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  1. School = Lakemont Elem
Details for 1210 Via Capri, WINTER PARK, FL 32789
Single Family
  1. Price: $7,370,000.00
  2. Price sqft: $999.46 / sqft
  3. Days On Market: 19
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7374
  8. Acreage: 0.45 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2024
MLS#: O6183317
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cloister Grove Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Under Construction. Welcome to your custom designed oasis of contemporary living in the esteemed Vias neighborhood of Winter Park, crafted by Z Properties. Scheduled for completion in late 2024, this
Details for 1001 Anchorage Court, WINTER PARK, FL 32789
Single Family
  1. Price: $7,250,000.00
  2. Price sqft: $567.25 / sqft
  3. Days On Market: 133
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 12781
  8. Acreage: 0.66 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2021
MLS#: O6156666
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Chapman Chase Plantownwint
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA, LLC
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Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenues upscale boutique shopping and restaurants, this architectural masterpiece is the ep
Details for 421 Lakewood Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $4,995,000.00
  2. Price sqft: $617.96 / sqft
  3. Previous Price: $5,250,000
  4. Last Price Change: 03/10/24
  5. Days On Market: 148
  6. Bedrooms: 5
  7. Baths: 9
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 8083
  10. Acreage: 0.72 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake
  16. Year Built: 1957
MLS#: O6153641
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Shores Sec 03
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and me
Details for 637 Park Avenue, WINTER PARK, FL 32789
Townhome
  1. Price: $3,900,000.00
  2. Price sqft: $766.51 / sqft
  3. Days On Market: 37
  4. Bedrooms: 3
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5088
  8. Acreage: 0.07 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6178451
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Park Hill
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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A timeless brownstone in the exclusive Park Hill provides a lifestyle that is unparalleled. Enjoy world class restaurants, shopping, events and museums within a short walk, and are the only brownstone
Details for 1851 Windsor Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $2,755,000.00
  2. Price sqft: $570.04 / sqft
  3. Days On Market: 82
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4833
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2023
MLS#: O6168201
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: V H Musselwhites Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLER WILLIAMS WINTER PARK
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Welcome to 1851 Windsor Drive! This breathtaking custom new construction home by Urban Perch A Boutique Home Builder features 4,000 square feet elegantly and efficiently designed with 5 expansive bed
Details for 360 Cortland Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,495,000.00
  2. Price sqft: $425.48 / sqft
  3. Days On Market: 57
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5864
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2008
MLS#: O6174225
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Summit
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: OLDE TOWN BROKERS INC
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Welcome to an exquisite custom built Mediterranean oasis nestled on a tranquil brick street in the heart of Winter Park. Recently updated and only one mile from Park Avenue's vibrant shops and restaur
Details for 1130 Kenwood Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,400,000.00
  2. Price sqft: $470.96 / sqft
  3. Days On Market: 61
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5096
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2007
MLS#: O6173337
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Dixie Terrace
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: LPT REALTY, LLC
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Elegance meets sophistication in this stunning 4 bedroom, 4 1/2 bath French Provincial home, custom built in the heart of Winter Park, FL. Spanning 4162 sqft, this exquisite property features a pool,
Details for 451 Shepherd Ave., WINTER PARK, FL 32789
Single Family
  1. Price: $2,250,000.00
  2. Price sqft: $395.71 / sqft
  3. Previous Price: $2,300,000
  4. Last Price Change: 03/25/24
  5. Days On Market: 40
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5686
  10. Acreage: 0.29 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2004
MLS#: O6179257
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sylvan Park Rep
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Stunning traditional family home is ideally on a tree lined street in Old Winter Park. Overwhelming attention to detail with custom trim woodworking and architectural details such as coffered ceilings
Details for 820 Mayfield Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,250,000.00
  2. Price sqft: $548.25 / sqft
  3. Days On Market: 2
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4104
  8. Acreage: 0.30 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Freshwater,Canal Front,Lake,Lake
  14. Year Built: 1989
MLS#: O6181050
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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WELCOME TO 820 MAYFIELD AVENUE! This pristine home sits on a .30 acre lot on a beautiful tree lined brick street in the heart of Winter Park, offering a PRIVATE BOATHOUSE on the amazing Winter Park C
Details for 1331 Wooddale Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,995,000.00
  2. Price sqft: $434.36 / sqft
  3. Previous Price: $2,145,000
  4. Last Price Change: 03/01/24
  5. Days On Market: 84
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4593
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1997
MLS#: O6167155
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Knowles Terrace
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: CORCORAN PREMIER REALTY
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Welcome to your dream home! This exquisite 5 bedroom, 4 bathroom residence is a true masterpiece, perfectly blending luxurious living with traditional design. Boasting a spacious 3,703 square feet. Up