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  1. School = Brookshire Elem
Details for 1120 Preserve Point Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $11,900,000.00
  2. Price sqft: $889.59 / sqft
  3. Days On Market: 103
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 13377
  8. Acreage: 1.63 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. Year Built: 2009
MLS#: O6269585
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsongpreserve Point
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beauti
Details for 532 Worthington Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,295,000.00
  2. Price sqft: $605.59 / sqft
  3. Days On Market: 7
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5441
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2023
MLS#: O6298838
  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: FLORIDA ONE REAL ESTATE LLC
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Nestled in peaceful Winter Park, your new contemporary home boasts expansive open living areas featuring 12 foot ceilings, five en suite bedrooms, and outdoor living spaces spanning two levels. T
Details for 1429 Chapman Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $1,599,999.00
  2. Price sqft: $423.95 / sqft
  3. Previous Price: $1,649,000
  4. Last Price Change: 04/16/25
  5. Days On Market: 158
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3774
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2014
MLS#: O6257912
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsong
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: CORCORAN PREMIER REALTY
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Exceptional Phil Kean designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4 bedroom, 4 bathroom residence seamlessly blends modern luxury with practic
Details for 690 Osceola Avenue 604, WINTER PARK, FL 32789
Condominium
  1. Price: $1,575,000.00
  2. Price sqft: $740.13 / sqft
  3. Days On Market: 48
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2128
  8. Acreage: 1.56 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. Year Built: 1969
MLS#: O6276777
  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: COLDWELL BANKER RESIDENTIAL RE
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Gorgeous lakefront 2 story winter park penthouse, corner builders unit with panoramic views of lake virginia from almost every room and its expansive full width balcony. Welcome to lakefront luxury li
Details for 2536 Brookshire Avenue, WINTER PARK, FL 32792
Single Family
  1. Price: $1,395,000.00
  2. Price sqft: $337.28 / sqft
  3. Days On Market: 39
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4136
  8. Acreage: 0.20 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6288366
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Brookshire Heights 1st Add
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: PALMANO GROUP RE BROKERAGE LLC
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Welcome to 2536 Brookshire Ave, a spacious 4 bedroom, 3.5 bath modern farmhouse located in the heart of Winter Park. The open floor plan enhances connectivity throughout, with a first floor primary su
Details for 433 Carolina Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,295,000.00
  2. Price sqft: $479.63 / sqft
  3. Previous Price: $1,395,000
  4. Last Price Change: 03/30/25
  5. Days On Market: 103
  6. Bedrooms: 5
  7. Baths: 4
  8. Bldg sqft: 2700
  9. Acreage: 0.15 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 2018
MLS#: O6270087
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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From the boutique address at 433 Carolina Ave, take a stroll down to historic Hannibal Square or to the New England gourmet corridor. On Saturday's mornings, have your breakfast at the Winter Park far
Details for 2260 Hawick Lane, WINTER PARK, FL 32792
Single Family
  1. Price: $995,000.00
  2. Price sqft: $724.16 / sqft
  3. Previous Price: $1,050,000
  4. Last Price Change: 02/19/25
  5. Days On Market: 245
  6. Bedrooms: 2
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1374
  10. Acreage: 0.45 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1971
MLS#: O6232951
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Aloma
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: DAVEN REAL ESTATE INC
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This Winter Park investment opportunity is prime for Developers, Builders, & Investors for redevelopment. The Hawick Lane property currently has a single family house that is Tenant Occupied and incom
Details for 625 Worthington Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $899,000.00
  2. Price sqft: $308.94 / sqft
  3. Previous Price: $925,000
  4. Last Price Change: 04/11/25
  5. Days On Market: 61
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2910
  10. Acreage: 0.23 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1958
MLS#: O6282822
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Kenilworth Shores Sec 06
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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Completely remodeled, coastal inspired home is located in the highly sought after Winter Park neighborhood of Kenilworth Shores in Winter Park 32789. Minutes from the world renowned Park Avenue and up
Details for 2418 Whitehall Circle, WINTER PARK, FL 32792
Single Family
  1. Price: $849,999.00
  2. Price sqft: $313.65 / sqft
  3. Previous Price: $875,000
  4. Last Price Change: 04/14/25
  5. Days On Market: 41
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 2710
  10. Acreage: 0.18 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1962
MLS#: O6288728
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Brookshire Heights 3rd Add
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: CORCORAN PREMIER REALTY
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A true gem located in the highly desirable brookshire heights, presenting this fully remodeled spacious single story property in the heart of winter park. Showcasing a new meticulously designed floorp
Details for 625 Brechin Drive, WINTER PARK, FL 32792
Single Family
  1. Price: $795,000.00
  2. Price sqft: $327.97 / sqft
  3. Previous Price: $819,000
  4. Last Price Change: 04/13/25
  5. Days On Market: 67
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2424
  10. Acreage: 0.21 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1961
MLS#: O6280564
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Kenilworth Shores Sec 04
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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PICTURE PERFECT HOME IN WINTER PARKS KENILWORTH SHORES! Homes of this quality and preservation hardly come on the market this immaculately kept, 3 bedroom, 2 bath home offers 1,827 SF and a stunning