Windermere Landing
Homes for Sale in Windermere, FL
All 255 homes for sale in Windermere, FL · median $930,000 · 176 homes for sale in 34786 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 5 closed sales in Windermere Landing in Windermere, FL since 2011, the most recent in October 2024. Across Windermere as a whole, 426 homes closed in the last 12 months at a median of $640,000, 37 median days on market, with 100 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,670 ($10,000 with the full homestead exemption).
Windermere Landing is a tight-band build: nearly every home here went up between 2011 and 2013, with a median year built of 2012. That kind of construction consistency means fewer surprises on systems age within the community, and it makes condition and floor plan the real variables buyers should be comparing, not era.
The homestead share sits just under half, at 48.8%. That is a meaningful signal — it points to a community with a real mix of owner-occupied households and non-homestead ownership (investment or second-home use), rather than one dominated by either. Sellers should expect buyer pools that include both owner-occupants and investment-minded purchasers, which can widen demand but also means competing listings may be priced or presented with different goals in mind.
Nearby homes for sale
No active listings inside Windermere Landing 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
With 121 homes built almost entirely within a two-year window, Windermere Landing offers a consistent construction-era snapshot rather than the mixed vintage typical of older Windermere pockets — the comparison point for buyers is condition and layout, not decade.
Stellar MLS sales records identify 7 homes in Windermere Landing that have changed hands since 2011, built between 2011 and 2012 (median 2011), with a median living area of about 3,068 sq ft and a typical 4-bedroom, 3.5-bath layout; 100% are single-family homes. Source: Stellar 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.
Who Windermere Landing is best for.
Best for
- Buyers prioritizing a consistent, single-era construction timeline over amenity-rich resort-style communities
- Buyers seeking mid-size homes near the 2,139 sq ft median rather than smaller or oversized floor plans
- Investment-minded buyers comfortable purchasing where nearly half the community is already non-homestead
Probably not for
- Buyers whose search is built around a confirmed clubhouse, pool, or recreational amenity package
- Buyers wanting a mixed-vintage community with varied construction decades to choose from
- Buyers unwilling to independently verify HOA and amenity details before making an offer
The market around Windermere Landing
Windermere Landing is too small for its own price trend, so here is the market around it.
In ZIP 34786, 336 homes are on the market and 26% are under contract — a steady corner of Windermere.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 34786 (Windermere), 784 homes closed in the last 12 months at a median of $622K ($262/sq ft), down 1.5% year over year, with a median 38 days on market. Right now 113 active and 37 pending listings put supply at about 3.0 months — a balanced market. See the live ZIP 34786 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Windermere Landing specifically. Momentum Research analysis of MLS records.
Windermere Landing by the numbers
From county property records and closed MLS sales for the Windermere Landing subdivision: 7 homes on record; built 2011–2012; typical size about 3,068 heated sq ft; 4 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2011 | 2 | $406,899 |
| 2012 | 1 | $290,490 |
| 2016 | 2 | $401,500 |
| 2023 | 1 | $870,000 |
| 2024 | 1 | $527,500 |
Newest recorded sale: $527,500 on 2024-10-30.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Windermere Landing buying strategy.
If we were buying in Windermere Landing 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 Landing.
A single-era build with an even split in ownership
The median living space of 2,139 square feet puts homes here in a solidly mid-size range for the area — not the compact end of the market, and not oversized estate territory. Combined with the narrow 2011–2013 build window, this reads as a community built out in a single development push, which tends to mean more uniform lot sizes and floor plans than you'd find in communities assembled in phases over a decade or more.
Current MLS listings do not identify community amenities for Windermere Landing. That does not necessarily mean there are none — it means buyers should confirm directly with the HOA or listing agent what, if anything, is included, rather than assuming a clubhouse, pool, or recreational facility based on comparable Windermere communities.
The location and the amenities are priced into every listing in Windermere Landing. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community where MLS data doesn't surface amenity details and roughly half the homes are non-homestead, the diligence work matters more than usual. We verify HOA documents, amenity status, and ownership patterns directly rather than relying on assumptions carried over from nearby communities, so you know exactly what you're buying into before you write an offer.
Windermere Landing in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Windermere Landing 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 Landing sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windermere Landing, 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 Landing home worth?
Get a no-obligation home value based on real comparable sales in Windermere Landing, 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 Windermere →
Should you buy in Windermere Landing?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2011 (5 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 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.
See how Windermere Landing fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Windermere Landing
Where is Windermere Landing?
Windermere Landing is a community in Windermere, Orange County, Florida, ZIP 34786.
How many homes are in Windermere Landing?
County property records list 7 homes in Windermere Landing, built between 2011 and 2012; the typical home is about 3,068 heated square feet.
What do homes in Windermere Landing sell for?
Windermere Landing has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2024 (1 sale, median $527,500). For context, ZIP 34786 has 336 homes on the market with 26% under contract.
Are there homes for sale in Windermere Landing right now?
No active listings inside Windermere Landing at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Windermere Landing have an HOA or CDD?
No HOA is on record for Windermere Landing in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Windermere Landing with Momentum Realty’s local guides.