Searching on:
  1. Subdivision Like Windermere
  2. Listing Status = Active
Details for 2 Chase Road, WINDERMERE, FL 34786
Single Family
  1. Price: $3,200,000.00
  2. Price sqft: $822.83 / sqft
  3. Days On Market: 210
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3889
  8. Acreage: 0.44 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6345197
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: REAL BROKER, LLC
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  10. DMCA Notice
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
Details for 325 Magnolia Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,475,000.00
  2. Price sqft: $509.36 / sqft
  3. Days On Market: 29
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4859
  8. Acreage: 2.97 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1954
MLS#: O6391047
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: REVEL REALTY LLC
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Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid back lake living and walkability to town. The Town of W
Details for 713 Main Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,235,000.00
  2. Price sqft: $329.65 / sqft
  3. Previous Price: $2,285,000
  4. Last Price Change: 02/28/26
  5. Days On Market: 118
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6780
  10. Acreage: 0.37 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2013
MLS#: O6368185
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: THE REAL ESTATE COLLECTION LLC
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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
Details for 436 7th Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $2,175,000.00
  2. Price sqft: $427.48 / sqft
  3. Previous Price: $2,275,000
  4. Last Price Change: 01/13/26
  5. Days On Market: 189
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5088
  10. Acreage: 0.74 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6350454
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town Rep
  5. Provided by: TALENT REALTY SOLUTIONS
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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,
Details for 13048 Lake Roper Ct., WINDERMERE, FL 34786
Single Family
  1. Price: $1,950,000.00
  2. Price sqft: $347.10 / sqft
  3. Previous Price: $1,999,000
  4. Last Price Change: 02/08/26
  5. Days On Market: 215
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5618
  10. Acreage: 1.63 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2002
MLS#: O6342354
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Pointe
  5. Provided by: WOODSTONE INVESTMENTS LLC
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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
Details for 212 1st Avenue, WINDERMERE, FL 34786
Land
  1. Price: $1,600,000.00
  2. Days On Market: 6
  3. Acreage: 0.32 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Privileges
  8. Year Built: Not Available
MLS#: S5147532
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: HOME WISE REALTY GROUP, INC.
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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
Details for 13596 Gorgona Isle Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $1,396,000.00
  2. Price sqft: $344.01 / sqft
  3. Previous Price: $1,452,000
  4. Last Price Change: 03/07/26
  5. Days On Market: 89
  6. Bedrooms: 6
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4058
  10. Acreage: 0.20 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2017
MLS#: O6374555
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Isle
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Horizon
  8. Provided by: WRA BUSINESS & REAL ESTATE
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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,
Details for 1849 Watermere Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $1,325,000.00
  2. Price sqft: $234.80 / sqft
  3. Previous Price: $1,395,000
  4. Last Price Change: 04/04/26
  5. Days On Market: 32
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5643
  10. Acreage: 0.74 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2005
MLS#: O6389840
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Grande
  5. Elementary School: Lake Whitney Elem
  6. Middle School: SunRidge
  7. High School: West Orange
  8. Provided by: SUSANA JORDAN STUTSMAN
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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
Details for 715 Magnolia Street, Windermere, FL 34786
Single Family
  1. Price: $1,250,000.00
  2. Price sqft: $295.16 / sqft
  3. Days On Market: 4
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4235
  8. Acreage: 0.38 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1999
MLS#: S5147648
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: IRIS INTERNATIONAL
  9. Provided through
  10. DMCA Notice
INLAW 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
Details for 715 Magnolia Street, WINDERMERE, FL 34786
Single Family
  1. Price: $1,250,000.00
  2. Price sqft: $295.16 / sqft
  3. Days On Market: 4
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4235
  8. Acreage: 0.38 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1999
MLS#: S5147648
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: IRIS INTERNATIONAL
  9. mfrmls
  10. DMCA Notice
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