Longboat Key, FL Homes for Sale

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  /93

  $4,550,000

  Open Sun 1PM - 4PM $450K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,209 Sq Ft

  1571 Harbor Cay Ln, Longboat Key, FL 34228

  Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key.Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area

  

  Julie Klick

  MICHAEL SAUNDERS & COMPANY

  1571 Harbor Cay Ln, Longboat Key, FL 34228
• Explore Longboat Key

• 

  

  

  /61

  $885,000

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

  7115 Gulf of Mexico Dr Unit 23, Longboat Key, FL 34228

  Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  7115 Gulf of Mexico Dr Unit 23, Longboat Key, FL 34228
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  /57

  $3,200,000

  $300K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

  Sunrise to Sunset Views - Your Coastal Paradise awaits you at L'Ambiance!** 2 bedrooms with an open den --step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
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  /35

  $4,300,000

  • 4 Beds
  • 5 Baths
  • 4,364 Sq Ft

  657 Halyard Ln, Longboat Key, FL 34228

  Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboat Key. Constructed by renowned John Cannon Homes, this classical waterfront residence showcases the exceptional craftsmanship, architectural detail, and quality for which the builder is celebrated. Soaring ceilings, elegant

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  657 Halyard Ln, Longboat Key, FL 34228
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  /96

  $3,499,900

  Open Sun 12:30PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,149 Sq Ft

  562 Ranger Ln, Longboat Key, FL 34228

  Virtually Staged. A rare opportunity to own a single-family waterfront home with 100 feet of canal frontage and direct access to Sarasota Bay. Located in Country Club Shores on the desirable southern end of Longboat Key, 562 Ranger Lane offers 4 bedrooms, 3 full baths, and approximately 3,149 square feet of living space designed for relaxed coastal living. The property features a sunny southern

  

  Cheri Castro

  MICHAEL SAUNDERS & COMPANY

  562 Ranger Ln, Longboat Key, FL 34228
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  /49

  $1,800,000

  Open Sun 1PM - 4PM $200K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,383 Sq Ft

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228

  Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
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  /88

  $479,000

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

  4340 Falmouth Dr Unit 204, Longboat Key, FL 34228

  Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located in Building D—the closest building to the community's private Gulf beach access—this residence offers umatched convenience to the beach pavilion, showers, restrooms, and private beach lockers. Inside, you'll find a bright and

  

  Jonna Humphries

  WAGNER REALTY

  4340 Falmouth Dr Unit 204, Longboat Key, FL 34228
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  /86

  $640,000

  $109K PRICE DROP

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

  4350 Chatham Dr Unit 208, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $35,000!NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERSTOTALLY REMODELED FROM FLOOR TO CEILING

  

  Billie Chipain

  COLDWELL BANKER REALTY

  4350 Chatham Dr Unit 208, Longboat Key, FL 34228
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  /48

  $880,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

  TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator

  

  Monica DeSomma

  PREFERRED SHORE LLC

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
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  /44

  $700,000

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

  3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228

  Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon.

  

  Toni Zarghami

  KW COASTAL LIVING III

  3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
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  /42

  $550,000

  $149K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  4420 Exeter Dr Unit 303, Longboat Key, FL 34228

  Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall

  

  Jerry Gemmecke

  SMITH & ASSOCIATES REAL ESTATE

  4420 Exeter Dr Unit 303, Longboat Key, FL 34228
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  /36

  $625,000

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

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228

  Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228
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  /89

  $949,000

  $26K PRICE DROP

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

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228

  Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
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  /46

  $359,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228

  Virtually Staged. Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the old-Florida charm that makes this island enclave

  

  Toni Zarghami

  KW COASTAL LIVING III

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228
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  /82

  $949,000

  Open Sun 1AM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  806 Bayport Way Unit 806, Longboat Key, FL 34228

  Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  806 Bayport Way Unit 806, Longboat Key, FL 34228
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  /67

  $2,350,000

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

  2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  /64

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 2,827 Sq Ft

  3301 Bayou Rd, Longboat Key, FL 34228

  Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. The residence features a functional and spacious floor plan, including a well-appointed bedroom layout, an open kitchen and family room combo, and a formal living and dining room combo. This property is priced competitively,

  

  Michele Tanner

  PREFERRED SHORE LLC

  3301 Bayou Rd, Longboat Key, FL 34228
• 

  

  /28

  $339,000

  • 1 Bed
  • 1 Bath
  • 761 Sq Ft

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC

  

  Shaun Cumston

  STERLING REALTY

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /19

  $995,000

  • Land
  • 13,068 Sq Ft
  • $3,316,667 per Acre

  591 Russell St, Longboat Key, FL 34228

  Village of Longbeach — A Rare Canvas on Longboat Key's North EndTucked into the historic Village of Longbeach, this oversized 13,242 sq ft corner lot is a quiet invitation to build something lasting. Cleared and ready, it offers the rare chance to shape a custom coastal estate, a modern island retreat, or a thoughtful investment in one of Longboat Key's most storied neighborhoods.This is

  

  Darcie Duncan

  DUNCAN REAL ESTATE, INC.

  591 Russell St, Longboat Key, FL 34228
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  /54

  $835,000

  $115K PRICE DROP

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

  651 Jungle Queen Way, Longboat Key, FL 34228

  PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous 1⁄4-acre lot. Canal offers direct access to Sarasota Bay

  

  Lori Campbell

  ALLEGIANT REAL ESTATE GROUP

  651 Jungle Queen Way, Longboat Key, FL 34228
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  /37

  $799,000

  • Land
  • 6,534 Sq Ft
  • $5,326,667 per Acre

  766 Saint Judes Dr N, Longboat Key, FL 34228

  The Ultimate Boater's Foundation! Rare Canal-Front Lot with Twin Lifts & New Seawall! This prime, cleared canal-front lot offers the most turn-key building opportunity on Longboat Key. While other buyers are stuck in the permitting phase for marine infrastructure, this one already has it complete and you can dock your fleet on day one. Unmatched Infrastructure Value:• Brand New Seawall: 100

  

  Nikki Spirakis

  BRG REAL ESTATE INC

  766 Saint Judes Dr N, Longboat Key, FL 34228
• 

  

  /17

  $695,000

  • Land
  • 10,018 Sq Ft
  • $3,021,739 per Acre

  561 Gulf Bay Rd, Longboat Key, FL 34228

  Create your custom coastal retreat or bring the seller’s thoughtfully prepared plans to life at 561 Gulf Bay Road. This rare 9,990-square-foot vacant homesite is ideally located in the heart of Longboat Key, between the charm of Anna Maria Island and the sophistication of St. Armands Circle. Bordering the 32-acre Joan M. Durante Community Park, the property offers exceptional privacy, peaceful

  

  Gregory Claxton

  PREFERRED SHORE LLC

  561 Gulf Bay Rd, Longboat Key, FL 34228
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  /88

  $1,899,000

  • 4 Beds
  • 2.5 Baths
  • 3,009 Sq Ft

  3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

  Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St.

  

  Frank Lambert

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
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  /36

  $3,590,000

  $1M PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228

  BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches-

  

  Jenn Flanders

  SERHANT

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /38

  $1,270,000

  $100K PRICE DROP

  • Land
  • 17,859 Sq Ft
  • $3,097,561 per Acre

  560 Gulf Bay Rd, Longboat Key, FL 34228

  Back on the Market! 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

  

  Gregory Claxton

  PREFERRED SHORE LLC

  560 Gulf Bay Rd, Longboat Key, FL 34228
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  /90

  $899,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,673 Sq Ft

  580 Linley St, Longboat Key, FL 34228

  Discover this stunning, completely renovated interiors two-bedroom, two-bath home nestled in the Historic Longbeach Village on the quiet north end of Longboat key. More than just a home, this is a true coastal lifestyle. Perfectly positioned just a five minute walk to the largest public beach on Longboat Key. you'll enjoy effortless access to sugar-white sand, breathtaking Gulf sunsets, and

  

  Sharon Hightower

  RE/MAX ALLIANCE GROUP

  580 Linley St, Longboat Key, FL 34228
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  /84

  $863,900

  $11K PRICE DROP

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

  1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228

  Experience elevated coastal living in this beautifully renovated two-bedroom, two-bath golf-front condominium, ideally situated behind the gates of the prestigious Longboat Key Club in the sought-after community of Privateer South on Longboat Key. Thoughtfully redesigned with a refined coastal aesthetic, this residence showcases a seamless blend of modern elegance and relaxed waterfront living.

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
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  /6

  $649,000

  • Land
  • 6,098 Sq Ft
  • $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.

  6981 Lois Ave, Longboat Key, FL 34228
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  /90

  $4,695,000

  New Construction $505K PRICE DROP

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

  569 Bayview Dr, Longboat Key, FL 34228

  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 5-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 features two lanais, a

  

  Joshua Freed

  PREFERRED SHORE LLC

  569 Bayview Dr, Longboat Key, FL 34228
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  /100

  $4,295,000

  New Construction $700K PRICE DROP

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

  530 de Narvaez Dr, Longboat Key, FL 34228

  New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 5-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa,

  

  Joshua Freed

  PREFERRED SHORE LLC

  530 de Narvaez Dr, Longboat Key, FL 34228
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  /55

  $475,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 740 Sq Ft

  3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228

  Island Living at Its Finest – Brand New Home on Longboat Key. Welcome to Gulfshore of Longboat, a highly desirable waterfront co-op community offering private beach access, boat docks, and sweeping views of the Gulf of Mexico and Sarasota Bay. This beautifully built 2-bedroom home combines modern efficiency with relaxed coastal living. An outdoor bathroom with a shower is a wonderful convenience

  

  Marsha Winegarden

  WAGNER REALTY

  3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228
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  /91

  $4,395,000

  New Construction Open Sat 9AM - 12PM $100K PRICE DROP

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

  626 Buttonwood Dr, Longboat Key, FL 34228

  Private Marina. Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfectly positioned across from the community marina with direct boating access to the Gulf of Mexico, this move-in-ready home offers an extraordinary blend of modern elegance, superior craftsmanship, and the relaxed sophistication of

  

  Joshua Freed

  PREFERRED SHORE LLC

  626 Buttonwood Dr, Longboat Key, FL 34228
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  /92

  $4,125,000

  New Construction $575K PRICE DROP

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

  597 Buttonwood Dr, Longboat Key, FL 34228

  Completed New Construction – Best-Priced Luxury New Construction on Longboat Key!Gulf & Bay Views | Private Tropical Oasis | Three Outdoor Living AreasMove in today and experience the best value in luxury new construction on Longboat Key. Built by Floridian Crafted Homes, this completed coastal contemporary residence combines exceptional craftsmanship, hurricane-resilient

  

  Joshua Freed

  PREFERRED SHORE LLC

  597 Buttonwood Dr, Longboat Key, FL 34228
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  /59

  $2,900,000

  • 3 Beds
  • 3.5 Baths
  • 3,045 Sq Ft

  524 Hornblower Ln, Longboat Key, FL 34228

  Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, where boating access, beach proximity, and refined coastal living intersect with intention. Set on a 0.28-acre canal-front homesite with 107 feet of water frontage, the property offers what experienced boaters immediately recognize

  Joel Schemmel DOUGLAS ELLIMAN

  524 Hornblower Ln, Longboat Key, FL 34228
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  /61

  $1,350,000

  $350K PRICE DROP

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

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

  Price Reduced $100k—Welcome to Sea Gate Club #10F, a rare 10th-floor corner unit with sweeping, unobstructed Gulf views on Longboat Key. This 2-bed, 2-bath residence is filled with natural light and offers stunning sunsets from nearly every room—an ideal coastal retreat for relaxing or entertaining. Located in an intimate 89-unit beachfront community, Sea Gate Club offers a quiet, refined

  Erica Thomas MICHAEL SAUNDERS & COMPANY

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

  

  /20

  $435,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,327 Sq Ft

  718 Spanish Dr N, Longboat Key, FL 34228

  Discover Longboat Key waterfront living at its very best at 718 Spanish Dr N, a beautifully updated freestanding villa in the sought-after Spanish Main Yacht Club. This home has been completely renovated to today’s highest standards following Hurricane Ian, delivering a fresh, high-end coastal finish throughout with meticulous craftsmanship and premium materials. Just steps from your door, enjoy

  John Woodward SARASOTA REAL ESTATE GROUP

  718 Spanish Dr N, Longboat Key, FL 34228
• 

  

  /46

  $499,000

  Open Sun 10AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  578 Spanish Dr S, Longboat Key, FL 34228

  Welcome to 578 Spanish Drive S, a completely renovated 2 bedroom, 2 bathroom villa in Spanish Main Yacht Club on Longboat Key. Renovated completely with thoughtful attention to detail, this move-in ready residence showcases high-quality modern finishes while providing access & amenities to one of Longboat Key's established waterfront communities with a deepwater marina and deeded beach access.

  Ali Marks LOYD ROBBINS & CO. LLC

  578 Spanish Dr S, Longboat Key, FL 34228
• 

  

  /36

  $499,900

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

  4340 Falmouth Dr Unit 104, Longboat Key, FL 34228

  Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move-in ready. Combining breathtaking Sarasota Bay views with exclusive deeded beach access, this exceptional residence offers the perfect blend of waterfront serenity, resort-style amenities, and effortless coastal

  Melissa Sherk REAL BROKER, LLC

  4340 Falmouth Dr Unit 104, Longboat Key, FL 34228
• 

  

  /36

  $449,000

  $16K PRICE DROP

  • 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 ofthe desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacyand peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in

  Alie Espinoza EATON REALTY

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

  

  /64

  $610,000

  $15K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,094 Sq Ft

  2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228

  NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location

  Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

  2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 8

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 $2,132,030.

Are home prices dropping in Longboat Key?

Yes, home prices in Longboat Key are down 22% in the last 12 months.

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

507 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 34202.

How much do you need to make to afford a house in Longboat Key?

The median home price in Longboat Key is $1,182,500. If you put a 20% down payment of $236,500 and had a 30-year fixed mortgage with an interest rate of 6.67%, your estimated principal and interest payment would be $6,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $261K a year to afford the median home price in Longboat Key. Learn how much home you can afford with our Home Affordability Calculator.

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 Prices in Longboat Key, FL

The median home sale price in Longboat Key, FL is $1,100,000, down 7% year-over-year. Homes in Longboat Key sell in 112 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $1,100,000	Median Single Family Sale Price $1,897,000
Median Townhouse Sale Price $1,023,000	Median 2 Bedroom Sale Price $750,000
Median 1 Bedroom Sale Price $439,500	Average Price Per Sq Ft $769
Number of Homes for Sale 275	Last 12 months Home Sales 507
Months of Supply 6.50	Median List Price $1,182,500
Median Change From 1st List Price 10%	Median Home Sale Price YoY Change -7%