Homes Under $2.5M in Windermere, FL

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24 of 166 Listings

Map

24 of 166 Listings

35Active

166 listings

Homes Under $2.5M in Windermere, FL

Show Map

24 of 166 Listings

Map

Homes Under $2.5M in Windermere, FL

24 of 166 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

35Active

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

$950,000

4 bd · 3 ba · 2,680 sqft

8524 Vivaro Isle Way, Windermere, FL

Vincent Cordaro · SERHANT

New97Active

$2,400,000

5 bd · 4 ba · 5,139 sqft

12722 S Lake Sawyer Ln, Windermere, FL

Padgett McCormick · KELLY PRICE & COMPANY LLC

New37Active

$875,000

4 bd · 3 ba · 2,704 sqft

11727 Delwick Dr, Windermere, FL

Catherine Lambert PA · BHHS FLORIDA REALTY

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

74Active

$2,350,000

4 bd · 6 ba · 4,169 sqft

11532 Waterstone Loop Dr, Windermere, FL

Andrew Kincaid · BHHS FLORIDA REALTY

Open house Fri, Oct 2 · 9:00 AM47Active

$565,000

3 bd · 2 ba · 2,147 sqft

7271 Londale Blvd, Windermere, FL

Karen Albright · OPENDOOR BROKERAGE LLC

51Active

$1,488,000

4 bd · 4 ba · 3,763 sqft

12721 Jacob Grace Ct, Windermere, FL

Cathy Williams · LAKE NONA REALTY LLC

32Active

$295,000

2 bd · 2 ba · 1,161 sqft

11446 Jasper Kay Terrace #202, Windermere, FL

Elly Kennedy · KELLER WILLIAMS REALTY AT THE PARKS

27Active

$405,000

4 bd · 3 ba · 2,294 sqft

14350 Bridgewater Crossings Blvd, Windermere, FL

Dawn Briggs · BLUE MAGNOLIA REALTY LLC

25Active

$560,000

4 bd · 3 ba · 2,214 sqft

11543 Charnock Dr, Windermere, FL

Angela Mavarez Suarez · PM ELITE REALTY LLC

97Active

$769,000

5 bd · 3 ba · 2,773 sqft

6727 Merrick Landing Blvd, Windermere, FL

Stephanie Demantova Correa · AUTHENTIC REAL ESTATE TEAM

Price Reduced47Active

$530,000

4 bd · 2 ba · 2,020 sqft

13738 Eden Isle Blvd, Windermere, FL

Kathryn Shevlin · THE PROPERTY FIRM

20Active

$586,846

3 bd · 3 ba · 1,699 sqft

13317 Lush Lime Aly, Windermere, FL

Reed Williams · ASHTON WOODS FLORIDA REALTY LLC

53Active

$489,900

3 bd · 2 ba · 1,820 sqft

13535 Bramham Ln, Windermere, FL

Scarlett Williams, PA · CENTURY 21 CARIOTI

45Active

$945,000

4 bd · 4 ba · 3,264 sqft

9010 Reflection Pointe Dr, Windermere, FL

Dawn Giachetti · PREMIER SOTHEBYS INT'L REALTY

46Active

$369,000

3 bd · 3 ba · 1,680 sqft

12934 Vennetta Way, Windermere, FL

Karen Grau · REVEL REALTY LLC

39Active

$1,100,000

5 bd · 4 ba · 3,557 sqft

11021 Hawkshead Ct, Windermere, FL

Heather Unger, PA · ACME REAL ESTATE FLORIDA LLC

18Active

$645,000

4 bd · 3 ba · 2,214 sqft

7252 Backwoods Trl, Windermere, FL

Eliza Hawash · REALSOURCE PROPERTY MANGNT LLC

63Active

$1,395,000

5 bd · 4 ba · 4,186 sqft

101 Lee St, Windermere, FL

Julie Bettosini, PA · STOCKWORTH REALTY GROUP

46Active

$379,900

3 bd · 3 ba · 1,480 sqft

8608 Brookvale Dr, Windermere, FL

Carola Garcia De Montenegro · AGENT TRUST REALTY CORPORATION

45Active

$689,900

5 bd · 3 ba · 3,006 sqft

6614 Bridgewater Village Rd, Windermere, FL

Khristian Padilla · MY REALTY GROUP, LLC.

61Active

$649,000

4 bd · 4 ba · 2,750 sqft

13324 Jervey St, Windermere, FL

Simon Simaan · THE SIMON SIMAAN GROUP

33Active

$700,000

1 bd · 1 ba · 750 sqft

628 Forest St, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

1Active

$775,000

3 bd · 2 ba · 1,774 sqft

611 Butler St, Windermere, FL

Darrell Nunnelley · VINTAGE REALTY GROUP LLC

53Active

$449,000

3 bd · 3 ba · 1,919 sqft

12333 Via Derna Pl, Windermere, FL

Marco Romero · KARDOSH 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.

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

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

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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.

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

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.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your Windermere agent

Your Windermere agent

Your Windermere agent

Listing data & MLS disclosures

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

Windermere, FL community profile

Explore Windermere homes

Your Windermere agent

Listing data & MLS disclosures

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