The current prices for all Real Estate Listings in windward bay amd - Longboat Key, FL are reflected in the the table below.
Market Snapshot
Averages based on current search criteria as of 06/19/2026 6:34 PM
| Class | Total | Price | Beds | Baths | Age |
|---|---|---|---|---|---|
| Residential | 7 | $651,571 | 2.3 | 2 | 51.4 |
4750 Gulf of Mexico Drive UNIT Villa 8
Longboat Key, FL 34228
Windward Bay Amd
Residential
MLS# A4679944 / Active
AMAZING $51,000 PRICE IMPROVEMENT! YOUR SUNRISE SANCTUARY! YOUR SUNSET ESCAPE! An End Unit VillaSteps From Both Shores! Theres a moment just before...
Reduced -$51,000
4500 Gulf of Mexico Drive UNIT #206
Longboat Key, FL 34228
Windward Bay Amd
Residential
MLS# A4671822 / Active
""One Chance! One Corner-End Condo! One Dream! Dont Let It Slip Away!The onlycoveted South Marina corner/end unit currently on the market at Windwa...
4500 Gulf of Mexico Drive UNIT #3
Longboat Key, FL 34228
Windward Bay Amd
Residential
MLS# A4685838 / Active
GORGEOUS BAYFRONT PENTHOUSE VIEWS--RARE TOP FLOOR OPPORTUNITY!! Nestled in the heart of a vibrant Longboat Key Community, this stunning two-bedroom...
4976 Gulf of Mexico Drive UNIT Villa 18
Longboat Key, FL 34228
Windward Bay Amd
Residential
MLS# A4665034 / Active
Virtually Staged. PRICE REDUCED! Experience the ultimate Longboat Key lifestyle in this waterfront gem featuring stunning Sarasota Bay and canal vi...
Reduced -$50,000
4720 Gulf of Mexico Drive UNIT Villa 2
Longboat Key, FL 34228
Windward Bay Amd
Residential
MLS# A4679458 / Active
Welcome to coastal luxury living in Windward Bay, one of Longboat Key's most sought-after waterfront communities. Perfectly positioned between the ...
4760 Gulf of Mexico Dr. Villa 7
Longboat Key, FL 34228
Windward Bay Amd
Residential
MLS# A4671823 / Active
UNBEATABLE VALUE! AMAZING PRICE FOR A BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed in 2025 (12...
Reduced -$24,501
4860 Gulf of Mexico Drive UNIT Villa 13
Longboat Key, FL 34228
Windward Bay Amd
Residential
MLS# A4673141 / Active
Virtually Staged. This exquisite turnkey-furnished 2-bedroom, 2-bathroom villa has been completely and meticulously renovated, with no expense spar...
Reduced -$5,000
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MLS IDX data last updated on 06-19-2026 5:56 PM EST.