239 Days on Market
Condo for Sale
$150,000
1 bd · 1 ba · 749 sqft
Bedrooms
Bathrooms
Winter Park Homes for Sale under $150K
23 listings
75 Days on Market
Condo for Sale
$149,500
1 bd · 1 ba · 678 sqft
262 LEWFIELD CIRCLE # 262, WINTER PARK, FL 32792
71 Days on Market
Condo for Sale
$149,000
1 bd · 1 ba · 645 sqft
2500 LEE ROAD # 232, WINTER PARK, FL 32789
Newly Listed
Condo for Sale
$145,000
2 bd · 2 ba · 802 sqft
7340 SWALLOW RUN # 7340, WINTER PARK, FL 32792
154 Days on Market
Condo for Sale
$144,000
1 bd · 1 ba · 678 sqft
291 LEWFIELD CIRCLE # 291, WINTER PARK, FL 32792
Newly Listed
Condo for Sale
$140,000
2 bd · 3 ba · 1,090 sqft
3021 AARON BURR AVENUE # 3, WINTER PARK, FL 32792
350 Days on Market
Condo for Sale
$139,500
1 bd · 1 ba · 749 sqft
3019 ANTIQUE OAKS CIRCLE # 124, WINTER PARK, FL 32792
14 Days on Market
Condo for Sale
$138,000
1 bd · 1 ba · 776 sqft
1000 S SEMORAN BOULEVARD # 404, WINTER PARK, FL 32792
14 Days on Market
Condo for Sale
$138,000
1 bd · 1 ba · 776 sqft
1000 S SEMORAN BOULEVARD # 408, WINTER PARK, FL 32792
14 Days on Market
Condo for Sale
$138,000
1 bd · 1 ba · 796 sqft
1000 S SEMORAN BOULEVARD # 306, WINTER PARK, FL 32792
27 Days on Market
Condo for Sale
$135,000
3 bd · 2 ba · 1,149 sqft
1695 LEE ROAD # A116, WINTER PARK, FL 32789
109 Days on Market
Condo for Sale
$129,900
2 bd · 1 ba · 881 sqft
1695 LEE ROAD # E103, WINTER PARK, FL 32789
Newly Listed
Condo for Sale
$129,000
1 bd · 1 ba · 735 sqft
1000 S SEMORAN BOULEVARD # 305, WINTER PARK, FL 32792
9 Days on Market
Condo for Sale
$115,000
1 bd · 1 ba · 796 sqft
1000 S SEMORAN BOULEVARD # 302, WINTER PARK, FL 32792
247 Days on Market
Condo for Sale
$109,500
1 bd · 1 ba · 785 sqft
311 SCOTTSDALE SQUARE # 311, WINTER PARK, FL 32792
82 Days on Market
Condo for Sale
$108,000
2 bd · 1 ba · 881 sqft
1695 LEE ROAD # D211, WINTER PARK, FL 32789
216 Days on Market
Condo for Sale
$108,000
2 bd · 1 ba · 881 sqft
1695 LEE ROAD # E204, WINTER PARK, FL 32789
349 Days on Market
Condo for Sale
$89,900
0 bd · 1 ba · 549 sqft
3071 GEORGE MASON AVENUE # 5, WINTER PARK, FL 32792
96 Days on Market
Condo for Sale
$89,000
1 bd · 1 ba · 638 sqft
1695 LEE ROAD # B210, WINTER PARK, FL 32789
28 Days on Market
Condo for Sale
$88,999
1 bd · 1 ba · 638 sqft
1695 LEE ROAD # B108, WINTER PARK, FL 32789
Newly Listed
Condo for Sale
$85,000
2 bd · 2 ba · 1,085 sqft
252 SCOTTSDALE SQ # 252, WINTER PARK, FL 32792
13 Days on Market
Condo for Sale
$80,000
2 bd · 2 ba · 1,020 sqft
303 SCOTTSDALE SQUARE # 303, WINTER PARK, FL 32792
9 Days on Market
Condo for Sale
$80,000
2 bd · 2 ba · 1,020 sqft
263 SCOTTSDALE SQUARE # 263, WINTER PARK, FL 32792
Talk to a local agent
Looking at Winter Park Homes for Sale under $150K?
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 23 active listings here. MLS inventory updated October 11, 2026.
Discover Your Perfect Home
Homes for Sale under $150K 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)