Estates At Windermere in Windermere

Estates At Windermere
Homes for Sale in Windermere, FL

All 236 homes for sale in Windermere, FL · median $949,995 · 206 homes for sale in 34786 · Orange County homes for sale

Community in Windermere · Orange County · ZIP 34786
66 homesBuilt 1995–2009
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Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, Estates At Windermere in Windermere, FL has 1 home for sale. Homes listed or recently sold were built 1997 - 1999; 4 of 4 report an HOA (median $219/mo); none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 118 ft).

Live · Estates At Windermere Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
4.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Orange: 23% (1,755 of 7,529)
1 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
89%
Owner-occupied · Estates At Windermere
59 of 66 parcels homesteaded (FL DOR 2025)
11%
Non-owner-occupied · Estates At Windermere
incl. 6% trust or LLC-held · 100% out-of-state
66
Homes in the community
66 residential parcels (FL DOR 2025)
Track record · 20 years of records
9
Recorded sales · 2024-2025
median $1.10M · qualified sales on the county roll (FL DOR 2025)
Est. 1995
Community established
homes built 1995-2009, median 1998 (FL DOR 2025)
3.0%/yr
Turnover rate
about 2 of 66 homes trade a year
Estates At Windermere Housing Pulse · Momentum Research · as of September 20, 2026

Estates At Windermere right now

🟡 Balanced market. 4.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 20, 2026. Confidence: Low (1 active and pending listings, 2 closed sales in 12 months).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated October 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

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, 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).

ZIP and county figures describe the wider market, not Estates At Windermere specifically. Momentum Research analysis of MLS records.

Homes For Sale Right Now in Estates At Windermere

Live MLS inventory for Estates At Windermere. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending Estates At Windermere listings as of 2026-10-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

Schools

In short
  • Orange County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Lake Whitney Elem · Elementary
  • SunRidge Middle · Middle
  • West Orange High · High

Zoned schools reflect the assignments reported on recent Estates At Windermere listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Estates At Windermere address.

Recent Developments in Estates At Windermere

Development, infrastructure, retail, and school activity affecting Estates At Windermere, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.

Dev Momentum79/100 · High
  1. September 2026
    Development

    Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote

    Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.

    What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The project is about 10 miles southeast of Estates At Windermere, elsewhere in Orange County.

    Source: Spectrum News 13
  2. September 2026
    Development

    Lake County approves 2,241-acre Panther Run rezoning for up to 2,624 homes near Clermont

    The Lake County Commission voted 3-1 on Sept. 1 to rezone about 2,241 acres in the Wellness Way area, north of Sawgrass Bay Boulevard, for GT Homes. The planned unit development allows up to 2,624 residential units and more than 1 million square feet of non-residential space, with sites reserved for a future public high school and public safety facilities. Plans include extending County Road 455 and about 11 miles of public trails.

    What it may mean for the marketThe plan adds long-term housing supply, employment space and new connector roads in south Lake County, with infrastructure planned ahead of residential growth. The site is about 9 miles southwest of Estates At Windermere.

    Source: Clermont Sun
  3. August 2026
    Retail & Dining

    Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres

    Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.

    What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 8 miles southeast of Estates At Windermere.

    Source: FOX 35 Orlando
  4. July 2026
    Development

    Orange County opens Enclave at Canopy Park with 104 affordable units

    Orange County opened The Enclave at Canopy Park, a 104-unit affordable apartment community at 4440 Canopy Park Loop developed by Archway Partners. The county contributed 3 million dollars from its Affordable Housing Trust Fund. The community includes one and two bedroom homes plus a community center, fitness center, technology lab, and EV charging.

    What it may mean for the marketAdds 104 income-restricted apartment homes to the local rental supply along with new community amenities and green-certified construction. The project is about 11 miles east of Estates At Windermere, elsewhere in Orange County.

    Source: ClickOrlando
  5. July 2026
    Civic

    Orange County previews new Innovation Center on West Colonial Drive

    Orange County previewed its new Innovation Center at 7149 West Colonial Drive, located within the county's Multicultural Center and Senior Center complex, with an official opening set for Fall 2026. The center will offer technology programs including 3D printing and makerspace prototyping through the Orange County Library System, plus career exploration and workforce training through CareerSource Central Florida.

    What it may mean for the marketAdds a county operated civic and technology facility with library and workforce programming to the West Colonial corridor. The project is about 7 miles northeast of Estates At Windermere, elsewhere in Orange County.

    Source: Orange County Newsroom
  6. June 2026
    Development

    Mixed-use high-rise redesigned for 924 and 934 North Magnolia Avenue

    A redesigned 17-story mixed-use high-rise was proposed for 924 and 934 North Magnolia Avenue in Orlando's North Quarter district by Acram Group. The project would include 350 residential units, about 3,300 square feet of ground-floor commercial space, and a parking garage with 510 spaces, replacing two 1972 office buildings. A public plaza is planned at the corner of Magnolia and Weber Street.

    What it may mean for the marketWould replace two aging office buildings with 350 residences, ground floor retail, and structured parking, adding housing density and a public plaza along the Orlando Urban Trail. The project is about 12 miles east of Estates At Windermere, elsewhere in Orange County.

    Source: Florida YIMBY

Development alerts for Estates At WindermereGet a short monthly email when something new is approved, funded, or opens near Estates At Windermere.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

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.

A closer look at the Estates At Windermere market

Inventory runs at 4.0 months of supply, a balanced market.

The housing stock is 66 homes built between 1995 and 2009, and 89% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

“

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

What it really costs to own in Estates At Windermere

The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.

HOA duesMedian $219/month across 128 MLS listings (most billed quarterly; 2026-10-15). Dues cover what the documents say they cover; ask for the budget and reserve study.
Home and flood insuranceThe average Citizens Property Insurance premium in Orange County is $1,409/yr (4,204 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction.
Roof and ageMedian build year 1998 across 4 listings. An original roof here would be about 28 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails.

Email me new listings in Estates At Windermere

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Estates At Windermere

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Estates At Windermere will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Estates At Windermere homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Estates At Windermere.
In short
  • HOA dues reported around $219/month (about $2,628/yr) · median of 128 MLS listings, most billed quarterly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $219 per month ($2,628 a year) - the median AssociationFee across 128 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.

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.

See all homes for sale in Windermere →

Real comps, not an automated estimate.

Recently off market in Estates At Windermere

Homes in Estates At Windermere that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.

Estates At Windermere key facts
LocationWindermere, Orange County, FL · ZIP 34786
Homes in the community66 (FL DOR 2025 assessment roll)
Years built1995–2009 (median 1998.0)
Typical living area3,428 sq ft (median)
Amenities listed by sellersPlayground, Tennis Court(s), Deed Restrictions, Gated Community - No Guard, Gated, Gated Community
For sale right now1 active, 0 pending · median asking $1,169,900 · 4.0 months of supply
Owner-occupied (homestead) share89%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Estates At Windermere key facts,” movewithmomentum.com/neighborhoods/estates-at-windermere-windermere, data as of September 20, 2026.

Housing distress & ownership in Estates At Windermere, Windermere

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 3 listings
Distress share trend - 0.0% now (2026-08-10 → 2026-10-14)

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 October 2026 through October 2026. Deemed reliable but not guaranteed.

Every Home for Sale in Estates At Windermere Windermere Right Now (1)

All 1 active and pending Estates At Windermere Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.

How much local inventory is already under contract

20% of homes for sale in ZIP 34786 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-15).

Frequently Asked Questions

Is Estates At Windermere a buyer's or seller's market right now?
As of September 20, 2026, Estates At Windermere is roughly balanced: 4.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in Estates At Windermere?
The Florida DOR 2025 assessment roll shows 66 homes in Estates At Windermere (public records).
What share of Estates At Windermere is owner-occupied?
89% of Estates At Windermere parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Estates At Windermere built?
Homes in Estates At Windermere were built between 1995 and 2009, with a median year built of 1998.0 (FL DOR 2025 roll).
Who is the best real estate agent for Estates At Windermere?
The best agent for Estates At Windermere is one who actively works Windermere and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Estates At Windermere.
How do I find a top Windermere real estate agent who knows Estates At Windermere?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Estates At Windermere and the wider Windermere area.
Can Momentum Realty connect me with an agent for Estates At Windermere?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Estates At Windermere purchase or sale - no call center and no pressure.
Where is Estates At Windermere, and what county is it in?
Estates At Windermere is in Windermere, Orange County, FL, ZIP 34786. The community's center is about 5 miles west of the center of Windermere (straight-line).

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: October 14, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 34786))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2006 (32 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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Nearby Communities

Explore more neighborhoods near Estates At Windermere with Momentum Realty’s local guides.

EAEstates At0.1 mi away · 59 homes, built 1995–09Sunset Lakes Winter Garden0.4 mi away · median $846K, 4 sales/12 moLake Buynak Estates0.4 mi away · 19 homes, built 1972–89, 1 for saleWindermere Pointe0.4 mi away · 12 homes, built 2001–07Isles Windermere0.4 mi away · 13 homes, built 1995–21, 1 for saleWPWindermere Pointe At Lake Roper0.4 mi away · 12 homes, built 2001–07WPWaterford Pointe0.4 mi away · 96 homes, built 1990–14

Browse all neighborhood guides →

Thinking of selling in Estates At Windermere? 2 recorded closings (window ending 2026-09-20). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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