Aerial view of Tradewinds

Tradewinds
Homes for Sale in Santa Rosa Beach, FL

All 855 homes for sale in Santa Rosa Beach, FL · median $1,150,000 · 865 homes for sale in 32459 · Walton County homes for sale

Community in Santa Rosa Beach · Walton County · ZIP 32459
10 homesBuilt 2005–2009
Free · No obligation
Talk to a Tradewinds Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Emerald Coast MLS data22 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 14 closed sales in Tradewinds in Santa Rosa Beach, FL since 2004, the most recent in August 2025. Across Santa Rosa Beach as a whole, 545 homes closed in the last 12 months at a median of $975,000, 84 median days on market, with 302 homes for sale today. At that median and Walton County's FY2025-26 rate of 9.758 mills, annual property tax runs about $9,510 ($9,130 with the full homestead exemption).

TRADEWINDS key facts
LocationSanta Rosa Beach, Walton County, FL · ZIP 32459, 32550
Homes in the community10 (FL DOR 2025 assessment roll)
Years built2005–2009 (median 2007.0)
Typical living area3,562 sq ft (median)
Owner-occupied (homestead) share80%

Data as of September 20, 2026. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “TRADEWINDS key facts,” movewithmomentum.com/neighborhoods/tradewinds, data as of September 20, 2026.

Live · Tradewinds Housing Pulse Emerald Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Ownership and context
80%
Owner-occupied · Tradewinds
8 of 10 parcels homesteaded (FL DOR 2025)
20%
Non-owner-occupied · Tradewinds
incl. 10% trust or LLC-held · 20% out-of-state
10
Homes in the community
10 residential parcels (FL DOR 2025)
Track record · 22 years of records
Est. 2005
Community established
homes built 2005-2009, median 2007 (FL DOR 2025)
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Tradewinds is a small pocket of 136 homes in Santa Rosa Beach, and with a median living area of roughly 3,586 square feet, this is a market where size and condition drive price far more than any list figure. With homes built anywhere from 1974 to 2020 and a median build year around 2003, you are comparing across generations of construction under one community name — an original 1970s structure and a mid-2000s rebuild are not the same asset, and neither is priced like the other.

The homestead share sits under 8%, which tells you this leans heavily toward second-home and non-primary ownership near the coast. For a seller, that means your buyer pool is often discretionary rather than need-driven, and presentation matters. For a buyer, it means inventory and motivation can swing with the season, and you should be reading each listing on its own merits — vintage, updates, and location within the community — rather than assuming a single price band applies.

Nearby homes for sale

No active listings inside TRADEWINDS right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

2250 Scenic Gulf Drive #204A (14)
$495K · 0.0 mi away
2 bd · 2 ba
2250 Scenic Gulf Drive #204A (14)
Listed by Christies International Real Estate Emerald Coast
104 Ellis Road #2
$425K · 0.1 mi away
2 bd · 2 ba
104 Ellis Road #2
Listed by 30A Local Real Estate
50 Surf Song Lane #D-212
$950K · 0.1 mi away
2 bd · 2.5 ba
50 Surf Song Lane #D-212
Listed by Newman Dailey Resort Properties
11 Driftwood Road #UNIT 9
$570K · 0.1 mi away
2 bd · 2.5 ba
11 Driftwood Road #UNIT 9
Listed by RealJoy Realty LLC
60 Sandprints Drive #UNIT D11
$339K · 0.1 mi away
1 bd · 1 ba
60 Sandprints Drive #UNIT D11
Listed by RealJoy Realty LLC
11 Driftwood Road #22
$599K · 0.1 mi away
2 bd · 2.5 ba
11 Driftwood Road #22
Listed by Gulfside Haven LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Tradewinds is a compact Santa Rosa Beach community of 136 larger-footprint homes spanning nearly five decades of construction, with ownership skewed well away from primary residence. Expect a wide spread in condition and vintage rather than a uniform product.

Emerald Coast MLS sales records identify 7 homes in TRADEWINDS that have changed hands since 2004, built between 1984 and 2009 (median 2007), with a median living area of about 2,593 sq ft and a typical 4-bedroom, 3.5-bath layout. Source: Emerald Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Second-home buyers seeking a larger coastal home who plan to hold rather than flip quickly
  • Buyers comfortable evaluating an older property's systems and budgeting for updates
  • Discretionary buyers who value a compact, low-density setting over shared amenities

Probably not for

  • Buyers who want new-construction consistency and predictable finishes
  • Anyone needing a low-maintenance, smaller footprint or a tight carrying cost
  • Buyers expecting resort-style community amenities on site

The market around Tradewinds

Tradewinds is too small for its own price trend, so here is the market around it.

In ZIP 32459, 1,067 homes are on the market and 18% are under contract — a slower corner of Santa Rosa Beach.

Across Walton County, 3,174 homes are active and 698 pending (18% under contract).

In ZIP 32459 (Santa Rosa Beach), 967 homes closed in the last 12 months at a median of $960K, up 2.0% year over year, with a median 82 days on market. Right now 496 active and 94 pending listings put supply at about 7.0 months — a buyer's market. See the live ZIP 32459 housing market and the Walton County market.

ZIP and county figures describe the wider market, not Tradewinds specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in TRADEWINDS, Santa Rosa Beach

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 7 listings
Distress share trend — 0.0% now (2026-09-04 → 2026-09-19)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Listing data provided by the Emerald Coast Association of REALTORS®. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.

If we were buying in Tradewinds today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Tradewinds.

Best Buy
Buyers wanting a large-footprint coastal home who will underwrite each property individually.
Biggest Risk
The wide age range means condition and systems vary sharply between listings.
Sweet Spot
An updated or newer-built home where the vintage is verified and priced accordingly.
Avoid If
You need a uniform product or a predictable price band across the community.

One name, five decades of houses

The defining feature here is the age range. A build window from 1974 to 2020 with a median near 2003 means roughly half these homes predate the mid-2000s. Two houses of similar square footage can sit worlds apart on systems, layout, and finish — one may be original, another rebuilt or heavily renovated. That is the single most important thing to verify before you form an opinion on any Tradewinds price.

At a median of about 3,586 square feet, these are substantial homes, so carrying cost, insurance, and maintenance scale accordingly — particularly for the older stock this close to the coast. No community amenities were identified in current MLS listings, so value here is about the individual house and its position, not shared facilities. Underwrite each property on its own roof, its own age, and its own updates.

“

The location and the amenities are priced into every listing in Tradewinds. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this small, with a build range this wide and ownership this discretionary, the only way to price correctly is to read each home against genuine comparables — matching vintage, condition, and updates, not just square footage. We do that legwork before you write or accept an offer, so you are negotiating on the actual asset rather than a community average.

Tradewinds in 15 seconds.

Best forBuyers wanting a large-footprint coastal home who will underwrite each property individually.
Biggest advantageA small, defined community where the right renovated home stands out clearly.
Biggest riskThe wide age range means condition and systems vary sharply between listings.
Sweet spotAn updated or newer-built home where the vintage is verified and priced accordingly.
Avoid ifYou need a uniform product or a predictable price band across the community.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Tradewinds homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Tradewinds.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Tradewinds sales matched to your home.

What is your Tradewinds home worth?

Get a no-obligation home value based on real comparable sales in Tradewinds, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See all homes for sale in Santa Rosa Beach →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Walton County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$3,772/mo
Walton County typical true cost to own
$162/mo
Walton County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

Frequently Asked Questions

How many homes are in Tradewinds?
The Florida DOR 2025 assessment roll shows 10 homes in Tradewinds (public records).
What share of Tradewinds is owner-occupied?
80% of Tradewinds parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Tradewinds built?
Homes in Tradewinds were built between 2005 and 2009, with a median year built of 2007.0 (FL DOR 2025 roll).
Who is the best real estate agent for Tradewinds?
The best agent for Tradewinds is one who actively works Santa Rosa Beach and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Tradewinds.
How do I find a top Santa Rosa Beach real estate agent who knows Tradewinds?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Tradewinds and the wider Santa Rosa Beach area.
Can Momentum Realty connect me with an agent for Tradewinds?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Tradewinds purchase or sale - no call center and no pressure.
Where is Tradewinds, and what county is it in?
Tradewinds is in Santa Rosa Beach, Walton County, FL, ZIP codes 32459, 32550.
Second-home buyers seeking a larger coastal home who plan to hold rather than flip quicklyExcellent fit
Buyers comfortable evaluating an older property's systems and budgeting for updatesExcellent fit
Discretionary buyers who value a compact, low-density setting over shared amenitiesExcellent fit
Buyers who want new-construction consistency and predictable finishesProbably not
Anyone needing a low-maintenance, smaller footprint or a tight carrying costProbably not
Buyers expecting resort-style community amenities on siteProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 32459/32550))
Under-contract sharesEmerald Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2004 (14 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Emerald Coast MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Emerald Coast MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Thinking of selling in TRADEWINDS? See the Walton County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Tradewinds with Momentum Realty’s local guides.

GCGulf Crest Townhomes0.1 mi awayMediterranea (Walton)0.1 mi away · 1 for saleGulf Crest T H0.1 mi away · 1 for saleMOMediterranea Of Destin0.1 mi away · 2 for saleCosta Vista T H0.1 mi away · 17 homes, built 1981–20, 1 for saleCVCosta Vista Townhomes0.1 mi away · 1 for saleSurf Song Estates0.2 mi away · 1 for sale

Browse all neighborhood guides →

Talk to a Local Tradewinds Expert
Call Get Listings