Longboat Key, FL Homes for Sale

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  /87

  $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
• Explore Longboat Key

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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 SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner

  

  Billie Chipain

  COLDWELL BANKER REALTY

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

  $895,000

  $10K 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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  /70

  $3,850,000

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft

  1241 Gulf of Mexico Dr Unit 506, Longboat Key, FL 34228

  Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of Mexico Dr, Unit 506 has undergone a complete, top-to-bottom renovation completed in 2025, offering a like-new living experience in one of Florida’s most sought-after beachfront communities. No detail was overlooked—featuring a brand-new designer kitchen with premium finishes,

  

  Tyler Sajan

  LPT REALTY, LLC

  1241 Gulf of Mexico Dr Unit 506, Longboat Key, FL 34228
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  /42

  $575,000

  $124K 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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  /30

  $974,500

  • 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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  /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
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  /93

  $4,550,000

  $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
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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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  /96

  $3,499,900

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

  562 Ranger Ln, Longboat Key, FL 34228

  One or more photo(s) has been 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

  

  Cheri Castro

  MICHAEL SAUNDERS & COMPANY

  562 Ranger Ln, Longboat Key, FL 34228
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  /49

  $1,800,000

  $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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  /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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  /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.

  

  The Frank Lambert Team

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
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  /35

  $938,500

  • 2 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

  Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
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  /36

  $3,699,999

  $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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  /20

  $995,000

  $280K PRICE DROP

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

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Beachplace at Longboat Key: Major price reduction for this Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! Plus an incentive to buyers who reach a fully signed purchase and sale contract by July 15, 2026: a seller credit to the buyer in the amount of one year of the quarterly condominium association fees! An iconic condominium in the mid-century modern style,

  

  Tom Aposporos

  DUNCAN REAL ESTATE, INC.

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  /43

  $379,900

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

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

  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 so special,

  

  Toni Zarghami

  KW COASTAL LIVING III

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

  $949,000

  • 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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  /16

  $874,500

  • 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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  /74

  $2,700,900

  • 3 Beds
  • 3.5 Baths
  • 2,780 Sq Ft

  455 Longboat Club Rd Unit 8, Longboat Key, FL 34228

  PENTHOUSE LIVING AT THE PIERRE – LUXURY GULF-FRONT RESIDENCE IN LONGBOAT KEY CLUB Welcome to The Pierre, an exclusive Gulf-front community featuring just 66 luxury residences nestled behind the private gates of the renowned Longboat Key Club. This beautifully renovated eighth-floor penthouse residence offers breathtaking panoramic views from every room, showcasing the tranquil bay waters,

  

  Maria Atkins

  REAL ESTATE BOUTIQUE LLC

  455 Longboat Club Rd Unit 8, Longboat Key, FL 34228
• 

  

  /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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  /50

  $530,000

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  597 Sutton Place, Longboat Key, FL 34228

  Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks

  

  Simone Schaerf

  MICHAEL SAUNDERS & COMPANY

  597 Sutton Place, 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
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  /51

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  834 Jungle Queen Way, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Situated on an expansive 11,250-square-foot lot, this property offers the perfect canvas to either remodel the existing home into a modern retreat or design a custom coastal estate from the ground up. The oversized lot provides ample room to create a private outdoor oasis, complete with a large pool, while enjoying a deep-water dock that is just

  

  Joey Hutchinson

  DUNCAN REAL ESTATE, INC.

  834 Jungle Queen Way, 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

  $4,495,000

  New Construction

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

  626 Buttonwood Dr, Longboat Key, FL 34228

  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 island life.

  

  Joshua Freed

  PREFERRED SHORE LLC

  626 Buttonwood Dr, Longboat Key, FL 34228
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  /92

  $3,890,000

  New Construction $810K PRICE DROP

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

  597 Buttonwood Dr, Longboat Key, FL 34228

  New Construction.... 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

  

  Joshua Freed

  PREFERRED SHORE LLC

  597 Buttonwood Dr, Longboat Key, FL 34228
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  /90

  $4,695,000

  New Construction $505K PRICE DROP

  • 4 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 4-bedroom plus den, 4,106 sqft residence offers the perfect blend of modern elegance and coastal charm. Designed for seamless indoor-outdoor living, the home 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

  • 4 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 4-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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  /36

  $455,000

  $10K 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
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  /64

  $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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  /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
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  /78

  $5,995,000

  • 4 Beds
  • 4 Baths
  • 2,721 Sq Ft

  7143 La Lenaire Dr, Longboat Key, FL 34228

  Private island living on Jewfish Key, one of eight homes, accessible by boat only. This rare offering presents a lifestyle few will ever experience: a secluded island sanctuary surrounded by the turquoise waters of Longboat Pass and the Gulf Coast’s natural beauty. An address like this comes up for sale about once a generation. 7143 La Lenaire is on the market for the first time in more than two

  Michelle Ward COMPASS FLORIDA LLC

  7143 La Lenaire Dr, Longboat Key, FL 34228
• 

  

  /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
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  /59

  $1,199,000

  $501K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,091 Sq Ft

  3210 Bayou Sound, Longboat Key, FL 34228

  Motivated seller has a price improvement! This elevated retreat in the sought-after Bayou section of Bay Isles is ready for you! —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

  Julie Lojacono Mackie COLDWELL BANKER REALTY

  3210 Bayou Sound, 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 $2,083,667.

Are home prices dropping in Longboat Key?

Yes, home prices in Longboat Key are down 21% in the last 12 months.

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

483 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, 34217, 34209 and 34215.

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

The median home price in Longboat Key is $1,140,000. If you put a 20% down payment of $228,000 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $5,720 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $245K 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 $1,050,000, down 13% year-over-year. Homes in Longboat Key sell in 109 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price $1,050,000	Median Single Family Sale Price $1,837,500
Median Townhouse Sale Price $996,000	Median 2 Bedroom Sale Price $747,000
Median 1 Bedroom Sale Price $487,000	Average Price Per Sq Ft $769
Number of Homes for Sale 329	Last 12 months Home Sales 483
Months of Supply 8.20	Median List Price $1,140,000
Median Change From 1st List Price 11%	Median Home Sale Price YoY Change -13%