Homes Under $2M in Windermere, FL

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24 of 152 Listings

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Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

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4Active
$1,280,000
4 bd · 3 ba · 2,441 sqft
104 E 1st Ave, Windermere, FL
Fernanda Negromonte · NOVA REAL ESTATE SERVICES INC
35Active
$950,000
4 bd · 3 ba · 2,680 sqft
8524 Vivaro Isle Way, Windermere, FL
Vincent Cordaro · SERHANT
New37Active
$875,000
4 bd · 3 ba · 2,704 sqft
11727 Delwick Dr, Windermere, FL
Catherine Lambert PA · BHHS FLORIDA REALTY

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

About Homes Under $2M in Windermere, FL

Homes Under $2M in Windermere, FL: 152 active listings as of October 2, 2026, 13:43 UTC.

Property types among these 152 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property type	Listings	Share
Single Family Residence	110	72.4%
Townhouse	34	22.4%
Condominium	8	5.3%

Windermere housing market

September 2026 · This period is still settling

Selling at 97.2% of asking price

Buyers here are paying below asking. MLS · 42 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 15, 2026

Median sale price: $767,500$548,400–$995,000 typical range
Price per sq. ft.: $285
Sales: 30
Paid in cash: 36.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $1,090,000
Homes for sale: 248
Median days on market: 32 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -20.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 2,645 sq. ft.

Windermere, FL community profile

Population: 3,301
Median income: $148,077
Housing units: 1,328
People per sq. mi.: 115
Area: 28.7 sq. mi.

Source: HJN community data

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Homes Under $2M in Windermere, FL

Your Windermere agent

Listing data & MLS disclosures

About Homes Under $2M in Windermere, FL

Windermere housing market

Homes that sold · County records, as of Sep 15, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Windermere, FL community profile

Explore Windermere homes

Listing data & MLS disclosures

Your Windermere agent

Your Windermere agent

Windermere, FL community profile

Windermere housing market

Homes that sold · County records, as of Sep 15, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026