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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 O6350310 2025-10-09 $205,000 2 2 1281 WRENWOOD G5103114 2025-10-09 $170,000 2 2 1393 WHISPERWOOD O6344026 2025-10-07 $198,800 1 1 871 WINTER PARK GARDENS O6337449 2025-10-07 $130,000 2 2 775 WHISPERWOOD O6349945 2025-10-07 $1,129,000 3 3 2615 DOUGLAS GRAND
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 third quarter increased 2.3% with 89 sold compared to 87 in the third quarter of 2024.
The Median Sale Price for condos sold in Winter Park for the third quarter increased 4.6% with a median price of $245,900 as compared to $235,000 in the third quarter of 2024.
Communities for this City
Featured Communities
COLONIES
9 Listings
$85,000 to $176,000
LAKESIDE MANOR
6 Listings
$169,000 to $249,000
WINTER PARK WOODS
6 Listings
$80,000 to $130,000
GOLFSIDE VILLAS
5 Listings
$137,000 to $149,000
PARKVIEW VILLAGE
5 Listings
$150,000 to $220,000
WATERFALL COVE
5 Listings
$157,900 to $210,000
Browse WINTER PARK Condos For Sale by Community
Community Active Listings Price Range ANDALUCIA APARTMENTS 2 Listings Priced from: $550,000 to $599,900 CASA JARDIN 1 Listing Priced at $795,000 CEDARWOOD VILLAGE 3 Listings Priced from: $295,000 to $310,000 CHATEAUX DU LAC 1 Listing Priced at $275,000 CLOISTERS 3 Listings Priced from: $564,900 to $1,200,000 COLONIES 9 Listings Priced from: $85,000 to $176,000 CORONADO 2 Listings Priced from: $315,900 to $349,000 DOUGLAS GRAND 1 Listing Priced at $1,129,000 ENCLAVE AT HAWKS CREST 3 Listings Priced from: $450,000 to $465,000 FOUR SEASONS 2 Listings Priced from: $150,000 to $219,000 GALLERY AT WINTER PARK 1 Listing Priced at $310,000 GOLDENROD VILLAS 2 Listings Priced from: $245,000 to $259,900 GOLFSIDE VILLAS 5 Listings Priced from: $137,000 to $149,000 GRAYSON SQUARE 3 Listings Priced from: $447,000 to $465,000 HIDDEN OAKS 3 Listings Priced from: $195,000 to $235,000 KILLARNEY BAY 3 Listings Priced from: $362,500 to $620,000 LAKE KILLARNEY 4 Listings Priced from: $236,000 to $575,000 LAKE SPIER CROSSING 2 Listings Priced from: $819,700 to $824,900 LAKE VIRGINIA No Active Listings LAKESIDE MANOR 6 Listings Priced from: $169,000 to $249,000 LANCELOT AT WINTER PARK 2 Listings Priced from: $180,000 to $188,000 LAZY OAKS 1 Listing Priced at $279,000 MEAD GARDEN 2 Listings Priced from: $179,900 to $275,000 PARK AIRE 1 Listing Priced at $619,000 PARK SHORE 1 Listing Priced at $679,000 PARKVIEW VILLAGE 5 Listings Priced from: $150,000 to $220,000 SANDLEWOOD CREEK 1 Listing Priced at $315,000 STRATFORD 4 Listings Priced from: $157,000 to $210,000 THE LANDMARK 1 Listing Priced at $2,495,000 THE RESIDENCES No Active Listings URBAN GREEN 12 1 Listing Priced at $599,500 VIA LAGO AT HANGING MOSS 1 Listing Priced at $329,999 VILASA TOWNHOMES 1 Listing Priced at $1,250,000 VILLA SIENA No Active Listings VIRGINIA HEIGHTS 2 Listings Priced from: $899,000 to $995,000 VISTAS AT LAKE HOWELL 1 Listing Priced at $345,000 WATERFALL COVE 5 Listings Priced from: $157,900 to $210,000 WHISPERING WATERS 3 Listings Priced from: $349,900 to $399,000 WHISPERWOOD 4 Listings Priced from: $130,000 to $200,000 WINDWARD SQUARE 1 Listing Priced at $319,900 WINTER PARK GARDENS 2 Listings Priced from: $198,800 to $235,000 WINTER PARK VILLAS 1 Listing Priced at $220,000 WINTER PARK WOODS 6 Listings Priced from: $80,000 to $130,000 WRENWOOD 3 Listings Priced from: $150,000 to $205,000
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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: 2025-10-10 18:09:47