Windermere, FL Housing Market & City Data

Explore key insights and real experiences from people who call Windermere home. Use the data below as a starting point to compare and discover what makes this city a great place to live.

5.0
Average City Rating
3,544
Population Estimate
$582,702
Median Home Value
96.2%
Employment Rate
70.7%
Bachelor's Degree+

Windermere City Reviews

Real experiences from people who call Windermere home.

5.0
(4 Reviews)

Jennifer Wemert

At Wemert Group Realty, Windermere is one of our favorite luxury enclaves in Central Florida. Known for its stunning lakefront estates and old Florida charm, Windermere offers a refined, peaceful lifestyle that still keeps you close to everything. We love driving beneath the canopy of oak trees along Main Street, enjoying coffee at Paloma Coffee Co., or paddleboarding on the Butler Chain of Lakes. With prestigious neighborhoods like Isleworth, Keenes Pointe, and Windermere Trails, it's no wonder so many seek out this serene community. Windermere is just minutes from Walt Disney World, world-class golf courses, and the shopping and dining of Winter Garden Village. It's elegance, privacy, and convenience all in one"”and we're proud to serve this special corner of Central Florida.

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Wenky Arias

Winter Park, FL is celebrated for its scenic beauty, featuring lush tree-lined streets and elegant boutiques, along with a thriving arts scene that offers a sophisticated yet relaxed lifestyle. The city boasts top-rated schools, numerous parks, and the charming Park Avenue shopping district. The real estate market in Winter Park is competitive, with a mix of historic homes and modern developments, making it an ideal location for those seeking a blend of elegance and convenience. Want more info? Happy to help in any way that I may. Please do not hesitate to reach out, I am here to help YOU

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Chris Winn

With its beautiful Chain of Lakes, Windermere is one of Orlando's most exclusive areas. Whether its lakefront, gated, or you have a specific request, I'd love to help you find the perfect home in Windermere.

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Matthew Allen

Windermere is a city in Orange County, Florida. Despite being one of the oldest communities in Orange County, it has a very tight population of 3,430 based on the 2019 census. With its many parks, lakes, entertainment hubs, and restaurants, tourism is one of the great influence of Windermere's unparalleled economic growth.

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Housing & Demographic Overview

Key insights about the community

Data as of September 2026

HOUSING DATA (September 2026)

Median Price per SqFt$338
Median Listing Price$1,071,250
Median Days on Market83
Active Listings228
New Listings70
Total Listings (Active + Pending)303
Avg Listing Price$2,251,123
Avg Listing Price Change MoM-1%
Avg Listing Price Change YoY22%

HOUSEHOLD OVERVIEW

Family Size2.89
Family Dual Income51.1
Median Household Income$153,348
Median Individual Income$54,375
Home Ownership92.8%
Home Value$582,702
Median Rent$2,588
Rent Burden20.5%
Poverty3.1%

EDUCATION, GENDER & MARITAL STATUS

EDUCATION

  • No Highschool Degree or GED1.5%
  • Highschool Education7.4%
  • Some College20.5%
  • Bachelors Degree42.1%
  • Graduate Degree28.6%
  • Total College or Above70.7%
  • Stem Degree42.6%

GENDER BREAKDOWN

  • Male54.0%
  • Female46.0%

MARITAL STATUS

  • Married67.0%
  • Divorced6.7%
  • Never Married23.3%
  • Widowed3.0%

CITY DATA & AGE BREAKDOWN

CITY DATA

CityWindermere
State IDFL
Population3,544

AGE BREAKDOWN

Age Group% of Population
Under 1819.7%
19–299.1%
30–397.4%
40–499.5%
Age Group% of Population
50–5923.4%
60–6916.9%
70–799.3%
80+4.7%

WORKFORCE, ETHNICITY & OTHER

WORKFORCE

Labor Force Participation61.4%
Unemployment Rate3.8%
Disabled6.9%

ETHNICITY

White93.3%
Black2.0%
Asian2.5%
Native American0.0%
Pacific Islander0.0%
Other0.9%
Multiple1.4%

OTHER

Hispanic10.0%
Limited English1.0%
Health Uninsured2.8%
Veteran8.2%

Local Discussions

Community questions and conversations about living in Windermere, FL.

  1. Is Windermere, FL a good place to buy a house?

    Local perspectives on Windermere home prices, buyer demand, neighborhoods, and what to consider before buying a home.

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  2. What are the best neighborhoods in Windermere, FL for families?

    Local insights on Windermere neighborhoods, schools, parks, commute times, and other factors families may want to consider.

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  3. What should home buyers know about the Windermere, FL housing market?

    Local insights on Windermere home prices, housing inventory, buyer competition, and current real estate market conditions.

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  4. Is it better to buy or rent a home in Windermere, FL?

    Compare Windermere home prices, rents, monthly housing costs, and other factors that can affect the decision to buy or rent.

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  5. What are the most affordable neighborhoods in Windermere, FL?

    Explore Windermere neighborhoods where home buyers may find more affordable housing options and better value for their budget.

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  6. How much income do you need to buy a house in Windermere, FL?

    Learn how Windermere home prices, down payments, mortgage costs, and other expenses can affect how much income buyers may need.

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  7. How much are property taxes on a home in Windermere, FL?

    Learn how Windermere property taxes are calculated and how they can affect the overall cost of owning a home.

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  8. What are the best neighborhoods in Windermere, FL for first-time home buyers?

    Explore Windermere neighborhoods first-time home buyers may consider based on home prices, location, amenities, and lifestyle.

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  9. What is it like to live in Windermere, FL?

    Local perspectives on Windermere neighborhoods, cost of living, weather, commuting, things to do, and everyday life.

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  10. What should I know before moving to Windermere, FL?

    What newcomers should know about Windermere housing costs, neighborhoods, transportation, weather, and everyday expenses.

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Top Real Estate Agents in Windermere, FL

Neighborhoods in Windermere, FL

Get to know neighborhoods in Windermere, ordered by the number of properties in the provider sample.

  • Glenmuir Homeowners Association

    Glenmuir ↗

    Median asking price
    $399,900
    / sq ft
    —
    Active listings
    Not available
    properties in discovery sample
    52
    B

    Nearby schools · estimated

    6.7/10 · 3 schools

  • Summerport Residential POA Clubhouse

    Summerport ↗

    Median asking price
    $281,250
    / sq ft
    —
    Active listings
    Not available
    properties in discovery sample
    25
    B

    Nearby schools · estimated

    6.7/10 · 3 schools

  • Windsor Hills

    Windsor Hill ↗

    Median asking price
    $609,900
    / sq ft
    —
    Active listings
    Not available
    properties in discovery sample
    14
    B

    Nearby schools · estimated

    6/10 · 3 schools

  • Lake Down Crest Tennis Court

    Lake Down Crest ↗

    Median asking price
    $723,450
    / sq ft
    —
    Active listings
    Not available
    properties in discovery sample
    10
    B

    Nearby schools · estimated

    6/10 · 3 schools

  • Sunset Bay Apartments

    Sunset Bay ↗

    Median asking price
    $1,795,000
    / sq ft
    —
    Active listings
    Not available
    properties in discovery sample
    3
    B

    Nearby schools · estimated

    6/10 · 3 schools

Data as of . Listing snapshots from Redfin; nearby-school rating estimates.

About these neighborhood estimates

Prices and counts describe active listings returned by the provider, excluding coming-soon and nearby search results. They are asking prices, not sold prices, and may not include every home for sale.

Nearby-school grades are FastExpert estimates from the average available ratings of unique public schools returned for sampled neighborhood properties. A: 8–10; B: 6–under 8; C: 4–under 6; D: 2–under 4; F: 1–under 2. Unrated schools are excluded. Nearby schools may not be assigned to a specific address.

Photos show identified local landmarks. Five neighborhoods are shown, ordered by property count. Median asking price breaks a tie.