Searching on:
- School = Olympia High
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: 313
- 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: 248
- 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: $6,395,000.00
- Price sqft: $324.52 / sqft
- Days On Market: 136
- Bedrooms: 5
- Baths: 9
- Garage / Parking Spaces: 7
- Bldg sqft: 19706
- Acreage: 4.43 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2017
MLS#: O6341883
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Gotha Town
- Elementary School: Thornebrooke Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: STOCKWORTH REALTY GROUP
- DMCA Notice
Single Family
- Price: $5,325,000.00
- Price sqft: $734.89 / sqft
- Days On Market: 105
- 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: 94
- 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: $4,925,000.00
- Price sqft: $352.37 / sqft
- Days On Market: 72
- Bedrooms: 7
- Baths: 8
- Garage / Parking Spaces: 6
- Bldg sqft: 13977
- Acreage: 5.44 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2008
MLS#: O6357873
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Gotha Town
- Elementary School: Thornebrooke Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: STOCKWORTH REALTY GROUP
- DMCA Notice
Single Family
- Price: $4,900,000.00
- Price sqft: $163.03 / sqft
- Days On Market: 111
- 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: $4,200,000.00
- Price sqft: $460.17 / sqft
- Days On Market: 291
- Bedrooms: 5
- Baths: 8
- Garage / Parking Spaces: 10
- Bldg sqft: 9127
- Acreage: 1.15 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1954
MLS#: O6284922
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Metcalf Park Rep
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: SERENDIPITY REALTY LLC
- DMCA Notice
Single Family
- Price: $3,995,000.00
- Price sqft: $441.14 / sqft
- Days On Market: 16
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 4
- Bldg sqft: 9056
- Acreage: 0.78 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6371168
- County: ORANGE
- City: GOTHA
- Zipcode: 34734
- Subdivision: Gotha Town
- Elementary School: Thornebrooke Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: DOUGLAS ELLIMAN
- DMCA Notice
Single Family
- Price: $3,975,000.00
- Price sqft: $820.77 / sqft
- Days On Market: 13
- 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









