Searching on:
- Subdivision Like Windermere
Single Family
- Price: $3,200,000.00
- Price sqft: $822.83 / sqft
- Days On Market: 126
- 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: $2,285,000.00
- Price sqft: $337.02 / sqft
- Days On Market: 34
- 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: 105
- 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: $1,999,000.00
- Price sqft: $355.82 / sqft
- Previous Price: $2,100,000
- Last Price Change: 10/09/25
- Days On Market: 131
- 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, financing fell through. Priced to sell fast. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e even
Single Family
- Price: $1,660,000.00
- Price sqft: $436.27 / sqft
- Previous Price: $1,750,000
- Last Price Change: 10/21/25
- Days On Market: 167
- 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 Living in Downtown Windermere | Fresh Opportunity on Lake Bessie. Welcome to your private slice of lakefront paradise on Lake Bessie, where luxury living meets laid back charm in the
Single Family
- Price: $1,545,000.00
- Price sqft: $284.95 / sqft
- Previous Price: $1,585,000
- Last Price Change: 12/02/25
- Days On Market: 78
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5422
- Acreage: 0.75 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1998
MLS#: O6354737
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Estates At Windermere
- Elementary School: Lake Whitney Elem
- Middle School: SunRidge
- High School: West Orange
- Provided by: COMPASS FLORIDA LLC
-
- DMCA Notice
Description
- If youve dreamed of a home that feels both timeless and tailor made for modern living, welcome to 2509 Ridgewind Way in the gated Estates at Windermere. Set on .75 acre this updated Southern estate co
Single Family
- Price: $1,485,000.00
- Price sqft: $256.43 / sqft
- Days On Market: 120
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 5791
- Acreage: 0.42 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1978
MLS#: O6344558
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town Rep
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Windermere High School
- Provided by: ISLEWORTH REALTY LLC
-
- DMCA Notice
Description
- A new long elegantly paved driveway leads up to this beautifully updated 5 bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding tree
Single Family
- Price: $1,400,000.00
- Price sqft: $313.90 / sqft
- Days On Market: 7
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 4460
- Acreage: 0.96 acres
- Pool: No
- Waterfront: No
- Year Built: 1985
MLS#: G5105731
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Windermere High School
- Provided by: WEICHERT, REALTORS-HALLMARK PR
-
- DMCA Notice
Description
- Approximately 3,000 sq ft home in a desirable Windermere location within FEMA Flood Zone X. The residence offers a flexible layout with multiple living areas and is fully livable, presenting an excell
Single Family
- Price: $1,399,000.00
- Price sqft: $312.70 / sqft
- Previous Price: $1,449,000
- Last Price Change: 01/08/26
- Days On Market: 189
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 4474
- Acreage: 0.74 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1993
MLS#: O6327225
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Reserve
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: THE BOSCH GROUP
-
- DMCA Notice
Description
- New price, new year! Nestled in the true town of windermere is this absolutely stunning, meticulously maintained pool home with tall ceilings and lots of land surrounding on both sides! This hidden ge
Single Family
- Price: $1,249,000.00
- Price sqft: $166.78 / sqft
- Days On Market: 44
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 4
- Bldg sqft: 7489
- Acreage: 1.00 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1986
MLS#: O6365197
- 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
- Looking for land and no hoa, but want to be close to everything and have excellent schools and easy access to all major highways? This one is for you!! Set on 1 acre of prime property in coveted dr. P
