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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 R4911527 2026-06-29 $148,000 1 1 776 GOLFSIDE VILLAS R4911525 2026-06-29 $148,000 1 1 796 GOLFSIDE VILLAS R4911526 2026-06-29 $148,000 1 1 776 GOLFSIDE VILLAS O6420484 2026-06-27 $475,000 1 1 767 O6420090 2026-06-25 $1,050,000 3 3 2434 VIRGINIA HEIGHTS
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
Communities for this City
Featured Communities
HIDDEN OAKS
7 Listings
$154,500 to $229,000
LAKESIDE MANOR
7 Listings
$159,000 to $259,999
WATERFALL COVE
7 Listings
$98,000 to $205,000
GOLFSIDE VILLAS
5 Listings
$99,900 to $148,000
CEDARWOOD VILLAGE
4 Listings
$250,000 to $295,000
COLONIES
4 Listings
$89,900 to $159,000
Browse WINTER PARK Condos For Sale by Community
Community Active Listings Price Range ALABAMA 1 Listing Priced at $1,250,000 ALOMA TRAILS 1 Listing Priced at $375,000 CEDARWOOD VILLAGE 4 Listings Priced from: $250,000 to $295,000 CHATEAUX DU LAC 3 Listings Priced from: $250,000 to $259,900 CLOISTERS 3 Listings Priced from: $1,295,000 to $1,899,900 COLONIES 4 Listings Priced from: $89,900 to $159,000 DOUGLAS GRAND No Active Listings FOUR SEASONS 1 Listing Priced at $164,999 GOLDENROD VILLAS 1 Listing Priced at $239,500 GOLFSIDE VILLAS 5 Listings Priced from: $99,900 to $148,000 GRAYSON SQUARE 2 Listings Priced from: $425,000 to $444,900 HIDDEN OAKS 7 Listings Priced from: $154,500 to $229,000 KILLARNEY BAY 1 Listing Priced at $475,000 LAKE KILLARNEY 2 Listings Priced from: $199,900 to $290,000 LAKE VIRGINIA No Active Listings LAKESIDE MANOR 7 Listings Priced from: $159,000 to $259,999 LANCELOT AT WINTER PARK 1 Listing Priced at $157,500 LAZY OAKS 1 Listing Priced at $275,000 PARK HILL 1 Listing Priced at $3,500,000 PARK WEST 1 Listing Priced at $750,000 PARKVIEW VILLAGE 4 Listings Priced from: $144,500 to $190,000 STRATFORD 4 Listings Priced from: $144,000 to $248,900 SWOOPE PARK 1 Listing Priced at $695,000 THE LANDMARK 1 Listing Priced at $2,350,000 THE RESIDENCES No Active Listings URBAN GREEN 12 1 Listing Priced at $560,000 VILASA TOWNHOMES 1 Listing Priced at $1,399,000 VILLA SIENA No Active Listings VILLAGE OF WINTERSET 1 Listing Priced at $989,500 VIRGINIA HEIGHTS 2 Listings Priced from: $879,000 to $1,050,000 VISTAS AT LAKE HOWELL 3 Listings Priced from: $335,000 to $360,000 WATERFALL COVE 7 Listings Priced from: $98,000 to $205,000 WHISPERING WATERS 4 Listings Priced from: $275,000 to $1,925,000 WHISPERWOOD 4 Listings Priced from: $199,000 to $245,900 WINTER PARK GARDENS 1 Listing Priced at $390,000 WINTER PARK VILLAS 1 Listing Priced at $194,900 WINTER PARK WOODS 1 Listing Priced at $109,500 WRENWOOD 3 Listings Priced from: $179,000 to $195,000
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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: 2026-06-30 18:09:25