251 homes in the Winter Park High zone
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Single Family Residence $4,285,000
1441 CARDINAL CT
Winter Park, FL 32789
4 bd 6 ba 4,066 sqft Built 2022
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
$4,500,000
503 N INTERLACHEN AVE
Winter Park, FL 32789
0 ba
Courtesy of KELLY PRICE & COMPANY LLC
Single Family Residence $4,900,000
1180 VIA LUGANO
Winter Park, FL 32789
5 bd 6 ba 4,961 sqft Built 2006
Courtesy of PREMIER SOTHEBY'S INTL. REALTY
Single Family Residence $4,950,000
231 CHELTON CIR
Winter Park, FL 32789
4 bd 7 ba 5,550 sqft Built 2018
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
Single Family Residence $5,500,000
313 SYLVAN DR
Winter Park, FL 32789
4 bd 5 ba 4,775 sqft Built 2027
Courtesy of PREMIER SOTHEBY'S INTL. REALTY
Single Family Residence $5,600,000
2228 AZALEA PL
Winter Park, FL 32789
5 bd 6 ba 5,152 sqft Built 2008
Courtesy of COMPASS FLORIDA LLC
Single Family Residence $5,995,000
1200 VIA SALERNO
Winter Park, FL 32789
5 bd 6 ba 5,476 sqft Built 2001
Courtesy of PREMIER SOTHEBY'S INTL. REALTY
Single Family Residence $6,000,000
1571 WOODLAND AVE
Winter Park, FL 32789
5 bd 8 ba 7,397 sqft Built 2007
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
Single Family Residence $6,495,000
550 PALMER AVE
Winter Park, FL 32789
5 bd 7 ba 5,939 sqft Built 2025
Courtesy of FANNIE HILLMAN & ASSOCIATES
Single Family Residence $6,900,000
1260 ALABAMA DR
Winter Park, FL 32789
6 bd 7 ba 6,396 sqft Built 1991
Courtesy of KELLY PRICE & COMPANY LLC
Single Family Residence $7,250,000
40 PALMER AVE
Winter Park, FL 32789
5 bd 6 ba 5,905 sqft Built 2026
Courtesy of ONE LUXURY INTERNATIONAL LLC