11,581

Longboat Key, FL Homes

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    • /2

      Est $2,234,655 Not Listed For Sale

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

      455 Longboat Club Rd Unit 905, Longboat Key, FL 34228

      455 Longboat Club Rd Unit 905, Longboat Key, FL 34228
  • /60

    $530,000

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

    4340 Falmouth Dr Unit 104, Longboat Key, FL 34228

    Experience the timeless appeal of Longboat Harbour in this beautifully updated first-floor residence, where refined coastal living meets comfort and convenience. Ideally just near deeded beach access, this rare offering provides walkout access to a manicured lawn with tranquil water views, creating a villa-like ambiance. Finely appointed updates include tile flooring throughout, Frigidaire

    Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4340 Falmouth Dr Unit 104, Longboat Key, FL 34228
  • /2

    $866,000 Sold Feb 20, 2025

    680 Longview Dr, Longboat Key, FL 34228

    • Land
    • 0.27 Acre
    • $3,207,407 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 25 Days On Market

    Current Estimated Value $2,103,764

    Last Listing Agent Kaisen Mitchell COLDWELL BANKER REALTY

    680 Longview Dr, Longboat Key, FL 34228
    • /40

      Est $2,257,745 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
  • /15

    $235,000

    2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228

    Great city skyline views and easy access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the north side of P-dock. Club membership is not required. 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 includes

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit O-04, Longboat Key, FL 34228
  • /2

    $740,000 Sold Jun 03, 2025

    4234 Gulf of Mexico Dr Unit H2, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1973

    Last Sold Summary

    • 12% Below List Price
    • $643/SF
    • 78 Days On Market

    Current Estimated Value $704,747

    Last Listing Agent Jennifer Linehan MICHAEL SAUNDERS & COMPANY

    4234 Gulf of Mexico Dr Unit H2, Longboat Key, FL 34228
    • /57

      Est $2,458,436 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
  • /98

    $5,455,000

    • 4 Beds
    • 6 Baths
    • 3,976 Sq Ft

    548 Hornblower Ln, Longboat Key, FL 34228

    This exquisite home is sure to exceed expectations! This exceptional 4 bed/5 bath canal-front estate is located in coveted Country Club Shores, where chic architecture, thoughtful craftsmanship, and effortless coastal luxury converge. Designed by DSDG architects to maximize the contemporary sightlines and southern exposure, this Voight built custom residence offers a spectacular open floor plan

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    548 Hornblower Ln, Longboat Key, FL 34228
  • /2

    $1,500,000 Sold Jun 11, 2025

    740 Old Compass Rd, Longboat Key, FL 34228

    • 4 Beds
    • 3 Baths
    • 2,586 Sq Ft
    • Built 1971

    Last Sold Summary

    • 21% Below List Price
    • $580/SF
    • 88 Days On Market

    Current Estimated Value $1,468,933

    Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    740 Old Compass Rd, Longboat Key, FL 34228
    • /40

      Est $2,086,609 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
  • /30

    $199,000 Pending

    • 1 Bed
    • 1 Bath
    • 248 Sq Ft

    3710 Gulf of Mexico Dr Unit E11, Longboat Key, FL 34228

    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 St. Armands Circle. This home, located directly on

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit E11, Longboat Key, FL 34228
  • /2

    $625,000 Sold May 06, 2025

    858 Evergreen Way, Longboat Key, FL 34228

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1991

    Last Sold Summary

    • 1% Below List Price
    • $434/SF
    • 3 Days On Market

    Current Estimated Value $594,916

    Last Listing Agent Martin Dimovski PREMIER SOTHEBY'S INTERNATIONAL REALTY

    858 Evergreen Way, Longboat Key, FL 34228
    • /2

      Est $1,620,221 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
  • /93

    $860,000

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft

    750 Bayport Way Unit 750, Longboat Key, FL 34228

    Experience contemporary coastal living in this fully renovated, turnkey-furnished unit ideally located in the heart of Longboat Key! Nestled between 1,200 feet of private, powder-soft beach on the Gulf and a serene fishing pier on Sarasota Bay, this residence offers the perfect blend of island tranquility and luxury!Step inside to discover a meticulously cared for interior space updated with

    Jennifer Albright HUNT BROTHERS REALTY, INC.

    750 Bayport Way Unit 750, Longboat Key, FL 34228
  • /2

    $950,000 Sold Dec 10, 2025

    1055 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1981

    Last Sold Summary

    • $682/SF
    • 0 Days On Market

    Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

    1055 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    • /99

      Est $3,842,990 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
  • /12

    $259,000

    • 1 Bed
    • 1 Bath
    • 630 Sq Ft

    701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228

    DIRECT WATERFRONT OPPORTUNITY IN LONGBOAT KEY! Here's your rare chance to own a waterfront property with direct access to the Intercoastal Waterway! Perfectly located for vacation rentals, this canal-front 1-bedroom, 1-bathroom end unit offers incredible potential for income, especially with high demand bookings from January to April. This property boasts 21 feet of water frontage and a newly

    Filitsa Sterner NIZZ REALTY INC

    701 Saint Judes Dr S Unit 3, Longboat Key, FL 34228
  • /2

    $440,000 Sold Jun 18, 2025

    710 Fox St, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Built 1966

    Last Sold Summary

    • 11% Below List Price
    • $389/SF
    • 66 Days On Market

    Current Estimated Value $447,711

    Last Listing Agent Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    710 Fox St, Longboat Key, FL 34228
    • /21

      Est $2,431,478 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
  • /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

    $1,600,000 Sold Aug 29, 2025

    1465 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

    • 4 Beds
    • 4 Baths
    • 2,565 Sq Ft
    • Built 1981

    Last Sold Summary

    • 5% Below List Price
    • $624/SF
    • 16 Days On Market

    Current Estimated Value $1,577,391

    Last Listing Agent Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1465 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    • /91

      Est $1,440,139 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
  • /29

    $1,395,000

    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft

    100 Sands Point Rd Unit 323, Longboat Key, FL 34228

    Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club, set on the gorgeous southern tip of Longboat Key. This newly remodeled 3BR/2BA, split plane with a large open living space to relax or entertain family and friends. The kitchen has been remarkably redone, featuring a breakfast bar, dining area, and custom solid surface countertops to complement the

    Marisa Marino BRIGHT REALTY

    100 Sands Point Rd Unit 323, Longboat Key, FL 34228
  • /2

    $1,250,000 Sold Apr 04, 2025

    1211 Gulf of Mexico Dr Unit 706, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • Built 1985

    Last Sold Summary

    • 17% Below List Price
    • $782/SF
    • 63 Days On Market

    Current Estimated Value $1,203,914

    Last Listing Agent Tim Koons-McGee MICHAEL SAUNDERS & COMPANY

    1211 Gulf of Mexico Dr Unit 706, Longboat Key, FL 34228
    • /61

      Est $1,429,039 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
  • /47

    $1,900,000

    • Land
    • 0.37 Acre
    • $5,135,135 per Acre

    6549 Gulf of Mexico Dr, Longboat Key, FL 34228

    West side of Gulf of Mexico Dr and no busy street between you and the beach! Lot is cleared and ready with utilities at the lot. Build your dream home on this large lot (16,000 sq ft) just steps from the sugar sand beach on beautiful Longboat Key on the Gulf. This lot has the added bonus of backing up to Gulfside Road with a very short walk to beach access at the end of the street. Longboat Key

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6549 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /67

    $700,000 Sold May 15, 2025

    4600 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

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

    Last Sold Summary

    • 20% Below List Price
    • $534/SF
    • 215 Days On Market

    Current Estimated Value $658,934

    Last Listing Agent Eileen Gillen COLDWELL BANKER REALTY

    4600 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    • /66

      Est $2,437,910 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
  • /88

    $1,495,000

    • 4 Beds
    • 4 Baths
    • 2,900 Sq Ft

    370 Gulf of Mexico Dr Unit 432, Longboat Key, FL 34228

    PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed, rare 4 bedroom, 4.5 bathroom in the gated resort-style Tangerine Bay community on the southernmost tip of Longboat Key. The residence is only minutes from St. Armand's Circle, across the street from the Longboat Key Club, and a short driving distance to the Bay Isles Beach Club and vibrant downtown Sarasota. Filled with

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    370 Gulf of Mexico Dr Unit 432, Longboat Key, FL 34228
  • /2

    $4,200,000 Sold Feb 05, 2026

    670 Old Compass Rd, Longboat Key, FL 34228

    • 5 Beds
    • 5.5 Baths
    • 4,022 Sq Ft
    • Built 2025

    Last Sold Summary

    • 24% Below List Price
    • $1,044/SF
    • 206 Days On Market

    Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

    670 Old Compass Rd, Longboat Key, FL 34228
    • /54

      Est $1,552,771 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
  • /59

    $1,899,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,830 Sq Ft

    2550 Harbourside Dr Unit 322, Longboat Key, FL 34228

    Under contract-accepting backup offers. Located within the gated Bay Isles community, Marina Bay offers the best of Longboat Key living. This exceptional 3BR/3BA residence spans 2,830 sq. ft. and features an open floor plan with wood tile floors, recessed lighting, and tray ceilings. The spacious living area flows seamlessly to a screened terrace, where you can enjoy views of manicured grounds,

    Bruce Myer COLDWELL BANKER REALTY

    2550 Harbourside Dr Unit 322, Longboat Key, FL 34228
  • /2

    $1,700,000 Sold Jan 30, 2026

    360 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 2,949 Sq Ft
    • Built 1992

    Last Sold Summary

    • 3% Below List Price
    • $576/SF
    • 3 Days On Market

    Last Listing Agent Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

    360 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228
    • /2

      Est $1,362,966 Not Listed For Sale

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

      775 Longboat Club Rd Unit 804, Longboat Key, FL 34228

      775 Longboat Club Rd Unit 804, Longboat Key, FL 34228
  • /100

    $8,700,000

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

    560 Harbor Cove Cir, Longboat Key, FL 34228

    A rare and extraordinary offering inside the exclusive Bay Harbour within Bay Isles on Longboat Key, this peninsula estate delivers unmatched privacy, breathtaking Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico. Positioned at the end of a quiet cul-de-sac on a three-sided waterfront peninsula, it includes two private boat docks with water

    Rachel Tritschler RE/MAX ALLIANCE GROUP

    560 Harbor Cove Cir, Longboat Key, FL 34228
  • /2

    $678,000 Sold Apr 16, 2025

    448 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Below List Price
    • $568/SF
    • 6 Days On Market

    Current Estimated Value $649,760

    Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY

    448 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228
    • /30

      Est $1,420,492 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
  • /30

    $790,000

    • 1 Bed
    • 1 Bath
    • 642 Sq Ft

    225 Sands Point Rd Unit 6201, Longboat Key, FL 34228

    Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil lagoon views with strong rental potential through the established hotel program. Impact-rated sliding glass doors lead to a private, open terrace with a glass railing, allowing the lush, tropical setting to remain the focal point while inviting the outdoors in. Inside, the residence feels airy and welcoming

    Bruce Myer COLDWELL BANKER REALTY

    225 Sands Point Rd Unit 6201, Longboat Key, FL 34228
  • /2

    $148,000 Sold May 07, 2025

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

    • 1 Bed
    • 1 Bath
    • 643 Sq Ft
    • Built 1959

    Last Sold Summary

    • 10% Below List Price
    • $230/SF
    • 85 Days On Market

    Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228
    • /58

      Est $1,253,434 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

Showing Results 641 - 680, Page 17 of 18

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