TRADEWINDS
Homes for Sale in ORLANDO, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
TRADEWINDS right now
🟢 Buyer-leaning market. 6.5 months of supply and 18% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Very High (17 active and pending listings, 24 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($117K) is down 26.9% from the prior 12 months ($160K). With about 18 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: High (24 and 16 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
TRADEWINDS market snapshot (as of August 2, 2026): the median sale price is about $117K ($134 per sq ft over the trailing 12 months of closed sales), a median 60 days on market for closed sales, and 6.5 months of supply, a buyer-leaning market. The trailing-12-month median is down 27% from the prior 12 months, computed from record-level Stellar MLS closed sales (24 closings in the current window).
The setting & the homes.
Aerial and on-site photos of TRADEWINDS. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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TRADEWINDSPrice History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($117K) IS the median in the snapshot above, and the move from 2025 ($160K) IS the -26.9% one-year change.
Windows contain 0 to 42 sales each (24 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Deemed reliable but not guaranteed.
Tradewinds Market Scorecard
Tradewinds is currently a buyer's market. About 6.7 months of supply, a median asking price of $129,950, and homes go under contract in about 31 days.
Go deeper: county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in TRADEWINDS, ORLANDO
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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. Based on Stellar MLS data distributed by MLS GRID for the period August 2026 through August 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in TRADEWINDS
Live MLS inventory for TRADEWINDS. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 25 daysTop listing
Active · 666 days
Active · 67 days
Active · 1 days
Active · 420 days
Active · 81 days
Active · 1 days
Active · 33 days
Active · 350 days
Active · 6 days
Active · 1 days
Active · 264 days
Active · 28 days
Pending · 38 daysActive and pending TRADEWINDS listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
TRADEWINDS on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at TRADEWINDS
- Fitness Center · reported on 28 of 29 listings
- Pool · reported on 28 of 29 listings
- Tennis Court(s) · reported on 27 of 29 listings
- Clubhouse · reported on 23 of 29 listings
- Playground · reported on 15 of 29 listings
- Community Mailbox · reported on 11 of 29 listings
- Deed Restrictions · reported on 8 of 29 listings
- Park · reported on 5 of 29 listings
- Recreation Facilities · reported on 5 of 29 listings
- Racquetball · reported on 3 of 29 listings
- Dog Park · reported on 2 of 29 listings
- Basketball Court · reported on 2 of 29 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Metro West Elem · Elementary
- Chain of Lakes Middle · Middle
- Olympia High · High
Zoned schools reflect the assignments reported on recent TRADEWINDS listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any TRADEWINDS address.
The TRADEWINDS buying strategy.
If we were buying in TRADEWINDS today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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.
A closer look at the TRADEWINDS market
At a median of $134 per square foot, TRADEWINDS prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 6.5 months of supply, a buyer-leaning market and the trailing-12-month median down 27% year over year. Homes that do trade take a median 60 days on market, useful leverage on any listing that has lingered.
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.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in TRADEWINDS buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (1.4). Basis: Recent Direction -26.9% year-over-year; Liquidity & Demand 6.5 months of supply; Pricing Power 85.9% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- Mandatory HOA. Confirm current dues
- 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.
Tools for a TRADEWINDS buy.
Free calculators to pressure-test the real cost before you tour.
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.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in TRADEWINDS, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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 homes for sale in TRADEWINDS on the map →
Frequently Asked Questions
What is the median home price in TRADEWINDS?
How long do homes in TRADEWINDS take to sell?
Is TRADEWINDS a buyer's or seller's market right now?
Do cash buyers compete in TRADEWINDS?
Who is the best real estate agent for TRADEWINDS?
How do I find a top ORLANDO real estate agent who knows TRADEWINDS?
Can Momentum Realty connect me with an agent for TRADEWINDS?
Nearby Communities
Explore more neighborhoods near TRADEWINDS with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2014 (214 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 Stellar 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 Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.
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