Windward Avenue, Key Largo, FL
Everything we know about Windward Avenue in Key Largo: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
26 homes sit on Windward Avenue in Key Largo, FL (ZIP 33037), built 1981–1988, a typical 778 sq ft with 2 bedrooms. 5 are for sale right now from $369,500 to $988,999. Homes that sold since 2023 went for a median $475,000.
For sale on Windward Avenue now
The homes on Windward Avenue
Built by decade: 1980s 26.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 98302 Windward Avenue | $465,000 | 2025-09-23 | 1988 | 778 |
| 98401 Windward Avenue | $437,000 | 2024-10-10 | 1988 | 778 |
| 98261 Windward Avenue | $500,000 | 2024-07-16 | 1988 | 845 |
| 98461 Windward Avenue | $515,000 | 2023-09-01 | 1988 | 778 |
| 98342 Windward Avenue | $430,000 | 2023-08-21 | 1988 | 778 |
| 98421 Windward Avenue | $475,000 | 2023-07-21 | 1988 | 778 |
| 9812 Windward Ave | $900,000 | 2023-04-25 | 1981 | 1,271 |
| 98481 Windward Avenue | $490,000 | 2022-12-14 | 1988 | 845 |
| 98222 Windward Avenue | $475,000 | 2022-08-12 | 1988 | 778 |
| 98462 Windward Avenue | $430,000 | 2022-08-01 | 1988 | 778 |
| 98182 Windward Avenue | $415,000 | 2022-02-16 | 1988 | 778 |
| 98341 Windward Avenue | $415,000 | 2021-09-29 | 1988 | 778 |
| 98441 Windward Avenue | $360,000 | 2021-09-13 | 1988 | 778 |
| 98482 Windward Avenue | $425,000 | 2021-07-29 | 1988 | 845 |
| 98381 Windward Avenue | $377,000 | 2021-07-02 | 1988 | 845 |
| 98161 Windward Avenue | $350,000 | 2021-02-26 | 1988 | 778 |
| 98282 Windward Avenue | $315,000 | 2019-12-30 | 1988 | 778 |
| 98242 Windward Avenue | $278,500 | 2018-09-14 | 1988 | 845 |
| 98221 Windward Avenue | $245,000 | 2018-04-06 | 1988 | 778 |
| 98262 Windward Avenue | $265,000 | 2016-09-01 | 1988 | 845 |
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 264 homes for sale in Key Largo, homes for sale in 33037.