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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: $5,450,000.00
  2. Price sqft: $835.38 / sqft
  3. Previous Price: $5,575,000
  4. Last Price Change: 10/05/25
  5. Days On Market: 154
  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: PREMIER SOTHEBY'S INTL. REALTY
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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
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1751 Glencoe Road
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New Construction
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Details for 1751 Glencoe Road, WINTER PARK, FL 32789
Single Family
  1. Price: $3,895,000.00
  2. Price sqft: $695.78 / sqft
  3. Days On Market: 38
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5598
  8. Acreage: 0.30 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6339739
  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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Nestled just moments from the boutiques and cafs on Park Avenue, this newly completed Davila Homes masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30 acre lot,
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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: $3,825,000.00
  2. Price sqft: $742.43 / sqft
  3. Previous Price: $3,895,000
  4. Last Price Change: 11/01/25
  5. Days On Market: 173
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5152
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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 premier Winter Park luxury real estate at 1820 Glencoe Roada stunning Dutch West Indiesinspired custom home built by FG Schaub Custom Homes. Ideally located minutes from Park Avenue, Rollins
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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: 80
  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 designed by Winter Park Design and masterfully crafted by renowned builder Vimaro
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2905 Parkland Drive
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Details for 2905 Parkland Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,499,900.00
  2. Price sqft: $543.72 / sqft
  3. Days On Market: 52
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6437
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2026
MLS#: O6354029
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Forest Park
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: UNITED REAL ESTATE PREFERRED
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Under Construction. Pre Construction. To be built. GROUND BROKEN OCTOBER 2025. Contact Builder quickly to customize to suite this gorgeous Alys Beach luxury home in Winter Park! Presented by Wooten B
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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: $654.17 / sqft
  3. Days On Market: 241
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5335
  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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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: $3,295,000.00
  2. Price sqft: $630.26 / sqft
  3. Previous Price: $3,495,000
  4. Last Price Change: 11/07/25
  5. Days On Market: 84
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5228
  10. Acreage: 0.28 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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
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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: 464
  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
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457 New England Avenue
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Details for 457 New England Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $3,100,000.00
  2. Price sqft: $805.82 / sqft
  3. Days On Market: 77
  4. Bedrooms: 5
  5. Baths: 5
  6. Bldg sqft: 3847
  7. Acreage: 0.41 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1920
MLS#: O6345511
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  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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Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the
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1411 Nottingham Street
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Details for 1411 Nottingham Street, ORLANDO, FL 32803
Single Family
  1. Price: $2,885,000.00
  2. Price sqft: $562.60 / sqft
  3. Previous Price: $3,200,000
  4. Last Price Change: 12/02/25
  5. Days On Market: 40
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 5128
  10. Acreage: 0.31 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2010
MLS#: O6355930
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32803
  4. Subdivision: Beverly Shores
  5. Elementary School: Audubon Park K
  6. High School: Edgewater
  7. Provided by: FANNIE HILLMAN & ASSOCIATES
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This one of a kind, top tier custom contemporary home in coveted Beverly Shores/Rose Isle delivers true turnkey luxury with exceptional finishes, premium cabinetry, high end appliances, and fully inte
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