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  1. School = Winter Park
  2. Listing Status = Active
Details for 1751 Glencoe Road, WINTER PARK, FL 32789
Single Family
  1. Price: $3,745,000.00
  2. Price sqft: $668.99 / sqft
  3. Previous Price: $3,895,000
  4. Last Price Change: 01/13/26
  5. Days On Market: 86
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5598
  10. Acreage: 0.30 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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: ONE LUXURY INTERNATIONAL 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,
Details for 4575 New Broad Street, ORLANDO, FL 32814
Single Family
  1. Price: $3,699,000.00
  2. Price sqft: $410.82 / sqft
  3. Previous Price: $3,794,000
  4. Last Price Change: 11/19/25
  5. Days On Market: 107
  6. Bedrooms: 4
  7. Baths: 8
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 9004
  10. Acreage: 0.31 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2007
MLS#: O6352208
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32814
  4. Subdivision: Baldwin Park Ut 01 50 121
  5. Elementary School: Baldwin Park
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: BALDWIN PARK REALTY LLC
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In a community as distinguished as Baldwin Park, this residence is quite simply the jewel in the crown. Work from home? check out the Executive Office.... This exceptional custom built 4 bedroom, 8 b
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: 127
  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: ONE LUXURY INTERNATIONAL 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
Details for 948 Poinciana Lane, WINTER PARK, FL 32789
Single Family
  1. Price: $3,599,000.00
  2. Price sqft: $794.66 / sqft
  3. Days On Market: 16
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4529
  8. Acreage: 0.30 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2001
MLS#: O6372165
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Maitland Shores First Add
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
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Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted Location Discover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lan
Details for 127 Whitecaps Circle, MAITLAND, FL 32751
Land
  1. Price: $3,495,000.00
  2. Days On Market: 19
  3. Acreage: 0.56 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Privileges
  8. Year Built: Not Available
MLS#: O6367169
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Elementary School: Dommerich Elem
  5. Middle School: Maitland
  6. High School: Winter Park
  7. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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A rare opportunity to secure a Lake Maitland homesite on the desired MaitlandWinter Park Chain of Lakes, an increasingly limited offering as quality lakefront parcels continue to disappear. Along a qu
Details for 1761 Legion Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,399,999.00
  2. Price sqft: $539.94 / sqft
  3. Previous Price: $3,499,999
  4. Last Price Change: 10/04/25
  5. Days On Market: 231
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6297
  10. Acreage: 0.39 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2017
MLS#: O6302616
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Green Oaks Rep 02
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: SCANLON REALTY GROUP LLC
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One of the most coveted neighborhoods in all of Winter Park! This custom built 5 bedroom, 5.5 bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and
Details for 516 Henkel Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $3,350,000.00
  2. Price sqft: $705.41 / sqft
  3. Previous Price: $3,499,000
  4. Last Price Change: 01/13/26
  5. Days On Market: 91
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4749
  10. Acreage: 0.37 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 1940
MLS#: O6355103
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Thomas M Henkels Add
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: KELLER WILLIAMS WINTER PARK
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This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of the highly sought out after Winter Park Chain of Lakes. The property is just a sho
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: 132
  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
Details for 473 Fletcher Place, WINTER PARK, FL 32789
Single Family
  1. Price: $3,250,000.00
  2. Price sqft: $563.55 / sqft
  3. Days On Market: 85
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5767
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2017
MLS#: O6357810
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sorensen Heights
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
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Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree lined street just a mile f
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: 511
  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