Windward Cay Lane, Middleburg, FL
Everything we know about Windward Cay Lane in Middleburg: 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.
43 homes sit on Windward Cay Lane in Middleburg, FL (ZIP 32068), built 2024–2025, a typical 1,707 sq ft with 3 bedrooms. 3 are for sale right now from $249,900 to $252,000. 5 closed in the last 12 months at a median of $231,080. Homes that sold since 2023 went for a median $244,080.
For sale on Windward Cay Lane now
Recent sales on Windward Cay Lane
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2105 Windward Cay Lane | $237,490 | 2025-12-22 | 3 / 2.5 | 1,782 |
| 2133 Windward Cay Lane | $239,990 | 2025-12-19 | 3 / 2.5 | 1,782 |
| 2125 Windward Cay Lane | $231,080 | 2025-12-19 | 3 / 2.5 | 1,707 |
| 2129 Windward Cay Lane | $229,990 | 2025-12-17 | 3 / 2.5 | 1,707 |
| 2121 Windward Cay Lane | $229,990 | 2025-12-17 | 3 / 2.5 | 1,707 |
The homes on Windward Cay Lane
1 single-family, 42 condo/townhome/other. Built by decade: 2020s 43.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2105 Windward Cay Lane | $237,490 | 2025-12-22 | 2025 | 1,782 |
| 2133 Windward Cay Lane | $239,990 | 2025-12-19 | 2025 | 1,782 |
| 2125 Windward Cay Lane | $231,080 | 2025-12-19 | 2025 | 1,707 |
| 2129 Windward Cay Lane | $229,990 | 2025-12-17 | 2025 | 1,707 |
| 2121 Windward Cay Lane | $229,990 | 2025-12-17 | 2025 | 1,707 |
| 2201 Windward Cay Lane | $229,990 | 2025-08-28 | 2025 | 1,782 |
| 2209 Windward Cay Lane | $219,985 | 2025-08-27 | 2025 | 1,707 |
| 2225 Windward Cay Lane | $229,985 | 2025-08-20 | 2025 | 1,707 |
| 2194 Windward Cay Lane | $243,000 | 2025-08-13 | 2025 | 1,707 |
| 2134 Windward Cay Lane | $260,000 | 2025-08-12 | 2025 | 1,782 |
| 2229 Windward Cay Lane | $255,000 | 2025-07-30 | 2025 | 1,782 |
| 2193 Windward Cay Lane | $244,080 | 2025-07-24 | 2025 | 1,707 |
| 2185 Windward Cay Lane | $232,485 | 2025-07-18 | 2025 | 1,707 |
| 2124 Windward Cay Lane | $238,000 | 2025-06-25 | 2025 | 1,707 |
| 2202 Windward Cay Lane | $264,000 | 2025-06-19 | 2024 | 1,782 |
| 2157 Windward Cay Lane | $240,456 | 2025-05-30 | 2025 | 1,709 |
| 2182 Windward Cay Lane | $235,080 | 2025-05-29 | 2025 | 1,707 |
| 2165 Windward Cay Lane | $229,395 | 2025-05-29 | 2025 | 1,789 |
| 2126 Windward Cay Lane | $251,895 | 2025-05-29 | 2025 | 1,707 |
| 2137 Windward Cay Lane | $283,485 | 2025-05-29 | 2025 | — |
Communities along Windward Cay Lane
- Long Bay · 40 homes on the street
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 September 16, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 355 homes for sale in Middleburg, homes for sale in 32068.