11,346

Longboat Key, FL Homes

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    • 2089 Gulf of Mexico Dr Unit G1203, Longboat Key, FL 34228
      2089 Gulf of Mexico Dr Unit G1203, Longboat Key, FL 34228
      /2

      Est $685,003

      Not Listed For Sale

      2089 Gulf of Mexico Dr Unit G1203, Longboat Key, FL 34228

      • 2 Beds
      • 2.5 Baths
      • 1,214 Sq Ft
      • Built 1974
      2089 Gulf of Mexico Dr Unit G1203, Longboat Key, FL 34228

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  • 525 Sloop Ln, Longboat Key, FL 34228
    525 Sloop Ln, Longboat Key, FL 34228
    525 Sloop Ln, Longboat Key, FL 34228
    /31

    $1,999,000

    • 5 Beds
    • 3 Baths
    • 2,934 Sq Ft

    525 Sloop Ln, Longboat Key, FL 34228

    Discover an exceptional chance to complete a vision of waterfront luxury in the highly sought-after community of Country Club Shores on Longboat Key. This canal-front home offers the rare opportunity to pick up where the current owner left off—finishing a sophisticated coastal residence with the majority of major structural work already completed. For discerning buyers seeking to capture

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    525 Sloop Ln, Longboat Key, FL 34228
  • 4360 Chatham Dr Unit 305, Longboat Key, FL 34228
    4360 Chatham Dr Unit 305, Longboat Key, FL 34228
    /2

    $290,000

    Sold Jun 25, 2026

    4360 Chatham Dr Unit 305, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft
    • Built 1969

    Last Sold Summary

    • 14% Below List Price
    • $388/SF
    • 134 Days On Market

    Current Estimated Value $303,334

    Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4360 Chatham Dr Unit 305, Longboat Key, FL 34228
    • 2301 Gulf of Mexico Dr Unit 32, Longboat Key, FL 34228
      2301 Gulf of Mexico Dr Unit 32, Longboat Key, FL 34228
      2301 Gulf of Mexico Dr Unit 32, Longboat Key, FL 34228
      /50

      Est $1,173,330

      Not Listed For Sale

      2301 Gulf of Mexico Dr Unit 32, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,235 Sq Ft
      • Built 1970
      2301 Gulf of Mexico Dr Unit 32, Longboat Key, FL 34228

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
    /41

    $625,000

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

    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228

    Experience exceptional Gulf-front living in this beautifully maintained two-bedroom, two-bath residence at the highly desirable Islander Club on Longboat Key. Enjoy peaceful views of the manicured grounds, entrance, and tennis courts from the expansive wraparound terrace offering more than 60 feet of private outdoor living space—perfect for relaxing or entertaining. Inside, the light-filled open

    Paul Bachmann PREFERRED SHORE LLC

    2301 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
  • 1925 Gulf of Mexico Dr Unit G8201, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit G8201, Longboat Key, FL 34228
    /2

    $1,250,000

    Sold Jan 27, 2026

    1925 Gulf of Mexico Dr Unit G8201, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • Built 1978

    Last Sold Summary

    • $838/SF

    Current Estimated Value $1,226,028

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

    1925 Gulf of Mexico Dr Unit G8201, Longboat Key, FL 34228
    • 2295 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
      2295 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
      2295 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228
      /38

      Est $708,823

      Not Listed For Sale

      2295 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,235 Sq Ft
      • Built 1970
      2295 Gulf of Mexico Dr Unit 45, Longboat Key, FL 34228

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Maureen Doherty MICHAEL SAUNDERS & COMPANY

  • 4350 Chatham Dr Unit 106, Longboat Key, FL 34228
    4350 Chatham Dr Unit 106, Longboat Key, FL 34228
    4350 Chatham Dr Unit 106, Longboat Key, FL 34228
    /70

    $399,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4350 Chatham Dr Unit 106, Longboat Key, FL 34228

    Light, bright, charming and ready to move into! Kitchen gutted to studs, totally updated.Tile floors, lots of closet space throughout. Updated baths, Enclosed Lanai with tile floors and electric shades overlooks lovely water view. Lovely updated decor. Furnishings are negotiable . Longboat Harbour is amenity packed- 4 heated pools, tennis/pickleball, At the clubhouse/communinity center there

    Michael Yawitz MICHAEL SAUNDERS & COMPANY

    4350 Chatham Dr Unit 106, Longboat Key, FL 34228
  • 240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    /2

    $1,050,000

    Sold Jun 18, 2026

    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft
    • Built 1982

    Last Sold Summary

    • 6% Below List Price
    • $1,641/SF
    • 230 Days On Market

    Current Estimated Value $945,409

    Last Listing Agent Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    • 2101 Harbourside Dr Unit 1103, Longboat Key, FL 34228
      2101 Harbourside Dr Unit 1103, Longboat Key, FL 34228
      2101 Harbourside Dr Unit 1103, Longboat Key, FL 34228
      /66

      Est $1,168,024

      Not Listed For Sale

      2101 Harbourside Dr Unit 1103, Longboat Key, FL 34228

      • 3 Beds
      • 2.5 Baths
      • 2,219 Sq Ft
      • Built 1984
      2101 Harbourside Dr Unit 1103, Longboat Key, FL 34228

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
    /60

    $875,000

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

    The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of

    Reid Murphy DEVELOPERS REALTY LBK, INC

    1115 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • 1975 Gulf of Mexico Dr Unit G4309, Longboat Key, FL 34228
    1975 Gulf of Mexico Dr Unit G4309, Longboat Key, FL 34228
    /2

    $700,000

    Sold Apr 03, 2026

    1975 Gulf of Mexico Dr Unit G4309, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 933 Sq Ft
    • Built 1977

    Last Sold Summary

    • 7% Below List Price
    • $750/SF
    • 69 Days On Market

    Current Estimated Value $699,460

    Last Listing Agent Harold Kaufman PREFERRED SHORE LLC

    1975 Gulf of Mexico Dr Unit G4309, Longboat Key, FL 34228
    • 1928 Harbourside Dr Unit 1404, Longboat Key, FL 34228
      1928 Harbourside Dr Unit 1404, Longboat Key, FL 34228
      /2

      Est $863,490

      Not Listed For Sale

      1928 Harbourside Dr Unit 1404, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 2,565 Sq Ft
      • Built 1982
      1928 Harbourside Dr Unit 1404, Longboat Key, FL 34228

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  • 6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
    /40

    $387,561

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228

    ...shortstories " It is having morning coffee peaceful listening birds and nature because sliding door is open ..the universe is with you..the peace of nature...Watching the water gently flow..Sarasota Bay...kayaks go by in morning ..or fishing guide will pick you up..at community boat dock..It feels like this is a vacation ..Just imagine your boat or kayak is out the back door..You and your best

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    6700 Gulf of Mexico Dr Unit 118, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    /2

    $1,425,000

    Sold Jun 17, 2026

    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    • 2 Beds
    • 4 Baths
    • 2,965 Sq Ft
    • Built 1996

    Last Sold Summary

    • 25% Below List Price
    • $481/SF
    • 58 Days On Market

    Current Estimated Value $1,615,396

    Last Listing Agent Lisa O'Hara CENTURY 21 ROSEBAY

    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    • 1928 Harbourside Dr Unit 1401, Longboat Key, FL 34228
      1928 Harbourside Dr Unit 1401, Longboat Key, FL 34228
      /2

      Est $699,207

      Not Listed For Sale

      1928 Harbourside Dr Unit 1401, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,375 Sq Ft
      • Built 1982
      1928 Harbourside Dr Unit 1401, Longboat Key, FL 34228

      Last Sold Summary

      • 237 Days On Market

      Last Listing Agent Pam Bailey COLDWELL BANKER REALTY

  • 580 Companion Way, Longboat Key, FL 34228
    580 Companion Way, Longboat Key, FL 34228
    580 Companion Way, Longboat Key, FL 34228
    /70

    $900,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    580 Companion Way, Longboat Key, FL 34228

    Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value.. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and

    Linh Pham NEXTHOME EXCELLENCE

    580 Companion Way, Longboat Key, FL 34228
  • 73 Twin Shores Blvd, Longboat Key, FL 34228
    73 Twin Shores Blvd, Longboat Key, FL 34228
    /2

    $85,000

    Sold Nov 25, 2025

    73 Twin Shores Blvd, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft
    • Built 1965

    Last Sold Summary

    • 26% Below List Price
    • $100/SF
    • 209 Days On Market

    Last Listing Agent Mary Moore WAGNER REALTY

    73 Twin Shores Blvd, Longboat Key, FL 34228
    • 1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
      1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
      /2

      Est $616,675

      Not Listed For Sale

      1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228

      • 2 Beds
      • 2.5 Baths
      • 1,590 Sq Ft
      • Built 1982
      1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  • 720 Tarawitt Dr, Longboat Key, FL 34228
    720 Tarawitt Dr, Longboat Key, FL 34228
    720 Tarawitt Dr, Longboat Key, FL 34228
    /11

    $2,900,000

    New Construction $100K PRICE INCREASE
    • 3 Beds
    • 5 Baths
    • 2,160 Sq Ft

    720 Tarawitt Dr, Longboat Key, FL 34228

    Pre-Construction. To be built. Build your dream waterfront home on North Longboat Key! Discover an exceptional opportunity to create your custom coastal retreat on this build-to-suit lot with 120 feet of waterfront frontage. The property is primed for development, with a permit filed and anticipated approval. Included in the price are complete architectural plans by Sweet Sparkman Architecture

    Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

    720 Tarawitt Dr, Longboat Key, FL 34228

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