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  1. Zipcode = 34786
Details for 9832 Laurel Valley Drive, Windermere, FL 34786
Single Family
  1. Price: $8,499,000.00
  2. Price sqft: $664.19 / sqft
  3. Previous Price: $9,490,000
  4. Last Price Change: 06/02/25
  5. Days On Market: 405
  6. Bedrooms: 6
  7. Baths: 10
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 12796
  10. Acreage: 0.60 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. Year Built: 2004
MLS#: O6211352
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
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One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boasting a spacious 11,100 square
Details for 12264 Montalcino Circle, Windermere, FL 34786
Single Family
  1. Price: $5,890,000.00
  2. Price sqft: $459.47 / sqft
  3. Days On Market: 5
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 12819
  8. Acreage: 1.37 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2017
MLS#: O6325454
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Casa Del Lago Rep
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: WRA BUSINESS & REAL ESTATE
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Lakefront, Luxurious, Fully Furnished Home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago a s
Details for 801 2nd Avenue, Windermere, FL 34786
Single Family
  1. Price: $4,395,000.00
  2. Price sqft: $597.47 / sqft
  3. Days On Market: 116
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7356
  8. Acreage: 0.45 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake,LakeFront,LakePrivileges
  13. Year Built: 2008
MLS#: O6290240
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Aladar On Lake Butler
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Experience the epitome of lakefront living on the Butler Chain of Lakes with this exceptional Windermere estate. On one of the areas desirable streets, this home offers over $350,000 of recent luxurio
Details for 12812 Jacob Grace Court, Windermere, FL 34786
Single Family
  1. Price: $3,799,000.00
  2. Price sqft: $415.19 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 9150
  8. Acreage: 1.68 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakeFront,LakePrivileges
  13. Year Built: 2007
MLS#: V4943735
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Tildens Grove Ph 01 47/65
  5. Provided by: EXP REALTY LLC
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Experience Unmatched Lakeside Luxury in a Custom Built Masterpiece Discover the pinnacle of elegance and tranquility in this exquisite custom built estate, ideally positioned on an expansive lot with
Details for 10545 Down Lakeview Circle, Windermere, FL 34786
Single Family
  1. Price: $3,795,000.00
  2. Price sqft: $379.92 / sqft
  3. Days On Market: 3
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 9989
  8. Acreage: 2.78 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake
  13. Year Built: 1987
MLS#: O6324706
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Lakes
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: COLONIALTOWN REALTY
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Enjoy stunning sunsets from your private estate with expansive views, located on Lake Down, the prestigious Butler Chain of Lakes in Windermere. This well appointed property features 2.78 acres with f
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: 100
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7373
  8. Acreage: 2.97 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake,LakeFront,LakePrivileges
  13. 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
  7. High School: Olympia
  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 4301 Down Point Lane, Windermere, FL 34786
Single Family
  1. Price: $3,499,000.00
  2. Price sqft: $348.47 / sqft
  3. Previous Price: $3,625,000
  4. Last Price Change: 06/04/25
  5. Days On Market: 103
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 10041
  10. Acreage: 0.72 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake,LakeFront,LakePrivileges
  15. Year Built: 1983
MLS#: O6295990
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Down Point Subdivision
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: BHHS FLORIDA REALTY
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Price improvement *** up to $25,000 in buyer closing cost credit available with preferred lender! *** inquire for further information *** awake to awe inspiring sunrises from this unparalleled lakefro
Details for 9905 Lanai View Court, Windermere, FL 34786
Single Family
  1. Price: $2,900,000.00
  2. Price sqft: $285.46 / sqft
  3. Days On Market: 25
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10159
  8. Acreage: 0.67 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2011
MLS#: S5129274
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: MAXIM REALTY ORLANDO
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Welcome to a home that isnt just designedits curated. Tucked behind the gates of one of Central Floridas most exclusive golf communities, 9905 Lanai View Court is the kind of estate that makes you
Details for 1003 Oakdale Street, Windermere, FL 34786
Single Family
  1. Price: $2,650,000.00
  2. Price sqft: $483.84 / sqft
  3. Previous Price: $2,790,000
  4. Last Price Change: 06/15/25
  5. Days On Market: 223
  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: LakeFront,LakePrivileges
  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
  7. High School: Olympia
  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: 119
  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
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Surrounded by glistening lakes and shaded by towering oaks, Windermere offers an unbeatable blend of natural beauty and small town charm. Friendly neighbors, golf cart friendly streets, and walkabilit

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