Searching on:
- Subdivision Like Windermere
- Listing Status = Active
Single Family
- Price: $3,200,000.00
- Price sqft: $822.83 / sqft
- Days On Market: 213
- 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 Middle
- High School: Olympia High
- 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: $2,235,000.00
- Price sqft: $329.65 / sqft
- Previous Price: $2,285,000
- Last Price Change: 04/17/26
- Days On Market: 121
- 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 Middle
- High School: Olympia High
- 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: 03/26/26
- Days On Market: 192
- 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: 03/24/26
- Days On Market: 218
- 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
Land
- Price: $1,600,000.00
- Previous Price: $1,500,000
- Last Price Change: 04/10/26
- Days On Market: 9
- Acreage: 0.32 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: Not Available
MLS#: S5147532
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: HOME WISE REALTY GROUP, INC.
- DMCA Notice
Description
- Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedi
Single Family
- Price: $1,490,000.00
- Price sqft: $328.99 / sqft
- Days On Market: 2
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 4529
- Acreage: 0.93 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1997
MLS#: O6399958
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isles Windermere
- Elementary School: Windermere Elem
- Middle School: Bridgewater Middle
- High School: Windermere High School
- Provided by: CHARLES RUTENBERG REALTY ORLANDO
- DMCA Notice
Description
- Welcome to 12718 Windermere Isles Place, a spectacular residence tucked away on a quiet cul de sac in the heart of Windermere. Situated on a sprawling nearly one acre lot, this beautifully remodeled h
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: 92
- 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 Elementary
- Middle School: Horizon West Middle School
- High School: Horizon High School
- 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: $1,325,000.00
- Price sqft: $234.80 / sqft
- Previous Price: $1,395,000
- Last Price Change: 04/08/26
- Days On Market: 35
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 5643
- Acreage: 0.74 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2005
MLS#: O6389840
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Grande
- Elementary School: Lake Whitney Elem
- Middle School: SunRidge Middle
- High School: West Orange High
- Provided by: SUSANA JORDAN STUTSMAN
- DMCA Notice
Description
- Nestled at the heart of Windermere Grande, a 28 home gated community situated on a north facing 3/4 acre lot, stands an executive 4000 sq ft home with 4 to 5 bedrooms. There is a three car side entry
Single Family
- Price: $1,250,000.00
- Price sqft: $295.16 / sqft
- Days On Market: 7
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 4235
- Acreage: 0.38 acres
- Pool: No
- Waterfront: No
- Year Built: 1999
MLS#: S5147648
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: IRIS INTERNATIONAL
- DMCA Notice
Description
- ADU A beautiful home located in the heart of downtown Windermere offering 4 bedrooms, 3 bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and l
Single Family
- Price: $1,225,000.00
- Price sqft: $370.20 / sqft
- Days On Market: 3
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3309
- Acreage: 0.29 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1989
MLS#: O6394569
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: UPSIDE REAL ESTATE INC
- DMCA Notice
Description
- Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this h


















