Windermere Downs
Homes for Sale in Windermere, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
Price here is driven by the homes themselves, not by any single template. With a median build year of 1986 and construction spanning 1973 to 2023, Windermere Downs is a spread of eras and conditions, and the median living area of nearly 3,000 square feet points to substantial floor plans. At a median of $710,000 and roughly $261 per square foot, what you pay tracks condition and updates more than location alone. Expect a wide gap between an original-era house and one that has been reworked.
The current posture is cooler than the headline. The median home sits about 28 days before going under contract, and the market heat score of 37 signals a market that is not moving at speed. Year-over-year the median is down 23.7%, which reflects mix and timing as much as anything, but sellers should price to the present, not to last year. Buyers have room to be selective and to negotiate on condition.
Windermere Downs right now
🔴 Off the recent peak. The trailing-12-month median ($710K) is down 23.7% from the prior 12 months ($930K) and up 125% since 2012. With about 4 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 July 13. Confidence: Low (5 and 7 sales in the two windows).
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Updated July 13, 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
Windermere Downs market snapshot (as of July 13, 2026): the median sale price is about $710K ($261 per sq ft over the trailing 12 months of closed sales), and a median 28 days on market for closed sales. The trailing-12-month median is down 24% from the prior 12 months and up 125% since 2012, computed from record-level Stellar MLS closed sales (5 closings in the current window).
Windermere Downs is a community of 201 homes in Windermere, Orange County, built between 1973 and 2023 (median 1986.0), with a median living area of about 2,978 square feet. 85% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Windermere Downs is a 201-home community in Windermere, Orange County, built out over five decades and heavily owner-occupied, with a homestead share near 85%. That ownership profile tends to keep turnover measured and inventory limited.
Who Windermere Downs is best for.
Best for
- Buyers targeting a roughly 3,000-square-foot home around the mid-$700s who will pay for condition
- Long-hold buyers who value an established, heavily owner-occupied setting over new construction
- Buyers with patience to wait for the right listing in a low-turnover market
Probably not for
- Buyers who need many comparable listings on the market at once
- Anyone unwilling to budget for updates on an older-era home
- Buyers expecting quick resale in a fast-moving, high-heat market
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 13 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($710K) IS the median in the snapshot above, and the move from 2025 ($930K) IS the -23.7% one-year change.
Windows contain 0 to 9 sales each (5 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 %s through %s. Deemed reliable but not guaranteed.
The Windermere Downs buying strategy.
If we were buying in Windermere Downs 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.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
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 Windermere Downs.
Condition, not vintage, sets the number
With a build range from 1973 to 2023 and a median year built of 1986, this is not a cookie-cutter subdivision. Two homes at the same address size can trade very differently depending on roof, systems, kitchens, and whether the house has been taken back to studs at any point. The median living area near 3,000 square feet means most listings are genuine full-size homes, so square-footage-driven pricing rewards careful comparison of finish level.
Because owner-occupancy is high — a homestead share around 85% — supply is thin and the sample of closings is small, just five in the measured window. That makes any single comp influential and any headline percentage noisy. Read individual sales, not just the median, before setting or accepting a price.
The location and the amenities are priced into every listing in Windermere Downs. 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 Windermere Downs 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 4 factors (5.7). Basis: Long-Term Appreciation +125% since 2012; Recent Direction -23.7% year-over-year; Owner Commitment 85% owner-occupied; Pricing Power 94.7% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a thin-inventory pocket where condition swings value and the closing sample is small, the work is in the comps. We underwrite each sale on its own merits — updates, systems, and layout — rather than leaning on a community median that a single trade can move. That is how buyers avoid overpaying for vintage and sellers avoid underpricing a genuinely updated home.
Windermere Downs in 15 seconds.
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 Windermere Downs 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 Windermere Downs sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windermere Downs, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windermere Downs home worth?
Get a no-obligation home value based on real comparable sales in Windermere Downs, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
What is the median home price in Windermere Downs?
How long do homes in Windermere Downs take to sell?
How many homes are in Windermere Downs?
What share of Windermere Downs is owner-occupied?
When were the homes in Windermere Downs built?
Do cash buyers compete in Windermere Downs?
Have Windermere Downs home prices gone up?
Who is the best real estate agent for Windermere Downs?
How do I find a top Windermere real estate agent who knows Windermere Downs?
Can Momentum Realty connect me with an agent for Windermere Downs?
Should you buy in Windermere Downs?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 13, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (13 streets, ZIP 34786)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2004 (94 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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