Longboat Key, FL Homes

• 

  

  

  /40

  Est $2,189,609 Not Listed For Sale

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

  455 Longboat Club Rd Unit 801, Longboat Key, FL 34228

  455 Longboat Club Rd Unit 801, Longboat Key, FL 34228
• 

  

  

  /75

  $3,700,000

  • 3 Beds
  • 3 Baths
  • 2,940 Sq Ft

  1511 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  This exceptional beachfront paradise offers a rare opportunity to own one of just 10 exclusive condominiums in a boutique-style building situated directly on the sand in the highly sought-after Longboat Key. Uniquely positioned next to The Residences of the renowned St. Regis Resort, this property offers the perfect blend of tranquility and luxury. Enjoy a private, serene beach right outside your

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  1511 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
• 

  

  /2

  $2,500,000 Sold May 23, 2025

  • 3,842 Sq Ft
  • $651/SF
  • 85 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2000

  3606 Fair Oaks Place, Longboat Key, FL 34228

  Roof replaced in August 2024. This property presents an exceptional opportunity to acquire a direct bayfront residence comprising of four bedrooms and a den, on a canal in the esteemed Queens Harbour area of Bay Isles. The home features a private pool and spa, as well as access to a community pool. Upon entering the residence, one is greeted by impressive 24-foot ceilings and expansive windows

  Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3606 Fair Oaks Place, Longboat Key, FL 34228
• 

  

  

  /57

  Est $2,379,489 Not Listed For Sale

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

  455 Longboat Club Rd Unit 608, Longboat Key, FL 34228

  455 Longboat Club Rd Unit 608, Longboat Key, FL 34228
• 

  

  

  /26

  $950,000

  • Land
  • 0.43 Acre
  • $2,209,302 per Acre

  580 Neptune Ave, Longboat Key, FL 34228

  IT'S BIGGER THAN IT LOOKS! I bet you've heard that before but it's true! Rare find! & NO BUILDER ATTACHMENT! Just under a 1/2 acre homesite located on a quiet street & available now to build your dream home! Perfectly situated just 1 block to the public beach access that leads straight out to the Gulf Mexico! If you're new to Longboat Key, rest easy that rental restrictions limit to renting

  Kelly Gitt KELLER WILLIAMS ON THE WATER

  580 Neptune Ave, Longboat Key, FL 34228
• 

  /2

  $229,000 Sold May 22, 2025

  • 1,393 Sq Ft
  • $164/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  773 Spanish Dr N Unit 34, Longboat Key, FL 34228

  2 bedroom, 2 bath villa ready for the new owner to put their own taste, choices and love to make this their own. In the restoration/rebuild stage.

  Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  773 Spanish Dr N Unit 34, Longboat Key, FL 34228
• 

  

  /40

  Est $2,027,215 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,470 Sq Ft

  455 Longboat Club Rd Unit 603, Longboat Key, FL 34228

  455 Longboat Club Rd Unit 603, Longboat Key, FL 34228
• 

  

  /31

  $355,000

  • 2 Beds
  • 2 Baths
  • 1,007 Sq Ft

  3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  Welcome to paradise at Beach Harbor Club, where you don’t have to choose between beach access and a boat slip—this condo offers both! Enjoy a view of the bay from your living room window and take advantage of the deeded beach access, complete with lounge chairs for your convenience. This vibrant community boasts a heated pool, a spacious clubhouse, and a variety of amenities including a fitness

  Kathleen Magnus FLORIDA GALLERY REAL ESTATE

  3810 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
• 

  /2

  $2,900,000 Sold May 22, 2025

  • 4,167 Sq Ft
  • $696/SF
  • 75 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1998

  3580 Fair Oaks Ln, Longboat Key, FL 34228

  Courtyard residences in Queens Harbour are a rare find, and this impeccably recently updated five-bedroom waterfront home is move-in ready, offering a seamless blend of privacy, elegance, and coastal luxury. Designed for effortless indoor-outdoor living, the residence is centered around a lushly landscaped courtyard, where a newly resurfaced swimming pool, spa, and new paver deck create an

  Roger Pettingell COLDWELL BANKER REALTY

  3580 Fair Oaks Ln, Longboat Key, FL 34228
• 

  /2

  Est $1,594,522 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,410 Sq Ft

  455 Longboat Club Rd Unit 307, Longboat Key, FL 34228

  455 Longboat Club Rd Unit 307, Longboat Key, FL 34228
• 

  

  /5

  $43,500

  408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228

  Welcome to Slip #2112 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This slip accommodates boats up to 23'6''Lx8'6''Wx7'2''H (No T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228
• 

  /2

  $2,200,000 Sold May 22, 2025

  • 4,465 Sq Ft
  • $493/SF
  • 112 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1991

  3310 Sabal Cove Ln, Longboat Key, FL 34228

  Embrace the resort lifestyle in the tranquil community of Sabal Cove, an exclusive collection of 38 custom single-family homes, nestled within the secure gates of Bay Isles on South Longboat Key. This is a rare opportunity to own a four-bedroom home that sustained no hurricane damage with a gorgeous backdrop on the 2nd hole of the Blue Harbourside Golf Course of the Longboat Key Club. The

  Beverly St Hilaire MICHAEL SAUNDERS & COMPANY

  3310 Sabal Cove Ln, Longboat Key, FL 34228
• 

  

  /99

  Est $3,794,173 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,139 Sq Ft

  675 Longboat Club Rd Unit 24B, Longboat Key, FL 34228

  675 Longboat Club Rd Unit 24B, Longboat Key, FL 34228
• 

  

  /55

  $3,995,000

  • 3 Beds
  • 3 Baths
  • 3,437 Sq Ft

  2161 Gulf of Mexico Dr Unit 6, Longboat Key, FL 34228

  Unparalleled Gulf-front luxury awaits in this rare, third-floor residence at the exclusive En Provence on Longboat Key. With only 21 residences in this sought-after community, this exceptional home offers the privacy of a single-family home combined with resort-style amenities. Spanning nearly 3,500 square feet, this beach getaway shares the floor with just one other residence and features a

  Roger Pettingell COLDWELL BANKER REALTY

  2161 Gulf of Mexico Dr Unit 6, Longboat Key, FL 34228
• 

  /2

  $1,400,000 Sold May 20, 2025

  • 1,460 Sq Ft
  • $959/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  2525 Gulf of Mexico Dr Unit 5A, Longboat Key, FL 34228

  Experience breathtaking, direct Gulf views from this beautifully appointed two-bedroom, two-bathroom condominium. Situated in a pet-friendly building, this residence boasts an expansive feel, with floor-to-ceiling windows that flood the space with natural light and maximize the spectacular scenery. Enjoy the convenience of easy access to shopping, along with a protected turn into the condominium

  Susan Fox MICHAEL SAUNDERS & COMPANY

  2525 Gulf of Mexico Dr Unit 5A, Longboat Key, FL 34228
• 

  

  /21

  Est $2,342,408 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,420 Sq Ft

  601 Longboat Club Rd Unit 1101S, Longboat Key, FL 34228

  601 Longboat Club Rd Unit 1101S, Longboat Key, FL 34228
• 

  

  /15

  $300,000

  2600 Harbourside Dr Unit I-09, Longboat Key, FL 34228

  The middle pier, right in front at Longboat Key Club! I-09, a 60 ft x 21 ft. slip in the marina. This is the only north-south pier in the marina; plenty of deep water and cool breezes. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit I-09, Longboat Key, FL 34228
• 

  /2

  $275,000 Sold May 20, 2025

  • 382 Days On Market

  2800 Harbourside Dr Unit E-15, Longboat Key, FL 34228

  Nice 63 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops),

  Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit E-15, Longboat Key, FL 34228
• 

  

  /91

  Est $1,444,885 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  601 Longboat Club Rd Unit 603S, Longboat Key, FL 34228

  601 Longboat Club Rd Unit 603S, Longboat Key, FL 34228
• 

  

  /55

  $1,475,000

  • 3 Beds
  • 3 Baths
  • 1,859 Sq Ft

  1445 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  Timeless sophistication meets resort-style elegance in this fully renovated 3-bedroom residence at the coveted Players Club on Longboat Key. Ideally situated on the sought-after south end of the island, this home places you moments from the prestigious St. Regis Hotel, the Longboat Key Club, Publix, and the upscale dining, boutique shopping, and cultural attractions of St. Armands Circle and

  Mairead Smialek COLDWELL BANKER REALTY

  1445 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
• 

  /2

  $3,000,000 Sold May 19, 2025

  • 4,213 Sq Ft
  • $712/SF
  • 80 Days On Market

  • 3 Beds
  • 4.5 Baths
  • Built 1991

  1560 Harbor Sound Dr Unit 1, Longboat Key, FL 34228

  This impeccably updated waterfront residence in the prestigious Bay Isles Harbor neighborhood offers a seamless blend of luxury and coastal charm. Located behind the secure, 24-hour manned gates of Bay Isles, this home has been meticulously enhanced with thoughtful renovations inside and out. Recent improvements include lush new landscaping (2024), impact windows (2018), a renovated family room,

  Roger Pettingell COLDWELL BANKER REALTY

  1560 Harbor Sound Dr Unit 1, Longboat Key, FL 34228
• 

  

  /61

  Est $1,397,234 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  601 Longboat Club Rd Unit 602S, Longboat Key, FL 34228

  601 Longboat Club Rd Unit 602S, Longboat Key, FL 34228
• 

  

  /26

  $359,000

  • 1,575 Sq Ft

  2600 Harbourside Dr Unit R-9, Longboat Key, FL 34228

  Embrace Unparalleled Elegance: Exquisite 75’ Boat Slip on Longboat Key’s premier R dock, Your Gateway to a Refined Gulf Coast Yachting Experience.Discover the pinnacle of luxury boating with this stunning 75’ x 21’ deep water boat slip, perfectly situated on the spectacular R dock at Longboat Key Club Moorings Marina, nestled along Florida’s breathtaking Gulf Coast. Slip R-9 offers

  Mark J Baron COLDWELL BANKER REALTY

  2600 Harbourside Dr Unit R-9, Longboat Key, FL 34228
• 

  /2

  $690,000 Sold May 19, 2025

  • 1,409 Sq Ft
  • $490/SF
  • 88 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

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

  NOW the lowest priced condominium behind the gates of the Longboat Key Club & Resort on the gulf side, on the beach, and all future assessments that have been levied by the Association have been paid in FULL by this unit owner. This two-bedroom, two bathroom unit in Privateer South has 1,409 square feet and unobstructed angle gulf views from the side balcony on the northeast corner of the

  Andrew Vac RE/MAX ALLIANCE GROUP

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

  

  /66

  Est $2,411,361 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,420 Sq Ft

  601 Longboat Club Rd Unit 301S, Longboat Key, FL 34228

  601 Longboat Club Rd Unit 301S, Longboat Key, FL 34228
• 

  

  /33

  $2,475,000

  • 4 Beds
  • 4 Baths
  • 2,902 Sq Ft

  725 Penfield St, Longboat Key, FL 34228

  Experience refined coastal living in this stunning custom canal-front home, where timeless architectural elegance blends seamlessly with effortless luxury on the exclusive north end of Longboat Key. The attention to detail in this exquisitely renovated home is reflected in every thoughtfully crafted element and high-end finish, including furniture quality bespoke cabinetry, automated Lutron

  Melissa Rodocker RE/MAX ALLIANCE GROUP

  725 Penfield St, Longboat Key, FL 34228
• 

  /2

  $1,210,000 Sold May 19, 2025

  • 1,941 Sq Ft
  • $623/SF
  • 335 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1966

  100 Sands Point Rd Unit 305, Longboat Key, FL 34228

  EXCEPTIONAL OPPORTUNITY! True white sand beach front living awaits you at Sands Point. A community located behind the gates of the Longboat Key Club on the beautiful southern end of Longboat Key. This expansive third floor residence boasts 1,941sq.ft and offers the epitome of tropical Florida living! Attention to detail can be seen everywhere in this newly renovated Condo. The elegantly styled

  Carl Marino CORCORAN DWELLINGS REALTY

  100 Sands Point Rd Unit 305, Longboat Key, FL 34228
• 

  

  /54

  Est $1,464,171 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,524 Sq Ft

  775 Longboat Club Rd Unit 906, Longboat Key, FL 34228

  775 Longboat Club Rd Unit 906, Longboat Key, FL 34228
• 

  

  /64

  $874,900

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

  1050 Longboat Club Rd Unit 204, Longboat Key, FL 34228

  **Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening,

  Chris Carpenter COLDWELL BANKER SARASOTA CENT.

  1050 Longboat Club Rd Unit 204, Longboat Key, FL 34228
• 

  /2

  $1,149,000 Sold May 16, 2025

  • 1,832 Sq Ft
  • $627/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  610 Russell St, Longboat Key, FL 34228

  Welcome to this beautifully furnished and fully renovated coastal retreat on Longboat Key. Ideally in desirable Longbeach Village, this home is on a lush, oversized lot with rare alley access. The property offers privacy, convenience and opportunity to enjoy island living and exceptional Gulf to Bay access. The open-concept layout with a split-bedroom design provides functionality and

  Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  610 Russell St, Longboat Key, FL 34228
• 

  

  /59

  Est $1,875,967 Not Listed For Sale

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

  775 Longboat Club Rd Unit 604, Longboat Key, FL 34228

  775 Longboat Club Rd Unit 604, Longboat Key, FL 34228
• 

  

  /65

  $517,000

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  1904 Harbourside Dr Unit 202, Longboat Key, FL 34228

  Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, character, and coastal sophistication. Inside, soaring ceilings and neutral finishes highlight the home’s open design and timeless appeal. The galley kitchen, complete with a charming breakfast nook framed by plantation-shuttered windows, is the perfect place to enjoy morning

  Bruce Myer COLDWELL BANKER REALTY

  1904 Harbourside Dr Unit 202, Longboat Key, FL 34228
• 

  /2

  $9,500,000 Sold May 16, 2025

  • 6,349 Sq Ft
  • $1,496/SF
  • 53 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1981

  1580 Harbor Cay Ln, Longboat Key, FL 34228

  Exceptional Contemporary Bayfront Estate in Bay Isles Harbor Section Experience unparalleled luxury in this immaculate, organic-modern Bayfront estate in the esteemed Harbor Section of Bay Isles. This 6,349 sq. ft. 5-bedroom residence seamlessly blends minimalist design with warm organic touches - completely updated to current building code in 2017 and exterior refresh by DSDG architects in

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  1580 Harbor Cay Ln, Longboat Key, FL 34228
• 

  

  /30

  Est $1,353,039 Not Listed For Sale

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

  775 Longboat Club Rd Unit 505, Longboat Key, FL 34228

  775 Longboat Club Rd Unit 505, Longboat Key, FL 34228
• 

  

  /29

  $700,000

  • 2 Beds
  • 1.5 Baths
  • 1,294 Sq Ft

  755 Saint Judes Dr N, Longboat Key, FL 34228

  Don't miss the opportunity to build your dream home in one of Longboat Key’s most sought-after, established neighborhoods. Nestled right next to Joan M. Durante Bayfront Park and with beach access across the street you'll have quick access to the pristine, world-renowned Gulf of Mexico beaches. The newly restored seawall (2021) with wide concrete cap and raised dock with nautical dock lights at

  Ian Schmitzerle MICHAEL SAUNDERS & COMPANY

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

  /2

  $548,200 Sold May 16, 2025

  • 933 Sq Ft
  • $588/SF
  • 69 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  2089 Gulf of Mexico Dr Unit G1205, Longboat Key, FL 34228

  A tranquil coastal retreat located in one of Longboat Key's most desirable communities: SEAPLACE. A 2 bedroom, 2 bath, 2nd floor condo uniquely positioned in the highly sought-after Gulf-front G1 building. It is beautifully turnkey furnished in seaside hues with Crate and Barrel furniture and original art work so you can move right in and start enjoying the laid-back island lifestyle that

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  2089 Gulf of Mexico Dr Unit G1205, Longboat Key, FL 34228
• 

  

  /58

  Est $1,141,830 Not Listed For Sale

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

  775 Longboat Club Rd Unit 504, Longboat Key, FL 34228

  775 Longboat Club Rd Unit 504, Longboat Key, FL 34228
• 

  

  /20

  $1,275,000

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

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

  Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. With a direct Gulf view, and a gentle walk to the

  Tom Aposporos DUNCAN REAL ESTATE, INC.

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

  

  /28

  $455,000 Sold May 15, 2025

  • 1,152 Sq Ft
  • $395/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  4440 Exeter Dr Unit 103, Longboat Key, FL 34228

  Welcome to Longboat Harbour, this beautiful partially updated 2 bedroom, 2 baths condo offers great Bay views and the best island lifestyle.A lot of improvements done as new impact windows and updated kitchen and primary bathroom. Just a short walk to the community pool and all the amenities in the Clubhouse. Across the street, residents enjoy access to a private beach club, complete with

  Ruediger Weiss CHARITY & WEISS INTERNATIONAL LLC

  4440 Exeter Dr Unit 103, Longboat Key, FL 34228
• 

  

  /56

  Est $1,686,898 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,122 Sq Ft

  775 Longboat Club Rd Unit 308, Longboat Key, FL 34228

  775 Longboat Club Rd Unit 308, Longboat Key, FL 34228

Showing Results 641 - 680, Page 17 of 18