Just north of downtown Orlando is the quaint and charming city of Winter Park. Home to many lakefront mansions and family homes and neighborhoods with brick lined streets to give it’s olde world charm. Famous Park Avenue lined with boutique shops and chain stores as well. Winter Park hosts the annual Winter Park Art Festival to bring out locals and world class artists in one location. Winter Park real estate is one of the most desired areas near Orlando for luxury homes.
Showing properties
1 - 50 of 260.
See more city of Winter Park real estate.
(all data current as of
2/22/2012)
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$7,450,000 : 1008 Genius Dr, Winter Park6 beds, 7 full, 1 part baths
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$6,600,000 : 240 Trismen Ter, Winter Park7 beds, 9 full, 2 part baths
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$5,900,000 : 1024 Genius Dr, Winter Park7 beds, 7 full, 2 part baths
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$5,258,800 : MLS # O4978340 in Winter Park6 beds, 7 full, 1 part baths
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$3,950,000 : 1008 Anchorage Ct, Winter Park5 beds, 5 full, 2 part baths
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$3,495,000 : 1420 Via Tuscany, Winter Park5 beds, 5 full, 3 part baths
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$3,399,000 : 110 Osceola Ct, Winter Park5 beds, 4 full, 2 part baths
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$3,200,000 : 1020 N Park Ave, Winter Park5 beds, 5 full, 3 part baths
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$2,795,000 : 1150 N Park Ave, Winter Park4 beds, 4 full baths
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$2,600,000 : 789 Bonita Drive, Winter Park5 beds, 6 full, 3 part baths
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$2,500,000 : 531 Lakefront Blvd, Winter Park4 beds, 5 full, 1 part baths
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$2,199,999 : 4583 Tigua Island Ct, Winter Park5 beds, 4 full baths
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$1,995,000 : 275 E Webster Ave, Winter Park5 beds, 5 full, 1 part baths
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$1,975,000 : 1099 N Park Ave, Winter Park4 beds, 5 full, 2 part baths
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$1,975,000 : 800 Mayfield Ave, Winter Park5 beds, 5 full, 2 part baths
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$1,950,000 : 211 Rippling Ln, Winter Park5 beds, 5 full, 1 part baths
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$1,950,000 : 4095 Scarlet Iris Pl, Winter Park5 beds, 5 full, 1 part baths
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$1,925,000 : 1643 Lookout Landing Cir, Winter Park5 beds, 6 full, 1 part baths
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$1,899,000 : 475 Lakewood Dr, Winter Park4 beds, 3 full, 3 part baths
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$1,895,000 : 1627 Lookout Landing Cir, Winter Park5 beds, 5 full, 1 part baths
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$1,875,000 : MLS # O5070791 in Winter Park4 beds, 3 full baths
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$1,875,000 : 2341 Forrest Rd, Winter Park5 beds, 5 full, 2 part baths
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$1,750,000 : 2411 Euston Rd, Winter Park5 beds, 5 full baths
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$1,750,000 : 1721 Lookout Landing Cir, Winter Park4 beds, 4 full, 3 part baths
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$1,695,000 : 1290 N Park Ave, Winter Park4 beds, 3 full, 2 part baths
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$1,595,000 : 2225 Via Tuscany, Winter Park5 beds, 5 full, 1 part baths
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$1,595,000 : 1190 Palmer Ave, Winter Park5 beds, 5 full, 2 part baths
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$1,595,000 : 113 E Webster Ave, Winter Park4 beds, 5 full baths
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$1,550,000 : 1610 Holts Grove Cir, Winter Park5 beds, 3 full, 2 part baths
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$1,500,000 : 4501 Howell Branch Rd, Winter Park3 beds, 2 full, 1 part baths
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$1,490,000 : 1552 Holts Grove Cir, Winter Park5 beds, 5 full, 1 part baths
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$1,460,000 : 141 Trismen Ter, Winter Park4 beds, 3 full, 1 part baths
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$1,425,000 : 1251 Preserve Point Dr, Winter Park5 beds, 3 full, 1 part baths
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$1,399,900 : 2174 Talman Mews Ct, Winter Park4 beds, 4 full, 1 part baths
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$1,395,000 : 2422 Via Sienna ., Winter Park4 beds, 4 full, 1 part baths
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$1,395,000 : 750 Pinetree Rd, Winter Park5 beds, 3 full, 1 part baths
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$1,390,000 : 1300 Raintree Pl, Winter Park5 beds, 5 full baths
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$1,300,000 : 1911 Stonehurst Rd, Winter Park5 beds, 4 full, 2 part baths
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$1,299,000 : 1309 Green Cove Rd, Winter Park4 beds, 3 full, 2 part baths
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$1,295,000 : 1005 Lakeview Dr, Winter Park3 beds, 3 full, 1 part baths
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$1,275,000 : 2400 Venetian Way, Winter Park5 beds, 4 full, 1 part baths
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$1,270,000 : 1570 Lakehurst Ave, Winter Park4 beds, 4 full, 1 part baths
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$1,257,000 : 441 E Kings Way, Winter Park4 beds, 3 full, 2 part baths
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$1,250,000 : 1705 Elizabeths Walk, Winter Park5 beds, 5 full baths
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$1,250,000 : 950 Bonita Dr, Winter Park4 beds, 4 full, 2 part baths
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$1,245,000 : 1452 Holts Grove Cir, Winter Park4 beds, 4 full, 1 part baths
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$1,225,000 : 535 Genius Dr, Winter Park5 beds, 4 full baths
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$1,225,000 : 4141 Gabriella Ln, Winter Park4 beds, 5 full, 1 part baths
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$1,225,000 : 100 Stirling Ave, Winter Park4 beds, 4 full baths
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$1,200,000 : 2525 Temple Dr, Winter Park3 beds, 2 full baths
Listing information deemed reliable but not guaranteed. Read full disclaimer.








