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  1. Subdivision Like Winter Park
2661 Via Tuscany
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Details for 2661 Via Tuscany, WINTER PARK, FL 32789
Single Family
  1. Price: $8,799,000.00
  2. Price sqft: $1,805.29 / sqft
  3. Previous Price: $10,999,999
  4. Last Price Change: 03/19/25
  5. Days On Market: 191
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4874
  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 4/30/2025!! Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one of a kind residence is built with reinforced concrete, st
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541 Canton Avenue
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Details for 541 Canton Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $796.06 / sqft
  3. Days On Market: 26
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3957
  8. Acreage: 0.20 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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 Middle
  7. High School: Winter Park High
  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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541 Canton Avenue
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Details for 541 Canton Avenue, Winter Park, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $796.06 / sqft
  3. Days On Market: 26
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3957
  8. Acreage: 0.20 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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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1690 Palm Avenue
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Details for 1690 Palm Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,749,000.00
  2. Price sqft: $692.97 / sqft
  3. Previous Price: $2,849,000
  4. Last Price Change: 05/16/25
  5. Days On Market: 35
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3967
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2020
MLS#: O6302777
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Heights
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: HOUWZER INC
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This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ide
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2412 Chantilly Avenue
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Details for 2412 Chantilly Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,389,000.00
  2. Price sqft: $459.78 / sqft
  3. Previous Price: $2,395,000
  4. Last Price Change: 05/18/25
  5. Days On Market: 113
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5196
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6278049
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  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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Step into a realm of refined livingan architectural tour de force in the heart of Winter Park. Designed by a premier boutique builder and meticulously crafted with no detail spared, this 5 bedroom, 6.
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2522 Lafayette Avenue
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Details for 2522 Lafayette Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,270,000.00
  2. Price sqft: $667.84 / sqft
  3. Previous Price: $2,350,000
  4. Last Price Change: 06/02/25
  5. Days On Market: 230
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3399
  10. Acreage: 0.24 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2022
MLS#: O6250342
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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Modification to Price on this exquisite Winter Park Village Pool Home! Become acquainted with this extension to Temple Road and the highly sought and exclusive Via's of Winter Park. This exclusive, cu
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101 New York Avenue 311
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Details for 101 New York Avenue 311, WINTER PARK, FL 32789
Condominium
  1. Price: $1,749,000.00
  2. Price sqft: $562.02 / sqft
  3. Days On Market: 41
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3112
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2008
MLS#: O6302823
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Residential
  5. Building: Winter Park Residential
  6. Elementary School: Audubon Park K8
  7. Middle School: Audubon Park K 8
  8. High School: Winter Park High
  9. Provided by: KELLY PRICE & COMPANY LLC
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Discover luxury living in this exquisite two story condominium, located on the third floor of the highly sought after Douglas Grand. This elegant three bedroom, three and one half bath residence seaml
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2408 Lafayette Avenue
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Details for 2408 Lafayette Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,490,000.00
  2. Price sqft: $393.24 / sqft
  3. Previous Price: $1,550,000
  4. Last Price Change: 05/28/25
  5. Days On Market: 69
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3789
  10. Acreage: 0.17 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6294433
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Village
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: CORCORAN PREMIER REALTY
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This brand new custom home is nestled in an up and coming neighborhood in Winter Park. This stunning home redefines modern living. Designed with an open floor plan, it seamlessly blends spaces to crea
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2607 Lafayette Avenue
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Details for 2607 Lafayette Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,180,000.00
  2. Price sqft: $303.81 / sqft
  3. Days On Market: 2
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3884
  8. Acreage: 0.18 acres
  9. Pool: No
  10. Waterfront: No
  11. 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 Middle
  7. High School: Winter Park High
  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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2607 Lafayette Avenue
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Details for 2607 Lafayette Avenue, Winter Park, FL 32789
Single Family
  1. Price: $1,180,000.00
  2. Price sqft: $303.81 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3884
  8. Acreage: 0.18 acres
  9. Pool: No
  10. Waterfront: No
  11. 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
Listing Details and 70 Additional Pictures
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