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  1. City = Winter Park
Details for 1112 Preserve Point Drive, Winter Park, FL 32789
Single Family
  1. Price: $8,500,000.00
  2. Price sqft: $928.05 / sqft
  3. Days On Market: 6
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 9159
  8. Acreage: 1.94 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: LakeFront,LakePrivileges
  14. Year Built: 2013
MLS#: O6312768
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Windsong Preserve Point 43/76
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
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Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2 acre lakefront estate, is absolutely gorgeous and is available for the first time! Cus
Details for 1660 Palmer Avenue, Winter Park, FL 32789
Single Family
  1. Price: $5,200,000.00
  2. Price sqft: $694.91 / sqft
  3. Days On Market: 103
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7483
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6282425
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Comstock 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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Experience refined luxury in this newly constructed 2024 Hamptons style residence, a seamless blend of elegance and modern sophistication. A remote operated gated entrance opens to a grand circular dr
Details for 421 Lakewood Drive, Winter Park, FL 32789
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $556.72 / sqft
  3. Days On Market: 581
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8083
  8. Acreage: 0.72 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake
  13. 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
  7. High School: Winter Park
  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 1581 Forest Avenue, Winter Park, FL 32789
Single Family
  1. Price: $4,175,000.00
  2. Price sqft: $698.28 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5979
  8. Acreage: 0.39 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakePrivileges
  13. Year Built: 1954
MLS#: O6298754
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Ellno Willo
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: BHHS FLORIDA REALTY
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Oak trees line the brick street as you arrive at this exquisite Hollywood Regency style home. Situated on a double lot across from Lake Virginia and within walking distance to Park Avenue and Rollins
Details for 861 Bonita Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,850,000.00
  2. Price sqft: $440.45 / sqft
  3. Days On Market: 62
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 8741
  8. Acreage: 0.59 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1999
MLS#: O6287490
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Comstock 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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Nestled on one of Winter Parks most picturesque brick lined streets, this stunning Mediterranean residence offers a refined blend of timeless elegance and modern luxury. With six bedrooms, six full ba
Details for 731 Williams Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,288,000.00
  2. Price sqft: $593.40 / sqft
  3. Days On Market: 32
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5541
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6305037
  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
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Introducing a stunning brand new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhoodstrolling distance to Winter Parks famed Park Avenue. This home offers
Details for 1891 Lake Spier Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,200,000.00
  2. Price sqft: $618.24 / sqft
  3. Days On Market: 19
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5176
  8. Acreage: 0.79 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakeFront,LakePrivileges
  13. Year Built: 2024
MLS#: O6308489
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: South Lakemont Shores
  5. Elementary School: Baldwin Park Elementary
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: LPT REALTY, LLC
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Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson C
Details for 1911 Stonehurst Road, Winter Park, FL 32789
Single Family
  1. Price: $3,195,000.00
  2. Price sqft: $409.20 / sqft
  3. Days On Market: 78
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 7808
  8. Acreage: 0.50 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2001
MLS#: O6289739
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Stonehurst Estates
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. Provided through
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Set on a sprawling half acre, surrounded by meticulously manicured landscaping, this custom built traditional estate exemplifies refined luxury, modern convenience, and an unparalleled lifestyle. The
Details for 1730 Winchester Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $666.39 / sqft
  3. Previous Price: $3,249,000
  4. Last Price Change: 05/27/25
  5. Days On Market: 284
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4727
  10. Acreage: 0.28 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6235073
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Timberlane Shores
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: KELLER WILLIAMS WINTER PARK
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Welcome to this exquisite 5 bedroom, 5.5 bathroom home built by Lundev, perfectly situated in the highly sought after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this pr
Details for 940 Lincoln Circle, Winter Park, FL 32789
Single Family
  1. Price: $3,095,000.00
  2. Price sqft: $693.79 / sqft
  3. Previous Price: $3,350,000
  4. Last Price Change: 05/21/25
  5. Days On Market: 25
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4461
  10. Acreage: 0.33 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1995
MLS#: O6306740
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Robert Dhu Macdonald Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. Provided through
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Located in Winter Parks highly sought after Golden Triangle, 940 Lincoln Circle is a beautifully renovated West Indies/Key West style home offering character, comfortable elegance, and functionality o