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  1. Subdivision Like Winter Park
2661 Via Tuscany
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New Construction
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Details for 2661 Via Tuscany, WINTER PARK, FL 32789
Single Family
  1. Price: $8,500,000.00
  2. Price sqft: $1,743.95 / sqft
  3. Previous Price: $8,799,000
  4. Last Price Change: 06/28/25
  5. Days On Market: 237
  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: 72
  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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140 Morse Boulevard J
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Details for 140 Morse Boulevard J, WINTER PARK, FL 32789
Condominium
  1. Price: $2,749,000.00
  2. Price sqft: $1,282.78 / sqft
  3. Days On Market: 41
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2143
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2008
MLS#: O6314856
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Landmark Winter Park Condo
  5. Building: Landmark Winter Park Condo
  6. Elementary School: Audubon Park K
  7. Middle School: Audubon Park K
  8. High School: Winter Park
  9. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Experience the pinnacle of luxury living in the heart of downtown Winter Park with this stunning penthouse residence at The Landmarkan exclusive enclave of just 13 finely appointed condominiums along
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2412 Chantilly Avenue
New Construction
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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. Days On Market: 159
  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#: 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
  7. High School: Winter Park
  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. Days On Market: 276
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3399
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. 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
  7. High School: Winter Park
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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HIGHLY MOTIVATED SELLER, BRING ME AN OFFER! 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
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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: 87
  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 K
  7. Middle School: Audubon Park K
  8. High School: Winter Park
  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: 115
  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
  7. High School: Winter Park
  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: $1,095,000.00
  2. Price sqft: $281.93 / sqft
  3. Previous Price: $1,180,000
  4. Last Price Change: 07/16/25
  5. Days On Market: 48
  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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674 Comstock Avenue
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Listing Details for 674 Comstock Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $999,000.00
  2. Price sqft: $138.04 / sqft
  3. Previous Price: $975,000
  4. Last Price Change: 07/08/25
  5. Days On Market: 150
  6. Bedrooms: 3
  7. Baths: 1
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 7237
  10. Acreage: 0.17 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1925
MLS#: O6282808
  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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Beautiful Winter Park historic home that's been totally gutted and renovated. Comes complete with new doors, windows, AC, roof, water heater and gas furnace. Impeccable landscaping as well as larger
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141 S. Park Ave
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Details for 141 S. Park Ave, WINTER GARDEN, FL 34787
Townhome
  1. Price: $975,900.00
  2. Price sqft: $331.60 / sqft
  3. Previous Price: $999,500
  4. Last Price Change: 06/26/25
  5. Days On Market: 58
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2943
  10. Acreage: 0.02 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2019
MLS#: O6312178
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Park Place At Winter Garden
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CORCORAN PREMIER REALTY
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Live in DT Winter Garden where vibes run high. This townhome is in the heart of Downtown Winter Garden, literally steps from the Crooked Can Brewery, Market to Table, and the farmers market every Sat
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