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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: $6,600,000.00
  2. Price sqft: $1,261.71 / sqft
  3. Previous Price: $8,500,000
  4. Last Price Change: 09/16/25
  5. Days On Market: 323
  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: 75
  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 Middle
  7. High School: Winter Park High
  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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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: 158
  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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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: 19
  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 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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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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140 Morse Boulevard J
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Details for 140 Morse Boulevard J, WINTER PARK, FL 32789
Condominium
  1. Price: $2,495,000.00
  2. Price sqft: $973.09 / sqft
  3. Previous Price: $2,749,000
  4. Last Price Change: 10/10/25
  5. Days On Market: 127
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2564
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Waterfront: No
  13. 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 K8
  7. Middle School: Audubon Park K 8
  8. High School: Winter Park High
  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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2001 Lake Drive
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Details for 2001 Lake Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $2,190,000.00
  2. Price sqft: $433.75 / sqft
  3. Days On Market: 13
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5049
  8. Acreage: 0.41 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Freshwater
  13. 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 Middle
  7. High School: Edgewater High
  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: $1,999,000.00
  2. Price sqft: $441.96 / sqft
  3. Previous Price: $2,090,000
  4. Last Price Change: 10/08/25
  5. Days On Market: 84
  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 Middle
  7. High School: Winter Park High
  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: 10/11/25
  5. Days On Market: 134
  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 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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630 Northwood Circle
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Details for 630 Northwood Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $775,000.00
  2. Price sqft: $404.49 / sqft
  3. Days On Market: 5
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 1916
  8. Acreage: 0.17 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1971
MLS#: O6351594
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Northwood Winter Park Oasis
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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An incredible location close to Park Avenue, this freshly renovated home exudes modern style and the walkable lifestyle that Winter Park is known for. This timeless Florida ranch features one level li
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744 Cornwall Road
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Details for 744 Cornwall Road, WINTER PARK, FL 32792
Single Family
  1. Price: $750,000.00
  2. Price sqft: $304.01 / sqft
  3. Days On Market: 75
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2467
  8. Acreage: 0.23 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1968
MLS#: O6332168
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Winter Park Pines
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: VERSALIS REALTY POWERED BY SELLSTATE
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Charming 4 Bedroom Home in Desirable Winter Park Pines Welcome to your new home in the heart of Winter Park Pines! This beautifully maintained 4 bedroom, 2 bath residence offers a perfect blend of cl
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