Homes under $200K in Winter Park, FL
27 for sale · 109 homes listed · Updated November 9, 2026 · Page 1 of 3
- 7429 Daniel Webster Drive 14 #C, Winter Park 32792 $133,000 · 2 bd · 2 ba · 1,036 sqft
- 285 Lewfield Circle #285, Winter Park 32792 $147,000 · 1 bd · 1 ba · 678 sqft
- 2918 Antique Oaks Circle #25, Winter Park 32792 $189,000 · 2 bd · 2 ba · 1,018 sqft
- 311 Scottsdale Square #311, Winter Park 32792 $109,000 · 1 bd · 1 ba · 785 sqft
- 1000 South Semoran Boulevard #302, Winter Park 32792 $97,000 · 1 bd · 1 ba · 796 sqft
- 7476 Woodburn Court #38, Winter Park 32792 $170,000 · 2 bd · 3 ba · 1,031 sqft
- 623 Grenadine Court #623, Winter Park 32792 $194,900 · 2 bd · 2 ba · 1,037 sqft
- 1695 Lee Road #D211, Winter Park 32789 $99,900 · 2 bd · 1 ba · 881 sqft
- 3071 George Mason Avenue #5, Winter Park 32792 $89,900 · 1 ba · 549 sqft
- 7327 Forest Hill Court #223, Winter Park 32792 $175,000 · 2 bd · 3 ba · 1,031 sqft
- 7450 Wynnewood Square #189, Winter Park 32792 $170,000 · 2 bd · 3 ba · 1,031 sqft
- 3370 Cedar Springs Place #156, Winter Park 32792 $179,990 · 2 bd · 3 ba · 1,031 sqft
- 1000 South Semoran Boulevard #408, Winter Park 32792 $138,000 · 1 bd · 1 ba · 776 sqft
- 1000 South Semoran Boulevard #306, Winter Park 32792 $138,000 · 1 bd · 1 ba · 796 sqft
- 1000 South Semoran Boulevard #404, Winter Park 32792 $138,000 · 1 bd · 1 ba · 776 sqft
- 173 Scottsdale Square #173, Winter Park 32792 $100,000 · 1 bd · 1 ba · 785 sqft
- 1695 Lee Road #C206, Winter Park 32789 $140,000 · 2 bd · 1 ba · 881 sqft
- 200 Saint Andrews Boulevard #704, Winter Park 32792 $159,000 · 1 bd · 1 ba · 793 sqft
- 2500 Lee Road #123, Winter Park 32789 $159,900 · 1 bd · 1 ba · 645 sqft
- 302 Lewfield Circle #302, Winter Park 32792 $140,000 · 1 bd · 1 ba · 678 sqft
- 3032 Antique Oaks Circle #145, Winter Park 32792 $134,998 · 1 bd · 1 ba · 749 sqft
- 3307 Amber Wood Way #106, Winter Park 32792 $169,000 · 2 bd · 3 ba · 1,031 sqft
- 4882 Tangerine Avenue #4882, Winter Park 32792 $185,000 · 2 bd · 2 ba · 1,281 sqft
- 4832 Tangerine Avenue #4832, Winter Park 32792 $188,800 · 2 bd · 2 ba · 1,058 sqft
- 3027 Aaron Bur Avenue #L1, Winter Park 32792 $169,999 · 2 bd · 3 ba · 1,090 sqft
- 200 St Andrews Boulevard #906, Winter Park 32792 $175,000 · 1 bd · 1 ba · 727 sqft
- 3019 Antique Oaks Circle #127, Winter Park 32792 $139,998 · 1 bd · 1 ba · 749 sqft
- 3282 Oak Lake Place 3282, Winter Park 32792 Pending $154,500 · 2 bd · 2 ba · 990 sqft
- 1695 Lee Road B108, Winter Park 32789 Pending $88,999 · 1 bd · 1 ba · 638 sqft
- 3373 Cedar Springs Place 149, Winter Park 32792 Pending $171,900 · 2 bd · 3 ba · 1,031 sqft
- 3020 Antique Oaks Circle #129, Winter Park 32792 Pending $135,000 · 2 bd · 2 ba · 1,018 sqft
- 1695 Lee Road #A101, Winter Park 32789 Pending $154,900 · 3 bd · 2 ba · 1,149 sqft
- 2500 Lee Road 208, Winter Park 32789 Active Under Contract $175,000 · 2 bd · 2 ba · 956 sqft
- 3019 Antique Oaks Circle 124, Winter Park 32792 Active Under Contract $139,500 · 1 bd · 1 ba · 749 sqft
- 1695 Lee Road E204, Winter Park 32789 Active Under Contract $108,000 · 2 bd · 1 ba · 881 sqft
- 291 Lewfield Circle 291, Winter Park 32792 Active Under Contract $144,000 · 1 bd · 1 ba · 678 sqft
- 1695 Lee Road E215, Winter Park 32789 Active Under Contract $135,000 · 3 bd · 2 ba · 1,149 sqft
- 7336 Forest Hill Court 240, Winter Park 32792 Active Under Contract $163,500 · 2 bd · 2 ba · 990 sqft
- 639 Saint Johns Court 639, Winter Park 32792 Active Under Contract $194,900 · 2 bd · 2 ba · 1,120 sqft
- 1695 Lee Road B210, Winter Park 32789 Active Under Contract $89,000 · 1 bd · 1 ba · 638 sqft
- 2500 Lee Road 232, Winter Park 32789 Active Under Contract $149,000 · 1 bd · 1 ba · 645 sqft
- 4798 Tangerine Avenue 4798, Winter Park 32792 Active Under Contract $175,000 · 2 bd · 2 ba · 1,058 sqft
- 3037 Antique Oaks Circle 156, Winter Park 32792 Active Under Contract $154,900 · 1 bd · 1 ba · 749 sqft
- 3381 Cedar Springs Place 151, Winter Park 32792 Active Under Contract $179,900 · 2 bd · 3 ba · 1,031 sqft
- 3060 George Mason D, Winter Park 32792 Active Under Contract $107,000 · 2 bd · 2 ba · 1,062 sqft
- 1695 Lee Road A116, Winter Park 32789 Active Under Contract $135,000 · 3 bd · 2 ba · 1,149 sqft
- 283 Lewfield Circle 283, Winter Park 32792 Active Under Contract $142,500 · 1 bd · 1 ba · 678 sqft
- 145 Scottsdale Square, Winter Park 32792 Active Under Contract $99,900 · 2 bd · 2 ba · 1,020 sqft
- 7340 Swallow Run 7340, Winter Park 32792 Active Under Contract $145,000 · 2 bd · 2 ba · 802 sqft
- 3651 North Goldenrod Road A103, Winter Park 32792 Active Under Contract $164,900 · 2 bd · 2 ba · 840 sqft