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1221 Richmond Road
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Details for 1221 Richmond Road, Winter Park, FL 32789
Single Family
  1. Price: $5,575,000.00
  2. Price sqft: $854.54 / sqft
  3. Previous Price: $5,800,000
  4. Last Price Change: 09/09/25
  5. Days On Market: 83
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6524
  10. Acreage: 0.34 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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 of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence locat
Listing Details and 51 Additional Pictures
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1221 Richmond Road
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Details for 1221 Richmond Road, WINTER PARK, FL 32789
Single Family
  1. Price: $5,575,000.00
  2. Price sqft: $854.54 / sqft
  3. Previous Price: $5,800,000
  4. Last Price Change: 09/10/25
  5. Days On Market: 83
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6524
  10. Acreage: 0.34 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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
  9. mfrmls
  10. DMCA Notice
An Award Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence locat
Listing Details and 51 Additional Pictures
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1840 Fawsett Road
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Details for 1840 Fawsett Road, WINTER PARK, FL 32789
Single Family
  1. Price: $4,295,000.00
  2. Price sqft: $771.79 / sqft
  3. Previous Price: $4,395,000
  4. Last Price Change: 09/12/25
  5. Days On Market: 204
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5565
  10. Acreage: 0.58 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. 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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Experience the ultimate in luxury lakefront living in this meticulously renovated estate where every surface has been reimagined with the finest finishes and thoughtful design. This stunning property
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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: 101
  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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Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indiesinspired custom home built by FG Schaub Custom Homes. Ideally located just minutes from Park Avenues upsc
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3207 Middlesex Road
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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: 62
  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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207 Kings Way
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Details for 207 Kings Way, WINTER PARK, FL 32789
Single Family
  1. Price: $3,650,000.00
  2. Price sqft: $770.21 / sqft
  3. Days On Market: 9
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 4739
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6337304
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Charmont
  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. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury and design masterfully crafted by renowned builder Vimaro Homes. Nestled on one of
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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: 360
  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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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: 360
  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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  10. DMCA Notice
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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1821 Englewood Road
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Details for 1821 Englewood Road, Winter Park, FL 32789
Single Family
  1. Price: $3,495,000.00
  2. Price sqft: $668.52 / sqft
  3. Days On Market: 13
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5228
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6345085
  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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This stunning new contemporary residence, a five bedroom, five and a half bath home by the renowned Rex Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury
Listing Details and 35 Additional Pictures
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1821 Englewood Road
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New Construction
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Details for 1821 Englewood Road, WINTER PARK, FL 32789
Single Family
  1. Price: $3,495,000.00
  2. Price sqft: $668.52 / sqft
  3. Days On Market: 13
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5228
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6345085
  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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This stunning new contemporary residence, a five bedroom, five and a half bath home by the renowned Rex Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury
Listing Details and 35 Additional Pictures
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