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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 O6324482 2025-07-05 $285,000 2 2 1020 O6308664 2025-07-04 $429,000 1 1 482 WHISPERING WATERS O6323374 2025-07-03 $880,000 2 2 1143 CLOISTERS O6319026 2025-07-01 $265,000 2 2 1173 O6323700 2025-07-01 $195,000 2 2 987 FOUR SEASONS
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
WINTER PARK WOODS
17 Listings
$59,900 to $169,000
COLONIES
12 Listings
$89,900 to $180,000
FOUR SEASONS
8 Listings
$150,000 to $300,000
GOLFSIDE VILLAS
7 Listings
$130,000 to $195,000
WATERFALL COVE
7 Listings
$137,500 to $210,000
GRAYSON SQUARE
6 Listings
$440,000 to $494,900
Browse WINTER PARK Condos For Sale by Community
Community Active Listings Price Range ALABAMA 1 Listing Priced at $2,490,000 CHATEAUX DU LAC 1 Listing Priced at $234,500 CLOISTERS 2 Listings Priced from: $564,900 to $880,000 COLONIES 12 Listings Priced from: $89,900 to $180,000 DOUGLAS GRAND No Active Listings FOUR SEASONS 8 Listings Priced from: $150,000 to $300,000 GOLFSIDE VILLAS 7 Listings Priced from: $130,000 to $195,000 GRAYSON SQUARE 6 Listings Priced from: $440,000 to $494,900 HIDDEN OAKS 4 Listings Priced from: $205,000 to $244,900 KILLARNEY BAY 3 Listings Priced from: $375,000 to $669,900 LAKE KILLARNEY 3 Listings Priced from: $245,000 to $610,000 LAKE SPIER CROSSING 2 Listings Priced from: $849,000 to $874,700 LAKE VIRGINIA 2 Listings Priced from: $525,000 to $1,575,000 LAKESIDE MANOR 4 Listings Priced from: $200,000 to $255,000 LANCELOT AT WINTER PARK 2 Listings Priced from: $170,000 to $192,000 MEAD GARDEN 2 Listings Priced from: $186,000 to $189,900 PARKVIEW VILLAGE 6 Listings Priced from: $185,000 to $225,000 QUARTERS AT WINTER PARK 1 Listing Priced at $425,000 SANDLEWOOD CREEK 1 Listing Priced at $342,000 THE LANDMARK 2 Listings Priced from: $2,277,000 to $2,749,000 THE RESIDENCES No Active Listings VILLA SIENA No Active Listings WATERFALL COVE 7 Listings Priced from: $137,500 to $210,000 WHISPERING WATERS 2 Listings Priced from: $429,000 to $449,000 WHISPERWOOD 3 Listings Priced from: $219,000 to $245,000 WINTER PARK GARDENS 3 Listings Priced from: $215,000 to $355,000 WINTER PARK VILLAS 1 Listing Priced at $220,000 WINTER PARK WOODS 17 Listings Priced from: $59,900 to $169,000 WRENWOOD 2 Listings Priced from: $165,000 to $249,900
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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: 2025-07-05 18:12:05