2 Bedroom Homes in Winter Park, FL
50 for sale · 155 homes listed · Updated November 9, 2026 · Page 1 of 4
- 7429 Daniel Webster Drive 14 #C, Winter Park 32792 $133,000 · 2 bd · 2 ba · 1,036 sqft
- 4027 Northlight Drive Unit 4, Winter Park 34112 $259,900 · 2 bd · 2 ba · 1,234 sqft
- 500 North Pennsylvania Avenue #G, Winter Park 32789 $349,500 · 2 bd · 1 ba · 709 sqft
- 2712 Tortoise Cove, Winter Park 32792 $230,000 · 2 bd · 1 ba · 924 sqft
- 151 North Orlando Avenue #118, Winter Park 32789 $299,999 · 2 bd · 1 ba · 710 sqft
- 2477 Tahoe Circle #2477, Winter Park 32792 $247,000 · 2 bd · 2 ba · 1,316 sqft
- 7488 Whisperwood Drive #28, Winter Park 32792 $210,000 · 2 bd · 3 ba · 1,578 sqft
- 5184 Lazy Oaks Drive, Winter Park 32792 $268,000 · 2 bd · 2 ba · 1,008 sqft
- 193 Lewfield Circle, Winter Park 32792 $246,400 · 2 bd · 3 ba · 1,300 sqft
- 230 Strathy Lane, Winter Park 32792 $499,000 · 2 bd · 1 ba · 920 sqft
- 2918 Antique Oaks Circle #25, Winter Park 32792 $189,000 · 2 bd · 2 ba · 1,018 sqft
- 5108 Lazy Oaks Drive #5108, Winter Park 32792 $255,000 · 2 bd · 2 ba · 1,008 sqft
- 283 Sandlewood Trail #3, Winter Park 32789 $279,000 · 2 bd · 3 ba · 960 sqft
- 1250 South Denning Drive Unit 233, Winter Park 32789 $242,500 · 2 bd · 2 ba · 913 sqft
- 981 Aragon Avenue, Winter Park 32789 $474,999 · 2 bd · 1 ba · 857 sqft
- 7476 Woodburn Court #38, Winter Park 32792 $170,000 · 2 bd · 3 ba · 1,031 sqft
- 560 Ololu Drive, Winter Park 32789 $849,000 · 2 bd · 2 ba · 1,086 sqft
- 623 Grenadine Court #623, Winter Park 32792 $194,900 · 2 bd · 2 ba · 1,037 sqft
- 151 North Orlando Ave ##115, Winter Park 32789 $285,000 · 2 bd · 1 ba · 710 sqft
- 151 North Orlando Avenue #242, Winter Park 32789 $269,000 · 2 bd · 1 ba · 710 sqft
- 2383 Sun Valley Circle #2383, Winter Park 32792 $234,900 · 2 bd · 2 ba · 1,295 sqft
- 1695 Lee Road #D211, Winter Park 32789 $99,900 · 2 bd · 1 ba · 881 sqft
- 7327 Forest Hill Court #223, Winter Park 32792 $175,000 · 2 bd · 3 ba · 1,031 sqft
- 1306 South Pennsylvania Avenue #5, Winter Park 32789 $347,500 · 2 bd · 1 ba · 830 sqft
- 311 East Morse Boulevard #4-5, Winter Park 32789 $895,000 · 2 bd · 2 ba · 1,763 sqft
- 1602 Alabama Drive #107, Winter Park 32789 $1,150,000 · 2 bd · 2 ba · 993 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
- 192 Balfour Drive #2, Winter Park 32792 $319,000 · 2 bd · 2 ba · 1,287 sqft
- 1431 Palm Avenue, Winter Park 32789 $799,999 · 2 bd · 2 ba · 1,540 sqft
- 2305 Sun Valley Circle, Winter Park 32792 $279,900 · 2 bd · 2 ba · 1,295 sqft
- 630 Killarney Bay Court #3, Winter Park 32789 $449,900 · 2 bd · 3 ba · 1,428 sqft
- 1250 South Denning Drive #127, Winter Park 32789 $245,000 · 2 bd · 2 ba · 908 sqft
- 2475 Tahoe Circle, Winter Park 32792 $268,000 · 2 bd · 2 ba · 1,295 sqft
- 1259 Indiana Avenue, Winter Park 32789 $575,000 · 2 bd · 3 ba · 1,648 sqft
- 1250 South Denning Drive #119, Winter Park 32789 $265,000 · 2 bd · 2 ba · 908 sqft
- 1695 Lee Road #C206, Winter Park 32789 $140,000 · 2 bd · 1 ba · 881 sqft
- 188 Sandlewood #1, Winter Park 32789 $290,000 · 2 bd · 3 ba · 1,133 sqft
- 3307 Amber Wood Way #106, Winter Park 32792 $169,000 · 2 bd · 3 ba · 1,031 sqft
- 1500 Gay Road #26-C, Winter Park 32789 $255,000 · 2 bd · 2 ba · 1,026 sqft
- 700 Melrose Avenue #M23, Winter Park 32789 $340,000 · 2 bd · 2 ba · 1,074 sqft
- 4882 Tangerine Avenue #4882, Winter Park 32792 $185,000 · 2 bd · 2 ba · 1,281 sqft
- 1411 Devon Road, Winter Park 32789 $950,000 · 2 bd · 2 ba · 1,947 sqft
- 220 Killarney Bay Court #6-2, Winter Park 32789 $335,000 · 2 bd · 2 ba · 1,140 sqft
- 2887 Temple Trail, Winter Park 32789 $695,000 · 2 bd · 3 ba · 1,801 sqft
- 4786 Tangerine Avenue #4786, Winter Park 32792 $220,000 · 2 bd · 2 ba · 1,281 sqft
- 4832 Tangerine Avenue #4832, Winter Park 32792 $188,800 · 2 bd · 2 ba · 1,058 sqft
- 2352 Sun Valley Circle, Winter Park 32792 $280,000 · 2 bd · 2 ba · 1,495 sqft
- 3027 Aaron Bur Avenue #L1, Winter Park 32792 $169,999 · 2 bd · 3 ba · 1,090 sqft
- 700 Melrose Avenue #A22, Winter Park 32789 $325,000 · 2 bd · 2 ba · 1,074 sqft