14:07533 Country Club Dr
$1,599,000
For sale
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
Zane In Orlando
Luxury homes over $1M in Winter Park, FL
12 results
Save search533 Country Club Dr 14:07541 Virginia Drive 
7:39541 Virginia Drive
$5,695,000
For sale4 bd3.5 ba4,725 sqft0.51 acre lot
541 Virginia Drive, Winter Park, FL 32789
House · built 2008 · $1205/sqft
Marketing Moves Homes Realtor1760 Oakhurst Ave 
19:321760 Oakhurst Ave
$2,500,000
Move-in ready5 bd4.5 ba3,700 sqft0.25 acre lot
1760 Oakhurst Ave, Winter Park, FL 32789 · Sylvester Harding
House · built 2026 · $676/sqft
Kaleb Shaw | Orlando Real Estate & Lifestyle1900 Sunset Drive 
13:041900 Sunset Drive
$1,650,000
For sale4 bd3.5 ba2,754 sqft0.16 acre lot
1900 Sunset Drive, Winter Park, FL 32789
House · built 2018 · $599/sqft
The Turner Group2407 Lafayette Avenue 
24:132407 Lafayette Avenue
$1,625,000
For sale5 bd4.5 ba3,133 sqft0.23 acre lot
2407 Lafayette Avenue, Winter Park, FL 32789
House · built 2018 · $519/sqft
Orlando Living With Dee240 N Phelps Avenue 
11:05240 N Phelps Avenue
$1,999,900
Move-in ready5 bd4.5 ba2,889 sqft0.21 acre lot
240 N Phelps Avenue, Winter Park, FL 32789
House · built 2026 · $692/sqft
Sinai LabradorSpanish533 Country Club Dr 
10:18533 Country Club Dr
$1,599,000
For sale4 bd3.5 ba2,942 sqft0.14 acre lot
533 Country Club Dr, Winter Park, FL 32789
House · built 2019 · $544/sqft · HOA $50/mo
Imagine That Photography2207 Kindel Avenue 
5:172207 Kindel Avenue
$1,600,000
For sale3 bd2.5 ba2,733 sqft1.42 acre lot
2207 Kindel Avenue, Winter Park, FL 32789
House · built 2025 · $585/sqft
Manuel PerdomoSpanishNo longer for sale
Sold, pending or off the market. Their tours stay up for what they show of these homes and their prices.
541 W Canton Ave 
13:03541 W Canton Ave
$2,495,000
Pending4 bd3.5 ba3,553 sqft0.2 acre lot
541 W Canton Ave, Winter Park, FL 32789 · Urban Perch
House · built 2024 · $702/sqft
Kris Kennedy1546 Miller Ave 
14:001546 Miller Ave
$1,419,900
Off market4 bd3.5 ba2,984 sqft0.16 acre lot
1546 Miller Ave, Winter Park, FL 32789 · SGC
House · built 2026 · $476/sqft
Living in Orlando with Jennifer Jefcoat1523 Miller Avenue 
23:161523 Miller Avenue
$1,250,000sold price
Sold5 bd4 ba3,164 sqft0.16 acre lot
1523 Miller Avenue, Winter Park, FL 32789 · S Dager Construction
House · built 2026 · $395/sqft
RuFloridaRussian1523 Miller Avenue 
7:451523 Miller Avenue
$1,250,000sold price
Sold5 bd4 ba3,164 sqft0.16 acre lot
1523 Miller Avenue, Winter Park, FL 32789 · Dager Construction
House · built 2026 · $395/sqft
Sinai LabradorSpanish
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