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Orlando Condo ManiaBrowse by City > WINTER PARK Condos For Sale
Located just northeast of downtown Orlando, Winter Park is an historic neighborhood with cobblestone, tree-lined streets, an array of mansions and is one of the most expensive places to live in the city. Visit the spendy boutiques on Park Avenue, take a leisurely cruise on the Winter Park Scenic Boat Ride or stroll the Saturday Farmer's Market in the restored train depot.
The condo homes in Winter Park come in a variety of styles but you won't find any high rises. If you enjoy a traditional, urban feel check out the Douglas Grand, just off Central Park. This three-story luxury community of condo flats offers open concept floor plans, stainless steel appliances and top quality finish. Walk to Park Ave.
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New Listings in WINTER PARK
MLS # List Date List Price Beds Baths Sq Ft Community O6344260 2025-09-16 $549,900 3 3 1660 O6344716 2025-09-16 $1,295,000 3 3 2372 VILASA TOWNHOMES O6344353 2025-09-12 $275,000 2 2 908 MEAD GARDEN O6343006 2025-09-10 $879,000 2 2 1143 CLOISTERS O6342391 2025-09-08 $714,000 3 3 1866 PARK SHORE
Recent WINTER PARK Blog Posts
Condos on Lake Osceola in Winter Park
Lakefront condos in Winter Park can be found at these condos on Lake Osceola.
WINTER PARK Categories
Winter Park Luxury Condos
Winter Park's luxury condos are often mid-rise communities close to the Park Avenue restaurants, boutiques and Lake Oceola.
WINTER PARK Market Reports
The resale activity for condos in Winter Park for the second quarter decreased 29% with 71 sold compared to 100 in the second quarter of 2024.
The Median Sale Price for condos sold in Winter Park for the second quarter decreased 14.7% with a median price of $255,000 as compared to $299,000 in the second quarter of 2024.
Communities for this City
Featured Communities
COLONIES
9 Listings
$89,900 to $176,000
STRATFORD
7 Listings
$152,000 to $210,000
LAKESIDE MANOR
6 Listings
$180,000 to $249,000
WATERFALL COVE
6 Listings
$135,000 to $210,000
FOUR SEASONS
5 Listings
$160,000 to $244,999
GOLFSIDE VILLAS
5 Listings
$137,000 to $165,000
Browse WINTER PARK Condos For Sale by Community
Community Active Listings Price Range ALABAMA 1 Listing Priced at $2,490,000 ANDALUCIA APARTMENTS 1 Listing Priced at $649,900 CEDARWOOD VILLAGE 2 Listings Priced from: $299,500 to $318,000 CLOISTERS 3 Listings Priced from: $564,900 to $1,200,000 COLONIES 9 Listings Priced from: $89,900 to $176,000 DOUGLAS GRAND No Active Listings ENCLAVE AT HAWKS CREST 3 Listings Priced from: $460,000 to $469,000 FOUR SEASONS 5 Listings Priced from: $160,000 to $244,999 GALLERY AT WINTER PARK 1 Listing Priced at $310,000 GOLDENROD VILLAS 2 Listings Priced from: $245,000 to $265,000 GOLFSIDE VILLAS 5 Listings Priced from: $137,000 to $165,000 GRAYSON SQUARE 3 Listings Priced from: $452,000 to $494,900 HIDDEN OAKS 5 Listings Priced from: $195,000 to $239,900 KILLARNEY BAY 5 Listings Priced from: $345,000 to $639,000 LAKE KILLARNEY 2 Listings Priced from: $299,999 to $585,000 LAKE SPIER CROSSING 2 Listings Priced from: $819,700 to $824,900 LAKE VIRGINIA 1 Listing Priced at $495,000 LAKESIDE MANOR 6 Listings Priced from: $180,000 to $249,000 LANCELOT AT WINTER PARK 2 Listings Priced from: $180,000 to $192,000 LAZY OAKS 1 Listing Priced at $279,000 MEAD GARDEN 2 Listings Priced from: $179,900 to $275,000 PARK SHORE 1 Listing Priced at $714,000 PARKVIEW VILLAGE 5 Listings Priced from: $150,000 to $220,000 SANDLEWOOD CREEK 1 Listing Priced at $315,000 STRATFORD 7 Listings Priced from: $152,000 to $210,000 THE LANDMARK 1 Listing Priced at $2,495,000 THE RESIDENCES No Active Listings URBAN GREEN 12 1 Listing Priced at $610,000 VIA LAGO AT HANGING MOSS 1 Listing Priced at $329,999 VILASA TOWNHOMES 1 Listing Priced at $1,295,000 VILLA SIENA No Active Listings VILLAGE OF WINTERSET 1 Listing Priced at $642,900 VILLAS OF CASSELBERRY 1 Listing Priced at $299,000 VIRGINIA HEIGHTS 3 Listings Priced from: $325,000 to $1,050,000 WATERFALL COVE 6 Listings Priced from: $135,000 to $210,000 WHISPERING WATERS 3 Listings Priced from: $349,900 to $415,000 WHISPERWOOD 2 Listings Priced from: $197,990 to $225,000 WINDWARD SQUARE 2 Listings Priced from: $299,900 to $319,900 WINTER PARK GARDENS 1 Listing Priced at $335,000 WINTER PARK VILLAS 2 Listings Priced from: $215,000 to $220,000 WINTER PARK WOODS 5 Listings Priced from: $80,000 to $174,900 WRENWOOD 2 Listings Priced from: $155,000 to $198,000
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Information Deemed Reliable But Not Guaranteed. The information being provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information, including square footage, while not guaranteed, has been acquired from sources believed to be reliable.
Last Updated: 2025-09-16 18:09:54