the space with natural light and capturing views throughout. Two sets of four-panel sliding glass

  Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1425 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
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  /47

  $2,000,000

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  3040 Grand Bay Blvd Unit 294, Longboat Key, FL 34228

  Experience breathtaking views from this rarely available 9th-floor residence in Grand Bay on Longboat Key. Perfectly positioned to capture direct Sarasota Bay vistas, the sparkling downtown Sarasota skyline, and even Gulf of Mexico views, a unique advantage not offered by lower-floor units. From this elevation, enjoy year-round sunsets over the Gulf right from your private terrace. This spacious

  Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3040 Grand Bay Blvd Unit 294, Longboat Key, FL 34228
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  /43

  $1,395,000

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

  2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

  Set high on the 10th floor with direct Gulf and beachfront vistas, this 2BR, 2BA residence in the Islander Club offers a front-row seat to a breathtaking panorama on Longboat Key. From the moment you step through the foyer, the horizon opens wide, unveiling sweeping blues and azures that stretch up the shoreline and out to the Gulf. Diagonal tile floors and neutral tones create a soft, calming

  Bruce Myer COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
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  /66

  $949,000

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft

  1000 Longboat Club Rd Unit 204, Longboat Key, FL 34228

  Modern Gulfside Retreat at Privateer South — 1000 Longboat Club Rd #204Fully remodeled, offered turnkey furnished, and move-in-ready, this 2-bed/2-bath residence blends modern coastal style with the ease of beachfront living within the Longboat Key Club gates. Every finish and system was selected with longevity in mind, and the property is wrapped in impact-rated windows and doors for quiet

  Mike Griffin PREFERRED SHORE LLC

  1000 Longboat Club Rd Unit 204, Longboat Key, FL 34228
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  /45

  $950,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

  Rare Gulf-Front Opportunity! This is the only listing currently available at The Beachcomber on Longboat Key. Perfectly positioned on the 4th floor, this corner residence is filled with natural light from multiple windows and offers unobstructed, direct Gulf-front views. The beautifully updated two-bedroom, two-bath condominium provides the ultimate in coastal living, with the flexibility of

  Jo James COLDWELL BANKER REALTY

  2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
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  /53

  $1,799,000

  • 2 Beds
  • 2 Baths
  • 1,602 Sq Ft

  775 Longboat Club Rd Unit 304, Longboat Key, FL 34228

  Live in this third floor Beaches of Longboat Key condo and enjoy a living maintenance free lifestyle. Located on the southern end of Longboat Key behind the gates of the Longboat Key Club, this spacious two bedroom two bath condo in the unique 04 stack has magnificent full Golf course views from every room. This lovely residence has hurricane code sliding glass doors that open to the expansive

  Reid Murphy DEVELOPERS REALTY LBK, INC

  775 Longboat Club Rd Unit 304, Longboat Key, FL 34228
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  /73

  $1,695,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

  Start living your beach-front dream immediately! Unit 505 at Longboat Key's popular Promenade is turnkey furnished and priced to sell. This community is among LBK's most sought after, thoughtfully designed for resident comfort and security, well managed and impeccably maintained. But when you walk through the condo's front door you'll see what makes this opportunity special - it has already been

  Sharon Whalen COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
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  /39

  $2,895,000

  • 3 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  6473 Gulf of Mexico Dr, Longboat Key, FL 34228

  Outstanding opportunity to own an elevated pool home with beautiful views of the sparkling Gulf of Mexico on the highly sought-after north end of Longboat Key. This 3-bedroom, 2.5-bath Key West–style residence is ideally positioned on an oversized 19,400-sq.-ft. lot that stretches from Gulf of Mexico Drive to Gulfside Road—just steps from a pristine, uncrowded stretch of sandy coastline. Built in

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  6473 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /48

  $1,300,000

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

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

  Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside

  Luziele Dearaujo Realty 100

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
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  /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
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  /100

  $2,950,000

  • 3 Beds
  • 3.5 Baths
  • 2,276 Sq Ft

  598 Lyons Ln, Longboat Key, FL 34228

  Experience the pinnacle of coastal luxury in this exceptional custom estate, completed in 2021 by renowned Mason Martin Builders. Designed and sparingly used by the original owners who crafted it with precision and care, this like-new residence has since been thoughtfully reimagined by the current owner with an elevated level of designer finishes and enhancements throughout. Situated near the

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  598 Lyons Ln, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 10

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.

Learn more about living in Longboat Key

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 $2,088,572.

Are home prices dropping in Longboat Key?

Yes, home prices in Longboat Key are down 15% in the last 12 months.

How many homes have sold over the last 12 months in Longboat Key, FL?

421 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 $1,225,000. If you put a 20% down payment of $245,000 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $6,030 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $258K 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 Booker Middle School. Browse all the schools in Longboat Key, FL to learn more.

Home Trends in Longboat Key, FL

On average, homes in Longboat Key, FL sell after 90 days on the market compared to the national average of 53 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $1,025,000, down 15% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,025,000

Median Single Family Sale Price

$1,665,000

Median Townhouse Sale Price

$1,975,000

Median 2 Bedroom Sale Price

$760,000

Median 1 Bedroom Sale Price

$560,000

Average Price Per Sq Ft

$807

Number of Homes for Sale

329

Last 12 months Home Sales

421

Months of Supply

9.40

Median List Price

$1,225,000

Median Change From 1st List Price

10%

Median Home Sale Price YoY Change

-15%