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Cottages for sale in Windermere

40,125 available properties
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New
House
House for sale in Windermere, Florida
USD 925,000
Windermere, Florida

3 Bedrooms

2 Bathrooms

2,095 sq.ft

GardenOffice roomFireplaceEquipped kitchenSwimming pool

2 days + 4 hours ago

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New
Condo
Condo for sale in Windermere, Florida
USD 295,000
Windermere, Florida

2 Bedrooms

2 Bathrooms

1,161 sq.ft

Garden

2 days + 4 hours ago

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House
House for sale in Windermere, Florida
USD 832,000
Windermere, Florida

4 Bedrooms

2 Bathrooms

2,987 sq.ft

Jun 09, 2026

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House
House for sale in Windermere, Florida
USD 1,230,000
Windermere, Florida

4 Bedrooms

3 Bathrooms

3,478 sq.ft

FireplaceParkingSwimming pool

6 days + 4 hours ago

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House
House for sale in Windermere, Florida
USD 489,000
Windermere, Florida

3 Bedrooms

2 Bathrooms

1,636 sq.ft

Equipped kitchen

6 days + 4 hours ago

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Condo
Condo for sale in Windermere, Florida
USD 330,000
Windermere, Florida

3 Bedrooms

2 Bathrooms

1,442 sq.ft

Office roomTerraceEquipped kitchen

6 days + 4 hours ago

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House
House for sale in Windermere, Florida
USD 650,000
Windermere, Florida

5 Bedrooms

3 Bathrooms

2,966 sq.ft

DeckEquipped kitchenSwimming pool

6 days + 4 hours ago

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Townhouse
Townhouse for sale in Windermere, Florida
USD 444,900
Windermere, Florida

3 Bedrooms

2 Bathrooms

1,642 sq.ft

Equipped kitchenParking

6 days + 4 hours ago

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Townhouse
Townhouse for sale in Windermere, Florida
USD 475,000
Windermere, Florida

3 Bedrooms

2 Bathrooms

1,600 sq.ft

Equipped kitchenParking

1 week + 4 hours ago

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House
House for sale in Windermere, Florida
USD 574,900
Windermere, Florida

3 Bedrooms

2 Bathrooms

2,099 sq.ft

1 week + 1 day ago

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House
House for sale in Windermere, Florida
USD 750,000
Windermere, Florida

5 Bedrooms

2 Bathrooms

2,366 sq.ft

Swimming pool

1 week + 1 day ago

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Land
Land for sale in Windermere, Florida
USD 2,500,000
Windermere, Florida

5 Bedrooms

4 Bathrooms

5,516 sq.ft

Equipped kitchen

1 week + 1 day ago

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Updated
House
House for sale in Windermere, Florida
USD 569,000
Windermere, Florida

4 Bedrooms

3 Bathrooms

2,306 sq.ft

1 day + 4 hours ago

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House
House for sale in Windermere, Florida
USD 549,999
Windermere, Florida

4 Bedrooms

3 Bathrooms

2,190 sq.ft

Garden

2 weeks + 4 hours ago

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House
House for sale in Windermere, Florida
USD 624,000
Windermere, Florida

4 Bedrooms

2 Bathrooms

2,776 sq.ft

Equipped kitchen

2 weeks + 4 hours ago

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House
House for sale in Windermere, Florida
USD 1,075,000
Windermere, Florida

5 Bedrooms

4 Bathrooms

4,332 sq.ft

GardenGymEquipped kitchen

2 weeks + 1 day ago

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House
House for sale in Windermere, Florida
USD 1,597,000
Windermere, Florida

4 Bedrooms

3 Bathrooms

3,486 sq.ft

Office roomEquipped kitchen

2 weeks + 2 days ago

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House
House for sale in Windermere, Florida
USD 2,650,000
Windermere, Florida

5 Bedrooms

5 Bathrooms

5,433 sq.ft

Office roomParkingEquipped kitchen

2 weeks + 3 days ago

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Townhouse
Townhouse for sale in Windermere, Florida
USD 390,000
Windermere, Florida

3 Bedrooms

2 Bathrooms

1,680 sq.ft

ParkingEquipped kitchenAir conditioningSwimming pool

2 weeks + 3 days ago

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House
House for sale in Windermere, Florida
USD 2,400,000
Windermere, Florida

4 Bedrooms

3 Bathrooms

3,004 sq.ft

Swimming pool

May 23, 2026

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Updated
Townhouse
Townhouse for sale in Windermere, Florida
Request Details
Windermere, Florida

3 Bedrooms

2 Bathrooms

2,002 sq.ft

1 day + 4 hours ago

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Townhouse
Townhouse for sale in Windermere, Florida
USD 443,000
USD 475,000
7%
Windermere, Florida

4 Bedrooms

2 Bathrooms

1,898 sq.ft

1 week + 4 hours ago

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Townhouse
Townhouse for sale in Windermere, Florida
USD 435,000
Windermere, Florida

3 Bedrooms

2 Bathrooms

1,460 sq.ft

Office roomEquipped kitchen

1 week + 4 hours ago

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Townhouse
Townhouse for sale in Windermere, Florida
USD 410,000
Windermere, Florida

4 Bedrooms

2 Bathrooms

1,628 sq.ft

PatioGardenEquipped kitchen

2 weeks + 6 days ago

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House
House for sale in Windermere, Florida
USD 765,000
Windermere, Florida

4 Bedrooms

3 Bathrooms

3,161 sq.ft

2 weeks + 6 days ago

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Condo
Condo for sale in Windermere, Florida
USD 4,100,000
Windermere, Florida

3 Bedrooms

2 Bathrooms

1,840 sq.ft

Air conditioning

2 weeks + 6 days ago

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House
House for sale in Windermere, Florida
USD 1,500,000
Windermere, Florida

5 Bedrooms

4 Bathrooms

3,421 sq.ft

Equipped kitchen

3 weeks + 4 hours ago

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Land
Land for sale in Windermere, Florida
USD 8,695,000
Windermere, Florida

3 weeks + 1 day ago

29 pictures Arrow icon pointing to the right
House
House for sale in Windermere, Florida
USD 648,683
Windermere, Florida

3 Bedrooms

3 Bathrooms

1,714 sq.ft

Equipped kitchenParking

3 weeks + 1 day ago

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House
House for sale in Windermere, Florida
USD 950,000
Windermere, Florida

5 Bedrooms

4 Bathrooms

4,043 sq.ft

PatioParkingSwimming pool

3 weeks + 1 day ago

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