Tradewinds vs Wynwood
Two Orange communities, compared on the numbers that decide it — price, pace, and supply — from live MLS data as of 2026-10-30.
| Metric | Tradewinds | Wynwood |
|---|---|---|
| Median sale price | $116K | $478K |
| Price per sq ft | $144 | $270 |
| Avg days on market | 88 days | n/a |
| Months of supply | 7.9 mo | 0.0 mo |
| Market | Buyer-Leaning Market | Buyer-Leaning Market (limited data) |
| 1-year price change | False | False |
| Recent closings | 29 | 94 |
The verdict
Wynwood carries the higher median price — about 312% above Tradewinds.
Where each one is
| Tradewinds | Wynwood | |
|---|---|---|
| County | Orange County, FL | Orange County, FL |
| City / area | Orlando | Ocoee |
| ZIP | 32835 | 32703, 34761 |
| FEMA flood zones (sampled parcels) | all 18 sampled homes outside a flood zone | 92% of 12 homes outside a flood zone (Zone X) |
Distances are straight-line; driving distance is usually 15 to 30 percent more. Flood-zone shares come from FEMA flood maps matched to sampled parcels; always check the exact address before you close.
What is for sale today
| Tradewinds | Wynwood | |
|---|---|---|
| Homes for sale now | 19 | 0 |
| Under contract | 4 | 0 |
| Listed in the last 7 days | 1 | 0 |
| Property types listed | Condominium | - |
Live MLS counts, refreshed with every listing pull. Browse them: Tradewinds homes for sale · Wynwood homes for sale.
The homes themselves
| Tradewinds | Wynwood | |
|---|---|---|
| Homes (parcels) | n/a | 171 |
| Built | n/a | 1930–2024 (median 2024) |
| Typical living area | n/a | 1,846 sq ft |
| Vacant lots | 0 | 225 |
Housing-stock figures from the Florida Department of Revenue 2025 assessment roll (public records).
Price history, year by year
| Year | Tradewinds median | Wynwood median |
|---|---|---|
| 2023 | $156K (24 sales) | $451K (4 sales) |
| 2024 | $163K (25 sales) | $462K (85 sales) |
| 2025 | $160K (16 sales) | $468K (75 sales) |
| 2026 | $117K (24 sales) | $477K (96 sales) |
Since 2023, Tradewinds's median sale price is -25% and Wynwood's is +6% — Wynwood has appreciated faster over that stretch.
How each one trades
| Tradewinds | Wynwood | |
|---|---|---|
| Sale-to-original-list | 85.9% | 99.9% |
| New-construction share of sales | 0% | 98% |
| Typical sold home | 832 sq ft | 1,828 sq ft |
Last 12 months of recorded closings; sale-to-original-list is the share of the first asking price sellers actually got.
Schools the listings are zoned for
| Tradewinds | Wynwood | |
|---|---|---|
| Elementary | Metro West Elem | not reported |
| Middle | Chain Of Lakes Middle | not reported |
| High school | Olympia High | not reported |
The school most often recorded on each community's MLS listings. Always confirm a specific address with the district.
Which one fits
On budget alone, Tradewinds is the lower entry point (median $116K vs $478K).
Neither number set decides it: drive both on a weekday evening, check the HOA documents and the flood zone for the exact street, and price the insurance before you write an offer. A Momentum agent who works both communities can pull the comparable sales for any two specific homes.
Questions people ask
Is Wynwood more expensive than Tradewinds?
Yes, on recent sales: the median sale price in Wynwood is $478,000 versus $116,000 in Tradewinds, about 312% higher.
Which has appreciated more, Tradewinds or Wynwood?
From 2023 to 2026 the median sale price rose -25% in Tradewinds and 6% in Wynwood (recorded MLS closings by calendar year).
Where do sellers get closer to asking price?
Wynwood — sellers there received 99.9% of the original list price over the last 12 months versus 85.9% in Tradewinds.
Go deeper on each: Tradewinds homes, photos & schools · Wynwood homes, photos & schools
Figures are aggregates from realMLS / DBAAR, updated regularly. Thinking about either? Talk to Momentum Realty.