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  1. School = West Orange High
Details for 16086 Johns Lake Overlook Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $2,000,000.00
  2. Price sqft: $316.31 / sqft
  3. Previous Price: $1,999,000
  4. Last Price Change: 07/02/25
  5. Days On Market: 43
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6323
  10. Acreage: 0.50 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2015
MLS#: O6312154
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hickory Hammock
  5. Elementary School: Whispering Oak Elem
  6. Middle School: Hamlin Middle
  7. High School: West Orange High
  8. Provided by: CLOCK TOWER REALTY
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Stunning Lakefront Estate with Pool and Dock in Gated Hickory Hammock. This is a rare opportunity to own a luxury residence on Johns Lake, located in vibrant Winter Garden. This beautifully appointed
Details for 682 Canopy Estates Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,399,000.00
  2. Price sqft: $296.84 / sqft
  3. Previous Price: $1,449,000
  4. Last Price Change: 06/21/25
  5. Days On Market: 37
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4713
  10. Acreage: 0.19 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2018
MLS#: O6314304
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Canopy Oaks Phase 1
  5. Elementary School: Lake Whitney Elem
  6. Middle School: SunRidge Middle
  7. High School: West Orange High
  8. Provided by: FLORIDA CONNEXION PROPERTIES
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Welcome to this exceptional estate in **Canopy Oaks**, a prestigious **gated and virtual guarded community** recognized as one of *Orlandos Top Ten Communities*. This **4 bedroom, 4.5 bath, 3 car gara
Details for 617 Canopy Estates Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,315,000.00
  2. Price sqft: $278.78 / sqft
  3. Days On Market: 35
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4717
  8. Acreage: 0.18 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6316107
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Canopy Oaks Ph 1
  5. Elementary School: Lake Whitney Elem
  6. Middle School: SunRidge Middle
  7. High School: West Orange High
  8. Provided by: CORCORAN PREMIER REALTY
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Location, Location, Location! Conveniently located close to Winter Garden and charming Downtown Winter Garden. Welcome to the Sanibel, affectionately known as The Castlea stunning residence that embod
Details for 16675 Otterchase Lane, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,125,000.00
  2. Price sqft: $244.89 / sqft
  3. Previous Price: $1,145,000
  4. Last Price Change: 07/09/25
  5. Days On Market: 91
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4594
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2018
MLS#: O6297958
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Waterside On Johns Lkph 1
  5. Elementary School: Hamlin Elementary
  6. Middle School: Hamlin Middle
  7. High School: West Orange High
  8. Provided by: LORI GILMORE REAL ESTATE LLC
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Come escape to a beautiful oasis! Seller paying up to $21,500 to pay for a 2/1 rate buy down for buyer which means first year rate will be 2% below fixed rate and second year rate will be 1% below fix
Details for 403 Courtlea Creek Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $950,000.00
  2. Price sqft: $217.09 / sqft
  3. Days On Market: 9
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4376
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1996
MLS#: O6323876
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Courtlea Oaks Ph 01a
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: REAL BROKER, LLC
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Welcome to Courtlea Oaks, nestled in the heart of downtown Winter Garden! This charming pool home features 5 bedrooms, 3 full bathrooms, and a framed, unfinished 408 sq. ft. bonus room upstairsready f
Details for 1638 Whitney Isles Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $895,000.00
  2. Price sqft: $248.06 / sqft
  3. Days On Market: 44
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3608
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2004
MLS#: O6310111
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Whitney Isles At Belmere
  5. Elementary School: Lake Whitney Elem
  6. Middle School: SunRidge Middle
  7. High School: West Orange High
  8. Provided by: THE REAL ESTATE COLLECTION LLC
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Welcome to luxury living in the highly desirable gated community of Belmere, located in Windermere. This beautifully upgraded 5 bedroom, 4 bath pool home offers the perfect blend of elegance, comfort,
Details for 16696 Otterchase Lane, WINTER GARDEN, FL 34787
Single Family
  1. Price: $879,000.00
  2. Price sqft: $212.11 / sqft
  3. Previous Price: $965,000
  4. Last Price Change: 07/09/25
  5. Days On Market: 57
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4144
  10. Acreage: 0.20 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2020
MLS#: O6308256
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Waterside On Johns Lake Phase
  5. Elementary School: Hamlin Elementary
  6. Middle School: Hamlin Middle
  7. High School: West Orange High
  8. Provided by: EXP REALTY LLC
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STUNNING EXECUTIVE HOME in the highly sought after gated Waterside on Johns Lake community that is sure to impress! OVER $50K IN UPGRADES!!! Gorgeous and exceptionally maintained! Beautiful curb appea
Details for 15318 Sandfield Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $800,000.00
  2. Price sqft: $136.66 / sqft
  3. Previous Price: $850,000
  4. Last Price Change: 07/03/25
  5. Days On Market: 34
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5854
  10. Acreage: 0.22 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2015
MLS#: O6315743
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Reservecarriage Pointe Ph 2
  5. Elementary School: Whispering Oak Elem
  6. Middle School: SunRidge Middle
  7. High School: West Orange High
  8. Provided by: BHHS FLORIDA REALTY
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PRICED REDUCED. Step into this stunning residence and immediately feel at home. Bathed in natural light, the soaring high ceilings, intricate crown molding, and open floor plan create an inviting and
Details for 12411 Scarlett Sage Court, WINTER GARDEN, FL 34787
Single Family
  1. Price: $725,000.00
  2. Price sqft: $162.23 / sqft
  3. Previous Price: $750,000
  4. Last Price Change: 07/10/25
  5. Days On Market: 63
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4469
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2001
MLS#: O6307794
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Cambridge Crossing Ph 01a 4521
  5. Elementary School: Lake Whitney Elem
  6. Middle School: SunRidge Middle
  7. High School: West Orange High
  8. Provided by: TARA MOORE REAL ESTATE
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**winter garden dream home alert** **gated community** **over 3,500 sqft** **1/4 acre lot + cul de sac** **paid off whole home solar system no loan or lease to assume $35 per month electric
Details for 1656 Whitney Isles Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $679,900.00
  2. Days On Market: 4
  3. Bedrooms: 3
  4. Baths: 3
  5. Garage / Parking Spaces: 3
  6. Bldg sqft: 33
  7. Acreage: 0.15 acres
  8. Pool: No
  9. Community Pool: Yes
  10. Waterfront: No
  11. Year Built: 2005
MLS#: S5130375
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Whitney Isles Belmere Ph 02
  5. Elementary School: Lake Whitney Elem
  6. Middle School: SunRidge Middle
  7. High School: West Orange High
  8. Provided by: LA ROSA REALTY LLC
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Tucked inside one of Windermeres most sought after gated communities, this beautifully landscaped luxury residence combines refined interior touches with tranquil outdoor living. With every bedroom fe