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Windermere Neighborhoods Compared: Lots, Values, Lakes and Build Era

There's no single best neighborhood in Windermere; the right one depends on whether you want lake frontage, a large lot, a newer home or a lower price, and the communities below differ sharply on all four.

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How to Use This Comparison

Each entry gives the number of homes, the median county value on the 2026 tax roll, the median lot size, the build era and the lake frontage, all from Orange County parcel data for homes with a Windermere address outside Horizon West. County values are tax assessments, not sale prices, but they compare communities on the same basis. Start with the features you can't change later: water, land and location. Schools follow the address too, so check any home in Orange County Public Schools' Find My School tool rather than by community name. Then use each community's page for the details, or ask our agents to compare two side by side. Our guide to moving to Windermere explains the Town, county and Horizon West addresses.

Lot Size and Value Across Windermere

  • Under a quarter acre: 771 homes, median $578,720.
  • A quarter to half an acre: 2,525 homes, median $888,570.
  • Half an acre to an acre: 1,841 homes, median $1,259,400.
  • An acre or more: 1,486 homes, median $1,398,770.

The Town and Lake Butler

Lake Down and the North End

Isleworth, Keene's Pointe and Lake Tibet-Butler

  • Isleworth: 331 homes, median $3,258,382, 95 on a lake.
  • Keene's Pointe: 1,001 homes, median $1,274,360, 0.38-acre lots; 49 on Lake Tibet-Butler.
  • Lake Butler Sound: 213 homes, median $1,712,008, half-acre-plus lots.

West of Lake Butler

Lake Sawyer

Belmere, Westover and Lake Olivia

Other Windermere Communities

These communities don't have pages of their own yet. Ask our agents about any of them.

  • Silver Woods: 280 homes built 1985 to 1988 on quarter-acre lots, median $458,375, the lowest of any community here.
  • Gotha plat: 124 Windermere-address homes on the old Gotha town plat, median $905,115; Gotha has its own mailing address too.
  • Davis Shores: 38 homes inside the Town, mostly from the 1950s and 1960s, median $991,975; 29 on Lake Down.
  • Magnolia Park: 32 homes built 1995 to 2000, median $736,380.
  • Summerport Beach: 31 homes, all on Lake Butler, median $1,372,430.
  • Wauseon Ridge: 24 homes inside the Town, median $545,835.
  • Lake Buynak Estates: 22 homes on acre-and-a-half lots, median $618,788.
  • Southern Acres: 17 homes on acre lots, median $820,370.
  • Sandy Shores: 15 homes on Lake Butler, median $790,390.
  • Isles of Windermere: 13 homes, median $729,990.
  • Farms: 10 homes on acre lots, median $927,065.

Horizon West Communities with Windermere Addresses

About 8,200 homes inside Orange County's Horizon West planning area use Windermere addresses, including Summerport, Windermere Trails, Lakes of Windermere, Lake Sawyer South, Lakeside Village, Windermere Sound and Windermere Isle. They're mostly 2005-to-2020 master-planned communities with smaller lots and townhomes, at a median county value of $471,630. We cover them as their own market.

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The Own Luxury Homes® Perspective

In Windermere, the lot often explains the price better than the house.

Moving from a quarter-acre lot to an acre more than doubles the median county value in Windermere, from $578,720 to $1,398,770, even before lake frontage. Two houses of similar size can sit far apart in price because one of them sits on twice the land.

When you compare Windermere neighborhoods, compare lot sizes before you compare floor plans. If you want more house for the money, a smaller-lot community gets you there; if you want land, privacy or room to rebuild later, expect to pay for it first.

Windermere Neighborhood Questions

What are the best neighborhoods in Windermere?

The best neighborhood depends on what you want most: lake frontage, a large lot, a newer home or a lower price. Use the comparison above to shortlist two or three communities on those features, then compare specific homes.

Which Windermere communities are on the Butler Chain?

Homes in Metcalf Park, Aladar on Lake Butler and the Town's lakefront streets sit on Lake Butler, and Lake Down communities sit on Lake Down; both lakes are on the chain. Frontage varies home by home, so check each property.

Where are the largest lots in Windermere?

Lake Down, Metcalf Park, Chaine du Lac, Waterford Pointe and several smaller enclaves have median lots of an acre or more. Keene's Pointe and Belmere have much smaller median lots.

Are Horizon West communities part of this comparison?

No. Horizon West communities with Windermere addresses are newer and priced differently, so we cover them separately.

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A Private, More Intentional Beginning

Tell us about your decision

Tell us what you are buying or selling, where, the approximate price range, your timing, and what matters most.

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Speak with a local real estate professional.

Discuss your goals, the property, the market, and the questions that will help you decide how to proceed.

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Meet Your Local Agent

Tell us which features matter most, and our Windermere agents will narrow this list to the communities worth visiting. Or call 407-900-7030.

Sources:

Orange County GIS, parcel data (2026 tax roll); Orange County GIS, recorded subdivision plats; Orange County GIS, hydrology (lakes); Orange County GIS, Horizon West planning boundary; Orange County Public Schools, Find My School. Checked October 2026.

Figures: homes with a Windermere site address outside the Horizon West planning boundary, from Orange County parcel data; values are county just values on the 2026 tax roll, not sale prices; medians.

Reviewed by Ryan Brown, Licensed Real Estate Broker and CEO, Own Luxury Homes®

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