Winter Park Condos

Winter Park, FL, is a community just north of the city of 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.Ā 

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.

Condos For Sale in Winter Park


All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $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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75 Properties Found.
Photo of Listing #O5785508
  • Active
  • $1,795,000
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  • MLS® #: O5785508
  • 315 E New England Ave #27
  • Winter Park, FL 32789
  • 3 Bed, 4 Bath, 3125 SqFt
Photo of Listing #O5727808
  • Active
  • $1,750,000
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  • MLS® #: O5727808
  • 315 E New England Ave #2
  • Winter Park, FL 32789
  • 3 Bed, 4 Bath, 3276 SqFt
Photo of Listing #O5785646
  • Active
  • $1,325,000
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  • MLS® #: O5785646
  • 101 S New York Ave #304
  • Winter Park, FL 32789
  • 3 Bed, 4 Bath, 3118 SqFt
Photo of Listing #O5775728
  • Active
  • $1,150,000
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  • MLS® #: O5775728
  • 662 Osceola Ave #2
  • Winter Park, FL 32789
  • 3 Bed, 4 Bath, 2290 SqFt
Photo of Listing #O5545115
  • Pending
  • $1,145,000
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  • MLS® #: O5545115
  • 101 S New York Ave #307
  • Winter Park, FL 32789
  • 3 Bed, 4 Bath, 3325 SqFt
Photo of Listing #O5747832
  • Active
  • $1,095,000
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  • MLS® #: O5747832
  • 147 S Interlachen Ave #201
  • Winter Park, FL 32789
  • 3 Bed, 4 Bath, 3272 SqFt
Photo of Listing #O5763295
  • Active
  • $999,000
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  • MLS® #: O5763295
  • 147 S Interlachen Ave #202
  • Winter Park, FL 32789
  • 3 Bed, 5 Bath, 3272 SqFt
Photo of Listing #O5784313
  • Active
  • $995,000
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  • MLS® #: O5784313
  • 100 S Virginia Ave #402
  • Winter Park, FL 32789
  • 3 Bed, 3 Bath, 2599 SqFt
Photo of Listing #G5014978
  • Active
  • $990,000
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  • MLS® #: G5014978
  • 1600 Alabama Dr #202
  • Winter Park, FL 32789
  • 2 Bed, 2 Bath, 1999 SqFt
Photo of Listing #O5789920
  • Active
  • $925,000
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  • MLS® #: O5789920
  • 315 E New England Ave E #19
  • Winter Park, FL 32789
  • 2 Bed, 2 Bath, 1633 SqFt
Photo of Listing #O5775066
  • Active
  • $829,000
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  • MLS® #: O5775066
  • 311 E Morse Blvd #8-1
  • Winter Park, FL 32789
  • 3 Bed, 3 Bath, 2350 SqFt
Photo of Listing #O5778622
  • Active
  • $825,000
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  • MLS® #: O5778622
  • 311 E Morse Blvd #8-5
  • Winter Park, FL 32789
  • 3 Bed, 2 Bath, 2188 SqFt