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  1. School = Audubon Park K
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: 39
  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: 160
  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: 83
  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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RECONSTRUCTED AND REIMAGINED IN 2018 BY MASTER CUSTOM BUILDER, CARLOS POSADO, this "New Again" luxury residence epitomizes an unrivaled blend of architectural elegance and modern sophistication. Th
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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: 83
  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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RECONSTRUCTED AND REIMAGINED IN 2018 BY MASTER CUSTOM BUILDER, CARLOS POSADO, this "New Again" luxury residence epitomizes an unrivaled blend of architectural elegance and modern sophistication. Th
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1820 Glencoe Road
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New Construction
Green Listing
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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: 58
  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
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3207 Middlesex Road
New Construction
Green Listing
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Details for 3207 Middlesex Road, ORLANDO, FL 32803
Single Family
  1. Price: $3,749,000.00
  2. Price sqft: $597.36 / sqft
  3. Days On Market: 18
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6276
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2026
MLS#: O6331884
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32803
  4. Subdivision: Beverly Shores
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Edgewater
  8. Provided by: CORCORAN PREMIER REALTY
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Under Construction. Welcome to this exquisite Alys Beachinspired residence, thoughtfully crafted by FG Schaub Custom Homes. A stately paver driveway welcomes residents and guests to a spacious motor
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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: 123
  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
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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: 316
  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
Listing Details and 65 Additional Pictures
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1910 Glencoe Road
New Construction
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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: 126
  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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300 Interlachen Avenue 403
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Details for 300 Interlachen Avenue 403, WINTER PARK, FL 32789
Condominium
  1. Price: $3,250,000.00
  2. Price sqft: $968.70 / sqft
  3. Days On Market: 349
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3355
  8. Acreage: 0.40 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2005
MLS#: O6238504
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Residences
  5. Building: Residences
  6. Elementary School: Audubon Park K
  7. Middle School: Audubon Park K
  8. High School: Winter Park
  9. Provided by: FANNIE HILLMAN & ASSOCIATES
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Luxury, location, and lifestyle beautifully come together at The Residences, one of downtown Winter Parks premier condominium communities. The building offers 24 hour concierge service, a rooftop pool
Listing Details and 37 Additional Pictures
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