Winter Park Condos

Winter Park is a fast-growing, popular community just north of downtown Orlando. People who live in this upscale town enjoy it for its restful open spaces and quiet streets, but there are also ample opportunities for entertainment in town. Local amenities include a vibrant restaurant scene, regular outdoor happenings and high-end shopping. The easy access to Orlando's non-stop cultural events is also a major benefit for many Winter Park residents. 

You'll find all the condos for sale in Winter Park today listed out below and sorted by price, or read more about living in Winter Park.  If you see a Winter Park condo on this page you'd like to tour please call or text Marcus to arrange a tour at 407-988-2991.

Condos For Sale in Winter Park

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
Price, High to Low
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63 Properties Found.
Photo of Listing #O5921489
  • Active
  • $2,450,000
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  • MLS® #: O5921489
  • 315 East New England Avenue 31
  • WINTER PARK, FL 32789
  • 4 Bed, 5 Bath, 3,603 SqFt
Photo of Listing #O5924824
  • Active
  • $2,395,000
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  • MLS® #: O5924824
  • 1602 Alabama Drive Ph404
  • WINTER PARK, FL 32789
  • 3 Bed, 4 Bath, 2,709 SqFt
Photo of Listing #O5880298
  • Pending
  • $1,575,000
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  • MLS® #: O5880298
  • 140 East Morse Boulevard C
  • WINTER PARK, FL 32789
  • 2 Bed, 3 Bath, 2,450 SqFt
Photo of Listing #O5922949
  • Active
  • $1,499,000
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  • MLS® #: O5922949
  • 101 South New York Avenue 304
  • WINTER PARK, FL 32789
  • 3 Bed, 4 Bath, 3,118 SqFt
Photo of Listing #O5899896
  • Active
  • $1,495,000
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  • MLS® #: O5899896
  • 101 South New York Avenue 303
  • WINTER PARK, FL 32789
  • 3 Bed, 4 Bath, 3,174 SqFt
Photo of Listing #O5905890
  • Pending
  • $1,399,000
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  • MLS® #: O5905890
  • 315 East New England Avenue 15
  • WINTER PARK, FL 32789
  • 3 Bed, 4 Bath, 2,806 SqFt
Photo of Listing #O5934615
  • Pending
  • $1,025,000
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  • MLS® #: O5934615
  • 315 East New England Avenue 17
  • WINTER PARK, FL 32789
  • 2 Bed, 2 Bath, 1,514 SqFt
Photo of Listing #O5927710
  • Active
  • $985,000
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  • MLS® #: O5927710
  • 315 East New England Avenue E 8
  • WINTER PARK, FL 32789
  • 2 Bed, 2 Bath, 1,602 SqFt
Photo of Listing #O5926518
  • Active
  • $950,000
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  • MLS® #: O5926518
  • 100 South Virginia Avenue 403
  • WINTER PARK, FL 32789
  • 3 Bed, 3 Bath, 2,599 SqFt
Photo of Listing #O5879640
  • Pending
  • $939,900
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  • MLS® #: O5879640
  • 311 East Morse Boulevard 2-1
  • WINTER PARK, FL 32789
  • 2 Bed, 2 Bath, 1,964 SqFt
Photo of Listing #O5934154
  • Active
  • $895,900
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  • MLS® #: O5934154
  • 690 Osceola Avenue 607
  • WINTER PARK, FL 32789
  • 3 Bed, 3 Bath, 1,683 SqFt
Photo of Listing #O5926079
  • Active
  • $800,000
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  • MLS® #: O5926079
  • 375 West Welbourne Avenue 107
  • WINTER PARK, FL 32789
  • 3 Bed, 4 Bath, 2,734 SqFt

Condo Living in Winter Park, FL

In addition to taking trips to the nearby world-class museums and events at Loch Haven Park or Downtown Orlando, people often stay in town to see the local galleries or participate in various community events. The Saturday farmers' market on West New England Avenue is one such event, attracting shoppers and vendors from all over the region.

There are many options for housing in Winter Park, from grand mansions to efficient modern buildings. The upscale condo housing that characterizes the town features developments with stately exteriors and deluxe interior amenities. From contemporary new construction to well-tended vintage buildings, there is something for every discerning buyer on the tree-lined streets of Winter Park.

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