Winter Park, FL
Winter Park is home to a plethora of world-class museums, high-end boutiques, some of the area's finest restaurants, and is centrally located being only minutes from downtown Orlando. Use our custom search tool to view all homes for sale under $400k in Winter Park or click here to return to the list of surrounding towns and cities in the Orlando area. Have questions? Contact us here.
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$649,000344 Starling Road, Winter Park, FL344 Starling Road
Winter Park, FL- 3 Beds
- 3 Baths
- 1,345 Home (sqft)
- 3 Baths
- 10,890 Lot (sqft)
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$235,000667 Montego Bay Court #S, Winter Park, FL667 Montego Bay Court #S
Winter Park, FL- 2 Beds
- 2 Baths
- 1,120 Home (sqft)
- 2 Baths
- 5,663 Lot (sqft)
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$225,0003390 Cedar Spring Place #163, Winter Park, FL3390 Cedar Spring Place #163
Winter Park, FL- 2 Beds
- 3 Baths
- 1,031 Home (sqft)
- 3 Baths
- 0 Lot (sqft)
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$745,000800 Greens Avenue, Winter Park, FL800 Greens Avenue
Winter Park, FL- 3 Beds
- 3 Baths
- 2,218 Home (sqft)
- 3 Baths
- 12,633 Lot (sqft)
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$125,000173 Scottsdale Square #173, Winter Park, FL173 Scottsdale Square #173
Winter Park, FL- 1 Bed
- 1 Bath
- 785 Home (sqft)
- 1 Bath
- 8,712 Lot (sqft)
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$1,200,0001885 Temple Drive, Winter Park, FL1885 Temple Drive
Winter Park, FL- 4 Beds
- 4 Baths
- 3,691 Home (sqft)
- 4 Baths
- 10,455 Lot (sqft)
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$214,9001000 S Semoran Boulevard #606, Winter Park, FL1000 S Semoran Boulevard #606
Winter Park, FL- 2 Beds
- 2 Baths
- 1,049 Home (sqft)
- 2 Baths
- 6.04 Lot (ac)
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$2,395,000660 Osceola Avenue #104, Winter Park, FL660 Osceola Avenue #104
Winter Park, FL- 3 Beds
- 3 Baths
- 2,632 Home (sqft)
- 3 Baths
- 1.55 Lot (ac)
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$1,299,0007440 Aloma Ave, Winter Park, FL7440 Aloma Ave
Winter Park, FL- 5 Beds
- 5 Baths
- 4,435 Home (sqft)
- 5 Baths
- 9,148 Lot (sqft)
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$499,000690 Osceola Avenue #610, Winter Park, FL690 Osceola Avenue #610
Winter Park, FL- 2 Beds
- 2 Baths
- 1,328 Home (sqft)
- 2 Baths
- 1.56 Lot (ac)
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$1,950,0001781 Goodrich Avenue, Winter Park, FL1781 Goodrich Avenue
Winter Park, FL- 4 Beds
- 4 Baths
- 2,701 Home (sqft)
- 4 Baths
- 7,406 Lot (sqft)
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$4,250,0001341 College Point, Winter Park, FL1341 College Point
Winter Park, FL- 4 Beds
- 4 Baths
- 4,279 Home (sqft)
- 4 Baths
- 16,989 Lot (sqft)
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$399,900924 Beard Avenue, Winter Park, FL924 Beard Avenue
Winter Park, FL- 4 Beds
- 2 Baths
- 1,518 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
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$1,699,0001429 Chapman Circle, Winter Park, FL1429 Chapman Circle
Winter Park, FL- 4 Beds
- 4 Baths
- 3,116 Home (sqft)
- 4 Baths
- 6,099 Lot (sqft)
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$249,9004786 Tangerine Avenue #4786, Winter Park, FL4786 Tangerine Avenue #4786
Winter Park, FL- 2 Beds
- 2 Baths
- 1,281 Home (sqft)
- 2 Baths
- 13,940 Lot (sqft)
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$2,800,0001620 Oneco Avenue, Winter Park, FL1620 Oneco Avenue
Winter Park, FL- 5 Beds
- 5 Baths
- 3,911 Home (sqft)
- 5 Baths
- 10,019 Lot (sqft)
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$649,900326 S Ranger Boulevard, Winter Park, FL326 S Ranger Boulevard
Winter Park, FL- 4 Beds
- 2 Baths
- 2,086 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$835,0001316 Fountain Hills Court, Winter Park, FL1316 Fountain Hills Court
Winter Park, FL- 4 Beds
- 4 Baths
- 2,823 Home (sqft)
- 4 Baths
- 8,277 Lot (sqft)
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$3,299,0002550 Venetian Way, Winter Park, FL2550 Venetian Way
Winter Park, FL- 4 Beds
- 6 Baths
- 4,875 Home (sqft)
- 6 Baths
- 11,762 Lot (sqft)
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$473,7001248 Park Green Place, Winter Park, FL1248 Park Green Place
Winter Park, FL- 3 Beds
- 2 Baths
- 1,820 Home (sqft)
- 2 Baths
- 2,614 Lot (sqft)
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$245,000851 Miles Avenue #15, Winter Park, FL851 Miles Avenue #15
Winter Park, FL- 2 Beds
- 1 Bath
- 808 Home (sqft)
- 1 Bath
- 1.05 Lot (ac)
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$725,000432 W Swoope Avenue, Winter Park, FL432 W Swoope Avenue
Winter Park, FL- 4 Beds
- 4 Baths
- 2,317 Home (sqft)
- 4 Baths
- 872 Lot (sqft)
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$400,0001757 Chilean Lane, Winter Park, FL1757 Chilean Lane
Winter Park, FL- 4 Beds
- 2 Baths
- 1,413 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
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$195,0003651 N Goldenrod Road #208E, Winter Park, FL3651 N Goldenrod Road #208E
Winter Park, FL- 2 Beds
- 2 Baths
- 840 Home (sqft)
- 2 Baths
- 9,584 Lot (sqft)
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$499,0002341 Devon Court, Winter Park, FL2341 Devon Court
Winter Park, FL- 3 Beds
- 2 Baths
- 1,773 Home (sqft)
- 2 Baths
- 13,940 Lot (sqft)
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$164,9003053 George Mason Avenue #8, Winter Park, FL3053 George Mason Avenue #8
Winter Park, FL- 2 Beds
- 2 Baths
- 1,030 Home (sqft)
- 2 Baths
- 10.07 Lot (ac)
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$250,0002494 Timberline Drive #2494, Winter Park, FL2494 Timberline Drive #2494
Winter Park, FL- 2 Beds
- 2 Baths
- 1,316 Home (sqft)
- 2 Baths
- 2,614 Lot (sqft)
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$439,0003092 Nicholson Drive, Winter Park, FL3092 Nicholson Drive
Winter Park, FL- 3 Beds
- 2 Baths
- 1,738 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
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$395,000535 N Interlachen Avenue #304, Winter Park, FL535 N Interlachen Avenue #304
Winter Park, FL- 1 Bed
- 2 Baths
- 726 Home (sqft)
- 2 Baths
- 26,572 Lot (sqft)
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$598,0001712 Bomi Circle, Winter Park, FL1712 Bomi Circle
Winter Park, FL- 4 Beds
- 2 Baths
- 2,012 Home (sqft)
- 2 Baths
- 20,909 Lot (sqft)
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