Estates At Windermere
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

Community in Windermere · Orange County · ZIP 34786
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Built fromLive Stellar MLS data11 years of closingsUpdated twice daily

As of September 2026, the MLS records 4 closed sales in Estates At Windermere First Add in Windermere, FL since 2015, the most recent in August 2025. 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).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

There is no active MLS pricing data to work from for Estates At Windermere Add at this snapshot, which itself is worth noting: it means listing activity here is thin right now rather than steady. That absence shapes the read more than any number would. A seller in this position needs a pricing strategy built on recent comparable closings pulled by hand, not a dashboard median, and a buyer needs to expect less negotiating leverage from public data alone.

Community amenities are also not identified in the current MLS listings, which does not necessarily mean the community has none. It usually means the HOA documents, plat, or association records carry that detail rather than the listing sheets themselves. Anyone evaluating this neighborhood should treat amenity and fee questions as due-diligence items to confirm directly, not assumptions to make from what is or is not in a listing description.

Nearby homes for sale

No active listings inside Estates At Windermere First Add 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.

2230 RIDGEWIND WAY
$1.17M · 0.1 mi away
5 bd · 4 ba · 3,064 sqft
2230 RIDGEWIND WAY
Listed by COLDWELL BANKER REALTY
3629 LAKE BUYNAK ROAD
$975K · 0.4 mi away
4 bd · 3.5 ba · 2,618 sqft
3629 LAKE BUYNAK ROAD
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
13536 SUNSET LAKES CIRCLE
$990K · 0.4 mi away
5 bd · 4 ba · 3,389 sqft
13536 SUNSET LAKES CIRCLE
Listed by KELLER WILLIAMS ADVANTAGE REALTY
13542 SUNSET LAKES CIRCLE
$3.80M · 0.4 mi away
5 bd · 5.5 ba · 5,450 sqft
13542 SUNSET LAKES CIRCLE
Listed by STOCKWORTH REALTY GROUP
2617 BUTLER BAY DRIVE
$1.65M · 0.4 mi away
4 bd · 4 ba · 3,086 sqft
2617 BUTLER BAY DRIVE
Listed by COLDWELL BANKER REALTY
12718 WINDERMERE ISLES PLACE
$1.38M · 0.4 mi away
5 bd · 4 ba · 3,487 sqft
12718 WINDERMERE ISLES PLACE
Listed by CHARLES RUTENBERG REALTY ORLANDO

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Estates At Windermere Add sits within Windermere, Orange County, an area generally associated with lower-density residential platting. Current MLS data does not surface amenity details for this specific community, so that picture has to be filled in through the HOA rather than the listings.

Stellar MLS sales records identify 49 homes in Estates At Windermere that have changed hands since 2004, built between 1995 and 2002 (median 1998), with a median living area of about 3,443 sq ft and a typical 5-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.

Best for

  • A buyer targeting a Windermere, Orange County address who is willing to verify pricing and HOA details directly rather than from an MLS summary.
  • A buyer working with an agent who can source off-market or recently closed comparables to build a fair offer.
  • A seller comfortable pricing from a hand-built comparative market analysis rather than an automated estimate.

Probably not for

  • A buyer who wants a full published amenity list and price range before making initial contact.
  • Anyone expecting a fast, high-volume comparable set to negotiate against.
  • A buyer or seller unwilling to do direct HOA or association follow-up before closing.

The market around Estates At Windermere

Estates At Windermere 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 Estates At Windermere specifically. Momentum Research analysis of MLS records.

Estates At Windermere Add by the numbers

From county property records and closed MLS sales for the Estates At Windermere Add subdivision: 5 homes on record; built 1999–2000; typical size about 3,090 heated sq ft; 4 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20151$545,000
20191$588,000
20242$1,157,500
20251$1,100,000

Newest recorded sale: $1,100,000 on 2025-08-07.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

If we were buying in Estates At Windermere today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Estates At Windermere.

Best Buy
A buyer or seller who wants a Windermere, Orange County address and is comfortable doing diligence beyond the MLS listing sheet.
Biggest Risk
Thin public data means pricing and amenity details require direct verification rather than a quick MLS scan.
Sweet Spot
Buyers already working with an agent who will pull comparables and HOA records directly rather than relying on listing-level summaries.
Avoid If
You want to evaluate a community purely from online listing data without direct local verification.

What the data gap actually tells you

When a community shows no active pricing statistics and no listed amenities, it is tempting to read that as a blank slate. It is more accurate to read it as low current turnover. Homes here are not moving through the MLS in volume at this snapshot, which means public comparables are limited and any valuation work has to lean on off-market research, past closed sales pulled directly from county records, and direct conversation with the HOA or association rather than a market report.

For a buyer, that changes the process more than the outcome: expect to do more manual verification of amenities, fees, and recent sale prices before making an offer, since the standard listing-level data is not there to do it for you. For a seller, it means the pricing conversation has to start with a comparative market analysis built by a local agent rather than an automated estimate, because the automated inputs simply are not present in the feed right now.

The location and the amenities are priced into every listing in Estates At Windermere. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community where the MLS itself is quiet on pricing and amenities, the value of a local agent goes up, not down. Momentum pulls comparable closed sales directly from county and association records, confirms HOA details and fee structures by hand, and builds pricing guidance from real transaction history rather than an incomplete public feed, which matters most in exactly this kind of low-data situation.

Estates At Windermere in 15 seconds.

Best forA buyer or seller who wants a Windermere, Orange County address and is comfortable doing diligence beyond the MLS listing sheet.
Biggest advantageThe Windermere, Orange County location itself, independent of any current listing statistics.
Biggest riskThin public data means pricing and amenity details require direct verification rather than a quick MLS scan.
Sweet spotBuyers already working with an agent who will pull comparables and HOA records directly rather than relying on listing-level summaries.
Avoid ifYou want to evaluate a community purely from online listing data without direct local verification.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Estates At Windermere sales matched to your home.

What is your Estates At Windermere home worth?

Get a no-obligation home value based on real comparable sales in Estates At Windermere, 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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Real comps, not an automated estimate.
A buyer targeting a Windermere, Orange County address who is willing to verify pricing and HOA details directly rather than from an MLS summary.Excellent fit
A buyer working with an agent who can source off-market or recently closed comparables to build a fair offer.Excellent fit
A seller comfortable pricing from a hand-built comparative market analysis rather than an automated estimate.Excellent fit
A buyer who wants a full published amenity list and price range before making initial contact.Probably not
Anyone expecting a fast, high-volume comparable set to negotiate against.Probably not
A buyer or seller unwilling to do direct HOA or association follow-up before closing.Probably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2015 (4 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.

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Common questions about Estates At Windermere

Where is Estates At Windermere?

Estates At Windermere is a community in Windermere, Orange County, Florida, ZIP 34786.

How many homes are in Estates At Windermere?

County property records list 5 homes in Estates At Windermere, built between 1999 and 2000; the typical home is about 3,090 heated square feet.

What do homes in Estates At Windermere sell for?

Estates At Windermere has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2025 (1 sale, median $1.10M). For context, ZIP 34786 has 336 homes on the market with 26% under contract.

Are there homes for sale in Estates At Windermere right now?

No active listings inside Estates At Windermere at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Estates At Windermere have an HOA or CDD?

No HOA is on record for Estates At Windermere 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 Estates At Windermere with Momentum Realty’s local guides.

Estates At Windermere0.1 mi awayLake Buynak Estates0.4 mi away · 1 for saleWCWindermere Club Butler Bay0.4 mi awaySunset Lakes Winter Garden0.4 mi away · median $846K, 4 sales/12 moWPWaterford Pointe0.4 mi awayIsles Windermere0.4 mi away · 1 for saleButler Bay0.5 mi away · median $1.38M, 4 sales/12 mo

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