Estates at Windermere
Custom single-family homes · Built mid-1990s · about 2,500 to 5,100 sq ft
A small gated community of custom homes on McKinnon Road.
Estates at Windermere at a glance
Location: McKinnon Road at Winder Bay Boulevard, north of Lake Butler Boulevard
Builder: Custom and individual builders
Built: Mid-1990s
Homes: 66 homesites
Home types: Custom single-family homes
Size: About 2,500 to 5,100 sq ft
Bedrooms: Mostly 4 and 5 bedrooms
Entry: Gated
Area: McKinnon & Maguire Road
What Estates at Windermere has
What is close to Estates at Windermere
- Winter Garden Village ~2.7 mi
- Grocery and shopping ~2.8 mi
- Roper YMCA ~3.5 mi
- AdventHealth Winter Garden ~3.5 mi
Approximate distances from the community entrance. Walt Disney World is roughly 20 to 25 minutes away off-peak. Two-lane roads around the lakes and SR 535 slow down at rush hour, so send me your work address and I will map your real commute.
Schools
🏫 Lake Whitney Elementary
🏫 SunRidge Middle
🏫 West Orange High
Orange County Public Schools. Zoning changes, so verify every address.
Estates at Windermere market snapshot
Estates at Windermere had 2 closed sales in the last 12 months. That is too few for a median that means anything, so I price homes here one at a time.
Get the real numbers for Estates at Windermere
Call or text me at 407.502.4719 and I will send every recent closed sale in and around Estates at Windermere, straight from Stellar MLS, with what each one tells us about value.
Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 15, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.
Estates at Windermere homes for sale right now
Straight from Stellar MLS. Save the search and get new Estates at Windermere listings the day they hit.
Buying or selling in Estates at Windermere?
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🏡 Buyer Guide
How buying in Estates at Windermere works, from new construction versus resale to what to verify on HOA, CDD and school zoning.
🔑 Seller Guide
Pricing, prep and timing for selling your current home, including how to sell and buy at the same time without moving twice.
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Next step: book a 30 minute call and we will walk through it together for Estates at Windermere.
Estates at Windermere FAQ
Where is Estates at Windermere in Windermere?
Estates at Windermere is in the McKinnon Road and Maguire Road side of Windermere, toward Winter Garden, at McKinnon Road at Winder Bay Boulevard, north of Lake Butler Boulevard.
How far is Estates at Windermere from Walt Disney World?
Roughly 20 to 25 minutes off-peak from this part of Windermere. I will map the exact drive from the entrance before you choose.
When were homes in Estates at Windermere built?
Mid-1990s. Most homes were built by individual or custom builders.
What amenities does Estates at Windermere have?
Gated entry, Tennis court, Playground, Pond-front homesites.
Is Estates at Windermere a gated community?
Yes. Estates at Windermere has a gated entry. I confirm gate type and access rules for any home before you write an offer.
What schools serve Estates at Windermere?
Schools commonly listed for this community: Lake Whitney Elementary, SunRidge Middle, West Orange High. Assignments change, so verify zoning for a specific address with the OCPS School Locator.
Is Estates at Windermere in the Town of Windermere?
Many Windermere addresses are in unincorporated Orange County, not the Town. Taxes, rules and services differ, so I confirm the jurisdiction for every address.
What do homes in Estates at Windermere sell for?
Too few homes sold in Estates at Windermere in the last 12 months for a reliable median. Call or text me at 407.502.4719 and I will send recent closed sales in and around Estates at Windermere from Stellar MLS.
Thinking about Estates at Windermere?
Give me 30 minutes and tell me your timeline. I will send back:
- Recent closed sales in Estates at Windermere, straight from Stellar MLS
- Town or county, HOA and lake access for the homes that fit
- Your real commute, mapped from the entrance
No pressure. If you are selling a home somewhere else first, we will plan both sides together.
Semper Fi to your real estate needs. Jorge Martinez, REALTOR®
Information deemed reliable but not guaranteed. Community details come from public sources and change over time; distances are approximate. Market data from Stellar MLS. Buyers should verify Town or county jurisdiction, school assignments, HOA, CDD, lake access and all property details independently. The JEM Property Group is an independently owned and operated real estate team affiliated with Keller Williams Realty. Equal Housing Opportunity.