Windermere Reserve in Windermere

Windermere Reserve
Homes for Sale in Windermere, FL

All 258 homes for sale in Windermere, FL · median $1,100,000 · 228 homes for sale in 34786 · Orange County homes for sale

Community in Windermere · Orange County · ZIP 34786
28 homesBuilt 1992–2015
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True comps, carrying-cost math, and listings before the portals.

Photo via Stellar MLS

Built fromLive Stellar MLS data19 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, the MLS records 9 closed sales in Windermere Reserve in Windermere, FL since 2007, the most recent in March 2026. Across Windermere as a whole, 600 homes closed in the last 12 months at a median of $770,000, 38 median days on market, with 229 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $12,840 ($12,170 with the full homestead exemption).

Live · Windermere Reserve Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
79%
Owner-occupied · Windermere Reserve
23 of 29 parcels homesteaded (FL DOR 2025)
21%
Non-owner-occupied · Windermere Reserve
incl. 14% trust or LLC-held · 100% out-of-state
28
Homes in the community
plus 1 vacant residential lots · 29 residential parcels (FL DOR 2025)
Track record · 19 years of records
1992–2015
Years homes were built
median 1998 · county roll (FL DOR 2025)
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 21, 2026

There is no active pricing or inventory signal in the current MLS feed for Windermere Reserve, which is itself informative: this is a name to track rather than a market to read yet. Until listings populate, any figure someone quotes you for this community is a guess, not data.

For now, treat Windermere Reserve as a location to watch inside Windermere and Orange County rather than a market with an established posture. When listings do appear, the first few closings will set the early comps, and buyers or sellers should expect that early pricing to move as more data comes in.

Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Nearby homes for sale

No active listings inside Windermere Reserve 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.

9310 ISLEWORTH GARDENS DRIVE
$3.60M · 0.2 mi away
3 bd · 4 ba · 4,333 sqft
9310 ISLEWORTH GARDENS DRIVE
Listed by ISLEWORTH REALTY LLC
9323 GLADYS GARDEN COURT
$11.90M · 0.3 mi away
6 bd · 8 ba · 9,770 sqft
9323 GLADYS GARDEN COURT
Listed by CORCORAN PREMIER REALTY
5070 DOWN POINT LANE
$4.95M · 0.3 mi away
6 bd · 6.5 ba · 7,349 sqft
5070 DOWN POINT LANE
Listed by EXP REALTY LLC
9144 ISLEWORTH GARDENS DRIVE
$4.10M · 0.3 mi away
3 bd · 4 ba · 5,004 sqft
9144 ISLEWORTH GARDENS DRIVE
Listed by MEGAN DOWDY REALTY, LLC
9316 GLADYS GARDEN CT
$6.50M · 0.3 mi away
5 bd · 6.5 ba · 5,471 sqft
9316 GLADYS GARDEN CT
Listed by ISLEWORTH REALTY LLC
4226 DOWNEAST LANE
$9.25M · 0.3 mi away
5 bd · 3 ba · 5,316 sqft
4226 DOWNEAST LANE
Listed by COLDWELL BANKER RESIDENTIAL RE

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

The 60-Second Overview

Windermere Reserve sits in Windermere, Orange County, but the current MLS feed does not show active listings or established amenities for the community, so there is not yet a pricing or inventory pattern to describe.

Stellar MLS sales records identify 10 homes in Windermere Reserve that have changed hands since 2014, built between 1992 and 2000 (median 1995), with a median living area of about 4,120 sq ft and a typical 4-bedroom, 4-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

  • Buyers comfortable watching a community before it has an established resale pattern
  • Buyers focused on the Windermere, Orange County location itself rather than comparable pricing
  • Buyers working with a longer timeline who do not need current MLS data to move forward

Probably not for

  • Buyers who need current price and days-on-market data to plan a purchase
  • Buyers who want a documented amenity package before committing
  • Sellers hoping to price against established recent comps in this community

The market around Windermere Reserve

Windermere Reserve 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), 261 homes closed in the last 12 months at a median of $602K ($242/sq ft), down 3.0% year over year, with a median 41 days on market. Right now 73 active and 11 pending listings put supply at about 3.4 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 Reserve specifically. Momentum Research analysis of MLS records.

If we were buying in Windermere Reserve 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 Windermere Reserve.

Best Buy
Best for buyers who want to be early to a Windermere-area community and are comfortable without established comps.
Biggest Risk
The risk is lack of data: no established pricing, pace, or amenity picture to evaluate yet.
Sweet Spot
The sweet spot is a buyer or seller tracking this name for the future rather than needing answers today.
Avoid If
Avoid if you need current pricing, inventory, or amenity details before making a decision.

A community without a track record yet

Some communities in this part of Orange County have years of resale history to draw on. Windermere Reserve currently does not, at least not in a form the MLS feed is showing. No community amenities have been identified from current listings, which may mean the community is newly platted, still building out, or simply has not had recent MLS activity to document what it offers.

That absence of data cuts both ways. It means we cannot tell you what a typical home here costs, how fast it sells, or what the community offers beyond its location. It also means the usual sources of hype and inflated claims are not available either, because there is nothing yet to inflate.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When a community has this little established MLS history, the value of a broker is in knowing what questions to ask before you commit, not in reciting comps that do not exist yet. We will tell you plainly when a community like this needs more time before we can speak to pricing or fit with confidence.

Windermere Reserve in 15 seconds.

Best forBest for buyers who want to be early to a Windermere-area community and are comfortable without established comps.
Biggest advantageThe advantage is location within Windermere and Orange County, ahead of any pricing pattern.
Biggest riskThe risk is lack of data: no established pricing, pace, or amenity picture to evaluate yet.
Sweet spotThe sweet spot is a buyer or seller tracking this name for the future rather than needing answers today.
Avoid ifAvoid if you need current pricing, inventory, or amenity details before making a decision.
The takeaway

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

What is your Windermere Reserve home worth?

Get a no-obligation home value based on real comparable sales in Windermere Reserve, 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.
Windermere Reserve key facts
LocationWindermere, Orange County, FL · ZIP 34786
Homes in the community28 (FL DOR 2025 assessment roll)
Years built1992–2015 (median 1998)
Typical living area4,264 sq ft (median)
Amenities listed by sellersGolf Carts OK, Security System
For sale right now0 active, 0 pending
Owner-occupied (homestead) share79%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windermere Reserve key facts,” movewithmomentum.com/neighborhoods/windermere-reserve, data as of September 20, 2026.

Housing distress & ownership in Windermere Reserve, 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 8 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-11-08)

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

Email me new listings in Windermere Reserve

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 Windermere Reserve

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windermere Reserve 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.

Recent Developments in Windermere Reserve

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

  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.

    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 site is about 7 miles south of Windermere Reserve.

    Source: Spectrum News 13
  2. 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 7 miles southwest of Windermere Reserve.

    Source: FOX 35 Orlando
  3. 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 4 miles east of Windermere Reserve, elsewhere in Orange County.

    Source: ClickOrlando
  4. 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 4 miles north of Windermere Reserve, elsewhere in Orange County.

    Source: Orange County Newsroom
  5. 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 7 miles northeast of Windermere Reserve, elsewhere in Orange County.

    Source: Florida YIMBY
  6. June 2026
    Development

    Planning board approves zoning for 37-story tower at 170 East Washington Street

    Orlando's Municipal Planning Board voted to approve a Planned Development amendment for a 37-story, 425-foot mixed-use tower at 170 East Washington Street across from Lake Eola Park. The project would include 252 residential units, a 221-room hotel, a three-story restaurant, and structured parking. It still requires City Council consideration before construction.

    What it may mean for the marketWould add a 37 story tower with 252 residences and a hotel to the downtown skyline, replacing a prior approval for a 7 story hotel and increasing high density housing and parking supply. The project is about 6 miles northeast of Windermere Reserve, elsewhere in Orange County.

    Source: Florida YIMBY

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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.

Frequently Asked Questions

How many homes are in Windermere Reserve?
The Florida DOR 2025 assessment roll shows 28 homes plus 1 vacant residential lots in Windermere Reserve (public records).
What share of Windermere Reserve is owner-occupied?
79% of Windermere Reserve parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Windermere Reserve built?
Homes in Windermere Reserve were built between 1992 and 2015, with a median year built of 1998 (FL DOR 2025 roll).
Who is the best real estate agent for Windermere Reserve?
The best agent for Windermere Reserve 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 Windermere Reserve.
How do I find a top Windermere real estate agent who knows Windermere Reserve?
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 Windermere Reserve and the wider Windermere area.
Can Momentum Realty connect me with an agent for Windermere Reserve?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windermere Reserve purchase or sale - no call center and no pressure.
Where is Windermere Reserve, and what county is it in?
Windermere Reserve is in Windermere, Orange County, FL, ZIP 34786.
Buyers comfortable watching a community before it has an established resale patternExcellent fit
Buyers focused on the Windermere, Orange County location itself rather than comparable pricingExcellent fit
Buyers working with a longer timeline who do not need current MLS data to move forwardExcellent fit
Buyers who need current price and days-on-market data to plan a purchaseProbably not
Buyers who want a documented amenity package before committingProbably not
Sellers hoping to price against established recent comps in this communityProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: November 12, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 34786))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2007 (9 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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Nearby Communities

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

Sunset Bay0.2 mi away · 48 homes, built 1959–17, 1 for saleDown Point0.4 mi away · 44 homes, built 1959–17, 1 for saleRRRosser Reserve0.4 mi away · 6 homes, built 2021–24CTCarrington Townhomes0.5 mi away · 43 homes, built 2014–14Lake Down Reserve0.5 mi away · 6 homes, built 2021–24Isleworth0.5 mi away · median $3.73M, 5 sales/12 mo

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