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Windermere, Florida Homes for Sale, $400,000 - $500,000

  • All Listings
  • $300,000 - $400,000
  • $400,000 - $500,000
  • $500,000 - $600,000
  • $600,000 - $700,000
  • $700,000 - $800,000
  • $800,000 - $900,000
  • $900,000 - $1,000,000
  • Over $1,000,000
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10600 Reams Road, WINDERMERE

$500,000

10600 Reams Road, WINDERMERE

3 Beds 3 Baths 1,845 SqFt Residential MLS® # O6346047
6864 Helmsley Circle, WINDERMERE

$485,000

6864 Helmsley Circle, WINDERMERE

3 Beds 2 Baths 1,609 SqFt Residential MLS® # O6342723
13333 Gorgona Isle Drive, WINDERMERE

$480,000

13333 Gorgona Isle Drive, WINDERMERE

3 Beds 3 Baths 1,779 SqFt Residential MLS® # O6330691
13757 Bressler Alley, WINDERMERE

$479,900

↓ $10,000

13757 Bressler Alley, WINDERMERE

3 Beds 3 Baths 2,113 SqFt Residential MLS® # O6332021
New
7673 Ripplepointe Way, WINDERMERE

$469,500

7673 Ripplepointe Way, WINDERMERE

4 Beds 3 Baths 2,212 SqFt Residential MLS® # O6351820
New
8937 Matriarca Alley, WINDERMERE

$465,000

8937 Matriarca Alley, WINDERMERE

3 Beds 3 Baths 1,730 SqFt Residential MLS® # O6347945
13775 Bressler Alley, WINDERMERE

$460,000

13775 Bressler Alley, WINDERMERE

3 Beds 3 Baths 2,001 SqFt Residential MLS® # O6342957
12930 Vennetta Way, WINDERMERE

$439,900

12930 Vennetta Way, WINDERMERE

3 Beds 3 Baths 1,644 SqFt Residential MLS® # O6301208
8237 Serenity Spring Drive 2605, WINDERMERE

$432,000

8237 Serenity Spring Drive 2605, WINDERMERE

4 Beds 3 Baths 2,028 SqFt Residential MLS® # O6280344
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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on October 12th, 2025 at 10:10am EDT.