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  1. School = Olympia High
Details for 5157 Latrobe Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $4,777,000.00
  2. Price sqft: $651.71 / sqft
  3. Days On Market: 1
  4. Bedrooms: 6
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 7330
  8. Acreage: 0.51 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1989
MLS#: O6312420
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes Middle
  7. High School: Olympia High
  8. Provided by: BAY STREET GROUP FLORIDA LLC
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Newly built in 2019 a rare find in the community! Sunlit single storey layout, bright in every corner ! Panoramic views of Hole 4 from the living room! Live the legendary lifestyle in this fully reb
Details for 805 2nd Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $4,398,000.00
  2. Price sqft: $748.72 / sqft
  3. Days On Market: 61
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5874
  8. Acreage: 0.58 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 1999
MLS#: O6294790
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Aladar On Lake Butler
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: FOREVER MAGIC REALTY INC
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Welcome to perhaps the best outdoor location on the entire Butler Chain with a nearly 300 square foot enclosed boathouse, custom beach and a fully landscaped yard with plenty of space and enhancements
Details for 10577 Down Lakeview Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,750,000.00
  2. Price sqft: $508.61 / sqft
  3. Days On Market: 58
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7373
  8. Acreage: 2.97 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 1986
MLS#: O6296796
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lakes
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: THE SIMON SIMAAN GROUP
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This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situated on almost one dry acre. At first glance you will immediately fall in love wi
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: 181
  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: Lake Front
  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 High
  8. Provided by: VINTAGE REALTY GROUP LLC
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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
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: 76
  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 Middle
  7. High School: Olympia High
  8. Provided by: UPSIDE REAL ESTATE INC
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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
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: 05/31/25
  5. Days On Market: 167
  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
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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.
Details for 4978 Washington Avenue, ORLANDO, FL 32819
Single Family
  1. Price: $2,000,000.00
  2. Price sqft: $202.90 / sqft
  3. Previous Price: $2,100,000
  4. Last Price Change: 05/31/25
  5. Days On Market: 402
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 9857
  10. Acreage: 1.50 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2000
MLS#: O6196788
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32819
  4. Subdivision: Windermere Heights Add 02
  5. Elementary School: Palm Lake Elem
  6. Middle School: Chain of Lakes Middle
  7. High School: Olympia High
  8. Provided by: KELLER WILLIAMS CLASSIC
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Seller is offering owner financing at a 5% interest rate on a 5 year fixed. Seller will also consider a lease purchase option. You will delight in it all impressive custom built estate home with res
Details for 2931 Sunbittern Court, WINDERMERE, FL 34786
Single Family
  1. Price: $1,493,000.00
  2. Price sqft: $273.19 / sqft
  3. Previous Price: $1,495,000
  4. Last Price Change: 05/31/25
  5. Days On Market: 81
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5465
  10. Acreage: 1.06 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1985
MLS#: O6288931
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Butler Bay
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: KELLER WILLIAMS CLASSIC
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This custom built estate home in a gated private cul de sac is walking distance to Windermere Elementary. The home is nestled in the exclusive subdivision of Lake Crescent Reserve. This expansive est
Details for 2602 Tryon Place, WINDERMERE, FL 34786
Single Family
  1. Price: $976,500.00
  2. Price sqft: $348.75 / sqft
  3. Days On Market: 231
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 2800
  8. Acreage: 0.51 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1990
MLS#: G5087988
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Manors At Butler Bay Ph 01
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: WHEATLEY REALTY GROUP
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Price reduced, owners are motivated.Great opportunity to live in the well established neiborhood of The Manors at Lake Butler, located in the heart of Windermere where all homes are on over sized .51
Details for 1254 Shelter Rock Road, ORLANDO, FL 32835
Single Family
  1. Price: $845,000.00
  2. Price sqft: $177.45 / sqft
  3. Days On Market: 12
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4762
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1995
MLS#: O6310545
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32835
  4. Subdivision: Hamptons
  5. Elementary School: Metro West Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: REVEL REALTY LLC
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Welcome to Hamptons Reserve where you are greeted by beautiful fountains and lush landscaping. Th Oak Tree lined brick entrance canopies giving you the feeling of entering lush gardens. Located towa