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    1. School = Brookshire Elem
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    1120 Preserve Point Drive
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    Details for 1120 Preserve Point Drive, WINTER PARK, FL 32789
    Single Family
    1. Price: $8,950,000.00
    2. Price sqft: $669.06 / sqft
    3. Days On Market: 216
    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 Front
    14. Year Built: 2009
    MLS#: O6350054
    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
    9. mfrmls
    10. DMCA Notice
    In the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped
    Listing Details and 88 Additional Pictures
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    609 Phelps Avenue
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    Details for 609 Phelps Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $2,829,000.00
    2. Price sqft: $553.51 / sqft
    3. Days On Market: 55
    4. Bedrooms: 5
    5. Baths: 5
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 5111
    8. Acreage: 0.26 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 2026
    MLS#: O6388598
    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: ONE LUXURY INTERNATIONAL LLC
    9. mfrmls
    10. DMCA Notice
    Under Construction. Introducing the newest showpiece from LUIH Luxury Homes, perfectly positioned in the heart of Winter Park. Set on an oversized homesite along a quiet, tree lined street, this resid
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    1529 Holts Grove Circle
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    Details for 1529 Holts Grove Circle, WINTER PARK, FL 32789
    Single Family
    1. Price: $2,795,000.00
    2. Price sqft: $423.42 / sqft
    3. Days On Market: 39
    4. Bedrooms: 4
    5. Baths: 6
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 6601
    8. Acreage: 0.37 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 2005
    MLS#: O6395062
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Windsong Lakeside Sec 02 4371
    5. Elementary School: Brookshire Elem
    6. Middle School: Glenridge Middle
    7. High School: Winter Park High
    8. Provided by: KGV REALTY GROUP
    9. mfrmls
    10. DMCA Notice
    Tucked within the prestigious enclave of Windsong Lakeside in Winter Park, this extraordinary estate is a masterclass in refined livingwhere thoughtful design, cutting edge technology, and timeless el
    Listing Details and 83 Additional Pictures
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    432 Worthington Drive
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    Details for 432 Worthington Drive, WINTER PARK, FL 32789
    Single Family
    1. Price: $2,719,000.00
    2. Price sqft: $560.27 / sqft
    3. Days On Market: 39
    4. Bedrooms: 5
    5. Baths: 5
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 4853
    8. Acreage: 0.23 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 2026
    MLS#: O6390186
    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: ONE LUXURY INTERNATIONAL LLC
    9. mfrmls
    10. DMCA Notice
    Under Construction. Spectacular new LUIH Luxury Home in the heart of Winter Park! Clean architectural lines, a bold faade, and curated exterior detailing set the tone for what unfolds inside. Beyond
    Listing Details and 16 Additional Pictures
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    240 Phelps Avenue
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    Details for 240 Phelps Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $2,279,000.00
    2. Price sqft: $589.04 / sqft
    3. Days On Market: 62
    4. Bedrooms: 5
    5. Baths: 5
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 3869
    8. Acreage: 0.21 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 2026
    MLS#: O6389035
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Sylvan Heights
    5. Elementary School: Brookshire Elem
    6. Middle School: Glenridge Middle
    7. High School: Winter Park High
    8. Provided by: GOLDEN GROUP REALTY LLC
    9. mfrmls
    10. DMCA Notice
    Brand new construction luxury home in the heart of Winter Park! This stunning two story custom residence offers nearly 3,000 sq ft of heated living space with 5 bedrooms and 4 1/2 bathrooms. A soaring
    Listing Details and 67 Additional Pictures
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    1398 Grove Terrace
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    Details for 1398 Grove Terrace, WINTER PARK, FL 32789
    Single Family
    1. Price: $2,195,000.00
    2. Price sqft: $544.40 / sqft
    3. Days On Market: 24
    4. Bedrooms: 4
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 4032
    8. Acreage: 0.23 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 2004
    MLS#: O6399698
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Sylvan Lake Shores
    5. Elementary School: Brookshire Elem
    6. Middle School: Maitland Middle
    7. High School: Winter Park High
    8. Provided by: ORANGE SLICE PROPERTIES
    9. mfrmls
    10. DMCA Notice
    Welcome to your private slice of paradise, perfectly positioned on a charming brick lined street in the heart of historic Winter Park. This custom built estate exudes casual elegance from the moment y
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    1813 Harland Park Drive
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    Details for 1813 Harland Park Drive, WINTER PARK, FL 32789
    Single Family
    1. Price: $1,995,000.00
    2. Price sqft: $428.20 / sqft
    3. Days On Market: 9
    4. Bedrooms: 4
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 4659
    8. Acreage: 0.25 acres
    9. Pool: Yes
    10. Community Pool: Yes
    11. Spa/HotTub: Yes
    12. Waterfront: No
    13. Year Built: 2013
    MLS#: O6403483
    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: FANNIE HILLMAN & ASSOCIATES
    9. mfrmls
    10. DMCA Notice
    Nestled within the highly sought after Windsong community in Winter Park, this thoughtfully designed residence presents the perfect balance of functionality, comfort, and elevated indoor outdoor livin
    Listing Details and 54 Additional Pictures
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    1864 Grinnell Terrace
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    Details for 1864 Grinnell Terrace, WINTER PARK, FL 32789
    Single Family
    1. Price: $1,599,000.00
    2. Price sqft: $430.65 / sqft
    3. Days On Market: 9
    4. Bedrooms: 5
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 3713
    8. Acreage: 0.21 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 2006
    MLS#: O6403822
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Fremar
    5. Elementary School: Brookshire Elem
    6. Middle School: Glenridge Middle
    7. High School: Winter Park High
    8. Provided by: COLDWELL BANKER REALTY
    9. mfrmls
    10. DMCA Notice
    Situated in the heart of Winter Park, this custom built Mediterranean style estate offers an exquisite living experience that marries timeless architecture with modern innovation. A dramatic grand foy
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    1751 Goodrich Avenue
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    Details for 1751 Goodrich Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $1,425,000.00
    2. Price sqft: $463.11 / sqft
    3. Previous Price: $1,475,000
    4. Last Price Change: 04/23/26
    5. Days On Market: 101
    6. Bedrooms: 4
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3077
    10. Acreage: 0.14 acres
    11. Pool: No
    12. Waterfront: No
    13. Year Built: 2016
    MLS#: O6377936
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Sylvan Heights
    5. Elementary School: Brookshire Elem
    6. Middle School: Glenridge Middle
    7. High School: Winter Park High
    8. Provided by: EXP REALTY LLC
    9. mfrmls
    10. DMCA Notice
    Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4 bedroom, 3.5 bath home showcases thoughtful contemporary architecture with 10' ceilings on both floor
    Listing Details and 49 Additional Pictures
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    2015 Summerfield Road
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    Details for 2015 Summerfield Road, WINTER PARK, FL 32792
    Single Family
    1. Price: $1,375,000.00
    2. Price sqft: $323.53 / sqft
    3. Days On Market: 185
    4. Bedrooms: 4
    5. Baths: 4
    6. Garage / Parking Spaces: 1
    7. Bldg sqft: 4250
    8. Acreage: 0.25 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1957
    MLS#: O6357615
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32792
    4. Subdivision: Kenilworth Shores Sec 07
    5. Elementary School: Brookshire Elem
    6. Middle School: Glenridge Middle
    7. High School: Winter Park High
    8. Provided by: REAL BROKER, LLC
    9. mfrmls
    10. DMCA Notice
    Experience refined Winter Park living in Kenilworth Shores, a highly sought after neighborhood near Baldwin Park, Lake Baldwin trails, and the dining and boutiques of Park Avenue. This location places
    Listing Details and 49 Additional Pictures
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    Listings provided courtesy of The Hernando County Association of Realtors MLS.
    Listing Data ©2026 REALTOR® Association of Citrus County
    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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    Datafeed Last updated on May 11, 2026 @ 12:00 am
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