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  1. City = Winter Park
Details for 1120 Preserve Point Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $11,900,000.00
  2. Price sqft: $889.59 / sqft
  3. Days On Market: 64
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 13377
  8. Acreage: 1.63 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. Year Built: 2009
MLS#: O6269585
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsongpreserve Point
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beauti
Details for 2661 Via Tuscany, WINTER PARK, FL 32789
Single Family
  1. Price: $10,999,999.00
  2. Price sqft: $2,256.87 / sqft
  3. Days On Market: 108
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4874
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6260493
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Provided by: PV LUXURY GROUP PA
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Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one of a kind residence is built with reinforced concrete, steel, and iron framing, featuring floor to ce
Details for 541 Virginia Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $6,100,000.00
  2. Price sqft: $949.27 / sqft
  3. Previous Price: $6,250,000
  4. Last Price Change: 02/12/25
  5. Days On Market: 67
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6426
  10. Acreage: 0.51 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake
  16. Year Built: 2008
MLS#: O6268853
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Timberlane Shores
  5. Middle School: Audubon Park K 8
  6. High School: Winter Park High
  7. Provided by: HOMEVEST REALTY
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Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborhood, this exquisite custom built residence by Farina & Sons offers the perfect bl
Details for 1660 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,700,000.00
  2. Price sqft: $761.73 / sqft
  3. Days On Market: 22
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7483
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2024
MLS#: O6282425
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Comstock Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Experience refined luxury in this newly constructed 2024 Hamptons style residence, a seamless blend of elegance and modern sophistication. A remote operated gated entrance opens to a grand circular dr
Details for 2228 Azalea Place, WINTER PARK, FL 32789
Single Family
  1. Price: $5,400,000.00
  2. Price sqft: $797.05 / sqft
  3. Days On Market: 147
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6775
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2008
MLS#: O6250411
  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 Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA LLC
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Gorgeous Winter Park home beautifully curated with designer details and recently featured in Junes Orange Appeal and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of
Details for 2161 Sharon Road, WINTER PARK, FL 32789
Single Family
  1. Price: $4,985,000.00
  2. Price sqft: $510.55 / sqft
  3. Days On Market: 95
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 9764
  8. Acreage: 0.58 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2023
MLS#: O6263091
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Tuscania
  5. Provided by: LA ROSA REALTY HORIZONS LLC
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Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of sophistication and luxury. Situated on a secluded street, it occupies an approximately 0.58 acre lot w
Details for 229 Alexander Place, WINTER PARK, FL 32789
Single Family
  1. Price: $4,875,000.00
  2. Price sqft: $671.49 / sqft
  3. Days On Market: 11
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7260
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2012
MLS#: O6281892
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Alexander Place
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award winning design in this architectural gem by Phil Kean. Originally the International Showcase Home f
Details for 1336 College Point, WINTER PARK, FL 32789
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $1,223.82 / sqft
  3. Days On Market: 17
  4. Bedrooms: 4
  5. Baths: 5
  6. Bldg sqft: 3677
  7. Acreage: 0.35 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake
  13. Year Built: 1926
MLS#: O6277515
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Virginia Heights
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past whi
Details for 702 Via Bella, WINTER PARK, FL 32789
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $992.28 / sqft
  3. Days On Market: 52
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4535
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6273466
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Palmer Ave Lakeside Prop
  5. Elementary School: Lakemont Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: FLORIDIAN REALTY GROUP LLC
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Under Construction. New Custom Home in the Desirable Winter Park Vias Completion Expected May 2025 This exceptional residence, designed with European English Tudor inspired architecture, offers the
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: 2
  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
  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 K8
  6. Middle School: Audubon Park K 8
  7. High School: Winter Park High
  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