Searching on:
- School = Chain Of Lakes Middle
- Listing Status = Active
Single Family
- Price: $18,500,000.00
- Price sqft: $813.97 / sqft
- Previous Price: $20,000,000
- Last Price Change: 12/29/25
- Days On Market: 321
- Bedrooms: 7
- Baths: 9
- Garage / Parking Spaces: 6
- Bldg sqft: 22728
- Acreage: 3.75 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 2014
MLS#: O6275556
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Metcalf Park Rep
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: STOCKWORTH REALTY GROUP
- DMCA Notice
Single Family
- Price: $14,250,000.00
- Price sqft: $1,156.75 / sqft
- Days On Market: 256
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 6
- Bldg sqft: 12319
- Acreage: 1.02 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1999
MLS#: O6304800
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: ISLEWORTH REALTY LLC
- DMCA Notice
Single Family
- Price: $6,950,000.00
- Price sqft: $581.49 / sqft
- Days On Market: 29
- Bedrooms: 7
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 11952
- Acreage: 0.56 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 1999
MLS#: O6370294
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: DOUGLAS ELLIMAN
- DMCA Notice
Single Family
- Price: $5,325,000.00
- Price sqft: $734.89 / sqft
- Days On Market: 113
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 7246
- Acreage: 0.51 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1992
MLS#: O6348067
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: STOCKWORTH REALTY GROUP
- DMCA Notice
Single Family
- Price: $4,999,999.00
- Price sqft: $472.90 / sqft
- Previous Price: $5,499,999
- Last Price Change: 12/29/25
- Days On Market: 102
- Bedrooms: 6
- Baths: 8
- Garage / Parking Spaces: 6
- Bldg sqft: 10573
- Acreage: 0.69 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6353952
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Lake Down Reserve
- Elementary School: Wyndham Lakes Elementary
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: PREMIER SOTHEBYS INT'L REALTY
- DMCA Notice
Single Family
- Price: $4,900,000.00
- Price sqft: $163.03 / sqft
- Days On Market: 120
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 30056
- Acreage: 0.69 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1990
MLS#: O6346003
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: ISLEWORTH REALTY LLC
- DMCA Notice
Single Family
- Price: $3,800,000.00
- Price sqft: $529.99 / sqft
- Days On Market: 127
- Bedrooms: 3
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 7170
- Acreage: 0.54 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1988
MLS#: O6346918
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: ISLEWORTH REALTY LLC
- DMCA Notice
Single Family
- Price: $3,699,000.00
- Price sqft: $495.38 / sqft
- Days On Market: 149
- Bedrooms: 3
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 7467
- Acreage: 0.26 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2007
MLS#: O6339134
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: STOCKWORTH REALTY GROUP
- DMCA Notice
Single Family
- Price: $3,690,000.00
- Price sqft: $761.92 / sqft
- Previous Price: $3,975,000
- Last Price Change: 01/24/26
- Days On Market: 21
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4843
- Acreage: 0.52 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1987
MLS#: O6372348
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Single Family
- Price: $3,400,000.00
- Price sqft: $552.76 / sqft
- Days On Market: 167
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 6151
- Acreage: 0.54 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1986
MLS#: O6336655
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: ISLEWORTH REALTY LLC
- DMCA Notice









