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
True comps, carrying-cost math, and listings before the portals.
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).
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 setting & the homes.
Aerial and on-site photos of Estates At Windermere. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Estates At Windermere; content deemed reliable but not guaranteed.
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.
Estates At Windermere on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Estates At Windermere
- Playground · reported on 3 of 3 listings
- Tennis Court(s) · reported on 3 of 3 listings
- Deed Restrictions · reported on 2 of 3 listings
- Gated Community - No Guard · reported on 2 of 3 listings
- Gated · reported on 2 of 3 listings
- Gated Community · reported on 2 of 3 listings
- Fence Restrictions · reported on 1 of 3 listings
- Golf Carts OK · reported on 1 of 3 listings
- Park · reported on 1 of 3 listings
- Pickleball Court(s) · reported on 1 of 3 listings
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
- 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.
Shop the zone: Homes zoned for West Orange High High School
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.
- September 2026Development
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 - September 2026Development
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 - August 2026Retail & 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 - July 2026Development
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 - July 2026Civic
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 - June 2026Development
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
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.
The Estates At Windermere buying strategy.
If we were buying in Estates At Windermere 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 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.
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 dues | Median $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 insurance | The 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 age | Median 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.
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.
HOA, CDD & Fees
- 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.
Tools for a Estates At Windermere 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 Estates At Windermere sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Estates At Windermere, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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 →
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.
- 2509 Ridgewind Way · off market
| Location | Windermere, Orange County, FL · ZIP 34786 |
|---|---|
| Homes in the community | 66 (FL DOR 2025 assessment roll) |
| Years built | 1995–2009 (median 1998.0) |
| Typical living area | 3,428 sq ft (median) |
| Amenities listed by sellers | Playground, Tennis Court(s), Deed Restrictions, Gated Community - No Guard, Gated, Gated Community |
| For sale right now | 1 active, 0 pending · median asking $1,169,900 · 4.0 months of supply |
| Owner-occupied (homestead) share | 89% |
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.
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.
- 2230 Ridgewind Way · $1,149,900 · 5 bd / 4 ba · listed Jul 16, 2026 · listed by Coldwell Banker Realty
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- Windermere home values: what is my house worth?
- ZIP 34786 housing scorecard
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?
How many homes are in Estates At Windermere?
What share of Estates At Windermere is owner-occupied?
When were the homes in Estates At Windermere built?
Who is the best real estate agent for Estates At Windermere?
How do I find a top Windermere real estate agent who knows Estates At Windermere?
Can Momentum Realty connect me with an agent for Estates At Windermere?
Where is Estates At Windermere, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 14, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34786)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-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?
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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 local comps.
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