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  1. School = Brookshire Elem
Details for 141 Virginia Avenue, WINTER PARK, FL 32789
Townhome
  1. Price: $2,095,000.00
  2. Price sqft: $457.62 / sqft
  3. Previous Price: $2,150,000
  4. Last Price Change: 05/11/21
  5. Days On Market: 176
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4578
  10. Acreage: 0.08 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2018
MLS#: MFRO5921960
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Virginia Morse Brownstones
  5. Elementary School: Brookshire Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COLDWELL BANKER REALTY
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A fantastic opportunity for a discerning buyer to own Oak Tree House, the "Jewel in the Crown" of the Phil Kean designed Brownstones located in downtown Winter Park. Just a short stroll to Park Ave's
Details for 1445 Holts Grove Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $2,050,000.00
  2. Price sqft: $353.14 / sqft
  3. Days On Market: 103
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5805
  8. Acreage: 0.40 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2002
MLS#: MFRO5936822
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsong Lakeside Sec 2
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: COLDWELL BANKER REALTY
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This beautiful 5 bedroom, 5 full bath Mediterranean Cahill pool home in the prestigious community of Windsong has been meticulously maintained with an open floor plan perfect for family living & enter
Details for 532 Worthington Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $2,000,000.00
  2. Days On Market: 22
  3. Bedrooms: 5
  4. Baths: 6
  5. Garage / Parking Spaces: 2
  6. Acreage: 0.26 acres
  7. Pool: Yes
  8. Waterfront: No
  9. Year Built: 1955
MLS#: MFRO5957066
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Kenilworth Shores Sec 01
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLER WILLIAMS WINTER PARK
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Pre Construction. To be built. Here is the perfect opportunity to own your very own private sanctuary in the Heart of Winter Park. This exquisite transitional modern home by Clarkson Concepts was desi
Details for 662 Osceola Avenue 201, WINTER PARK, FL 32789
Condominium
  1. Price: $1,950,000.00
  2. Days On Market: 8
  3. Bedrooms: 3
  4. Baths: 4
  5. Garage / Parking Spaces: 2
  6. Acreage: 1.55 acres
  7. Pool: Yes
  8. Waterfront: Yes
  9. Wateraccess: Yes
  10. Year Built: 2003
MLS#: MFRO5961025
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Perle Du Lac Condo Or 58434848
  5. Building: Perle Du Lac Condo Or 58434848
  6. Elementary School: Brookshire Elem
  7. Middle School: Glenridge Middle
  8. High School: Winter Park High
  9. Provided by: KELLER WILLIAMS WINTER PARK
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Welcome Home to PERLE DU LAC, One of Winter Parks most desirable luxury lake front communities. Located on the pristine Lake Virginia with its own private deeded boat slip, this property provides lak
Details for 1811 Laurelton Hall Lane, WINTER PARK, FL 32789
Single Family
  1. Price: $1,299,000.00
  2. Price sqft: $272.21 / sqft
  3. Days On Market: 28
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4772
  8. Acreage: 0.25 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2013
MLS#: MFRO5956298
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsongknowles Place
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: ENGINE REALTY INC
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Come see this gorgeous home with many upgraded amenities. The Windsong community is a rare crown jewel of newer homes at the heart of Winter Park. Professionally designed landscape. Follow the pave
Details for 640 Osceola Avenue, WINTER PARK, FL 32789
Condominium
  1. Price: $1,195,000.00
  2. Price sqft: $443.25 / sqft
  3. Days On Market: 8
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2696
  8. Acreage: 0.09 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2001
MLS#: MFRO5956475
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Milano At Winter Park
  5. Building: Milano At Winter Park
  6. Elementary School: Brookshire Elem
  7. Middle School: Glenridge Middle
  8. High School: Winter Park High
  9. Provided by: FANNIE HILLMAN & ASSOCIATES
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(*NOTE: There are currently 2 bedrooms, with the 3rd bedroom having been converted to an elegant library/Office.) Welcome to Milano Villas, your turnkey, lakefront community in the heart of Winter Par
Details for 1918 Summerfield Road, WINTER PARK, FL 32792
Single Family
  1. Price: $1,175,000.00
  2. Price sqft: $261.17 / sqft
  3. Days On Market: 9
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4499
  8. Acreage: 0.24 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2021
MLS#: MFRO5960404
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Kenilworth Shores Section Seve
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: OPTIMA REAL ESTATE
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One or more photo(s) has been virtually staged. Welcome home! Designed and built by Winter Park architect and building contractor, Stevens, Inc., this custom Craftsman style home brings so much chara
Details for 274 Sylvan Boulevard, WINTER PARK, FL 32789
Single Family
  1. Price: $925,000.00
  2. Price sqft: $189.24 / sqft
  3. Days On Market: 15
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4888
  8. Acreage: 0.62 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 1928
MLS#: MFRT3310822
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sylvan Lake Shores
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: ADDVANTAGE REAL ESTATE SERVICES LLC
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Located in the heart of Winter Park, this lakefront home offers gorgeous views, a gazebo style covered dock where you can sit on the water as if in a boat. Just a short walk Park Ave. Fantastic view
Details for 690 Osceola Avenue 607, WINTER PARK, FL 32789
Condominium
  1. Price: $895,900.00
  2. Days On Market: 116
  3. Bedrooms: 3
  4. Baths: 3
  5. Acreage: 1.56 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Year Built: 1969
MLS#: MFRO5934154
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Virginia Condo
  5. Building: Lake Virginia Condo
  6. Elementary School: Brookshire Elem
  7. Middle School: Glenridge Middle
  8. High School: Winter Park High
  9. Provided by: PREMIER SOTHEBYS INT'L REALTY
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One or more photo(s) has been virtually staged. Lakefront living at its best. A unique, penthouse condominium with direct, spectacular south views to Lake Virginia, that allows for boating, skiing, fi
Details for 911 Osceola Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $849,900.00
  2. Price sqft: $292.16 / sqft
  3. Previous Price: $899,900
  4. Last Price Change: 07/13/21
  5. Days On Market: 231
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2909
  10. Acreage: 0.45 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1951
MLS#: MFRO5911233
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Shores Sec 01
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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One of a kind meticulously maintained ONE STORY Winter Park Charmer within walking distance to Downtown Park Avenue. Originally custom built for the local Miller hardware store family this home sits o