Searching on:
- Zipcode = 32789
- Listing Status = Active
Single Family
- Price: $8,950,000.00
- Price sqft: $669.06 / sqft
- Days On Market: 119
- 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
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Description
- 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: 250
- 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
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- DMCA Notice
Description
- 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: $6,895,000.00
- Price sqft: $861.66 / sqft
- Previous Price: $7,200,000
- Last Price Change: 01/07/26
- Days On Market: 103
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 8002
- Acreage: 0.48 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6349188
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Osceola Place
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FANNIE HILLMAN & ASSOCIATES
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- DMCA Notice
Description
- Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenues renowned shops, fine dining, and the iconic Winter Park 9 hole golf course,
Single Family
- Price: $6,600,000.00
- Price sqft: $1,261.71 / sqft
- Previous Price: $8,500,000
- Last Price Change: 09/08/25
- Days On Market: 433
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5231
- 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
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- DMCA Notice
Description
- Calling highest and best by 09/26/2025!! Seller financing available with very attractive terms introducing a unique, stunning modern home a groundbreaking architectural masterpiece, this one of
Single Family
- Price: $5,895,000.00
- Price sqft: $579.36 / sqft
- Previous Price: $6,200,000
- Last Price Change: 10/05/25
- Days On Market: 338
- Bedrooms: 5
- Baths: 9
- Garage / Parking Spaces: 4
- Bldg sqft: 10175
- Acreage: 0.72 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 FL
-
- DMCA Notice
Description
- Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .72 acre corner lot in one of Winter Park's most sought after locations. This 7,916 SF property includes a main residence of ov
Single Family
- Price: $5,700,000.00
- Price sqft: $843.45 / sqft
- Previous Price: $5,900,000
- Last Price Change: 01/27/26
- Days On Market: 186
- Bedrooms: 6
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 6758
- Acreage: 1.07 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1924
MLS#: O6331715
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Dyer Susan Resub
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FANNIE HILLMAN & ASSOCIATES
-
- DMCA Notice
Description
- Offered for the first time in over 50 years, this distinguished Winter Park estate is a true traditional gem, nestled on a picturesque brick street and situated on a full 1 acre lot. Exuding timeless
Single Family
- Price: $5,495,000.00
- Price sqft: $599.50 / sqft
- Previous Price: $5,950,000
- Last Price Change: 09/08/25
- Days On Market: 224
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 5
- Bldg sqft: 9166
- Acreage: 0.69 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal Front,Lake Privileges
- Year Built: 2008
MLS#: O6319674
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Maitland Shores
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FORTUNE INTERNATIONAL REALTY
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- DMCA Notice
Description
- Exquisite Waterfront Estate in the Heart of Winter Park Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Parks most prestigious neighb
Single Family
- Price: $5,250,000.00
- Price sqft: $804.72 / sqft
- Days On Market: 18
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 6524
- Acreage: 0.34 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6373743
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Virginia Heights Rep
- Elementary School: Audubon Park K
- Middle School: Audubon Park K
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
-
- DMCA Notice
Description
- Now offered with a significant price improvement, this award winning custom residence presents a rare opportunity in Winter Parks sought after Virginia Heights neighborhood, prized for its proximity t
Single Family
- Price: $5,150,000.00
- Price sqft: $872.00 / sqft
- Previous Price: $5,300,000
- Last Price Change: 01/13/26
- Days On Market: 109
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 5906
- Acreage: 0.34 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6353083
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Camwood Sub
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FANNIE HILLMAN & ASSOCIATES
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- DMCA Notice
Description
- An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophisticationall just steps from Winter Parks iconic Park Avenue.
Single Family
- Price: $4,950,000.00
- Price sqft: $661.50 / sqft
- Previous Price: $5,200,000
- Last Price Change: 07/25/25
- Days On Market: 347
- 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
Description
- New Hamptons style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exception
