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- School = Lakemont Elem
Single Family
- Price: $7,200,000.00
- Price sqft: $899.78 / sqft
- Days On Market: 45
- 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
- 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: $5,900,000.00
- Price sqft: $873.04 / sqft
- Previous Price: $6,500,000
- Last Price Change: 11/03/25
- Days On Market: 128
- 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 Middle
- High School: Winter Park High
- 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: $5,895,000.00
- Price sqft: $579.36 / sqft
- Previous Price: $6,200,000
- Last Price Change: 10/05/25
- Days On Market: 281
- 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 Middle
- High School: Winter Park High
- Provided by: THE AGENCY ORLANDO
-
- DMCA Notice
Description
- Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71 acre corner lot in one of Winter Park's most sought after locations. This 7,916 SF property includes a main residence of ov
Land
- Price: $4,999,000.00
- Days On Market: 127
- Acreage: 0.48 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6331207
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
-
- DMCA Notice
Description
- JUST LISTED RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK OFFERED AT $4,999,000!!! Zoned R 3, this multi family, prime piece of land is ready for development. Luxury townhomes or condos, nothi
Single Family
- Price: $4,950,000.00
- Price sqft: $661.50 / sqft
- Previous Price: $5,200,000
- Last Price Change: 07/24/25
- Days On Market: 289
- 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 Middle
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
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- 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
Single Family
- Price: $4,750,000.00
- Price sqft: $1,082.99 / sqft
- Days On Market: 161
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 4386
- Acreage: 0.21 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6321143
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Cloister Grove Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
-
- DMCA Notice
Description
- In the heart of Winter Parks coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean minimalist residence that blends architectural refinement w/ organic warmth. Designed and de
Single Family
- Price: $4,545,000.00
- Price sqft: $830.44 / sqft
- Previous Price: $4,595,000
- Last Price Change: 10/24/25
- Days On Market: 108
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5473
- Acreage: 0.32 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2021
MLS#: O6330736
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Valencia Terrace
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: THE REAL ESTATE COLLECTION LLC
-
- DMCA Notice
Description
- Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2
Single Family
- Price: $4,250,000.00
- Price sqft: $937.16 / sqft
- Previous Price: $4,500,000
- Last Price Change: 11/17/25
- Days On Market: 94
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 4535
- Acreage: 0.23 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6335854
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Palmer Ave Lakeside Prop
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
-
- DMCA Notice
Description
- Welcome to 702 Via Bella, an impressive 2025 English cottage estate by Floridian Custom Homes that captures the essence of timeless architecture exemplifying elegance and artisan craftsmanship. In one
Land
- Price: $3,960,000.00
- Days On Market: 168
- Acreage: 1.81 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: R4909507
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Loring Chase
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: RUTH PRITCHARD RYAN
-
- DMCA Notice
Description
- Entire 1.81 (+/ ) acre platted subdivision for sale. Total of 7 lots in desirable 32789 city of Winter Park. Six lots are zoned for residential use and one is currently zoned for office use. Link t
Single Family
- Price: $3,250,000.00
- Price sqft: $563.55 / sqft
- Days On Market: 31
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 5767
- Acreage: 0.31 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2017
MLS#: O6357810
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Sorensen Heights
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: COMPASS FLORIDA LLC
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- DMCA Notice
Description
- Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree lined street just a mile f
