Searching on:
  1. School = Brookshire Elem
1112 Preserve Point Drive
More Like This
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: 82
  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. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2013
MLS#: O6312768
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsong Preserve Point 4376
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 87 Additional Pictures
Request more information about this listing.
532 Worthington Drive
Virtual Tour
More Like This
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: 125
  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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 99 Additional Pictures
Request more information about this listing.
185 Sylvan Boulevard
Virtual Tour
New Construction
More Like This
Details for 185 Sylvan Boulevard, WINTER PARK, FL 32789
Single Family
  1. Price: $2,590,000.00
  2. Price sqft: $622.60 / sqft
  3. Days On Market: 90
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4160
  8. Acreage: 0.21 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6304627
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sylvan Lake Shores
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
  9. mfrmls
  10. DMCA Notice
Under Construction. Brand new, meticulously crafted residence built by renowned builder LUIH Homes offering 3,138 square feet of thoughtfully designed living space. As you arrive, the home's stunning
Listing Details and 9 Additional Pictures
Request more information about this listing.
617 Worthington Drive
Virtual Tour
More Like This
Details for 617 Worthington Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $1,976,000.00
  2. Price sqft: $402.61 / sqft
  3. Days On Market: 55
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4908
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. 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
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 44 Additional Pictures
Request more information about this listing.
1780 Mizell Ave.
Virtual Tour
Reduced
More Like This
Details for 1780 Mizell Ave., Winter Park, FL 32789
Single Family
  1. Price: $1,649,900.00
  2. Price sqft: $447.98 / sqft
  3. Days On Market: 58
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3683
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6319166
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Tangerine Court
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. Provided through
  10. DMCA Notice
Discover modern luxury living in this newly constructed, architect designed residence by Gary Hancock, ideally located in the heart of Winter Park. Offering nearly 2,800 square feet of thoughtfully pl
Listing Details and 58 Additional Pictures
Request more information about this listing.
1780 Mizell Ave.
Virtual Tour
New Construction
Reduced
More Like This
Details for 1780 Mizell Ave., WINTER PARK, FL 32789
Single Family
  1. Price: $1,649,900.00
  2. Price sqft: $447.98 / sqft
  3. Days On Market: 58
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3683
  8. Acreage: 0.17 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6319166
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Tangerine Court
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
Discover modern luxury living in this newly constructed, architect designed residence by Gary Hancock, ideally located in the heart of Winter Park. Offering nearly 2,800 square feet of thoughtfully pl
Listing Details and 58 Additional Pictures
Request more information about this listing.
1831 Mizell Avenue
More Like This
Details for 1831 Mizell Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,595,000.00
  2. Price sqft: $387.23 / sqft
  3. Previous Price: $1,695,000
  4. Last Price Change: 07/22/25
  5. Days On Market: 103
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4119
  10. Acreage: 0.25 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2016
MLS#: O6305970
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Monte Sub
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: EXP REALTY LLC
  9. mfrmls
  10. DMCA Notice
Stunning contemporary home in Winter Park is close to Park Avenue and all of the wonderful restaurants, shops and the historic farmer's market. This luxurious home exudes a crisp, pristine setting wi
Listing Details and 39 Additional Pictures
Request more information about this listing.
1429 Chapman Circle
Virtual Tour
More Like This
Details for 1429 Chapman Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $1,499,000.00
  2. Price sqft: $397.19 / sqft
  3. Previous Price: $1,525,000
  4. Last Price Change: 07/22/25
  5. Days On Market: 276
  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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 35 Additional Pictures
Request more information about this listing.
690 Osceola Avenue 604
Virtual Tour
More Like This
Details for 690 Osceola Avenue 604, WINTER PARK, FL 32789
Condominium
  1. Price: $1,475,000.00
  2. Price sqft: $693.14 / sqft
  3. Previous Price: $1,575,000
  4. Last Price Change: 08/06/25
  5. Days On Market: 166
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2128
  10. Acreage: 1.56 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. 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
  10. mfrmls
  11. DMCA Notice
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
Listing Details and 58 Additional Pictures
Request more information about this listing.
2015 Summerfield Road
Virtual Tour
More Like This
Details for 2015 Summerfield Road, Winter Park, FL 32792
Single Family
  1. Price: $1,375,000.00
  2. Price sqft: $330.13 / sqft
  3. Previous Price: $1,425,000
  4. Last Price Change: 07/22/25
  5. Days On Market: 47
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 4165
  10. Acreage: 0.25 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6323573
  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
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. Provided through
  10. DMCA Notice
In the heart of Kenilworth Shores, one of Winter Parks desirable neighborhoods, this completely renovated one story residence offers a blend of modern luxury and effortless livability. Meticulously re
Listing Details and 37 Additional Pictures
Request more information about this listing.