Homes in ZIP Code 34228

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  /52

  $449,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,305 Sq Ft

  6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228

  “PRICED BELOW MARKET VALUE NOW REDUCED TO $449,000” Fully renovated 2 Bedroom 2 Bath Whitney Beach Bay Side FIRST FLOOR condo ready for occupancy. It has undergone FEMA approved storm mitigation & has had a full rebuild & inspections. All new handsome Luxury Vinyl Plank flooring throughout plus tile in the primary bedroom’s stunning en suite with shower. Second bedroom is very spacious & could be

  Maruta Miluns MICHAEL SAUNDERS & COMPANY

  6700 Gulf of Mexico Dr Unit 139, Longboat Key, FL 34228
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  /2

  $1,925,000

  Sold Jan 16, 2026

  3040 Grand Bay Blvd Unit 294, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $755/SF
  • 4 Days On Market

  Current Estimated Value $1,929,314

  Last Listing Agent Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3040 Grand Bay Blvd Unit 294, Longboat Key, FL 34228
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  /49

  Est $754,834

  Not Listed For Sale

  2089 Gulf of Mexico Dr Unit G1212, Longboat Key, FL 34228

  • 2 Beds
  • 2.5 Baths
  • 1,214 Sq Ft
  • Built 1974

  2089 Gulf of Mexico Dr Unit G1212, Longboat Key, FL 34228

  Last Sold Summary

  • 1 Day On Market
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  /54

  $5,695,000

  $800K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,344 Sq Ft

  4995 Gulf of Mexico Dr Unit 500, Longboat Key, FL 34228

  Step right into the epitome of Florida beachfront luxury with this stunning first-floor Capri unit on Longboat Key. Nestled within the exclusive Positano community—an intimate 10-acre oasis of just 29 residences—this condo offers a seamless walkout straight to the pristine beach and the azure waters of the Gulf of Mexico.This is Florida living at its finest. The condo features a fantastic

  Reid Murphy DEVELOPERS REALTY LBK, INC

  4995 Gulf of Mexico Dr Unit 500, Longboat Key, FL 34228
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  /2

  $960,000

  Sold May 15, 2026

  1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1972

  Last Sold Summary

  • 16% Below List Price
  • $744/SF
  • 286 Days On Market

  Current Estimated Value $1,061,352

  Last Listing Agent Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  1000 Longboat Club Rd Unit 1105, Longboat Key, FL 34228
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  /2

  Est $567,062

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 933 Sq Ft
  • Built 1974

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

  Last Sold Summary

  • 69 Days On Market
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  /61

  $1,995,000

  $2M PRICE INCREASE

  • 4 Beds
  • 4 Baths
  • 3,059 Sq Ft

  3271 Bayou Rd, Longboat Key, FL 34228

  Nestled behind the gates of prestigious Bay Isles on Longboat Key, this exceptional residence offers over 3,000 square feet of thoughtfully designed living space surrounded by lush tropical landscaping and just moments from the Gulf of Mexico. Combining timeless architecture, spacious interiors, and resort-style outdoor living, this home delivers the privacy and elegance that define the Longboat

  Robert Johnson REAL BROKER, LLC

  3271 Bayou Rd, Longboat Key, FL 34228
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  /2

  $550,000

  Sold Apr 10, 2026

  4420 Exeter Dr Unit 307, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1970

  Last Sold Summary

  • 15% Below List Price
  • $477/SF
  • 65 Days On Market

  Current Estimated Value $554,677

  Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4420 Exeter Dr Unit 307, Longboat Key, FL 34228
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  /2

  Est $700,018

  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
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  /49

  $890,000

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft

  4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  The unobstructed Gulf View greets you as you enter this 2nd floor unit. The spacious living area overlooks the large screened lanai out to the Gulf of Mexico. All units at The Westchester community have new impact resistant sliders and windows that meet Miami Dade code in order to reduce insurance premiums for all. This unit also has extra protection as both lanais have electric shutters that

  Debbie Lane RE/MAX ALLIANCE GROUP

  4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
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  /2

  $650,000

  Sold Mar 23, 2026

  4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

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

  Last Sold Summary

  • 21% Below List Price
  • $495/SF
  • 168 Days On Market

  Current Estimated Value $657,603

  Last Listing Agent Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4500 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
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  /50

  Est $1,159,605

  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
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  /71

  $1,995,000

  $680K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 1,842 Sq Ft

  775 Longboat Club Rd Unit 807, Longboat Key, FL 34228

  Welcome to Beaches of Longboat Key - Unit 807From a morning stroll on the beach to twilight cocktails on your wrap around balcony watching the glittering lights of Sarasota over the bay, you will experience beauty all around. Longboat Key, a jewel in the crown of the Sarasota Coastline, has so much to share. This elegantly appointed home will not disappoint. Custom finishes are abundant

  David Stasney COLDWELL BANKER REALTY

  775 Longboat Club Rd Unit 807, Longboat Key, FL 34228
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  /2

  $1,950,000

  Sold Jun 10, 2026

  545 Sanctuary Dr Unit B806, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,375 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Below List Price
  • $821/SF
  • 404 Days On Market

  Current Estimated Value $2,115,359

  Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  545 Sanctuary Dr Unit B806, Longboat Key, FL 34228
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  /38

  Est $732,203

  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
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  /46

  $1,049,000

  $201K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  380 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228

  Virtually Staged. 2BD+DEN! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This

  Cindy Schatzle COLDWELL BANKER REALTY

  380 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
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  /2

  $590,000

  Sold Jan 12, 2026

  2301 Gulf of Mexico Dr Unit 34, Longboat Key, FL 34228

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

  Last Sold Summary

  • 6% Below List Price
  • $478/SF
  • 13 Days On Market

  Current Estimated Value $629,067

  Last Listing Agent Kelsie Rokicki MICHAEL SAUNDERS & COMPANY

  2301 Gulf of Mexico Dr Unit 34, Longboat Key, FL 34228
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  /66

  Est $1,149,475

  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
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  /50

  $2,500,000

  • Land
  • 11,761 Sq Ft
  • $9,259,259 per Acre

  581 Rountree Dr, Longboat Key, FL 34228

  Build your waterfront residence and be perfectly positioned in one of Longboat Key’s most elegant neighborhoods- Longboat Key Estates where sunrise occurs over the Bay while sunset occurs over the Gulf. You will have both and each new day provides unique views. This build-ready lot offers 100 feet of deep-water canal frontage and 117 feet of depth from canal to street where you’ll enjoy direct

  Karen Jorgensen CHARLES RUTENBERG REALTY ORLANDO

  581 Rountree Dr, Longboat Key, FL 34228
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  /2

  $650,000

  Sold Jul 15, 2025

  780 Tarawitt Dr, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1975

  Last Sold Summary

  • 38% Below List Price
  • $422/SF
  • 288 Days On Market

  Current Estimated Value $822,228

  Last Listing Agent Sophia Kramedas-Ghanayem THE AGENCY SARASOTA

  780 Tarawitt Dr, Longboat Key, FL 34228

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