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Windermere, FL Homes for Sale — Page 4 | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
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  • Buy before you sell

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  • Commercial

232 listings

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3 bedsWith a pool

Homes for Sale in Windermere, FL

Homes for Sale in Windermere, FL

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24 of 232 Listings
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Homes for Sale in Windermere, FL

24 of 232 Listings

  1. 6113 Grosvenor Shore Dr — photo100Active

    $6,950,000

    7 bd · 8 ba · 8,722 sqft

    6113 Grosvenor Shore Dr, Windermere, FL

    Gwen Flynn · COLDWELL BANKER REALTY

  2. 9310 Isleworth Gardens Dr — photo51Active

    $3,595,000

    3 bd · 5 ba · 4,333 sqft

    9310 Isleworth Gardens Dr, Windermere, FL

    Monica Lochmandy · ISLEWORTH REALTY LLC

  3. 6120 Greatwater Dr — photo74Active

    $3,999,000

    5 bd · 6 ba · 5,580 sqft

    6120 Greatwater Dr, Windermere, FL

    Teresa Stewart · SOUTHERN REALTY GROUP LLC

  4. 12721 Jacob Grace Ct — photo51Active

    $1,488,000

    4 bd · 4 ba · 3,763 sqft

    12721 Jacob Grace Ct, Windermere, FL

    Cathy Williams · LAKE NONA REALTY LLC

  5. 11446 Jasper Kay Terrace #202 — photoPrice Reduced32Active

    $290,000

    2 bd · 2 ba · 1,161 sqft

    11446 Jasper Kay Terrace #202, Windermere, FL

    Elly Kennedy · KELLER WILLIAMS REALTY AT THE PARKS

  6. 11543 Charnock Dr — photo25Active

    $560,000

    4 bd · 3 ba · 2,214 sqft

    11543 Charnock Dr, Windermere, FL

    Angela Mavarez Suarez · PM ELITE REALTY LLC

  7. 6126 Payne Stewart Dr — photo38Active

    $3,250,000

    3 bd · 4 ba · 2,848 sqft

    6126 Payne Stewart Dr, Windermere, FL

    Jill Irwin · IRWIN REALTY GROUP LLC

  8. 5186 Vardon Dr — photo52Active

    $4,395,000

    6 bd · 6 ba · 4,739 sqft

    5186 Vardon Dr, Windermere, FL

    Michelle Corbin · ISLEWORTH REALTY LLC

  9. 13317 Lush Lime Aly — photoPrice Reduced25Active

    $549,990

    3 bd · 3 ba · 1,699 sqft

    13317 Lush Lime Aly, Windermere, FL

    Reed Williams · ASHTON WOODS FLORIDA REALTY LLC

  10. 12809 Holdenbury Ln — photo100Active

    $625,000

    4 bd · 3 ba · 2,683 sqft

    12809 Holdenbury Ln, Windermere, FL

    Lois Ann Cox, PA · WATSON REALTY CORP

  11. 13101 Bellaria Cir — photo70Active

    $2,995,000

    6 bd · 9 ba · 7,321 sqft

    13101 Bellaria Cir, Windermere, FL

    Julie Christensen · ONE LUXURY INTERNATIONAL LLC

  12. 13535 Bramham Ln — photo53Active

    $489,900

    3 bd · 2 ba · 1,820 sqft

    13535 Bramham Ln, Windermere, FL

    Scarlett Williams, PA · CENTURY 21 CARIOTI

  13. 9343 Tibet Pointe Cir — photo59Active

    $7,450,000

    7 bd · 10 ba · 8,362 sqft

    9343 Tibet Pointe Cir, Windermere, FL

    Juliana Jardini Da Cunha Igayara De So · NOVA REAL ESTATE SERVICES INC

  14. 9010 Reflection Pointe Dr — photo45Active

    $945,000

    4 bd · 4 ba · 3,264 sqft

    9010 Reflection Pointe Dr, Windermere, FL

    Dawn Giachetti · PREMIER SOTHEBYS INT'L REALTY

  15. 5192 Vardon Dr — photo51Active

    $19,500,000

    6 bd · 10 ba · 13,494 sqft

    5192 Vardon Dr, Windermere, FL

    Jill Irwin · IRWIN REALTY GROUP LLC

  16. 7252 Backwoods Trl — photo18Active

    $645,000

    4 bd · 3 ba · 2,214 sqft

    7252 Backwoods Trl, Windermere, FL

    Eliza Hawash · REALSOURCE PROPERTY MANGNT LLC

  17. 101 Lee St — photoPrice Reduced63Active

    $1,300,000

    5 bd · 4 ba · 4,186 sqft

    101 Lee St, Windermere, FL

    Julie Bettosini, PA · STOCKWORTH REALTY GROUP

  18. 8608 Brookvale Dr — photo46Active

    $379,900

    3 bd · 3 ba · 1,480 sqft

    8608 Brookvale Dr, Windermere, FL

    Carola Garcia De Montenegro · AGENT TRUST REALTY CORPORATION

  19. 6614 Bridgewater Village Rd — photo43Active

    $689,900

    5 bd · 3 ba · 3,006 sqft

    6614 Bridgewater Village Rd, Windermere, FL

    Khristian Padilla · MY REALTY GROUP, LLC.

  20. 628 Forest St — photo33Active

    $700,000

    1 bd · 1 ba · 750 sqft

    628 Forest St, Windermere, FL

    Darrell Nunnelley · VINTAGE REALTY GROUP LLC

  21. 12333 Via Derna Pl — photoPrice Reduced53Active

    $445,000

    3 bd · 3 ba · 1,919 sqft

    12333 Via Derna Pl, Windermere, FL

    Marco Romero · KARDOSH REALTY

  22. 14360 Crest Palm Ave — photoPrice Reduced54Active

    $1,249,999

    6 bd · 5 ba · 4,585 sqft

    14360 Crest Palm Ave, Windermere, FL

    Jonathan Cole · KELLER WILLIAMS WINTER PARK

  23. 8142 Tibet Butler Dr — photo79Active

    $2,685,000

    5 bd · 7 ba · 5,747 sqft

    8142 Tibet Butler Dr, Windermere, FL

    Rob Rahter · STOCKWORTH REALTY GROUP

  24. 5373 Isleworth Country Club Dr — photo62Active

    $7,200,000

    5 bd · 6 ba · 5,993 sqft

    5373 Isleworth Country Club Dr, Windermere, FL

    Rob Rahter · STOCKWORTH REALTY GROUP

1…345…10

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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

October 2026

Windermere 12-month median sale price trend

Selling at 96.7% of asking price

Buyers here are paying below asking. MLS · 55 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 30, 2026

Median sale price
$645,000$548,956–$1,030,000 typical range
Price per sq. ft.
$276
Sales
77
Paid in cash
50.7%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price
$1,139,950
Homes for sale
222
Median days on market
44 days

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year
-22.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 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

Nearby areas

ZIP codes

  • 34747 (1,279)
  • 34746 (864)
  • 33837 (766)
  • 34787 (753)
  • 33896 (605)
  • 34771 (456)
  • 33897 (451)
  • 34748 (415)

Cities

  • Orlando (3,935)
  • Kissimmee (2,981)
  • Davenport (1,787)
  • St. Cloud (1,007)
  • Winter Garden (729)
  • Clermont (728)
  • Apopka (488)
  • Leesburg (415)