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  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
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  1. Subdivision Like Windermere Town
225 Magnolia Street
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Details for 225 Magnolia Street, WINDERMERE, FL 34786
Single Family
  1. Price: $4,899,000.00
  2. Price sqft: $504.53 / sqft
  3. Days On Market: 65
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 9710
  8. Acreage: 1.09 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Beach Front,Lake
  14. Year Built: 2019
MLS#: O6292745
  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: COMPASS FLORIDA LLC
  9. mfrmls
  10. DMCA Notice
LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWN Unveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakesa residence that redefines lakefront l
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325 Magnolia Street
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Details for 325 Magnolia Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,881,000.00
  2. Price sqft: $592.92 / sqft
  3. Days On Market: 272
  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#: O6235395
  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
  9. mfrmls
  10. DMCA Notice
PRICED BELOW APPRAISAL VALUE. Boasting a prime location in the Town of Windermere on Lake Down with access to the Butler Chain of Lakes, enjoy the perks of town and lake living being in the heart of W
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1003 Oakdale Street
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Details for 1003 Oakdale Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,790,000.00
  2. Price sqft: $509.40 / sqft
  3. Previous Price: $2,800,000
  4. Last Price Change: 05/25/25
  5. Days On Market: 176
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5477
  10. Acreage: 1.77 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2003
MLS#: O6261656
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: VINTAGE REALTY GROUP LLC
  9. mfrmls
  10. DMCA Notice
Never lived in since completely remodeled and expanded total of 6 bedrooms 5 full baths 1 pool or guest bath primary suite & guest suite on 1st floor 4 more bedrooms & 3 bathrooms on 2nd flo
Listing Details and 76 Additional Pictures
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1003 Oakdale Street
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Details for 1003 Oakdale Street, Windermere, FL 34786
Single Family
  1. Price: $2,790,000.00
  2. Price sqft: $509.40 / sqft
  3. Days On Market: 176
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5477
  8. Acreage: 1.77 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakeFront,LakePrivileges
  13. Year Built: 2003
MLS#: O6261656
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia
  8. Provided by: VINTAGE REALTY GROUP LLC
  9. Provided through
  10. DMCA Notice
Never lived in since completely remodeled and expanded total of 6 bedrooms 5 full baths 1 pool or guest bath primary suite & guest suite on 1st floor 4 more bedrooms & 3 bathrooms on 2nd flo
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409 2nd Avenue
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Details for 409 2nd Avenue, Windermere, FL 34786
Single Family
  1. Price: $2,499,000.00
  2. Price sqft: $399.71 / sqft
  3. Days On Market: 72
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6252
  8. Acreage: 0.51 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1995
MLS#: O6290296
  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: UPSIDE REAL ESTATE INC
  9. Provided through
  10. DMCA Notice
Welcome to Second Avenue, a serene peninsula in the heart of Old Windermere. This recently remodeled home offers 5 bedrooms, 4.5 baths, including a detached poolside Guest House, seamlessly blending s
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409 2nd Avenue
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Details for 409 2nd Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $2,499,000.00
  2. Price sqft: $399.71 / sqft
  3. Days On Market: 72
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6252
  8. Acreage: 0.51 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1995
MLS#: O6290296
  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: UPSIDE REAL ESTATE INC
  9. mfrmls
  10. DMCA Notice
Welcome to Second Avenue, a serene peninsula in the heart of Old Windermere. This recently remodeled home offers 5 bedrooms, 4.5 baths, including a detached poolside Guest House, seamlessly blending s
Listing Details and 54 Additional Pictures
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647 Ridgewood Drive
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Details for 647 Ridgewood Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $2,339,000.00
  2. Price sqft: $660.55 / sqft
  3. Previous Price: $2,359,000
  4. Last Price Change: 05/24/25
  5. Days On Market: 162
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3541
  10. Acreage: 1.43 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Privileges
  15. Year Built: 1974
MLS#: O6263552
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town Rep
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
  9. mfrmls
  10. DMCA Notice
One or more photo(s) has been virtually staged. Back on market buyers home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property.
Listing Details and 38 Additional Pictures
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647 Ridgewood Drive
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Details for 647 Ridgewood Drive, Windermere, FL 34786
Single Family
  1. Price: $2,339,000.00
  2. Price sqft: $660.55 / sqft
  3. Days On Market: 163
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3541
  8. Acreage: 1.43 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake
  13. Year Built: 1974
MLS#: O6263552
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Town Rep
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
  9. Provided through
  10. DMCA Notice
One or more photo(s) has been virtually staged. Back on market buyers home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property.
Listing Details and 38 Additional Pictures
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729 Main Street
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Details for 729 Main Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,100,000.00
  2. Price sqft: $285.40 / sqft
  3. Days On Market: 176
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 7358
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2015
MLS#: S5116063
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
  9. mfrmls
  10. DMCA Notice
This custom home is truly a gem, blending luxury, craftsmanship, and the charm of small town windermere living. The attention to detail in every featurefrom the stunning architectural design to the th
Listing Details and 70 Additional Pictures
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729 Main Street
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Details for 729 Main Street, Windermere, FL 34786
Single Family
  1. Price: $2,100,000.00
  2. Price sqft: $285.40 / sqft
  3. Days On Market: 176
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 7358
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2015
MLS#: S5116063
  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: COLDWELL BANKER RESIDENTIAL RE
  9. Provided through
  10. DMCA Notice
This custom home is truly a gem, blending luxury, craftsmanship, and the charm of small town windermere living. The attention to detail in every featurefrom the stunning architectural design to the th
Listing Details and 70 Additional Pictures
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