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- School = Audubon Park K8
Single Family
- Price: $5,450,000.00
- Price sqft: $835.38 / sqft
- Previous Price: $5,575,000
- Last Price Change: 10/04/25
- Days On Market: 145
- 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#: O6321906
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Virginia Heights Rep
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: KELLER WILLIAMS WINTER PARK
- DMCA Notice
An Award Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence locat
Single Family
- Price: $3,895,000.00
- Price sqft: $695.78 / sqft
- Days On Market: 29
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 2
- Bldg sqft: 5598
- Acreage: 0.30 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6339739
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Forest Hills
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Nestled just moments from the boutiques and cafs on Park Avenue, this newly completed Davila Homes masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30 acre lot,
Single Family
- Price: $3,825,000.00
- Price sqft: $742.43 / sqft
- Previous Price: $3,895,000
- Last Price Change: 11/15/25
- Days On Market: 164
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 2
- Bldg sqft: 5152
- Acreage: 0.27 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6317785
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Forest Hills
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: CORCORAN PREMIER REALTY
- DMCA Notice
Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indiesinspired custom home built by FG Schaub Custom Homes. Ideally located just minutes from Park Avenues upsc
Single Family
- Price: $3,650,000.00
- Price sqft: $770.21 / sqft
- Days On Market: 71
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 4
- Bldg sqft: 4739
- Acreage: 0.23 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6337304
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Charmont
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro
Single Family
- Price: $3,499,900.00
- Price sqft: $543.72 / sqft
- Days On Market: 43
- Bedrooms: 6
- Baths: 8
- Garage / Parking Spaces: 3
- Bldg sqft: 6437
- Acreage: 0.36 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6354029
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Lake Forest Park
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: UNITED REAL ESTATE PREFERRED
- DMCA Notice
Under Construction. Pre Construction. To be built. GROUND BROKEN OCTOBER 2025. Contact Builder quickly to customize to suite this gorgeous Alys Beach luxury home in Winter Park! Presented by Wooten B
Single Family
- Price: $3,490,000.00
- Price sqft: $654.17 / sqft
- Days On Market: 232
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 5335
- Acreage: 0.25 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6294091
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Forest Hills
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand new construction embodies the perfect fusion of contemporary desi
Single Family
- Price: $3,295,000.00
- Price sqft: $630.26 / sqft
- Previous Price: $3,495,000
- Last Price Change: 11/07/25
- Days On Market: 75
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 5228
- Acreage: 0.28 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6345085
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Forest Hills
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
This stunning new contemporary residence, a five bedroom, five and a half bath home by the renowned Rex Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury
Condominium
- Price: $3,250,000.00
- Price sqft: $968.70 / sqft
- Previous Price: $3,350,000
- Last Price Change: 10/15/24
- Days On Market: 455
- Bedrooms: 3
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3355
- Acreage: 0.40 acres
- Pool: No
- Waterfront: No
- Year Built: 2005
MLS#: O6238504
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Residences
- Building: Residences
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: FANNIE HILLMAN & ASSOCIATES
- DMCA Notice
Luxury, location, and lifestyle beautifully come together at The Residences, one of downtown Winter Parks premier condominium communities. The building offers 24 hour concierge service, a rooftop pool
Single Family
- Price: $3,100,000.00
- Price sqft: $805.82 / sqft
- Days On Market: 68
- 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
- DMCA Notice
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: $2,495,000.00
- Price sqft: $534.15 / sqft
- Days On Market: 34
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 4671
- Acreage: 0.24 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6354293
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Northwood Terrace
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: CORCORAN PREMIER REALTY
- DMCA Notice
Pre Construction. To be built. Discover exceptional craftsmanship and timeless design in this brand new custom home by FG Schaub Custom Homes. Located in one of Winter Parks most desirable neighborhoo
Listing Data ©2025 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Listing Data ©2025 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on December 4, 2025 @ 12:00 am
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