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  1. School = Brookshire Elem
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: 7
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 13377
  8. Acreage: 1.63 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: LakeFront,LakePrivileges
  14. Year Built: 2009
MLS#: O6350054
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Windsong Preserve 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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  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
Details for 617 Worthington Drive, Winter Park, FL 32789
Single Family
  1. Price: $1,899,000.00
  2. Price sqft: $386.92 / sqft
  3. Days On Market: 111
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4908
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6320955
  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
  9. Provided through
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WINTER PARK FIVE BEDROOM POOL HOME Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5 bedroom, 4.5 bathroom pool residence showcases absolute p
Details for 2260 Hawick Lane, Winter Park, FL 32792
Land
  1. Price: $995,000.00
  2. Days On Market: 10
  3. Acreage: 0.45 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6343603
  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
  9. Provided through
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This Winter Park investment opportunity is prime for Developers, Builders, & Investors for redevelopment. The Hawick Lane property is currently vacant as the home and trees were recently demo'ed. The
Details for 208 Brewer Avenue, Winter Park, FL 32789
Single Family
  1. Price: $980,000.00
  2. Price sqft: $299.24 / sqft
  3. Days On Market: 81
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 3275
  8. Acreage: 0.34 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1925
MLS#: O6330008
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: COMPASS FLORIDA LLC
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SELLERS ARE OFFERING A $5,000 CREDIT TO A BUYER FOR AN ACCEPTED CONTRACT BY 09/30/25! Welcome to this beautifully updated 4 bedroom, 3.5 bath Craftsman style home, offering just under 2,200 sq ft of t
Details for 1648 Cypress Point Lane, Winter Park, FL 32792
Single Family
  1. Price: $925,000.00
  2. Price sqft: $304.98 / sqft
  3. Days On Market: 4
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3033
  8. Acreage: 0.29 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Pond
  14. Year Built: 1982
MLS#: O6348666
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32792
  4. Subdivision: Greenview At Winter Pines
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLER WILLIAMS WINTER PARK
  9. Provided through
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Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard
Details for 2418 Whitehall Circle, Winter Park, FL 32792
Single Family
  1. Price: $745,000.00
  2. Price sqft: $274.91 / sqft
  3. Previous Price: $765,000
  4. Last Price Change: 10/01/25
  5. Days On Market: 215
  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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One or more photo(s) has been virtually staged. Motivated seller! Don't miss out!!! A true gem located in the highly desirable brookshire heights, presenting this fully remodeled spacious single story
Details for 607 Dunblane Drive, Winter Park, FL 32792
Single Family
  1. Price: $699,000.00
  2. Price sqft: $245.61 / sqft
  3. Days On Market: 214
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2846
  8. Acreage: 0.21 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1964
MLS#: O6289998
  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: CHARLES RUTENBERG REALTY ORLANDO
  9. Provided through
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Welcome to this beautifully renovated 4 bedroom, 2.5 bath home in the heart of Winter Park, just minutes from Park Avenues top dining and shopping. Thoughtfully updated from top to bottom, this move i
Details for 2478 Whitehall Circle, Winter Park, FL 32792
Single Family
  1. Price: $669,000.00
  2. Price sqft: $217.63 / sqft
  3. Days On Market: 86
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3074
  8. Acreage: 0.27 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1965
MLS#: O6328694
  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: LPT REALTY, LLC
  9. Provided through
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Expect to be impressed with this updated 3BR home in one of Winter Parks well established neighborhoods. It starts with great curb appeal meticulously manicured front lawn, decorative paver stones
Details for 2421 Summerfield Road, Winter Park, FL 32792
Single Family
  1. Price: $650,000.00
  2. Price sqft: $227.99 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 2
  6. Bldg sqft: 2851
  7. Acreage: 0.25 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1968
MLS#: O6345510
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32792
  4. Subdivision: Williamsburg
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLER WILLIAMS CLASSIC
  9. Provided through
  10. DMCA Notice
Welcome to this well maintained Winter Park home, proudly cared for by its original owner. With a BRAND NEW ROOF and BRAND NEW AC system, this property combines peace of mind with long term value. Set
Details for 2758 Sandwell Drive, Winter Park, FL 32792
Single Family
  1. Price: $580,000.00
  2. Price sqft: $194.18 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2987
  8. Acreage: 0.24 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1968
MLS#: O6350252
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32792
  4. Subdivision: Winter Park Pines
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: CALL IT CLOSED INTL REALTY
  9. Provided through
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Winter Park Love Shack No More 4 Bedrooms, 2 Baths, and Plenty of Potential! When they said happily ever after, they didnt mention drywall dust and half finished projects! This 4 bedroom, 2 bath hom