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: 09/12/25
- Days On Market: 229
- 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
Description
- Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermeres largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 f
Single Family
- Price: $14,800,000.00
- Price sqft: $1,737.91 / sqft
- Days On Market: 7
- Bedrooms: 5
- Baths: 3
- Garage / Parking Spaces: 4
- Bldg sqft: 8516
- Acreage: 9.03 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1980
MLS#: O6355233
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: COLDWELL BANKER RESIDENTIAL RE
-
- DMCA Notice
Description
- Exceptional DEVELOPMENT OPPORTUNITY,R CE zoning may allow for 3 Lakefront Luxury Home Sites + Additional Lots on these two parcels. Discover over 9 acres of waterfront land with 300 feet of pristine
Single Family
- Price: $14,250,000.00
- Price sqft: $1,156.75 / sqft
- Days On Market: 165
- 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
Description
- One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communi
Single Family
- Price: $12,995,000.00
- Price sqft: $520.84 / sqft
- Days On Market: 49
- Bedrooms: 7
- Baths: 10
- Garage / Parking Spaces: 6
- Bldg sqft: 24950
- Acreage: 2.14 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 2012
MLS#: O6340680
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth 01 Amd
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: IRWIN REALTY GROUP LLC
-
- DMCA Notice
Description
- Experience the pinnacle of luxury living in this extraordinary lakefront estate located in the world renowned Isleworth Golf & Country Club. Positioned on 2.14 private acres along Lake Louise, part of
Single Family
- Price: $10,900,000.00
- Price sqft: $615.40 / sqft
- Previous Price: $11,900,000
- Last Price Change: 09/29/25
- Days On Market: 633
- Bedrooms: 6
- Baths: 9
- Garage / Parking Spaces: 4
- Bldg sqft: 17712
- Acreage: 1.60 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 2001
MLS#: O6176070
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Down Point Sub
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: REVEL REALTY LLC
-
- DMCA Notice
Description
- Nestled along almost 1,000 of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2 acre peninsul
Single Family
- Price: $6,395,000.00
- Price sqft: $324.52 / sqft
- Days On Market: 53
- 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
Description
- Welcome to a residence that transcends even the highest expectations of luxury living! This is a once in a lifetime estate where architecture, scale, and location combine to create an experience that
Single Family
- Price: $5,900,000.00
- Price sqft: $484.76 / sqft
- Days On Market: 42
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 12171
- Acreage: 0.66 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1987
MLS#: O6345711
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: EXP REALTY LLC
-
- DMCA Notice
Description
- Tucked within the gates of Isleworth Golf Community and Country Club lies a residence that feels more like a private lakeside retreat than a home. Here, more than 7,000 square feet of elegance unfolds
Single Family
- Price: $5,499,999.00
- Price sqft: $520.19 / sqft
- Days On Market: 10
- 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
Description
- Welcome to a rare modern estate inside an intimate gated enclave, offering 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom
Single Family
- Price: $5,494,000.00
- Price sqft: $829.66 / sqft
- Days On Market: 148
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 4
- Bldg sqft: 6622
- Acreage: 0.52 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1993
MLS#: O6315618
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- Provided by: COLDWELL BANKER RESIDENTIAL RE
-
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Nestled in the exclusive and coveted gated community of Isleworth, this fully remodeled, turn key golf estate is positioned along Isleworths famed champ
Single Family
- Price: $5,325,000.00
- Price sqft: $734.89 / sqft
- Days On Market: 21
- 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
Description
- Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and moder
