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  1. Zipcode = 32789
Details for 1400 Alabama Drive, Winter Park, FL 32789
Single Family
  1. Price: $6,200,000.00
  2. Price sqft: $609.34 / sqft
  3. Previous Price: $6,500,000
  4. Last Price Change: 07/17/25
  5. Days On Market: 144
  6. Bedrooms: 5
  7. Baths: 9
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 10175
  10. Acreage: 0.70 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. Year Built: 1996
MLS#: O6285791
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: THE AGENCY ORLANDO
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Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland, the largest of the Winter Park Chain of Lakes, and walking distance to historic Park Avenue. A t
Details for 575 Palmer Avenue, Winter Park, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $483.43 / sqft
  3. Days On Market: 3
  4. Bedrooms: 6
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6516
  8. Acreage: 0.35 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2020
MLS#: O6327058
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Palmer Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: DEVLIN INVESTORS & ASSOCIATES
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Step into elevated Winter Park living with this exceptional Mediterranean inspired estate. Built in 2020, every inch of this home was thoughtfully crafted with timeless architecture and sophisticated,
Details for 2550 Venetian Way, Winter Park, FL 32789
Single Family
  1. Price: $2,799,000.00
  2. Price sqft: $455.94 / sqft
  3. Days On Market: 246
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6139
  8. Acreage: 0.27 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalAccess
  13. Year Built: 2008
MLS#: O6258445
  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
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
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"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Pa
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: 160
  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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An architectural tour de force in the heart of Winter Park. Designed by a premier builder of boutique homes and crafted with no detail spared, this 5 bedroom, 6.5 bathroom estate offers over 4,500 squ
Details for 2614 Parkland Drive, Winter Park, FL 32789
Single Family
  1. Price: $2,125,000.00
  2. Price sqft: $460.95 / sqft
  3. Previous Price: $2,150,000
  4. Last Price Change: 07/11/25
  5. Days On Market: 93
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4610
  10. Acreage: 0.23 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2007
MLS#: O6301489
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Parklando 03
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: JW GASTON LLC
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Welcome to 2614 Parkland Drivean exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Florida, one of the most coveted locations in all of Central Florida. Zoned for the hi
Details for 1840 Bryan Avenue, Winter Park, FL 32789
Single Family
  1. Price: $1,999,500.00
  2. Price sqft: $428.62 / sqft
  3. Previous Price: $2,095,000
  4. Last Price Change: 05/30/25
  5. Days On Market: 82
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4665
  10. Acreage: 0.29 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2014
MLS#: O6304239
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Lakeview Terrace
  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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This custom 2014 built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all that Winter Park offers. A home with function and flexibility with a s
Details for 1355 Hibiscus Avenue, Winter Park, FL 32789
Single Family
  1. Price: $1,850,000.00
  2. Price sqft: $333.94 / sqft
  3. Previous Price: $1,925,000
  4. Last Price Change: 07/01/25
  5. Days On Market: 33
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5540
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2006
MLS#: O6313372
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Lake Knowles Terrace Add 02
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PALMANO GROUP RE BROKERAGE LLC
  9. Provided through
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Welcome to this beautifully crafted 5 bedroom, 5.1 bathroom traditional single family home offering over 4,100 SF of living space. Ideally located on a tree lined street with Winter Parks signature br
Details for 1780 Mizell Ave., Winter Park, FL 32789
Single Family
  1. Price: $1,795,000.00
  2. Price sqft: $487.37 / sqft
  3. Days On Market: 31
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3683
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6319166
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Tangerine Court
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Experience the height of modern luxury in this newly constructed home, masterfully designed by esteemed architect Gary Hancock and ideally in the heart of Winter Park. Offering nearly 2,800 square fee
Details for 446 Alberta Drive, Winter Park, FL 32789
Single Family
  1. Price: $1,750,000.00
  2. Price sqft: $429.34 / sqft
  3. Previous Price: $1,825,000
  4. Last Price Change: 07/13/25
  5. Days On Market: 33
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4076
  10. Acreage: 0.35 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1968
MLS#: O6319233
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Osceola Summit
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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Charming Opportunity in Prime Winter Park 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave sho
Details for 1270 Arlington Place, Winter Park, FL 32789
Single Family
  1. Price: $1,750,000.00
  2. Price sqft: $511.40 / sqft
  3. Days On Market: 15
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3422
  8. Acreage: 0.15 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2017
MLS#: O6324320
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Virginia Heights
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: RE/MAX 200 REALTY
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Modern Elegance in the Heart of Winter Park! Located just a half mile from the renowned shops and dining of Park Avenue, this architecturally striking residence blends luxury, modern design, and th