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Windermere, FL Homes for Sale — Page 8 | 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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  • Compare selling options
  • Get an instant cash offer
  • 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. 9110 Palm Tree Dr — photoPrice Reduced30Active

    $635,000

    3 bd · 2 ba · 1,819 sqft

    9110 Palm Tree Dr, Windermere, FL

    Tony Vicari · VICARI REALTY CORP

  2. 1700 Lake Roberts Ct — photoPrice Reduced47Active

    $1,299,900

    5 bd · 4 ba · 3,929 sqft

    1700 Lake Roberts Ct, Windermere, FL

    David Johnston · CREEGAN GROUP

  3. 6288 Blakeford Dr — photoPrice Reduced69Active

    $2,350,000

    5 bd · 7 ba · 5,366 sqft

    6288 Blakeford Dr, Windermere, FL

    Keith Renner · NECTAR REAL ESTATE

  4. 13786 Summer Harbor Ct — photo72Active

    $625,000

    4 bd · 3 ba · 2,236 sqft

    13786 Summer Harbor Ct, Windermere, FL

    Deborah Garson · DEBORAH E GARSON PA

  5. 2128 Lake Crescent Ct — photoPrice Reduced19Active

    $713,840

    4 bd · 2 ba · 2,987 sqft

    2128 Lake Crescent Ct, Windermere, FL

    Jamarr Zellner · REALHOME SERVICE & SOLUTIONS INC

  6. 5073 Latrobe Dr — photoPrice Reduced34Active

    $2,800,000

    4 bd · 6 ba · 4,706 sqft

    5073 Latrobe Dr, Windermere, FL

    Michelle Corbin · ISLEWORTH REALTY LLC

  7. 11035 Schooner Way — photo4Active

    $1,500,000

    4 bd · 3 ba · 3,517 sqft

    11035 Schooner Way, Windermere, FL

    Channing Harrison · LAKESIDE REALTY WINDERMERE INC

  8. 2503 Butler Bay Dr N — photoPrice Reduced99Active

    $1,697,500

    4 bd · 3 ba · 3,297 sqft

    2503 Butler Bay Dr N, Windermere, FL

    Simon Simaan · THE SIMON SIMAAN GROUP

  9. 11861 Vermillion Ave — photo98Active

    $475,000

    3 bd · 3 ba · 1,600 sqft

    11861 Vermillion Ave, Windermere, FL

    Frederico Hexsel · KARDOSH REALTY

  10. 1407 Hempel Ave — photoPrice Reduced95Active

    $1,049,000

    4 bd · 3 ba · 2,842 sqft

    1407 Hempel Ave, Windermere, FL

    Lina Abi Hanna De El Bonney · MY REALTY GROUP, LLC.

  11. 9960 6th St — photo1Active

    $3,750,000

    5 bd · 6 ba · 6,182 sqft

    9960 6th St, Windermere, FL

    Fernanda Negromonte · NOVA REAL ESTATE SERVICES INC

  12. 5199 Latrobe Dr — photo64Active

    $5,300,000

    6 bd · 7 ba · 4,665 sqft

    5199 Latrobe Dr, Windermere, FL

    Monica Lochmandy · ISLEWORTH REALTY LLC

  13. 4303 Isabella Cir — photo95Active

    $2,899,000

    7 bd · 6 ba · 5,122 sqft

    4303 Isabella Cir, Windermere, FL

    Gaby Sadler · SERHANT

  14. 14442 Desert Haven St #4305 — photoPrice Reduced15Active

    $359,000

    3 bd · 3 ba · 1,534 sqft

    14442 Desert Haven St #4305, Windermere, FL

    Umberto Da Cunha Neto · WRA BUSINESS & REAL ESTATE

  15. 7867 Berkshire Oak Aly — photoPrice Reduced39Active

    $499,990

    4 bd · 3 ba · 2,221 sqft

    7867 Berkshire Oak Aly, Windermere, FL

    James Song · MULTI CHOICE REALTY LLC

  16. 8180 Boat Hook Loop #109 — photo19Active

    $299,500

    2 bd · 2 ba · 1,161 sqft

    8180 Boat Hook Loop #109, Windermere, FL

    Reinaldo Roman · ROMAN'S PRO REALTY LLC

  17. 14341 Crest Palm Ave — photoPrice ReducedOpen house Sun, Nov 15 · 1:00 PM48Active

    $1,070,990

    4 bd · 4 ba · 3,153 sqft

    14341 Crest Palm Ave, Windermere, FL

    Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

  18. 6462 Deacon Cir — photoPrice Reduced46Active

    $6,595,000

    5 bd · 6 ba · 7,178 sqft

    6462 Deacon Cir, Windermere, FL

    Monica Lochmandy · ISLEWORTH REALTY LLC

  19. 8866 Herencia Aly — photoPrice Reduced31Active

    $415,000

    3 bd · 3 ba · 1,577 sqft

    8866 Herencia Aly, Windermere, FL

    Priscila Lima · WRA BUSINESS & REAL ESTATE

  20. 33 Main St — photoPrice Reduced4Active

    $1,572,000

    4 bd · 2 ba · 2,130 sqft

    33 Main St, Windermere, FL

    Bruce Higgins · SAND DOLLAR REALTY GROUP INC

  21. 5603 Marleon Dr — photo92Active

    $27,000,000

    7 bd · 10 ba · 22,108 sqft

    5603 Marleon Dr, Windermere, FL

    Llin Lu, PA · PREMIER SOTHEBYS INT'L REALTY

  22. 7612 Fairgrove Ave — photo33Active

    $440,000

    3 bd · 3 ba · 1,742 sqft

    7612 Fairgrove Ave, Windermere, FL

    Maribel Minarro · FLORIDA FANTASY REAL ESTATE INC

  23. 9349 Tibet Pointe Cir — photoPrice Reduced80Active

    $6,995,000

    5 bd · 8 ba · 7,529 sqft

    9349 Tibet Pointe Cir, Windermere, FL

    Jay Martin · CORCORAN PREMIER REALTY

  24. 12264 Montalcino Cir — photoPrice Reduced35Active

    $5,390,000

    4 bd · 7 ba · 7,872 sqft

    12264 Montalcino Cir, Windermere, FL

    Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

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The Figueroa Team LLC. eXp Realty, LLC

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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)