Tradewinds Drive, Santa Rosa Beach, FL

Everything we know about Tradewinds Drive in Santa Rosa Beach: 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 Tradewinds Drive in Santa Rosa Beach, FL (ZIP 32459), built 1997–2020, a typical 1,943 sq ft with 3 bedrooms. 5 are for sale right now from $749,000 to $1,499,000. Homes that sold since 2023 went for a median $852,500.

For sale on Tradewinds Drive now

360 Tradewinds Drive, home for sale on Tradewinds Drive
$1,499,000
5 bd · 3.5 ba · built 1999
360 Tradewinds Drive
Listing courtesy of Christies International Real Estate Emerald Coast
244 Tradewinds Drive, home for sale on Tradewinds Drive
$1,395,000
4 bd · 4.5 ba · built 2025
244 Tradewinds Drive
Listing courtesy of Compass
96 Tradewinds Drive, home for sale on Tradewinds Drive
$1,000,000
3 bd · 2.5 ba · built 1999
96 Tradewinds Drive
Listing courtesy of Keller Williams Realty SRB
56 Tradewinds Drive, home for sale on Tradewinds Drive
$825,000
3 bd · 3 ba · built 2003
56 Tradewinds Drive
Listing courtesy of Classic Luxury Real Estate LLC
84 Tradewinds Drive, home for sale on Tradewinds Drive
$749,000
3 bd · 2.5 ba · built 2000
84 Tradewinds Drive
Listing courtesy of EXP Realty LLC

The homes on Tradewinds Drive

25 single-family, 1 condo/townhome/other. Built by decade: 1990s 8, 2000s 17, 2020s 1.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
378 Tradewinds Drive$855,0002026-03-2720011,981
210 Tradewinds Drive$785,0002025-12-0320021,555
286 Tradewinds Drive$1,385,0002025-09-2620202,465
262 Tradewinds Drive$875,0002025-04-1019972,022
227 Tradewinds Drive$887,0002025-02-2520041,952
26 Tradewinds Drive$775,0002024-08-0920021,848
300 Tradewinds Drive$850,0002024-03-1820011,934
125 Tradewinds Drive$705,0002023-12-0419981,268
96 Tradewinds Drive$1,100,0002022-10-1219992,167
146 Tradewinds Drive$920,0002022-04-2720032,573
168 Tradewinds Drive$1,135,0002022-03-0420023,801
36 Tradewinds Drive$565,0002021-06-2520021,626
198 Tradewinds Drive$765,0002021-05-2820062,744
360 Tradewinds Drive$845,0002021-04-0919993,351
65 Tradewinds Drive$535,0002021-03-1819971,521
56 Tradewinds Drive$585,0002020-12-1820032,300
217 Tradewinds Drive$435,0002020-10-1320001,850
99 Tradewinds Drive$565,0002020-06-0520062,368
23 Tradewinds Drive$555,0002019-04-2519971,859
85 Tradewinds Drive$459,9002016-08-1020002,030

Communities along Tradewinds Drive

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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 839 homes for sale in Santa Rosa Beach, homes for sale in 32459.

Hiring an agent in Santa Rosa Beach, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Santa Rosa Beach, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Santa Rosa Beach, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many homes are on Tradewinds Drive in Santa Rosa Beach?

26 homes in the parcel and MLS record, built between 1997 and 2020.

Are there homes for sale on Tradewinds Drive?

5 listed right now, from $749,000.

What do homes on Tradewinds Drive sell for?

Homes that sold since 2023 went for a median $852,500.