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2661 Via Tuscany
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Details for 2661 Via Tuscany, WINTER PARK, FL 32789
Single Family
  1. Price: $6,600,000.00
  2. Price sqft: $1,261.71 / sqft
  3. Previous Price: $8,500,000
  4. Last Price Change: 09/08/25
  5. Days On Market: 362
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5231
  10. Acreage: 0.36 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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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Calling highest and best by 09/26/2025!! Seller financing available with very attractive terms introducing a unique, stunning modern home a groundbreaking architectural masterpiece, this one of
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503 Interlachen Avenue
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Details for 503 Interlachen Avenue, WINTER PARK, FL 32789
Land
  1. Price: $4,999,000.00
  2. Days On Market: 114
  3. Acreage: 0.48 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6331207
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
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JUST LISTED RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK OFFERED AT $4,999,000!!! Zoned R 3, this multi family, prime piece of land is ready for development. Luxury townhomes or condos, nothi
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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: 58
  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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541 Canton Avenue
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Details for 541 Canton Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,935,000.00
  2. Price sqft: $741.72 / sqft
  3. Previous Price: $3,150,000
  4. Last Price Change: 10/17/25
  5. Days On Market: 197
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3957
  10. Acreage: 0.20 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6307816
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLER WILLIAMS WINTER PARK
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Timeless elegance meets boutique craftsmanship at 541 W Canton Avenuean exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from
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1661 Palm Avenue
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Details for 1661 Palm Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,598,000.00
  2. Price sqft: $556.56 / sqft
  3. Days On Market: 23
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4668
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6356760
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Heights
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Introducing a stunning new custom home by Ellsworth Gallimore and Butler Ridge Development, ideally situated in a prime Winter Park neighborhood.This residence combines timeless elegance with modern l
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2412 Chantilly Avenue
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Details for 2412 Chantilly Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,350,000.00
  2. Price sqft: $452.27 / sqft
  3. Days On Market: 10
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5196
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6360088
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: THE AGENCY ORLANDO
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Step into a world of modern elegance in this newly completed estate in the heart of Winter Park. Masterfully constructed, this five bedroom residence with six full and one half baths spans over 4,500
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2412 Chantilly Avenue
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Details for 2412 Chantilly Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,350,000.00
  2. Price sqft: $452.27 / sqft
  3. Days On Market: 10
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5196
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6360088
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: THE AGENCY ORLANDO
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Step into a world of modern elegance in this newly completed estate in the heart of Winter Park. Masterfully constructed, this five bedroom residence with six full and one half baths spans over 4,500
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2001 Lake Drive
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Details for 2001 Lake Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $2,165,000.00
  2. Price sqft: $428.80 / sqft
  3. Previous Price: $2,190,000
  4. Last Price Change: 11/04/25
  5. Days On Market: 52
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5049
  10. Acreage: 0.41 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Freshwater
  15. Year Built: 1961
MLS#: O6336920
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Killarney Elem
  6. Middle School: College Park
  7. High School: Edgewater
  8. Provided by: THE AGENCY ORLANDO
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Nestled on a quiet cul de sac in the heart of Winter Park, this canal front residence offers the perfect balance of elegance and lifestyle. With direct access to Lake Killarney, the home invites days
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1710 Oneco Avenue
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Details for 1710 Oneco Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,895,000.00
  2. Price sqft: $418.97 / sqft
  3. Previous Price: $1,945,000
  4. Last Price Change: 11/18/25
  5. Days On Market: 123
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4523
  10. Acreage: 0.23 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6328878
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Heights
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
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Stunning 2020 Mediterranean Pool Home by M. Lahr Custom Homes in one of the sought after neighborhoods of Winter Park. Experience unparalleled luxury in this breathtaking exquisite 5 bedroom, 4.5 bath
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2607 Lafayette Avenue
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Details for 2607 Lafayette Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,095,000.00
  2. Price sqft: $281.93 / sqft
  3. Previous Price: $1,180,000
  4. Last Price Change: 07/16/25
  5. Days On Market: 173
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3884
  10. Acreage: 0.18 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2018
MLS#: O6314734
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: FORTUNE INTERNATIONAL REALTY
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Welcome to 2607 Lafayette Avenue a stunning custom built residence nestled in one of Winter Parks most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms
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