Searching on:
- Subdivision Like Windermere
- Listing Status = Active
Single Family
- Price: $3,200,000.00
- Price sqft: $822.83 / sqft
- Days On Market: 175
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 3889
- Acreage: 0.44 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6345197
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: REAL BROKER, LLC
- DMCA Notice
Description
- Pre construction. To be built. Pre construction. To be built. Pre construction | to be built | designed for unparalleled luxury discover an extraordinary opportunity to own a masterfully designed luxu
Single Family
- Price: $2,250,000.00
- Price sqft: $421.03 / sqft
- Days On Market: 12
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5344
- Acreage: 1.00 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1989
MLS#: O6384643
- County: ORANGE
- City: Windermere
- Zipcode: 34786
- Subdivision: Windermere Oaks
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: COMPASS FLORIDA LLC
- Provided through
- DMCA Notice
Description
- Villa Casablanca | Luxury Windermere Estate on 1 Acre. Some homes are built. Villa Casablanca was transformed. Set on a rare private acre within one of Windermeres most privately held enclaves this
Single Family
- Price: $2,250,000.00
- Price sqft: $421.03 / sqft
- Days On Market: 12
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5344
- Acreage: 1.00 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1989
MLS#: O6384643
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Oaks
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: COMPASS FLORIDA LLC
-
- DMCA Notice
Description
- Villa Casablanca | Luxury Windermere Estate on 1 Acre. Some homes are built. Villa Casablanca was transformed. Set on a rare private acre within one of Windermeres most privately held enclaves this
Single Family
- Price: $2,235,000.00
- Price sqft: $329.65 / sqft
- Previous Price: $2,285,000
- Last Price Change: 02/28/26
- Days On Market: 83
- Bedrooms: 6
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 6780
- Acreage: 0.37 acres
- Pool: No
- Waterfront: No
- Year Built: 2013
MLS#: O6368185
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: THE REAL ESTATE COLLECTION LLC
-
- DMCA Notice
Description
- Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wo
Single Family
- Price: $2,175,000.00
- Price sqft: $427.48 / sqft
- Previous Price: $2,275,000
- Last Price Change: 01/13/26
- Days On Market: 154
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 5088
- Acreage: 0.74 acres
- Pool: No
- Waterfront: No
- Year Built: 2025
MLS#: O6350454
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town Rep
- Provided by: TALENT REALTY SOLUTIONS
-
- DMCA Notice
Description
- Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance,
Single Family
- Price: $1,950,000.00
- Price sqft: $347.10 / sqft
- Previous Price: $1,999,000
- Last Price Change: 02/08/26
- Days On Market: 180
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5618
- Acreage: 1.63 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2002
MLS#: O6342354
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Pointe
- Provided by: WOODSTONE INVESTMENTS LLC
-
- DMCA Notice
Description
- Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own pri
Single Family
- Price: $1,549,000.00
- Price sqft: $407.10 / sqft
- Previous Price: $1,660,000
- Last Price Change: 02/24/26
- Days On Market: 216
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3805
- Acreage: 0.23 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1913
MLS#: O6333319
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: COLDWELL BANKER RESIDENTIAL RE
-
- DMCA Notice
Description
- Luxury Lakefront Home in Downtown Windermere. New Price No HOA Private Lake Bessie. Now offered at a newly adjusted price, this exceptional luxury lakefront home in Windermere, Florida presents o
Single Family
- Price: $1,500,000.00
- Price sqft: $237.19 / sqft
- Days On Market: 17
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 6324
- Acreage: 1.00 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1991
MLS#: O6384690
- County: ORANGE
- City: ORLANDO
- Zipcode: 32819
- Subdivision: Windermere Heights Sec 03
- Elementary School: Palm Lake Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: COLDWELL BANKER REALTY
-
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Welcome home to your 1 of a kind charming Neo Classical Colonial solid brick home located on a spacious 1 acre lot in the heart of Dr. Phillips with no
Single Family
- Price: $1,396,000.00
- Price sqft: $344.01 / sqft
- Previous Price: $1,452,000
- Last Price Change: 03/07/26
- Days On Market: 54
- Bedrooms: 6
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4058
- Acreage: 0.20 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2017
MLS#: O6374555
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Isle
- Elementary School: Castleview
- Middle School: Horizon West
- High School: Horizon
- Provided by: WRA BUSINESS & REAL ESTATE
-
- DMCA Notice
Description
- Stunning Two Story Pool Home in Prime Windermere Location Welcome to this exceptional two story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space,
Single Family
- Price: $1,250,000.00
- Price sqft: $243.62 / sqft
- Days On Market: 19
- Bedrooms: 6
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 5131
- Acreage: 0.16 acres
- Pool: Yes
- Community Pool: Yes
- Waterfront: No
- Year Built: 2018
MLS#: O6383546
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Isle Ph 2
- Elementary School: Castleview
- Middle School: Horizon West
- High School: Horizon
- Provided by: WRA BUSINESS & REAL ESTATE
-
- DMCA Notice
Description
- This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light filled foyer with a
