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  1. School = Maitland
Details for 1400 Alabama Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $6,950,000.00
  2. Price sqft: $683.05 / sqft
  3. Days On Market: 224
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10175
  8. Acreage: 0.70 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. Year Built: 1996
MLS#: O6212012
  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: IRON VALLEY REAL ESTATE CENTRAL FLORIDA
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  10. DMCA Notice
Description
  1. 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. A timeless Neoclassical Italian home that exudes
Details for 2228 Azalea Place, WINTER PARK, FL 32789
Single Family
  1. Price: $5,400,000.00
  2. Price sqft: $797.05 / sqft
  3. Days On Market: 91
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6775
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2008
MLS#: O6250411
  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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Description
  1. Gorgeous Winter Park home beautifully curated with designer details and recently featured in Junes Orange Appeal and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of
Details for 850 Georgia Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $3,950,000.00
  2. Price sqft: $617.09 / sqft
  3. Days On Market: 142
  4. Bedrooms: 3
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6401
  8. Acreage: 0.62 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1987
MLS#: O6236795
  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: PREMIER SOTHEBY'S INTL. REALTY
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Description
  1. Welcome to an exquisite 3 bedroom, 5.5 bath plus office pool home in the heart of Winter Park. Set back 150 feet from the picturesque brick street, this stunning residence offers unparalleled privacy
Details for 2550 Venetian Way, WINTER PARK, FL 32789
Single Family
  1. Price: $3,299,000.00
  2. Price sqft: $537.38 / sqft
  3. Days On Market: 60
  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: Canal - Freshwater
  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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Description
  1. "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 1010 Pennsylvania Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,650,000.00
  2. Price sqft: $534.60 / sqft
  3. Previous Price: $2,800,000
  4. Last Price Change: 01/03/25
  5. Days On Market: 70
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4957
  10. Acreage: 0.22 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2017
MLS#: O6254839
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Tantums Additions To Winter Pa
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: BHHS FLORIDA REALTY
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Description
  1. New price is $150K below a November 2024 appraisal! Home has been pre inspected; seller is willing to share the 4PT Report as well as the appraisal. Located in the heart of Winter Park's downtown cor
Details for 1000 Via Tuscany Oaks Way, WINTER PARK, FL 32789
Single Family
  1. Price: $2,599,000.00
  2. Price sqft: $428.74 / sqft
  3. Days On Market: 0
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6062
  8. Acreage: 0.35 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2003
MLS#: O6271854
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Via Tuscany Oaks 4775
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
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Description
  1. Nestled in the exclusive, sought after cul de sac of Via Tuscany Oaks, this estate offers a rare opportunity to own a premier piece of Winter Park real estate. Situated among only six other distinguis
Details for 1506 Chestnut Ave., WINTER PARK, FL 32789
Single Family
  1. Price: $2,495,000.00
  2. Price sqft: $486.26 / sqft
  3. Days On Market: 0
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5131
  8. Acreage: 0.21 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2021
MLS#: O6272231
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Knowles 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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Description
  1. Nestled in one of Winter Parks most coveted neighborhoods, this exquisite Bates Custom Homes house is a 3 year old modern farmhouse that offers the perfect blend of style, luxury, and comfort. With 5
Details for 2412 Chantilly Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,495,000.00
  2. Price sqft: $554.44 / sqft
  3. Days On Market: 245
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4500
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6206511
  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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Description
  1. Welcome to the sophistication and contemporary masterpiece developed by DaVinci Development. This exceptional residence features five spacious bedrooms, six and a half bathrooms, and 4,500 square feet
Details for 2522 Lafayette Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,399,000.00
  2. Price sqft: $705.80 / sqft
  3. Days On Market: 91
  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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Description
  1. This exquisite, custom designed residence blends impeccable architectural details with unparalleled craftsmanship, in the highly sought Winter Park Village. With Pella windows and natural stone accent
Details for 1522 Lake Knowles Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $2,375,000.00
  2. Price sqft: $401.52 / sqft
  3. Days On Market: 1
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5915
  8. Acreage: 0.38 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2000
MLS#: O6271594
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Knowles Terrace
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: CENTRAL FLORIDA PRIME REAL ESTATE LLC
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  10. DMCA Notice
Description
  1. Welcome to this charming one owner home nestled on the shores of Lake Knowles in the heart of Winter Park, located in one of the most sought after neighborhoods. This home truly has it all and is just
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