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  1. School = Dillard Street Elem
Details for 284 Donald Drive, Winter Garden, FL 34787
Single Family
  1. Price: $1,770,000.00
  2. Price sqft: $395.09 / sqft
  3. Days On Market: 0
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 4480
  8. Acreage: 25.00 acres
  9. Pool: No
  10. Waterfront: No
  11. 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
  7. High School: West Orange
  8. Provided by: HOMEVEST REALTY
  9. Provided through
  10. DMCA Notice
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
Details for 108 Stanton Estates Circle, Winter Garden, FL 34787
Single Family
  1. Price: $1,500,000.00
  2. Price sqft: $250.63 / sqft
  3. Days On Market: 40
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5985
  8. Acreage: 0.29 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6310710
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Stanton Estates
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: SERHANT
  9. Provided through
  10. DMCA Notice
Welcome to 108 Stanton Estates Circle, a beautifully crafted 4 bedroom, 4 bath pool home offering over 4,200 square feet of refined living in the heart of one of Winter Gardens most charming communiti
Details for 205 Trail Bridge Court, Winter Garden, FL 34787
Single Family
  1. Price: $848,000.00
  2. Price sqft: $235.16 / sqft
  3. Previous Price: $849,000
  4. Last Price Change: 07/13/25
  5. Days On Market: 28
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3606
  10. Acreage: 0.30 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Pond
  15. Year Built: 2003
MLS#: O6319154
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Courtlea Oaks Ph 02b
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: HAMLIN REALTY
  9. Provided through
  10. DMCA Notice
WELCOME HOME to 205 Trail Bridge Court, a beautiful 3 bed, 2.5 bath custom home in the highly sought after Courtlea Oaks neighborhood of Winter Garden. Located on a quiet cul de sac in the golf cart d
Details for 213 Tilden Street, Winter Garden, FL 34787
Single Family
  1. Price: $795,000.00
  2. Price sqft: $378.57 / sqft
  3. Days On Market: 13
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2100
  8. Acreage: 0.27 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1972
MLS#: O6321806
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Westlake Manor 1st Add
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: UNITED REALTY GROUP INC
  9. Provided through
  10. DMCA Notice
One of a kind 4 Bedroom home located in the heart of HISTORIC DOWNTOWN WINTER GARDEN. Walk to Plant Street!! This beautifully renovated single story home combines charm with modern upgrades. Com
Details for 336 Courtlea Park Drive, Winter Garden, FL 34787
Single Family
  1. Price: $699,000.00
  2. Price sqft: $194.82 / sqft
  3. Days On Market: 5
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3588
  8. Acreage: 0.29 acres
  9. Pool: No
  10. Waterfront: No
  11. 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
  7. High School: West Orange
  8. Provided by: LOKATION
  9. Provided through
  10. DMCA Notice
You need space? Step into this spacious Taylor Morrison home situated by the West Orange Trail, in the Golf Cart District, and just a few miles away from the shopping and restaurants in Historic Downt