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  1. School = Dommerich Elem
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: 185
  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 Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA LLC
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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 1400 Place Picardy, WINTER PARK, FL 32789
Single Family
  1. Price: $2,995,000.00
  2. Price sqft: $502.69 / sqft
  3. Days On Market: 87
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5958
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2008
MLS#: O6265769
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Fontainebleau
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Gorgeous Warm and Welcoming, this five bedroom, 5.5 bath custom home is full of modern elegance with over 4,400 square feet of designed living space. As you enter the foyer, you are surrounded by nat
Details for 2550 Venetian Way, WINTER PARK, FL 32789
Single Family
  1. Price: $2,850,000.00
  2. Price sqft: $464.25 / sqft
  3. Previous Price: $2,999,900
  4. Last Price Change: 04/12/25
  5. Days On Market: 154
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6139
  10. Acreage: 0.27 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Freshwater
  15. 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 Middle
  7. High School: Winter Park High
  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: $2,395,000.00
  2. Price sqft: $460.93 / sqft
  3. Days On Market: 68
  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 Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA LLC
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Discover an extraordinary blend of modern elegance and thoughtful craftsmanship in this brand new architectural gem by DaVinci Development. This stunning five bedroom, six and a half bathroom home spa
Details for 2522 Lafayette Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,350,000.00
  2. Price sqft: $691.38 / sqft
  3. Previous Price: $2,290,000
  4. Last Price Change: 04/14/25
  5. Days On Market: 185
  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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MOTIVATED SELLER STEPS FROM THE VIA'S IN WINTER PARK VILLAGE! This exquisite, custom designed residence blends impeccable architectural details with unparalleled craftsmanship, in the highly sought Wi
Details for 1394 Stewart Street, WINTER PARK, FL 32789
Single Family
  1. Price: $2,199,000.00
  2. Price sqft: $437.26 / sqft
  3. Days On Market: 13
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5029
  8. Acreage: 0.46 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1961
MLS#: O6295451
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Park Grove
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: REALTY ONE GROUP INSPIRATION
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One or more photo(s) has been virtually staged. Five bedroom, 3900+ sq ft pool home with 3 car garage on a large corner lot in the sought after Park Grove neighborhood near Lake Maitland and Park Ave
Details for 1451 Lyndale Boulevard, WINTER PARK, FL 32789
Single Family
  1. Price: $1,999,993.00
  2. Price sqft: $502.13 / sqft
  3. Previous Price: $2,199,999
  4. Last Price Change: 02/27/25
  5. Days On Market: 230
  6. Bedrooms: 6
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3983
  10. Acreage: 0.35 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2012
MLS#: O6237975
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Dixie Terrace
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: REALTY ONE GROUP MVP
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**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury an
Details for 1470 Place Picardy, WINTER PARK, FL 32789
Single Family
  1. Price: $1,795,000.00
  2. Price sqft: $349.36 / sqft
  3. Previous Price: $1,850,000
  4. Last Price Change: 04/15/25
  5. Days On Market: 80
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5138
  10. Acreage: 0.32 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2003
MLS#: O6275888
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Fontainebleau
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Elegant 5 Bedroom Estate in the Heart of Winter Park. Nestled on a picturesque double lot in the highly sought after Vias, this stunning 5 bedroom, 4 full bath, 2 half bath traditional home offers ove
Details for 2408 Lafayette Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,650,000.00
  2. Price sqft: $435.47 / sqft
  3. Days On Market: 24
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3789
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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
Details for 1371 Lyndale Boulevard, WINTER PARK, FL 32789
Single Family
  1. Price: $1,397,000.00
  2. Price sqft: $407.65 / sqft
  3. Previous Price: $1,445,000
  4. Last Price Change: 04/12/25
  5. Days On Market: 207
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 3427
  10. Acreage: 0.23 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1949
MLS#: O6245047
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Dixie Terrace
  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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Renovated to perfection in 2022, this home combines sleek, modern design with an inviting atmosphere. This is where cutting edge style meets everyday livability, making it a home thats as striking as
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