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Single Family
- Price: $10,900,000.00
- Price sqft: $814.83 / sqft
- Previous Price: $11,900,000
- Last Price Change: 05/21/25
- Days On Market: 155
- 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#: O6269585
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Windsongpreserve Point
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
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
Single Family
- Price: $8,799,000.00
- Price sqft: $1,805.29 / sqft
- Days On Market: 199
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4874
- Acreage: 0.36 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6260493
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park
- Provided by: PV LUXURY GROUP PA
- DMCA Notice
CALLING HIGHEST AND BEST BY 4/30/2025!!
Introducing a Unique, Stunning Modern Home
A groundbreaking architectural masterpiece, this one of a kind residence is built with reinforced concrete, st
Single Family
- Price: $8,500,000.00
- Price sqft: $928.05 / sqft
- Days On Market: 16
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 9159
- Acreage: 1.94 acres
- Pool: Yes
- Community Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: LakeFront,LakePrivileges
- Year Built: 2013
MLS#: O6312768
- County: ORANGE
- City: Winter Park
- Zipcode: 32789
- Subdivision: Windsong Preserve Point 43/76
- Elementary School: Brookshire Elem
- Middle School: Glenridge
- High School: Winter Park
- Provided by: KELLY PRICE & COMPANY LLC
- Provided through
- 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: $8,500,000.00
- Price sqft: $928.05 / sqft
- Days On Market: 16
- 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
- High School: Winter Park
- 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: $6,500,000.00
- Price sqft: $638.82 / sqft
- Days On Market: 105
- Bedrooms: 5
- Baths: 9
- Garage / Parking Spaces: 4
- Bldg sqft: 10175
- Acreage: 0.70 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1996
MLS#: O6285791
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: J Kronenberger Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: THE AGENCY ORLANDO
- DMCA Notice
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exudes
Single Family
- Price: $5,200,000.00
- Price sqft: $694.91 / sqft
- Days On Market: 113
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 7483
- Acreage: 0.36 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6282425
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Comstock Park
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Experience refined luxury in this newly constructed 2024 Hamptons style residence, a seamless blend of elegance and modern sophistication. A remote operated gated entrance opens to a grand circular dr
Single Family
- Price: $5,000,000.00
- Price sqft: $738.01 / sqft
- Days On Market: 238
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 6775
- Acreage: 0.33 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2008
MLS#: O6250411
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Maitland Shores First Add
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Gorgeous Winter Park home beautifully curated with designer details and recently featured in Junes Orange Appeal and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of
Single Family
- Price: $4,750,000.00
- Price sqft: $486.48 / sqft
- Days On Market: 186
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 4
- Bldg sqft: 9764
- Acreage: 0.58 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2023
MLS#: O6263091
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Tuscania
- Provided by: LA ROSA REALTY HORIZONS LLC
- DMCA Notice
New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it occupies an approximately 0.58 acre lot with an expansive backyard landscape that is truly captivati
Single Family
- Price: $4,500,000.00
- Price sqft: $556.72 / sqft
- Days On Market: 591
- Bedrooms: 5
- Baths: 9
- Garage / Parking Spaces: 3
- Bldg sqft: 8083
- Acreage: 0.72 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1957
MLS#: O6153641
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Osceola Shores Sec 03
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and me
Single Family
- Price: $4,395,000.00
- Price sqft: $789.76 / sqft
- Days On Market: 93
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5565
- Acreage: 0.58 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1998
MLS#: O6289194
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Forest Hills
- Elementary School: Audubon Park K
- Middle School: Audubon Park K
- High School: Winter Park
- Provided by: KELLY PRICE & COMPANY LLC
- DMCA Notice
Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and feature
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Datafeed Last updated on June 14, 2025 @ 12:00 am
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