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- School = Brookshire Elem
Single Family
- Price: $8,950,000.00
- Price sqft: $669.06 / sqft
- Days On Market: 12
- Bedrooms: 7
- Baths: 11
- Garage / Parking Spaces: 4
- Bldg sqft: 13377
- Acreage: 1.63 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2009
MLS#: O6350054
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Windsongpreserve Point
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- 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
Single Family
- Price: $8,500,000.00
- Price sqft: $928.05 / sqft
- Days On Market: 143
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 9159
- Acreage: 1.94 acres
- Pool: Yes
- Community Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2013
MLS#: O6312768
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Windsong Preserve Point 4376
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
- 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
Single Family
- Price: $1,899,000.00
- Price sqft: $386.92 / sqft
- Previous Price: $1,976,000
- Last Price Change: 08/12/25
- Days On Market: 117
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4908
- Acreage: 0.23 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2018
MLS#: O6320955
- County: ORANGE
- City: Winter Park
- Zipcode: 32789
- Subdivision: Kenilworth Shores Sec 06
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: KELLY PRICE & COMPANY LLC
- Provided through
- 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
Single Family
- Price: $1,899,000.00
- Price sqft: $386.92 / sqft
- Previous Price: $1,976,000
- Last Price Change: 09/12/25
- Days On Market: 116
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4908
- Acreage: 0.23 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2018
MLS#: O6320955
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Kenilworth Shores Sec 06
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: KELLY PRICE & COMPANY LLC
- 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
Single Family
- Price: $1,575,000.00
- Price sqft: $347.91 / sqft
- Days On Market: 6
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4527
- Acreage: 0.24 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2018
MLS#: O6351012
- County: ORANGE
- City: Winter Park
- Zipcode: 32792
- Subdivision: Kenilworth Estates
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: PALMANO GROUP RE BROKERAGE LLC
- Provided through
- DMCA Notice
Located in the heart of Winter Park, this stunning home offers easy access to some of the areas finest shopping, dining, and entertainment options. Designed by David Weekley Homes, this two story Loui
Single Family
- Price: $1,575,000.00
- Price sqft: $347.91 / sqft
- Days On Market: 5
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4527
- Acreage: 0.24 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2018
MLS#: O6351012
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32792
- Subdivision: Kenilworth Estates
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: PALMANO GROUP RE BROKERAGE LLC
- DMCA Notice
Located in the heart of Winter Park, this stunning home offers easy access to some of the areas finest shopping, dining, and entertainment options. Designed by David Weekley Homes, this two story Loui
Single Family
- Price: $1,399,000.00
- Price sqft: $370.69 / sqft
- Previous Price: $1,449,000
- Last Price Change: 08/26/25
- Days On Market: 338
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3774
- Acreage: 0.14 acres
- Pool: Yes
- Community Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: LakePrivileges
- Year Built: 2014
MLS#: O6257912
- County: ORANGE
- City: Winter Park
- Zipcode: 32789
- Subdivision: Windsong Elizabeths Walk
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: CORCORAN PREMIER REALTY
- Provided through
- 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
Single Family
- Price: $1,399,000.00
- Price sqft: $370.69 / sqft
- Previous Price: $1,449,000
- Last Price Change: 09/04/25
- Days On Market: 337
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3774
- Acreage: 0.14 acres
- Pool: No
- Community Pool: Yes
- Waterfront: No
- Year Built: 2014
MLS#: O6257912
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Windsong Elizabeths Walk
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: CORCORAN PREMIER REALTY
- 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
Land
- Price: $995,000.00
- Days On Market: 16
- Acreage: 0.45 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6343603
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32792
- Subdivision: Aloma
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
- Provided by: DAVEN REAL ESTATE INC
- DMCA Notice
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
Single Family
- Price: $950,000.00
- Price sqft: $290.08 / sqft
- Previous Price: $980,000
- Last Price Change: 10/05/25
- Days On Market: 86
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 1
- Bldg sqft: 3275
- Acreage: 0.34 acres
- Pool: No
- Waterfront: No
- Year Built: 1925
MLS#: O6330008
- County: ORANGE
- City: Winter Park
- Zipcode: 32789
- Subdivision: Cortland Park
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: COMPASS FLORIDA LLC
- Provided through
- DMCA Notice
Welcome to this beautifully updated 4 bedroom, 3.5 bath Craftsman style home, offering just under 2,200 sq ft of thoughtfully designed living space. From the moment you arrive, the charm is undeniable

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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Datafeed Last updated on October 19, 2025 @ 12:00 am
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