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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: 231
  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: 127
  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
Details for 4108 Downeast Lane, Windermere, FL 34786
Land
  1. Price: $1,995,000.00
  2. Days On Market: 169
  3. Acreage: 3.31 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake,LakePrivileges
  8. Year Built: Not Available
MLS#: O6276653
  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: KELLY PRICE & COMPANY LLC
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Now priced at $1,995,000, this expansive lakefront property presents an extraordinary value on the Butler Chain of Lakes. Whether youre seeking a private waterfront retreat, a renovation project, or a
Details for 4108 Downeast Lane, Windermere, FL 34786
Single Family
  1. Price: $1,995,000.00
  2. Price sqft: $351.60 / sqft
  3. Days On Market: 173
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5674
  8. Acreage: 3.31 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake,LakePrivileges
  13. Year Built: 1979
MLS#: O6273954
  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: KELLY PRICE & COMPANY LLC
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Now priced at $1,995,000, this expansive lakefront property presents an extraordinary value on the Butler Chain of Lakes. Whether youre seeking a private waterfront retreat, a renovation project, or a
Details for 10506 Down Lakeview Circle, Windermere, FL 34786
Single Family
  1. Price: $1,399,900.00
  2. Price sqft: $32.13 / sqft
  3. Previous Price: $1,480,000
  4. Last Price Change: 07/13/25
  5. Days On Market: 15
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 43570
  10. Acreage: 1.00 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1985
MLS#: S5130322
  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: LA ROSA REALTY LLC
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Welcome Home to The Lakes Windermeres Hidden Gem Tucked away in the ultra private The Lakes community of Windermere, this beautiful residence sits on a rare 1 acre lot with breathtaking views of La
Details for 109 12th Avenue, Windermere, FL 34786
Single Family
  1. Price: $1,300,000.00
  2. Price sqft: $392.87 / sqft
  3. Days On Market: 11
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3309
  8. Acreage: 0.29 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1989
MLS#: O6326261
  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: EXECUTIVE PROPERTIES
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Modern upgrades meet timeless Windermere charm in this fully reimagined four bedroom, three and a half bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, th
Details for 5224 Vistamere Court, Orlando, FL 32819
Single Family
  1. Price: $1,250,000.00
  2. Price sqft: $261.18 / sqft
  3. Days On Market: 13
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4786
  8. Acreage: 0.44 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2005
MLS#: O6325535
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32819
  4. Subdivision: Phillips Blvd Village Vistame
  5. Elementary School: Palm Lake Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: REALTY HUB
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WOW! A Custom Home That Truly Impresses In the Heart of Dr. Phillips Step into style and comfort in this stunning 5 bedroom, 3.5 bathroom custom home, tucked away in the quiet and exclusive Vistamere
Details for 1947 Broadleaf Court, Windermere, FL 34786
Single Family
  1. Price: $1,150,000.00
  2. Price sqft: $241.95 / sqft
  3. Previous Price: $1,250,000
  4. Last Price Change: 06/08/25
  5. Days On Market: 56
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4753
  10. Acreage: 0.49 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1989
MLS#: O6312642
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Windermere Downs 1st Add
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: LAKESIDE REALTY WINDERMERE INC
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One or more photo(s) has been virtually staged. Welcome to 1947 Broadleaf Court a beautifully maintained 5 bedroom, 3.5 bath home located in the highly sought after Windermere Downs community. Nestle
Details for 7905 Chad Court, Orlando, FL 32835
Single Family
  1. Price: $890,000.00
  2. Price sqft: $282.00 / sqft
  3. Days On Market: 10
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3156
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1981
MLS#: O6325186
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32835
  4. Subdivision: Winderlakes
  5. Elementary School: Windy Ridge Elem
  6. Middle School: Windy Ridge (K
  7. High School: Olympia
  8. Provided by: PREFERRED REAL ESTATE BROKERS
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Wow!!! Is this the same home?? Look at the before & after photos. Remodeling cost = $278k+... Welcome to your priavate paradise! Over 1/3 of an acare lot & only $33. 00 hoa monthly fee... A gorgeous,
Details for 7921 Sebago Court, Orlando, FL 32835
Single Family
  1. Price: $799,000.00
  2. Price sqft: $252.29 / sqft
  3. Previous Price: $827,000
  4. Last Price Change: 07/10/25
  5. Days On Market: 32
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3167
  10. Acreage: 0.34 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: LakeFront,Pond
  15. Year Built: 1984
MLS#: G5098550
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32835
  4. Subdivision: Winderlakes
  5. Elementary School: Windy Ridge Elem
  6. Middle School: Windy Ridge (K
  7. High School: Olympia
  8. Provided by: COLDWELL BANKER REALTY
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A Tranquil Florida Retreat with Stunning Water Views Welcome to this beautifully maintained, hassle free home nestled in a peaceful, quiet neighborhood just minutes from all the excitement Orlando