Searching on:
- Subdivision Like Winter Park
Single Family
- Price: $6,600,000.00
- Price sqft: $1,261.71 / sqft
- Previous Price: $8,500,000
- Last Price Change: 09/16/25
- Days On Market: 368
- 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
- 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
Land
- Price: $4,999,000.00
- Days On Market: 120
- 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: $3,100,000.00
- Price sqft: $805.82 / sqft
- Days On Market: 65
- Bedrooms: 5
- Baths: 5
- Bldg sqft: 3847
- Acreage: 0.41 acres
- Pool: No
- Waterfront: No
- Year Built: 1920
MLS#: O6345511
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
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- DMCA Notice
Description
- Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the
Single Family
- Price: $2,935,000.00
- Price sqft: $741.72 / sqft
- Previous Price: $3,150,000
- Last Price Change: 10/16/25
- Days On Market: 204
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3957
- Acreage: 0.20 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6307816
- 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: KELLER WILLIAMS WINTER PARK
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- DMCA Notice
Description
- Timeless elegance meets boutique craftsmanship at 541 W Canton Avenuean exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from
Single Family
- Price: $2,350,000.00
- Price sqft: $452.27 / sqft
- Days On Market: 17
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 5196
- Acreage: 0.27 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6360088
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park Village
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: THE AGENCY ORLANDO
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- DMCA Notice
Description
- Step into a world of modern elegance in this newly completed estate in the heart of Winter Park. Masterfully constructed, this five bedroom residence with six full and one half baths spans over 4,500
Single Family
- Price: $2,165,000.00
- Price sqft: $428.80 / sqft
- Previous Price: $2,190,000
- Last Price Change: 11/09/25
- Days On Market: 59
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 5049
- Acreage: 0.41 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Freshwater
- Year Built: 1961
MLS#: O6336920
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park
- Elementary School: Killarney Elem
- Middle School: College Park Middle
- High School: Edgewater High
- Provided by: THE AGENCY ORLANDO
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- DMCA Notice
Description
- Nestled on a quiet cul de sac in the heart of Winter Park, this canal front residence offers the perfect balance of elegance and lifestyle. With direct access to Lake Killarney, the home invites days
Single Family
- Price: $1,895,000.00
- Price sqft: $418.97 / sqft
- Previous Price: $1,945,000
- Last Price Change: 11/17/25
- Days On Market: 129
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 4523
- Acreage: 0.23 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2020
MLS#: O6328878
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park Heights
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
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- DMCA Notice
Description
- Stunning 2020 Mediterranean Pool Home by M. Lahr Custom Homes in one of the sought after neighborhoods of Winter Park. Experience unparalleled luxury in this breathtaking exquisite 5 bedroom, 4.5 bath
Single Family
- Price: $1,095,000.00
- Price sqft: $281.93 / sqft
- Previous Price: $1,180,000
- Last Price Change: 11/16/25
- Days On Market: 180
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3884
- Acreage: 0.18 acres
- Pool: No
- Waterfront: No
- Year Built: 2018
MLS#: O6314734
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park Village
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: FORTUNE INTERNATIONAL REALTY
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- DMCA Notice
Description
- Welcome to 2607 Lafayette Avenue a stunning custom built residence nestled in one of Winter Parks most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms
Condominium
- Price: $675,000.00
- Price sqft: $324.05 / sqft
- Days On Market: 6
- Bedrooms: 3
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 2083
- Acreage: 0.54 acres
- Pool: No
- Waterfront: No
- Year Built: 1981
MLS#: O6362206
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Quarters At Winter Park Condo
- Building: Quarters At Winter Park Condo
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
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- DMCA Notice
Description
- Discover this generously sized 3 bedroom, 3.5 bath townhome offering 2,083 square feet of flexible living space in one of Winter Park's most coveted locations. This two story residence features a semi
Single Family
- Price: $650,000.00
- Price sqft: $237.57 / sqft
- Previous Price: $667,000
- Last Price Change: 11/26/25
- Days On Market: 38
- Bedrooms: 5
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 2736
- Acreage: 0.21 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1964
MLS#: O6350118
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32792
- Subdivision: Winter Park Pines
- Provided by: ORLANDO INTERNATIONAL RELOCATION REALTY
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- DMCA Notice
Description
- Completely renovated and move in ready! A rare found no hoa winter park pool home with top rated schools.. This 5 bedroom, 3 bath pool home has been renovated from top to bottomfeaturing: new roof 20
