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1221 Richmond Road
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Details for 1221 Richmond Road, WINTER PARK, FL 32789
Single Family
  1. Price: $5,800,000.00
  2. Price sqft: $889.03 / sqft
  3. Days On Market: 8
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6524
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2024
MLS#: O6321906
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Virginia Heights Rep
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: KELLER WILLIAMS WINTER PARK
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An Award Winning Architectural Masterpiece built by Chris Salhab with Valdara Custom Homes Completed 2024 Parade of Homes Showcase Home Grand Award Winner Aurora Awards Custom Home Grand Award 5
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1840 Fawsett Road
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Details for 1840 Fawsett Road, WINTER PARK, FL 32789
Single Family
  1. Price: $4,395,000.00
  2. Price sqft: $789.76 / sqft
  3. Days On Market: 129
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5565
  8. Acreage: 0.58 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 1998
MLS#: O6289194
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Forest Hills
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
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Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and feature
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1581 Forest Avenue
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Details for 1581 Forest Avenue, Winter Park, FL 32789
Single Family
  1. Price: $3,975,000.00
  2. Price sqft: $664.83 / sqft
  3. Previous Price: $4,175,000
  4. Last Price Change: 06/28/25
  5. Days On Market: 52
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5979
  10. Acreage: 0.39 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1954
MLS#: O6298754
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Ellno Willo
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: BHHS FLORIDA REALTY
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An Exquisite Hollywood Regency style residence showcasing a meticulous architectural reconstruction by Master Custom Builder, Carlos Posada. Positioned on a 120x140 lot on a beautiful tree lined br
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1581 Forest Avenue
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Details for 1581 Forest Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $3,975,000.00
  2. Price sqft: $664.83 / sqft
  3. Previous Price: $4,175,000
  4. Last Price Change: 07/17/25
  5. Days On Market: 52
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5979
  10. Acreage: 0.39 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1954
MLS#: O6298754
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Ellno Willo
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: BHHS FLORIDA REALTY
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An Exquisite Hollywood Regency style residence showcasing a meticulous architectural reconstruction by Master Custom Builder, Carlos Posada. Positioned on a 120x140 lot on a beautiful tree lined br
Listing Details and 43 Additional Pictures
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1820 Glencoe Road
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Details for 1820 Glencoe Road, Winter Park, FL 32789
Single Family
  1. Price: $3,895,000.00
  2. Price sqft: $756.02 / sqft
  3. Days On Market: 27
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5152
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6317785
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Forest Hills
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
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Welcome to your dream homea masterfully designed, Dutch West Indies inspired custom residence that blends timeless elegance with modern luxury. Built by FG Schaub Custom Homes, this home features five
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1820 Glencoe Road
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New Construction
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Details for 1820 Glencoe Road, WINTER PARK, FL 32789
Single Family
  1. Price: $3,895,000.00
  2. Price sqft: $756.02 / sqft
  3. Days On Market: 27
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5152
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6317785
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Forest Hills
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
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Welcome to your dream homea masterfully designed, Dutch West Indies inspired custom residence that blends timeless elegance with modern luxury. Built by FG Schaub Custom Homes, this home features five
Listing Details and 73 Additional Pictures
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2171 Forrest Road
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Details for 2171 Forrest Road, Winter Park, FL 32789
Single Family
  1. Price: $3,595,000.00
  2. Price sqft: $603.19 / sqft
  3. Previous Price: $3,750,000
  4. Last Price Change: 06/11/25
  5. Days On Market: 92
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5960
  10. Acreage: 0.25 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2016
MLS#: O6301180
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Forest Hills
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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On one of Winter Parks most scenic brick lined streets, this exceptional two story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. B
Listing Details and 41 Additional Pictures
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2171 Forrest Road
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Details for 2171 Forrest Road, WINTER PARK, FL 32789
Single Family
  1. Price: $3,595,000.00
  2. Price sqft: $603.19 / sqft
  3. Previous Price: $3,750,000
  4. Last Price Change: 07/16/25
  5. Days On Market: 92
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5960
  10. Acreage: 0.25 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2016
MLS#: O6301180
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Forest Hills
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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On one of Winter Parks most scenic brick lined streets, this exceptional two story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. B
Listing Details and 41 Additional Pictures
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1391 Richmond Road
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Details for 1391 Richmond Road, WINTER PARK, FL 32789
Single Family
  1. Price: $3,499,500.00
  2. Price sqft: $610.84 / sqft
  3. Days On Market: 285
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5729
  8. Acreage: 0.45 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Creek
  13. Year Built: 2001
MLS#: O6246352
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Virginia Heights
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: STOCKWORTH REALTY GROUP
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Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot rig
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1910 Glencoe Road
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Details for 1910 Glencoe Road, WINTER PARK, FL 32789
Single Family
  1. Price: $3,490,000.00
  2. Price sqft: $737.22 / sqft
  3. Days On Market: 95
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4734
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6294091
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Forest Hills
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
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Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand new construction embodies the perfect fusion of contemporary desi
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