Windswept Way, St. Augustine, FL

Everything we know about Windswept Way in St. Augustine: 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.

48 homes sit on Windswept Way in St. Augustine, FL (ZIP 32092), built 2021–2022, a typical 1,942 sq ft with 3 bedrooms. 1 is for sale right now from $515,000. 5 closed in the last 12 months at a median of $420,000. Homes that sold since 2023 went for a median $485,000.

For sale on Windswept Way now

259 Windswept Way, home for sale on Windswept Way
$515,000
3 bd · 2.5 ba · 2,293 sq ft · built 2022
259 Windswept Way
Listing courtesy of HERRON REAL ESTATE LLC

Recent sales on Windswept Way

AddressSoldClosedBeds / bathsSq ft
383 Windswept Way$375,0002026-06-293 / 2.01,790
149 Windswept Way$508,0002026-04-284 / 2.52,342
251 Windswept Way$340,0002026-04-173 / 2.01,790
111 Windswept Way$455,0002026-02-204 / 2.52,319
237 Windswept Way$420,0002026-02-133 / 2.01,790

The homes on Windswept Way

48 single-family. Built by decade: 2020s 48.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
383 Windswept Way$375,0002026-06-2920211,790
149 Windswept Way$508,0002026-04-2820222,342
251 Windswept Way$340,0002026-04-1720221,790
111 Windswept Way$455,0002026-02-2020222,319
237 Windswept Way$420,0002026-02-1320221,790
163 Windswept Way$580,0002025-09-1720222,342
267 Windswept Way$560,0002025-07-0120222,340
205 Windswept Way$440,0002025-06-1220211,804
405 Windswept Way$510,0002025-05-2220212,334
175 Windswept Way$485,0002024-10-1520221,942
309 Windswept Way$570,0002023-06-2320212,293
97 Windswept Way$610,7602022-12-0820222,343
141 Windswept Way$586,9602022-10-2120222,293
135 Windswept Way$563,2442022-09-2820222,343
129 Windswept Way$463,4942022-09-0620221,797
273 Windswept Way$618,9302022-08-3020212,346
289 Windswept Way$550,6902022-07-0820212,293
89 Windswept Way$504,3102022-06-2720221,797
33 Windswept Way$482,5902022-04-2820222,346
169 Windswept Way$505,4802022-04-1420221,805

Communities along Windswept Way

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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 1,076 homes for sale in St. Augustine, homes for sale in 32092.

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Common questions

How many homes are on Windswept Way in St. Augustine?

48 homes in the parcel and MLS record, built between 2021 and 2022.

Are there homes for sale on Windswept Way?

1 listed right now, from $515,000.

What do homes on Windswept Way sell for?

The median closing over the last 12 months was $420,000.