Windermere Downs 1St Add
Homes for Sale in Windermere, FL
True comps, carrying-cost math, and listings before the portals.
Price here is driven by the home itself, not a uniform product. With a build range spanning 1973 to 2023 and a median year built of 1988, you are looking at a community where original, lightly updated, and fully rebuilt homes sit side by side. The median sits at $825,000 on roughly $278 per square foot against a median of about 2,731 living square feet, but condition and level of renovation move individual homes well off that midpoint.
The current posture favors sellers of well-prepared homes. A median of 7 days on market signals that correctly priced, presentable listings move fast. For buyers, that means little room to deliberate on the best homes and a real need to have financing and inspection logistics ready before you tour. The closings window is thin, so treat any single comp with caution and lean on the broader pattern.
The 60-Second Overview
Windermere Downs 1St Add market snapshot (as of July 15, 2026): the median sale price is about $825K ($278 per sq ft over the trailing 12 months of closed sales), and a median 7 days on market for closed sales.
Windermere Downs 1St Add is a community of 80 homes in Windermere, Orange County, built between 1973 and 2023 (median 1988.0), with a median living area of about 2,731 square feet. 88% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Windermere Downs 1St Add is a small, established pocket of about 80 homes in Windermere, Orange County, where a wide age range means the real variable is how much a given home has been updated. A homestead share near 88% points to an owner-occupied, low-turnover street rather than an investor-driven one.
Who Windermere Downs 1St Add is best for.
Best for
- Buyers targeting a mid-$800s budget who want more living space than a compact new build offers
- Long-hold owner-occupants comfortable in a low-turnover, established pocket
- Buyers open to a renovation or a recent rebuild and willing to price each home on its own condition
Probably not for
- Buyers needing a tight budget ceiling well under the median
- Investors chasing quick turnover in a heavily owner-occupied community
- Buyers who want uniform, standardized product and cannot underwrite home-by-home condition differences
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 15 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($825K) IS the median in the snapshot above.
Windows contain 0 to 7 sales each (3 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 1St Add buying strategy.
If we were buying in Windermere Downs 1St Add 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 1St Add.
Age spread, condition-driven pricing
The story of this community is the gap between its oldest and newest homes. With construction dates running from 1973 through 2023 and the midpoint at 1988, no two sales are truly comparable on paper. A 1970s-era home in original condition and a recent rebuild can share a street and command very different numbers, which is why the $825,000 median tells you the center of gravity but not much about any one house.
At roughly 2,731 median living square feet and about $278 per square foot, homes here are substantial rather than compact. Buyers should underwrite each property on its own renovation level, systems age, and lot. Sellers should recognize that presentation and documented updates are what separate the fast, strong sales from the ones that sit.
The location and the amenities are priced into every listing in Windermere Downs 1St Add. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A community this small with this much age variation rewards local reading over broad averages. We help sellers position a home against the right comps given its condition, and we help buyers move with speed and discipline when a 7-day median leaves little margin for hesitation.
Windermere Downs 1St Add 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 1St Add 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 1St Add 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 1St Add, 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 1St Add home worth?
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Frequently Asked Questions
What is the median home price in Windermere Downs 1St Add?
How long do homes in Windermere Downs 1St Add take to sell?
How many homes are in Windermere Downs 1St Add?
What share of Windermere Downs 1St Add is owner-occupied?
When were the homes in Windermere Downs 1St Add built?
Do cash buyers compete in Windermere Downs 1St Add?
Who is the best real estate agent for Windermere Downs 1St Add?
How do I find a top Windermere real estate agent who knows Windermere Downs 1St Add?
Can Momentum Realty connect me with an agent for Windermere Downs 1St Add?
Should you buy in Windermere Downs 1St Add?
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 15, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34786)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2006 (36 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.
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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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