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1244 Water Maple Drive
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Details for 1244 Water Maple Drive, Oakland, FL 34787
Single Family
  1. Price: $2,295,000.00
  2. Price sqft: $361.30 / sqft
  3. Previous Price: $2,295,000
  4. Last Price Change: 07/10/25
  5. Days On Market: 115
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6352
  10. Acreage: 0.24 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6296402
  1. County: ORANGE
  2. City: Oakland
  3. Zipcode: 34787
  4. Subdivision: Grove At The Harvest District
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: REGENCY REAL ESTATE LLC
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Pre Construction. To be built. Introducing the Hamlin model by Element Home Buildersa stunning 4,859 square foot residence designed for luxurious living and modern comfort. With 6 spacious bedrooms an
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1149 Prado Lane Drive
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Details for 1149 Prado Lane Drive, Oakland, FL 34787
Single Family
  1. Price: $1,975,000.00
  2. Price sqft: $334.12 / sqft
  3. Previous Price: $1,975,000
  4. Last Price Change: 07/10/25
  5. Days On Market: 115
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5911
  10. Acreage: 0.24 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6295799
  1. County: ORANGE
  2. City: Oakland
  3. Zipcode: 34787
  4. Subdivision: Grove At The Harvest District
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: REGENCY REAL ESTATE LLC
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Pre Construction. To be built. Welcome to the Clementine Floorplan by Element Home Builders A Stunning New Home in Oakland's Premier Community! Discover your dream home with the Clementine Floorpl
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511 Briley Avenue
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Details for 511 Briley Avenue, Oakland, FL 34760
Single Family
  1. Price: $1,895,000.00
  2. Price sqft: $357.01 / sqft
  3. Days On Market: 362
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5308
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6228504
  1. County: ORANGE
  2. City: Oakland
  3. Zipcode: 34760
  4. Subdivision: Briley Farm Ph 1a
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: CORCORAN PREMIER REALTY
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Pre Construction. To be built. Introducing Briley Farm, an exquisite 111 acre sanctuary nestled in the historic charm of Oakland, Florida. Designed by renowned Element Home Builders, this brand new ar
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284 Donald Drive
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Details for 284 Donald Drive, Winter Garden, FL 34787
Single Family
  1. Price: $1,770,000.00
  2. Price sqft: $395.09 / sqft
  3. Previous Price: $1,770,000
  4. Last Price Change: 07/21/25
  5. Days On Market: 14
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 4480
  10. Acreage: 0.25 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6325831
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Showalter Park
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: HOMEVEST REALTY
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Welcome to your dream home in the heart of Winter Garden's Golf cart Community! This stunning 4 bedroom 4.5 baths residence offers a perfect blend of luxury and comfort, ideal for families and entert
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101 Starr Street
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Details for 101 Starr Street, Oakland, FL 34760
Single Family
  1. Price: $1,450,000.00
  2. Price sqft: $355.22 / sqft
  3. Previous Price: $1,450,000
  4. Last Price Change: 07/22/25
  5. Days On Market: 10
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4082
  10. Acreage: 0.39 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6323162
  1. County: ORANGE
  2. City: Oakland
  3. Zipcode: 34760
  4. Subdivision: Oakland Town
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: BHHS FLORIDA REALTY
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Welcome to 101 N Starr Street, an exceptional single story, custom built residence nestled in the heart of historic Oakland, Floridawhere timeless craftsmanship, luxurious finishes, and everyday conve
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529 Pollard Street
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Details for 529 Pollard Street, Oakland, FL 34787
Land
  1. Price: $895,000.00
  2. Previous Price: $895,000
  3. Last Price Change: 07/28/25
  4. Days On Market: 85
  5. Acreage: 1.03 acres
  6. Pool: No
  7. Community Pool: Yes
  8. Waterfront: Yes
  9. Wateraccess: Yes
  10. Waterfront Type: Lake
  11. Year Built: Not Available
MLS#: O6303520
  1. County: ORANGE
  2. City: Oakland
  3. Zipcode: 34787
  4. Subdivision: Briley Farm
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: CORCORAN PREMIER REALTY
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Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of C
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1212 Civitas Way
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Details for 1212 Civitas Way, Winter Garden, FL 34787
Single Family
  1. Price: $829,000.00
  2. Price sqft: $246.07 / sqft
  3. Previous Price: $850,000
  4. Last Price Change: 06/28/25
  5. Days On Market: 77
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3369
  10. Acreage: 0.14 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2022
MLS#: O6308039
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Oakland Parkb 1
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: BHHS FLORIDA REALTY
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Welcome to this beautifully crafted one story home in the heart of the desirable Oakland Park community, built by award winning David Weekley Homes in 2022.. Offering the perfect balance of comfort, f
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205 Woodland Street
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Details for 205 Woodland Street, Winter Garden, FL 34787
Single Family
  1. Price: $799,000.00
  2. Price sqft: $264.31 / sqft
  3. Previous Price: $799,000
  4. Last Price Change: 07/12/25
  5. Days On Market: 20
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3023
  10. Acreage: 0.27 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1961
MLS#: G5099379
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Annie L Berry Sub
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: COLDWELL BANKER HUBBARD HANSEN
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One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3 bedroom, 2 bathroom ranch style home, ideally located within a 6 minute walk to historic downtown Winter Garden
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405 Courtlea Park Drive
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Details for 405 Courtlea Park Drive, Winter Garden, FL 34787
Single Family
  1. Price: $790,000.00
  2. Price sqft: $220.06 / sqft
  3. Days On Market: 55
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3590
  8. Acreage: 0.25 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2007
MLS#: O6315444
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Greystone Ph 01
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: Ocoee High
  8. Provided by: WINTER GARDEN REAL ESTATE
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Welcome to 405 Courtlea Park Drive, a beautifully updated and meticulously maintained home in the highly desirable Courtlea Park community of Winter Garden. Ideally located near the West Orange Trail,
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336 Courtlea Park Drive
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Details for 336 Courtlea Park Drive, Winter Garden, FL 34787
Single Family
  1. Price: $684,000.00
  2. Price sqft: $190.64 / sqft
  3. Previous Price: $684,000
  4. Last Price Change: 07/28/25
  5. Days On Market: 18
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3588
  10. Acreage: 0.29 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2006
MLS#: V4943730
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Greystone Ph 01
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview Middle
  7. High School: West Orange High
  8. Provided by: LOKATION
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If you've been searching for a spacious home in a prime location with room to add value, this is your chance! Located in the highly desirable Golf Cart District of Winter Garden, just steps from the W
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