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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 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 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: 55
  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 6631 Crenshaw Drive, Orlando, FL 32835
Single Family
  1. Price: $775,000.00
  2. Price sqft: $188.56 / sqft
  3. Days On Market: 20
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4110
  8. Acreage: 0.30 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Pond
  13. Year Built: 1989
MLS#: O6322892
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32835
  4. Subdivision: Fairway Cove
  5. Elementary School: Metro West Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: REAL BROKER, LLC
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Impressive 4 bedroom, 3 bathroom golf front home located on a premium lot in desirable Fairway Cove. The welcoming foyer is flanked by a home office, formal dining room, and opens to the living room
Details for 10236 Windermere Chase Boulevard, Gotha, FL 34734
Single Family
  1. Price: $769,000.00
  2. Price sqft: $241.82 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3180
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2000
MLS#: O6322038
  1. County: ORANGE
  2. City: Gotha
  3. Zipcode: 34734
  4. Subdivision: Windermere Chase Ph 02
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: REALTY ONE GROUP MVP
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This beautiful ready to move in pool home, 4 bedrooms 3 baths home with a HUGE loft, in the highly desirable gated community of Windermere Chase is a MUST SEE!!! As you enter the home you will find a
Details for 701 Little Hampton Lane, Gotha, FL 34734
Single Family
  1. Price: $750,000.00
  2. Price sqft: $182.35 / sqft
  3. Days On Market: 49
  4. Bedrooms: 6
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4113
  8. Acreage: 0.29 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1999
MLS#: O6314803
  1. County: ORANGE
  2. City: Gotha
  3. Zipcode: 34734
  4. Subdivision: Windermere Chase Ph 01
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: REAL BROKER, LLC
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Welcome to your dream home in the desirable gated community of Windermere Chase, located in the heart of charming Gotha. Perfectly situated on a quiet double ended cul de sac, this spacious six bedroo
Details for 3213 Kentshire Boulevard, Ocoee, FL 34761
Single Family
  1. Price: $699,000.00
  2. Price sqft: $71.97 / sqft
  3. Previous Price: $735,000
  4. Last Price Change: 07/17/25
  5. Days On Market: 59
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 9712
  10. Acreage: 0.22 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2003
MLS#: O6311080
  1. County: ORANGE
  2. City: Ocoee
  3. Zipcode: 34761
  4. Subdivision: Windsor Landing Ph 01 46/26
  5. Elementary School: Thornebrooke Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: KELLER WILLIAMS WINTER PARK
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This five bedroom POOL home in Windsor Landing combines a classic layout with 3,200 square feet of living space and an unbeatable location near Windermere and Gotha. From the vaulted ceilings to the o
Details for 7727 Glynde Hill Drive, Orlando, FL 32835
Single Family
  1. Price: $659,900.00
  2. Price sqft: $194.60 / sqft
  3. Previous Price: $669,900
  4. Last Price Change: 06/26/25
  5. Days On Market: 45
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3391
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1995
MLS#: O6314628
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32835
  4. Subdivision: Metrowest Sec 01
  5. Elementary School: Metro West Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: KARDOSH REALTY
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This stunning, upgraded home offers 4 spacious bedrooms, 2.5 bathrooms, a large study room, and a 2 cars garage, combining comfort, style, and functionality. The main level features an open concept la