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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 O6338733 2025-08-27 $318,000 2 2 1457 O6337061 2025-08-27 $389,000 1 1 570 WHISPERING WATERS O6336219 2025-08-22 $158,500 1 1 678 O6337903 2025-08-22 $179,900 2 2 953 O6330566 2025-08-19 $1,200,000 2 2 1220 CLOISTERS
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
10 Listings
$89,900 to $176,000
FOUR SEASONS
7 Listings
$160,000 to $250,000
GOLFSIDE VILLAS
7 Listings
$137,000 to $195,000
WINTER PARK WOODS
7 Listings
$80,000 to $174,900
KILLARNEY BAY
5 Listings
$345,000 to $639,000
LAKESIDE MANOR
5 Listings
$185,000 to $249,000
Browse WINTER PARK Condos For Sale by Community
Community Active Listings Price Range ALABAMA 1 Listing Priced at $2,490,000 CLOISTERS 2 Listings Priced from: $564,900 to $1,200,000 COLONIES 10 Listings Priced from: $89,900 to $176,000 DOUGLAS GRAND No Active Listings FOUR SEASONS 7 Listings Priced from: $160,000 to $250,000 GOLFSIDE VILLAS 7 Listings Priced from: $137,000 to $195,000 GRAYSON SQUARE 4 Listings Priced from: $429,990 to $494,900 HIDDEN OAKS 4 Listings Priced from: $195,000 to $244,900 KILLARNEY BAY 5 Listings Priced from: $345,000 to $639,000 LAKE KILLARNEY 3 Listings Priced from: $241,000 to $599,000 LAKE SPIER CROSSING 2 Listings Priced from: $849,000 to $849,900 LAKE VIRGINIA 3 Listings Priced from: $399,900 to $1,475,000 LAKESIDE MANOR 5 Listings Priced from: $185,000 to $249,000 LANCELOT AT WINTER PARK 2 Listings Priced from: $180,000 to $192,000 MEAD GARDEN 1 Listing Priced at $179,900 PARKVIEW VILLAGE 4 Listings Priced from: $175,000 to $220,000 SANDLEWOOD CREEK 1 Listing Priced at $315,000 THE LANDMARK 1 Listing Priced at $2,749,000 THE RESIDENCES No Active Listings URBAN GREEN 12 1 Listing Priced at $610,000 VILLA SIENA No Active Listings WATERFALL COVE 5 Listings Priced from: $135,000 to $210,000 WHISPERING WATERS 3 Listings Priced from: $389,000 to $449,000 WHISPERWOOD 1 Listing Priced at $197,990 WINTER PARK GARDENS 1 Listing Priced at $335,000 WINTER PARK VILLAS 1 Listing Priced at $220,000 WINTER PARK WOODS 7 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: 2025-08-28 03:12:01