14:07533 Country Club Dr
$1,599,000
4 bd3.5 ba2,942 sqft0.14 acre lot
533 Country Club Dr, Winter Park, FL 32789
House · built 2019 · $544/sqft · HOA $50/mo
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14:07$1,599,000
4 bd3.5 ba2,942 sqft0.14 acre lot
533 Country Club Dr, Winter Park, FL 32789
House · built 2019 · $544/sqft · HOA $50/mo
7:39$5,695,000
4 bd3.5 ba4,725 sqft0.51 acre lot
541 Virginia Drive, Winter Park, FL 32789
House · built 2008 · $1205/sqft
19:32$2,500,000
5 bd4.5 ba3,700 sqft0.25 acre lot
1760 Oakhurst Ave, Winter Park, FL 32789 · Sylvester Harding
House · built 2026 · $676/sqft
7:37$399,995
3 bd2.5 ba1,782 sqft2,280 sqft lot
2857 Clever Lane, Winter Park, FL 32792
Townhouse · built 2023 · $224/sqft · HOA $375/mo
4:24$899,900
4 bd2.5 ba2,841 sqft0.31 acre lot
1701 Palmer Avenue, Winter Park, FL 32789
House · built 1953 · $317/sqft
7:21$998,000
4 bd4 ba2,469 sqft0.16 acre lot
1404 Border Drive, Winter Park, FL 32789
House · built 2023 · $404/sqft
24:13$1,625,000
5 bd4.5 ba3,133 sqft0.23 acre lot
2407 Lafayette Avenue, Winter Park, FL 32789
House · built 2018 · $519/sqft
5:31$637,500
4 bd2 ba1,688 sqft0.24 acre lot
2215 Woodcrest Drive, Winter Park, FL 32792
House · built 1960 · $378/sqft
7:00$319,000
2 bd2 ba1,287 sqft
192 Balfour Drive #2, Winter Park, FL 32792
Condo · built 1983 · $248/sqft · HOA $692/mo
13:04$1,650,000
4 bd3.5 ba2,754 sqft0.16 acre lot
1900 Sunset Drive, Winter Park, FL 32789
House · built 2018 · $599/sqft
5:57$234,900
2 bd2 ba1,295 sqft
2383 Sun Valley Circle, Winter Park, FL 32792
Condo · built 1985 · $181/sqft · HOA $499/mo
10:04$675,000
4 bd2 ba1,650 sqft0.26 acre lot
2322 Woodcrest Dr, Winter Park, FL 32792
House · built 1963 · $409/sqft
7:57$899,000
4 bd3 ba2,075 sqft0.19 acre lot
3006 Northwood Boulevard, Winter Park, FL 32789
House · built 1953 · $433/sqft
10:18$1,599,000
4 bd3.5 ba2,942 sqft0.14 acre lot
533 Country Club Dr, Winter Park, FL 32789
House · built 2019 · $544/sqft · HOA $50/mo
3:53$575,000
2 bd2.5 ba1,648 sqft2,000 sqft lot
1259 Indiana Ave, Winter Park, FL 32789
Townhouse · built 2005 · $349/sqft · HOA $360/mo
3:56$105,000sold price
3 bd2 ba1,149 sqft
1695 Lee Road Rd #A116, Winter Park, FL 32789
Condo · built 1966 · $91/sqft · HOA $625/mo
13:03$2,495,000
4 bd3.5 ba3,553 sqft0.2 acre lot
541 W Canton Ave, Winter Park, FL 32789 · Urban Perch
House · built 2024 · $702/sqft
14:00$1,419,900
4 bd3.5 ba2,984 sqft0.16 acre lot
1546 Miller Ave, Winter Park, FL 32789 · SGC
House · built 2026 · $476/sqft
10:40$575,000
3 bd2.5 ba2,031 sqft0.3 acre lot
1931 Aster Dr, Winter Park, FL 32792
House · built 1981 · $283/sqft
17:08$925,000
3 bd3 ba2,434 sqft0.11 acre lot
1138 S Pennsylvania Avenue, Winter Park, FL 32789
Townhouse · built 2005 · $380/sqft · HOA $500/mo
Outside Winter Park, nearest first.