11,339

Longboat Key, FL Homes

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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

    Agent Photo

    Jason Sato

    SATO REAL ESTATE INC.

    6981 Lois Ave, Longboat Key, FL 34228
  • /46

    $9,841

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft
    • Condo for Rent

    1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228

    The advertised rate of $9,842/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 30, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228
  • /2

    $1,550,000

    Sold Mar 09, 2026

    3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228

    • 2 Beds
    • 3.5 Baths
    • 2,143 Sq Ft
    • Built 1994

    Last Sold Summary

    • 14% Below List Price
    • $723/SF
    • 106 Days On Market

    Current Estimated Value $1,561,774

    Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

    3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228
    • /79

      Est $5,448,674

      Not Listed For Sale

      1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

      • 5 Beds
      • 6.5 Baths
      • 5,225 Sq Ft
      • Built 1996
      1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

      Last Sold Summary

      • 501 Days On Market

      Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  • /92

    $4,125,000

    New Construction Open Sat 11AM - 5PM $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 Areas Move 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 construction, and an

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    597 Buttonwood Dr, Longboat Key, FL 34228
  • /17

    $3,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft
    • House for Rent

    420 Firehouse Ct Unit 10, Longboat Key, FL 34228

    Seldom available annual rental on the coveted north end of Longboat Key. This beautifully remodeled 2-bedroom, 2-bath condo boasts new appliances, cabinets, flooring, and modern fixtures throughout. Both bedrooms feature spacious walk-in closets, and a separate utility room includes washer and dryer hookups. Embrace the laid-back coastal lifestyle with quick access to beaches, restaurants,

    Gregory Koss WAGNER REALTY

    420 Firehouse Ct Unit 10, Longboat Key, FL 34228
  • /2

    $537,500

    Sold Nov 05, 2025

    4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 1975

    Last Sold Summary

    • $410/SF

    Current Estimated Value $556,655

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
    • /38

      Est $1,510,847

      Not Listed For Sale

      2425 Gulf of Mexico Dr Unit 13B, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,470 Sq Ft
      • Built 1973
      2425 Gulf of Mexico Dr Unit 13B, Longboat Key, FL 34228

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Robert Delaney MICHAEL SAUNDERS & COMPANY

  • /90

    $4,695,000

    New Construction Open Sat 11AM - 5PM $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

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    569 Bayview Dr, Longboat Key, FL 34228
  • /38

    $6,570

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,474 Sq Ft
    • Condo for Rent

    5055 Gulf of Mexico Dr Unit SI FL1-ID1590856P, Longboat Key, FL 34228

    The advertised rate of $6,570/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 12, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    5055 Gulf of Mexico Dr Unit SI FL1-ID1590856P, Longboat Key, FL 34228
  • /2

    $3,950,000

    Sold Apr 27, 2026

    610 Yardarm Ln, Longboat Key, FL 34228

    • 4 Beds
    • 4.5 Baths
    • 4,138 Sq Ft
    • Built 2003

    Last Sold Summary

    • 16% Below List Price
    • $955/SF
    • 107 Days On Market

    Current Estimated Value $3,989,414

    Last Listing Agent Nicholle McKiernan COLDWELL BANKER REALTY

    610 Yardarm Ln, Longboat Key, FL 34228
    • /66

      Est $886,867

      Not Listed For Sale

      5201 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,184 Sq Ft
      • Built 1980
      5201 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Beth Pheney FINE PROPERTIES

  • /100

    $4,295,000

    New Construction Open Sat 11AM - 1PM $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,

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    530 de Narvaez Dr, Longboat Key, FL 34228
  • /31

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • Condo for Rent

    820 Spanish Dr S, Longboat Key, FL 34228

    Coastal Living at Its Finest in the Spanish Main Yacht Club! Discover your perfect Florida retreat in this beautifully maintained, free-standing 2-bedroom, 2-bathroom villa located on the highly coveted southern end of Longboat Key at 820 Spanish Dr S. Offering 1,390 square feet of bright, open living space, this single-story residence perfectly blends maintenance-free comfort with an active,

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    820 Spanish Dr S, Longboat Key, FL 34228
  • /2

    $2,175,000

    Sold May 07, 2026

    513 Outrigger Ln, Longboat Key, FL 34228

    • 4 Beds
    • 3 Baths
    • 2,162 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Below List Price
    • $1,006/SF
    • 5 Days On Market

    Current Estimated Value $2,144,618

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    513 Outrigger Ln, Longboat Key, FL 34228
    • /47

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit E13, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 657 Sq Ft
      • Built 2018
      3710 Gulf of Mexico Dr Unit E13, Longboat Key, FL 34228

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Mike Sansenbach COLDWELL BANKER REALTY

  • /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

    Agent Photo

    Marsha Winegarden

    WAGNER REALTY

    3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228
  • /16

    $2,462

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 925 Sq Ft
    • Condo for Rent

    6750 Gulf of Mexico Dr Unit SI ID1591465P, Longboat Key, FL 34228

    The advertised rate of $2,462/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    6750 Gulf of Mexico Dr Unit SI ID1591465P, Longboat Key, FL 34228
  • /2

    $1,500,000

    Sold Jul 01, 2026

    524 Ketch Ln, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft
    • Built 1968

    Last Sold Summary

    • 25% Below List Price
    • $740/SF
    • 185 Days On Market

    Current Estimated Value $1,816,268

    Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

    524 Ketch Ln, Longboat Key, FL 34228
    • /52

      Est $765,513

      Not Listed For Sale

      4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,561 Sq Ft
      • Built 1975
      4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Michael Albano, PA COLDWELL BANKER REALTY

  • /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

    Agent Photo

    Joshua Freed

    PREFERRED SHORE LLC

    626 Buttonwood Dr, Longboat Key, FL 34228
  • /34

    $4,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,423 Sq Ft
    • Condo for Rent

    706 Spanish Dr S, Longboat Key, FL 34228

    Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after, active 55+ community of Spanish Main Yacht Club! Ideally situated just steps from the marina, this 2-bedroom, 2-bathroom villa features a bright Florida room and a fully stocked kitchen, providing a refined yet comfortable living experience from the moment you arrive. It is

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    706 Spanish Dr S, Longboat Key, FL 34228
  • /2

    $850,000

    Sold May 28, 2026

    1904 Harbourside Dr Unit 204, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,135 Sq Ft
    • Built 1982

    Last Sold Summary

    • $398/SF
    • 0 Days On Market

    Current Estimated Value $849,347

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    1904 Harbourside Dr Unit 204, Longboat Key, FL 34228
    • /28

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228

      • 2 Beds
      • 1.5 Baths
      • 720 Sq Ft
      • Built 2023
      3710 Gulf of Mexico Dr Unit A19, Longboat Key, FL 34228

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  • /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
  • /33

    $7,943

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft
    • Condo for Rent

    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228

    The advertised rate of $7,943/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 26, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
  • /2

    $595,000

    Sold Apr 10, 2026

    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $482/SF
    • 71 Days On Market

    Current Estimated Value $621,044

    Last Listing Agent Harold Kaufman PREFERRED SHORE LLC

    2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
    • /43

      Est $630,445

      Not Listed For Sale

      4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,325 Sq Ft
      • Built 1975
      4960 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      Last Sold Summary

      • 163 Days On Market

      Last Listing Agent Andree Huffine COLDWELL BANKER REALTY

  • /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
  • /42

    $10,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,698 Sq Ft
    • Condo for Rent

    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

    LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle

    Jane Hunter JENNETTE PROPERTIES INC

    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
  • /2

    $2,250,000

    Sold Dec 08, 2025

    2410 Harbourside Dr Unit 151, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 3,825 Sq Ft
    • Built 1993

    Last Sold Summary

    • 10% Below List Price
    • $588/SF
    • 7 Days On Market

    Current Estimated Value $2,236,881

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 151, Longboat Key, FL 34228
    • /32

      Est $535,218

      Not Listed For Sale

      225 Sands Point Rd Unit 6103, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 642 Sq Ft
      • Built 1983
      225 Sands Point Rd Unit 6103, Longboat Key, FL 34228

      Last Sold Summary

      • 175 Days On Market

      Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  • /41

    $619,900

    $29K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    521 Bayport Way Unit 521, Longboat Key, FL 34228

    Under contract-accepting backup offers. We are offering an exceptional investment opportunity at Bayport Beach & Tennis Club. Unit 521 is PRICED BELOW a recent June 2026 independent appraisal and currently the lowest-priced residence in the Bayport Beach & Tennis Club complex, we feel this beautifully updated condominium represents one of the best values on Longboat Key for a primary residence,

    Robert Coscia PERSONAL REALTY ADVISERS

    521 Bayport Way Unit 521, Longboat Key, FL 34228
  • /29

    $4,428

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Condo for Rent

    6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228

    The advertised rate of $4,428/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 13, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228
  • /2

    $3,600,000

    Sold Mar 30, 2026

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

    • 3 Beds
    • 3.5 Baths
    • 3,564 Sq Ft
    • Built 1995

    Last Sold Summary

    • 14% Below List Price
    • $1,010/SF
    • 315 Days On Market

    Current Estimated Value $3,700,822

    Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

    675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
    • /25

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228

      • 2 Beds
      • 1 Bath
      • 676 Sq Ft
      • Built 1991
      3710 Gulf of Mexico Dr Unit D22, Longboat Key, FL 34228

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  • /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
  • /55

    $7,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

    Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures. The community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You

    Andy Moore GULF COAST REALTY & MANAGEMENT

    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
  • /2

    $3,700,000

    Sold Nov 03, 2025

    531 Ranger Ln, Longboat Key, FL 34228

    • 4 Beds
    • 3.5 Baths
    • 3,436 Sq Ft
    • Built 2006

    Last Sold Summary

    • 13% Below List Price
    • $1,077/SF
    • 263 Days On Market

    Current Estimated Value $3,667,862

    Last Listing Agent Paulina Vasiliev VRI HOMES

    531 Ranger Ln, Longboat Key, FL 34228
    • /51

      Est $332,862

      Not Listed For Sale

      104 Twin Shores Blvd, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 741 Sq Ft
      • Built 1950
      104 Twin Shores Blvd, Longboat Key, FL 34228

      Last Sold Summary

      • 671 Days On Market

      Last Listing Agent Marni Hayden CHROME REALTY LLC

Showing Results 121 - 160, Page 4 of 18

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