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  1. City = Winter Park
Details for 181 Virginia Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $11,795,000.00
  2. Price sqft: $1,061.94 / sqft
  3. Days On Market: 57
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 11107
  8. Acreage: 0.69 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. Year Built: 2021
MLS#: O6199109
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Ellno Willo
  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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Experience luxury living at its finest with this custom built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six ful
Details for 1400 Alabama Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $7,999,999.00
  2. Price sqft: $786.24 / sqft
  3. Days On Market: 15
  4. Bedrooms: 4
  5. Baths: 7
  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 Middle
  7. High School: Winter Park High
  8. Provided by: IRON VALLEY REAL ESTATE CENTRAL FLORIDA
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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. A timeless Neoclassical Italian home that exudes
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: 106
  4. Bedrooms: 6
  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 500 Interlachen Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $7,250,000.00
  2. Price sqft: $1,172.57 / sqft
  3. Days On Market: 36
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6183
  8. Acreage: 0.72 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake
  13. Year Built: 1934
MLS#: O6206309
  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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**500 n. Interlachen avenue, winter park, fl 32789** incredible opportunity historic lakefront estate on the shores of lake osceola one block from park avenue! Absolutely stunning and timeless, this
Details for 1761 Pinetree Road, WINTER PARK, FL 32789
Single Family
  1. Price: $6,395,000.00
  2. Price sqft: $1,042.72 / sqft
  3. Previous Price: $6,650,000
  4. Last Price Change: 06/21/24
  5. Days On Market: 71
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6133
  10. Acreage: 0.76 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake
  16. Year Built: 1998
MLS#: O6195529
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sicilian Shores
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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Luxurious lakefront living with unparalleled view of Lake Maitland, part of the famed Winter Park chain of lakes with 180 feet of water frontage. Enjoy tranquil views from the lake from almost every
Details for 698 New York Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,695,000.00
  2. Price sqft: $892.35 / sqft
  3. Days On Market: 11
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6382
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6211406
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Greenspk
  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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Pre Construction. To be built. Permit is in hand and we can start construction as soon as you are ready! Rare, new construction opportunity in the heart of Winter Park, just 1 block from Park Avenue
Details for 2161 Sharon Road, WINTER PARK, FL 32789
Single Family
  1. Price: $5,533,333.00
  2. Price sqft: $584.12 / sqft
  3. Previous Price: $5,566,500
  4. Last Price Change: 06/06/24
  5. Days On Market: 150
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 9473
  10. Acreage: 0.58 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2023
MLS#: O6173028
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Tuscania
  5. Provided by: LA ROSA REALTY HORIZONS LLC
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Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of sophistication and luxury. Situated on a secluded street, it occupies an approximately 0.58 acre l
Details for 1660 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,500,000.00
  2. Price sqft: $819.31 / sqft
  3. Days On Market: 16
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6713
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2024
MLS#: O6209613
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Comstock Park
  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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Welcome to this new custom masterpiece, an epitome of luxury and sophistication. This exquisite property boasts five or six bedrooms with en suites in addition to a private office/den, bonus/media roo
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: 332
  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#: O6120809
  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 1135 Lakeview Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $4,950,000.00
  2. Price sqft: $711.72 / sqft
  3. Previous Price: $5,200,000
  4. Last Price Change: 06/03/24
  5. Days On Market: 43
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6955
  10. Acreage: 0.84 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. Year Built: 1985
MLS#: O6203847
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Virginia Heights
  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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Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain