Longboat Key, FL Homes

• 

  

  

  /71

  $1,400,000

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  HUGE PRICE CHANGE:Veinte (20 in Spanish) is a luxury condominium community with only twenty residents located on the beautiful and unique Longboat Key. Magnificent direct gulf views from all main rooms; electric hurricane shutters on lanai and bedrooms, electric screen on the lanai and custom shades on all windows. Coming furnished with under building parking. This is a magnificent residence that

  Sandra Endres COLDWELL BANKER REALTY

  2675 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
• 

  

  /2

  $10,250,000 Sold May 09, 2025

  • 6,923 Sq Ft
  • $1,481/SF
  • 76 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1993

  801 Longboat Club Rd, Longboat Key, FL 34228

  Welcome to a truly remarkable legacy estate spanning 150’ of walking beach tucked behind the gates of the exclusive Longboat Key Club in Regent’s Court. Unquestionably, one of the area’s most distinguished and desirable locations. Perfectly positioned on a quiet street, this custom built residence offers unparalleled views of the Gulf of Mexico, lush tropical landscaping, and is designed for the

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  801 Longboat Club Rd, Longboat Key, FL 34228
• 

  

  

  /44

  Est $2,540,004 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,582 Sq Ft

  595 Bowsprit Ln, Longboat Key, FL 34228

  595 Bowsprit Ln, Longboat Key, FL 34228
• 

  

  

  /55

  $2,999,000

  • 5 Beds
  • 4 Baths
  • 3,993 Sq Ft

  3302 Sabal Cove Ln, Longboat Key, FL 34228

  Just Announced: Major Price Improvement! An incredible opportunity awaits with this newly reduced price on one of Longboat Key’s most stunning, fully renovated homes! Don’t miss your chance—this pricing may not last as we head into peak selling season this fall and winter.Experience this exceptional home for yourself! - Step into a world of refined elegance, where no detail has been

  Norma Mladineo COLDWELL BANKER REALTY

  3302 Sabal Cove Ln, Longboat Key, FL 34228
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  /2

  $124,000 Sold May 08, 2025

  • 935 Sq Ft
  • $133/SF
  • 150 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1965

  83 Main Street Dr, Longboat Key, FL 34228

  Location, location location! This storm impacted mobile home is your opportunity to own a slice of paradise with PRIVATE BEACH ACCESS, MARINA ACCESS, and community saltwater pool and more. Ready to enjoy million dollar sunsets without the typical million dollar Longboat Key price tag? Twin Shores is a secret gem of Longboat Key- the community spans from the Gulf to the Bay. Priced well below

  Erica Smentowski KELLER WILLIAMS ON THE WATER S

  83 Main Street Dr, Longboat Key, FL 34228
• 

  

  /66

  Est $523,023 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228

  4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228
• 

  

  /45

  $1,695,000

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228

  On the third floor of an exclusive beachfront condominium, this oceanfront residence on Longboat Key offers sweeping, unobstructed vistas of the Gulf of Mexico from every room. With sunlight beaming through walls of glass and the sound of gentle waves in the background, indulge in the pleasures of a coastal lifestyle. Ideally mid-island, this condominium is near Bay Isles Shoppes and within a

  Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
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  /2

  $935,000 Sold May 07, 2025

  • 1,409 Sq Ft
  • $664/SF
  • 31 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  1050 Longboat Club Rd Unit 704, Longboat Key, FL 34228

  Step into the epitome of coastal elegance in this beautifully renovated residence, perfectly situated behind the gates of the prestigious Longboat Key Club in Privateer. Offering a seamless blend of modern design and breathtaking waterfront views, this 2-bedroom, 2-bath retreat is an exceptional find on the southern end of Longboat Key. Professionally designed with both style and durability in

  Patrick Dipinto, III COLDWELL BANKER REALTY

  1050 Longboat Club Rd Unit 704, Longboat Key, FL 34228
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  /59

  Est $3,417,088 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,413 Sq Ft

  603 Buttonwood Dr, Longboat Key, FL 34228

  603 Buttonwood Dr, Longboat Key, FL 34228
• 

  

  /71

  $768,000 Open Sat 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  ASTONISHING SELLER BONUS OFER! Motivated Seller is offering to pay off remaining balance of the $26,490-7/1/2024 special assessment from list price at closing. LOOK NO FURTHER! THIS IS IT! A DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, and curated high-end finishes of this exquisitely renovated, highly sought after, two+ bedroom condominium, including an additional Queen

  Debby McCaig COLDWELL BANKER REALTY

  4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
• 

  /2

  $460,000 Sold May 07, 2025

  • 910 Sq Ft
  • $505/SF
  • 37 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  7119 Longboat Dr E, Longboat Key, FL 34228

  This fabulous little 1930's cottage has a wonderful history and is ready to be reimagined by its next visionary owner. Located in the famous "Village" of Longboat Key, it sits back on a lushly landscaped lot. It was once featured in Sarasota magazine as the "epitome of the island beach cottage". The bay is across the street and the beautiful Broadway beach is just a short walk or bike ride way.

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  7119 Longboat Dr E, Longboat Key, FL 34228
• 

  

  /28

  Est $1,766,622 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,896 Sq Ft

  2675 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  2675 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
• 

  

  /28

  $795,000

  • 2 Beds
  • 1 Bath
  • 1,242 Sq Ft

  780 Jungle Queen Way, Longboat Key, FL 34228

  Bingo....You have just found your diamond in the rough—Concrete block home is located just six in from the open Bay. Newer seawall. Two-bedroom home is ready for remodel. The home features 125 ft of canal front frontage and is in a desirable area in that it is situated in between more expensive properties. There is plenty of room for a pool. There is a nice, screened lanai overlooking the canal

  Michael Nink, PA MICHAEL SAUNDERS & COMPANY

  780 Jungle Queen Way, Longboat Key, FL 34228
• 

  /2

  $148,000 Sold May 07, 2025

  • 643 Sq Ft
  • $230/SF
  • 85 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1959

  3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228

  WELCOME TO PARADISE: imagine a home in a beautiful beach-to-bay community. Gulfshore of Longboat Key has it all -- private, pristine sand beach on the Gulf of Mexico, a marina on Sarasota Bay, large community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228
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  /16

  Est $184,154 Not Listed For Sale

  • Studio

  2600 Harbourside Dr Unit O-7, Longboat Key, FL 34228

  2600 Harbourside Dr Unit O-7, Longboat Key, FL 34228
• 

  

  /52

  $2,495,000

  • 2 Beds
  • 3 Baths
  • 2,655 Sq Ft

  1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

  Welcome to The Water Club on Longboat Key, where refined Gulf-front living meets everyday comfort and effortless elegance. This ninth-floor residence delivers sweeping, unobstructed views from the Gulf of Mexico to Sarasota Bay. Spanning nearly 2,700 square feet, this three-bedroom (currently configured as two bedrooms plus den), three-bath home offers an ideal balance of indoor space and terrace

  Roger Pettingell COLDWELL BANKER REALTY

  1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
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  /2

  $740,000 Sold May 06, 2025

  • 1,296 Sq Ft
  • $571/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  750 Russell St, Longboat Key, FL 34228

  Discover the essence of island living with this charming beach home, perfectly situated in the vibrant Village of Longboat Key. Recently renovated, this property boasts a 2-bedroom, 1-bathroom main residence Plus an above garage 1-bedroom, 1-bathroom private Suite. The main home features an open floor plan, an upgraded kitchen with brand-new appliances, upgraded bathroom and an abundance of

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  750 Russell St, Longboat Key, FL 34228
• 

  

  /22

  Est $334,481 Not Listed For Sale

  • Studio
  • 2,380 Sq Ft

  2600 Harbourside Dr Unit B-8, Longboat Key, FL 34228

  2600 Harbourside Dr Unit B-8, Longboat Key, FL 34228
• 

  

  /47

  $3,195,000

  • 2 Beds
  • 4 Baths
  • 2,634 Sq Ft

  415 L Ambiance Dr Unit D306, Longboat Key, FL 34228

  Exquisite Gulf-Front Residence at L’Ambiance. Presenting a truly rare opportunity—this direct Gulf-front 2-bedroom plus den residence offers the pinnacle of beachfront living at the prestigious L’Ambiance on Longboat Key. Featuring the coveted Sabal floor plan, this thoughtfully designed home boasts both sunrise and sunset terraces. Start your mornings with serene eastern light and end your day

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  415 L Ambiance Dr Unit D306, Longboat Key, FL 34228
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  /2

  $800,000 Sold May 06, 2025

  • 1,380 Sq Ft
  • $580/SF
  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  3080 Grand Bay Blvd Unit 521, Longboat Key, FL 34228

  This Aruba residence in Building 5 at Grand Bay captures the essence of coastal living with sweeping direct views of Sarasota Bay, the Harbourside golf course, and the downtown skyline. Offered furnished, this sunlit retreat features tile flooring throughout and an inviting open layout. Floor-to-ceiling glass doors frame the picturesque scenery, connecting the indoor and outdoor living spaces. A

  Roger Pettingell COLDWELL BANKER REALTY

  3080 Grand Bay Blvd Unit 521, Longboat Key, FL 34228
• 

  

  /33

  Est $862,900 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft

  1085 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

  1085 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228
• 

  

  /82

  $2,150,000

  • 3 Beds
  • 3 Baths
  • 2,365 Sq Ft

  340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Welcome to Tangerine Bay Club, the southernmost condominium on Longboat Key, where refined sophistication meets resort-style living. This exceptional direct Bayfront end residence offers panoramic views of Sarasota Bay and the feel of a single-family home. Move-in ready with a new roof, the home has been extensively updated by the previous owner,

  Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

  340 Gulf of Mexico Dr Unit 124, Longboat Key, FL 34228
• 

  /2

  $625,000 Sold May 06, 2025

  • 1,440 Sq Ft
  • $434/SF
  • 3 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1991

  858 Evergreen Way, Longboat Key, FL 34228

  Welcome to this beautifully maintained, turnkey townhome located in the highly sought-after Cedars Tennis Resort and Club on Longboat Key. Surrounded by lush mature greenery, this charming home comes fully furnished offering the perfect blend of comfort and convenience. Step outside to explore scenic trails, a kayak launch, and the clubhouse just a short walk away. Enjoy an active lifestyle with

  Martin Dimovski PREMIER SOTHEBY'S INTERNATIONAL REALTY

  858 Evergreen Way, Longboat Key, FL 34228
• 

  

  /18

  Est $251,652 Not Listed For Sale

  • Studio

  2800 Harbourside Dr Unit E-18, Longboat Key, FL 34228

  2800 Harbourside Dr Unit E-18, Longboat Key, FL 34228
• 

  

  /62

  $3,295,000

  • 3 Beds
  • 3.5 Baths
  • 2,880 Sq Ft

  340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228

  Two-level penthouses at Tangerine Bay Club are a rare offering, and this south-facing corner residence elevates the standard. Recently reimagined with refined sophistication, this nearly 3,000-square-foot getaway captures breathtaking panoramic views of Sarasota Bay, the city skyline, and lush coastal mangroves. Perfectly situated to ensure ultimate privacy with two coveted terraces and peaceful

  Roger Pettingell COLDWELL BANKER REALTY

  340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
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  /29

  $840,000 Sold May 05, 2025

  • 2,137 Sq Ft
  • $393/SF
  • 117 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1966

  7157 Longboat Dr N, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. NEW PRICE 2.0!! One of the best WATERFRONT properties on LBK! Motivated Seller! Unbelieve Opportunity on this Newly Priced LBK CANAL Front. Please listen when I tell you that your opportunity is now here. Rare and sought-after Village of Longboat Key direct waterfront. Beautiful lot of almost 9,000 ft. with deep water canal frontage with mangroves

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  7157 Longboat Dr N, Longboat Key, FL 34228
• 

  

  /19

  Est $313,833 Not Listed For Sale

  • Studio
  • 2,132 Sq Ft

  2600 Harbourside Dr Unit L-12, Longboat Key, FL 34228

  2600 Harbourside Dr Unit L-12, Longboat Key, FL 34228
• 

  

  /77

  $575,000

  • 2 Beds
  • 2 Baths
  • 1,479 Sq Ft

  3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Spellbinding Sunrises, Sunsets, and magical water views from this nicely updated Bayfront Beauty in an ideal Mid-Key Bay to Beach setting can be yours now. Delight in the panoramic Bay to Gulf views from the moment you wake up until you turn in after a fun-filled day at the private beach, or after taking your boat, kayaks or paddleboards out to explore paradise. The spacious patio is the perfect

  Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  3540 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
• 

  /2

  $727,500 Sold May 02, 2025

  • 1,068 Sq Ft
  • $681/SF
  • 44 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  1965 Gulf of Mexico Dr Unit G5405, Longboat Key, FL 34228

  Welcome to your dream coastal retreat! This beautifully renovated 2-bedroom, 2-bathroom condo on the top floor of G-5 Building in Seaplace offers breathtaking Gulf and beach views from the lanai, complete with new tile floor and a ceiling fan to enjoy the sea breeze in comfort. With its beachfront location and top-floor setting featuring elevated ceilings, this residence embodies the essence of

  Kevin Tai PREFERRED SHORE LLC

  1965 Gulf of Mexico Dr Unit G5405, Longboat Key, FL 34228
• 

  

  /45

  Est $1,480,497 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  2105 Gulf of Mexico Dr Unit 3503, Longboat Key, FL 34228

  2105 Gulf of Mexico Dr Unit 3503, Longboat Key, FL 34228
• 

  

  /17

  $90,000

  • 2 Beds
  • 2 Baths
  • 852 Sq Ft

  73 Twin Shores Blvd, Longboat Key, FL 34228

  NEW PRICE...INCREDIBLE VALUE!! Here's your chance to own a slice of paradise at an unbeatable price. Listed well below land value due to damage from Hurricane Helene, this property offers amazing potential in a highly sought-after 55+ Beach-to-Bay community. Perfect for investors, snowbirds, or anyone ready to create their dream coastal retreat. Whether you bring in a new manufactured home or

  Mary Moore WAGNER REALTY

  73 Twin Shores Blvd, Longboat Key, FL 34228
• 

  /2

  $650,000 Sold May 02, 2025

  • 1,172 Sq Ft
  • $555/SF
  • 112 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  1085 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

  Overlooking the Longboat Key Club golf course and only steps to the beach, this updated, modern END UNIT is offered TURNKEY FURNISHED. Situated on 31 pristine acres and 1450 feet of private beach in AWARD-WINNING Beachplace, you’ll enjoy long peaceful walks on the beach and outstanding sunsets. The unit’s southwest orientation with peek-a-boo views of the Gulf of Mexico affords privacy and full

  Phillip Wasson BRIGHT REALTY

  1085 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
• 

  /2

  Est $400,356 Not Listed For Sale

  • Studio

  2600 Harbourside Dr Unit B-16, Longboat Key, FL 34228

  2600 Harbourside Dr Unit B-16, Longboat Key, FL 34228
• 

  

  /79

  $4,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,564 Sq Ft

  675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228

  Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator

  Reid Murphy DEVELOPERS REALTY LBK, INC

  675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
• 

  /2

  $797,000 Sold May 01, 2025

  • 1,152 Sq Ft
  • $692/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  4420 Exeter Dr Unit 302, Longboat Key, FL 34228

  Modern waterfront living at its finest! This stunning Bayview condo underwent a total makeover by Trinity Construction in 2019. Custom cabinetry, gleaming tile trim and Stainless Steel Kitchen-Aid appliances complement the open Kitchen. Dark grey quartz flows over the counters and down the side of the expansive island that seats up to 6 guests. Both Bathrooms have beautiful step-in tile showers,

  Faith Michael BERKSHIRE HATHAWAY HOMESERVICE

  4420 Exeter Dr Unit 302, Longboat Key, FL 34228
• 

  

  /19

  Est $152,179 Not Listed For Sale

  • Studio
  • 1,200 Sq Ft

  2800 Harbourside Dr Unit M-02, Longboat Key, FL 34228

  2800 Harbourside Dr Unit M-02, Longboat Key, FL 34228
• 

  

  /64

  $3,295,000

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

  1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

  Welcome to this spectacular three bedroom 6th floor southern facing Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1241 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
• 

  /2

  $3,450,000 Sold May 01, 2025

  • 3,199 Sq Ft
  • $1,078/SF
  • 24 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2023

  608 Bayview Dr, Longboat Key, FL 34228

  Along the tranquil shores of Gull Bayou, 608 Bayview Drive on Longboat Key offers an unparalleled blend of waterfront luxury and island living. With approximately 100 feet of direct water frontage, this exquisite home boasts breathtaking views of the bayou, where herons, ospreys and pelicans create a serene natural backdrop. A boater’s dream, the property provides easy access to the Intracoastal

  Joel Schemmel DOUGLAS ELLIMAN

  608 Bayview Dr, Longboat Key, FL 34228
• 

  

  /20

  Est $326,447 Not Listed For Sale

  • Studio
  • 1,260 Sq Ft

  2800 Harbourside Dr Unit E-21, Longboat Key, FL 34228

  2800 Harbourside Dr Unit E-21, Longboat Key, FL 34228
• 

  

  /19

  $425,000

  2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

  Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

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