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  1. School = Brookshire Elem
1120 Preserve Point Drive
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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: 110
  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
  7. High School: Winter Park
  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
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532 Worthington Drive
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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: 14
  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
  7. High School: Winter Park
  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
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1795 Greenwich Avenue
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Details for 1795 Greenwich Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,575,000.00
  2. Price sqft: $502.54 / sqft
  3. Days On Market: 7
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5124
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2019
MLS#: O6301700
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Eastline
  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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Welcome to a one of a kind, custom designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort style amenities. Designed by Origins Residential Design
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313 Sylvan Drive
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Details for 313 Sylvan Drive, WINTER PARK, FL 32789
Land
  1. Price: $1,850,000.00
  2. Previous Price: $1,950,000
  3. Last Price Change: 04/11/25
  4. Days On Market: 98
  5. Acreage: 0.37 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Front
  10. Year Built: Not Available
MLS#: O6273464
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sylvan Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: FLORIDIAN REALTY GROUP LLC
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Desirable Winter Park, Lake Sylvan lakefront homesite, Sunset views, Lot dimensions 72 x 220 high and dry, .37+ acres custom home building site, quiet brick road, surrounded by other custom homes. FA
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1429 Chapman Circle
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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: 04/15/25
  5. Days On Market: 165
  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
  7. High School: Winter Park
  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
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690 Osceola Avenue 604
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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: 55
  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
  8. High School: Winter Park
  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
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2536 Brookshire Avenue
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Details for 2536 Brookshire Avenue, WINTER PARK, FL 32792
Single Family
  1. Price: $1,350,000.00
  2. Price sqft: $326.40 / sqft
  3. Previous Price: $1,395,000
  4. Last Price Change: 04/25/25
  5. Days On Market: 46
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4136
  10. Acreage: 0.20 acres
  11. Pool: No
  12. Waterfront: No
  13. 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
  7. High School: Winter Park
  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
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433 Carolina Avenue
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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: 03/08/25
  5. Days On Market: 110
  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
  7. High School: Winter Park
  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
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2260 Hawick Lane
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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: 12/19/24
  5. Days On Market: 252
  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
  7. High School: Winter Park
  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
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2418 Whitehall Circle
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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: 04/15/25
  5. Days On Market: 47
  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
  7. High School: Winter Park
  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
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Tropic Shores Realty - Crystal River
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Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on April 30, 2025 @ 12:00 am
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