42 Days on Market
House for Sale
$609,900
4 bd · 2 ba · 2,275 sqft
Bedrooms
Bathrooms
Winter Park Homes for Sale under $750K
178 listings
74 Days on Market
House for Sale
$599,000
4 bd · 3 ba · 2,102 sqft
1946 STRATHAVEN ROAD, WINTER PARK, FL 32792
Newly Listed
House for Sale
$599,000
3 bd · 2 ba · 2,031 sqft
4026 TENITA DRIVE, WINTER PARK, FL 32792
37 Days on Market
House for Sale
$589,000
3 bd · 2 ba · 1,126 sqft
1319 BESSMOR ROAD, WINTER PARK, FL 32789
14 Days on Market
House for Sale
$579,900
3 bd · 2 ba · 1,837 sqft
1003 LAKE BELL DRIVE, WINTER PARK, FL 32789
Newly Listed
Townhome for Sale
$575,000
2 bd · 3 ba · 1,851 sqft
1071 ARAGON AVENUE, WINTER PARK, FL 32789
127 Days on Market
House for Sale
$574,900
3 bd · 2 ba · 1,269 sqft
1354 INDIANA AVENUE, WINTER PARK, FL 32789
79 Days on Market
House for Sale
$569,900
3 bd · 2 ba · 1,434 sqft
1741 WESTCHESTER AVENUE, WINTER PARK, FL 32789
Newly Listed
House for Sale
$569,000
4 bd · 2 ba · 2,022 sqft
4033 TENITA DRIVE, WINTER PARK, FL 32792
29 Days on Market
House for Sale
$569,000
3 bd · 3 ba · 1,709 sqft
2803 RIDDLE DRIVE, WINTER PARK, FL 32789
64 Days on Market
Townhome for Sale
$550,000
3 bd · 4 ba · 1,937 sqft
1250 FORMOSA AVENUE, WINTER PARK, FL 32789
65 Days on Market
House for Sale
$549,900
4 bd · 2 ba · 1,660 sqft
333 CORNWALL ROAD, WINTER PARK, FL 32792
167 Days on Market
House for Sale
$544,900
3 bd · 2 ba · 1,570 sqft
330 ELKHORN COURT, WINTER PARK, FL 32792
Newly Listed
Condo for Sale
$525,000
3 bd · 4 ba · 2,195 sqft
1134 WASHINGTON AVENUE # 13C, WINTER PARK, FL 32789
Newly Listed
House for Sale
$515,000
3 bd · 3 ba · 1,602 sqft
7641 VILLAGE GREEN Drive, Winter Park, FL 32792
84 Days on Market
House for Sale
$514,900
3 bd · 2 ba · 1,627 sqft
1438 TIERRA CIRCLE, WINTER PARK, FL 32792
Newly Listed
Condo for Sale
$510,000
3 bd · 3 ba · 1,669 sqft
1061 ARAGON AVENUE # 1061, WINTER PARK, FL 32789
57 Days on Market
House for Sale
$500,000
3 bd · 2 ba · 1,433 sqft
2974 CHANTILLY AVENUE, WINTER PARK, FL 32789
133 Days on Market
House for Sale
$500,000
3 bd · 2 ba · 1,413 sqft
512 N LAKEMONT AVENUE, WINTER PARK, FL 32792
68 Days on Market
House for Sale
$500,000
4 bd · 3 ba · 2,031 sqft
2054 EASTBROOK BOULEVARD, WINTER PARK, FL 32792
Newly Listed
House for Sale
$499,900
3 bd · 2 ba · 1,979 sqft
351 STARLING ROAD, WINTER PARK, FL 32789
35 Days on Market
House for Sale
$499,000
2 bd · 1 ba · 857 sqft
981 ARAGON AVENUE, WINTER PARK, FL 32789
144 Days on Market
Condo for Sale
$499,000
3 bd · 3 ba · 1,818 sqft
1807 HAMMERLIN AVENUE # G, WINTER PARK, FL 32789
85 Days on Market
House for Sale
$495,900
3 bd · 3 ba · 1,786 sqft
525 OLOLU DRIVE, WINTER PARK, FL 32789
Talk to a local agent
Looking at Winter Park Homes for Sale under $750K?
Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.
Live MLS inventory in Winter Park, updated continuously. Florida Lux Real Estate currently tracks 178 active listings here. MLS inventory updated October 25, 2026.
Discover Your Perfect Home
Homes for Sale under $750K in Nearby Cities
Select Property Type
Winter Park Condos for Sale by Type & Price
Bedroom Size Homes in Winter Park
Homes by Price in Winter Park
Lifestyle & New in Winter Park
Rentals in Winter Park
Homes Nearby Winter Park: Neighborhoods
- THE ENCLAVE WINTER PARK Homes for Sale(10)
- CEDARWOOD VILLAGE 1 Homes for Sale(8)
- KILLARNEY ESTATES Homes for Sale(7)
- WINTER PARK PINES Homes for Sale(6)
- GLENCOE SUB Homes for Sale(5)
Show more (10)Show less
- GOLFSIDE VILLAS CONDO Homes for Sale(5)
- WINTER PARK Homes for Sale(5)
- CHARMONT Homes for Sale(4)
- CHATEAUX DU LAC Homes for Sale(4)
- COLONIES Homes for Sale(4)
- GARDEN LAKE ESTATES UNIT 1 Homes for Sale(4)
- LAKESIDE MANOR APTS CONDO Homes for Sale(4)
- LAWNDALE Homes for Sale(4)
- MEADOWS AT HAWKS CREST Homes for Sale(4)
- WATERFALL COVE Homes for Sale(4)