Windermere Landings
Homes for Sale in Windermere, FL
All 244 homes for sale in Windermere, FL · median $966,750 · 230 homes for sale in 34786 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, the MLS records 25 closed sales in Windermere Landings Ph 2 in Windermere, FL since 2014, the most recent in May 2026. Across Windermere as a whole, 449 homes closed in the last 12 months at a median of $640,000, 39 median days on market, with 120 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).
| Location | Windermere, Orange County, FL · ZIP 34786 |
|---|---|
| Homes in the community | 171 (FL DOR 2025 assessment roll) |
| Years built | 2011–2017 (median 2012) |
| Typical living area | 2,139 sq ft (median) |
| Owner-occupied (homestead) share | 46% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windermere Landings Ph 2 key facts,” movewithmomentum.com/neighborhoods/windermere-landings-ph-2, data as of September 20, 2026.

Windermere Landings Ph 2 is a tight build cluster — every home went up between 2011 and 2017, with a median year built of 2012. That narrow construction window means the housing stock reads as one generation: similar systems, similar ages on roofs and HVAC, similar layouts near the 2,139-square-foot median. Differentiation here comes down to how well each individual owner has maintained or updated the home, not lot size or architectural era.
Closings have been thin in the most recent window, which is common in a community this size and tells you more about pacing than demand. With only 171 homes total and homestead share sitting at 46.2%, a meaningful share of inventory turns over as non-primary or investment product, so pricing conversations should be handled deal-by-deal rather than off a headline number. Anyone active here right now — buying or selling — needs comps pulled tight to the same build years, not the wider Windermere market.
Nearby homes for sale
No active listings inside Windermere LandingsHomes for Sale in Windermere, FL 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
Windermere Landings Ph 2 is a compact, single-era neighborhood of 171 homes built between 2011 and 2017, with living space clustered around 2,139 square feet. No community amenities are currently identified in MLS listings, which puts the emphasis on the home itself rather than a shared clubhouse or recreation package.
Stellar MLS sales records identify 23 homes in Windermere Landings that have changed hands since 2011, built between 2011 and 2012 (median 2012), with a median living area of about 2,176 sq ft and a typical 3-bedroom, 2.5-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.
County records show 20 qualified sales in Windermere Landings across 2024–2025 (13 in 2024, 7 in 2025), median $550,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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 Landings is best for.
Best for
- Buyers who want a home built within a tight, identifiable construction era and are comfortable evaluating condition property by property.
- Buyers focused on square footage near the 2,139 sq ft median without paying into a large shared amenity package.
- Investors comfortable with a market where a notable share of homes are already held as non-primary residences.
Probably not for
- Buyers who want a clubhouse, pool, or other structured community amenity as part of the purchase decision.
- Buyers who need deep historical closing data to price with confidence — recent transaction volume here has been limited.
- Buyers seeking varied architectural eras or lot styles rather than a single, consistent build period.
The market around Windermere Landings
Windermere Landings is too small for its own price trend, so here is the market around it.
In ZIP 34786, 282 homes are on the market and 26% are under contract — a steady corner of Windermere.
Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).
In ZIP 34786 (Windermere), 788 homes closed in the last 12 months at a median of $640K ($261/sq ft), down 0.6% year over year, with a median 40 days on market. Right now 131 active and 43 pending listings put supply at about 3.7 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 Landings specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Windermere Landings Ph 2, Windermere
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 September 2026 through September 2026. Deemed reliable but not guaranteed.
The Windermere Landings buying strategy.
If we were buying in Windermere Landings 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 Landings.
A single-era pocket of Windermere
The defining trait of this community is its build consistency. A six-year construction span (2011–2017) means most homes share a similar structural age — now entering the stage where roofs, water heaters, and HVAC systems are due for a first or second replacement cycle. That makes an inspection and a clear-eyed look at update history more decisive here than in a neighborhood with mixed construction eras.
Homestead share at 46.2% suggests a meaningful portion of the 171 homes are held as second homes, rentals, or investment property rather than primary residences. That can loosen up inventory turnover compared to communities with near-universal homestead filing, but it also means buyers should ask direct questions about occupancy and maintenance history rather than assuming owner-occupied upkeep. With no community amenities identified from current MLS listings, this reads as a straightforward residential build — value here is tied to the home and lot, not a shared amenity package.
The location and the amenities are priced into every listing in Windermere Landings. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this size with a single-era build and thin recent closing activity, pricing off broad Windermere averages is a mistake. We pull comps strictly within Windermere Landings Ph 2's own build years and square footage band, and we push past MLS amenity fields to confirm what — if anything — actually comes with the home before you write an offer.
Windermere Landings 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 Landings 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 Landings sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windermere Landings, 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 Landings home worth?
Get a no-obligation home value based on real comparable sales in Windermere Landings, 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
How many homes are in Windermere Landings?
What share of Windermere Landings is owner-occupied?
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Should you buy in Windermere Landings?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (4 streets, ZIP 34786)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (25 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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