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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 G5098688 2025-06-22 $269,000 3 2 1080 O6320375 2025-06-21 $2,277,000 2 3 2450 THE LANDMARK O6320474 2025-06-20 $150,000 1 1 793 FOUR SEASONS S5129326 2025-06-18 $85,000 1 1 785 WINTER PARK WOODS O6319634 2025-06-18 $439,000 2 2 1148 LAKE VIRGINIA
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 first quarter decreased 8.9% with 72 sold compared to 79 in the first quarter of 2024.
The Median Sale Price for condos sold in Winter Park for the first quarter decreased 23.1% with a median price of $260,000 as compared to $338,000 in the first quarter of 2024.
Communities for this City
Featured Communities
WINTER PARK WOODS
18 Listings
$59,900 to $169,000
COLONIES
13 Listings
$50,000 to $184,000
PARKVIEW VILLAGE
7 Listings
$190,000 to $225,000
WATERFALL COVE
7 Listings
$137,500 to $210,000
GOLFSIDE VILLAS
6 Listings
$130,000 to $195,000
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 $235,000 CLOISTERS 2 Listings Priced from: $564,900 to $915,000 COLONIES 13 Listings Priced from: $50,000 to $184,000 DOUGLAS GRAND No Active Listings FOUR SEASONS 5 Listings Priced from: $150,000 to $300,000 GOLFSIDE VILLAS 6 Listings Priced from: $130,000 to $195,000 GRAYSON SQUARE 6 Listings Priced from: $440,000 to $494,900 HIDDEN OAKS 3 Listings Priced from: $214,900 to $244,900 KILLARNEY BAY 2 Listings Priced from: $375,000 to $689,000 LAKE KILLARNEY 4 Listings Priced from: $245,000 to $610,000 LAKE SPIER CROSSING 2 Listings Priced from: $849,000 to $874,700 LAKE VIRGINIA 4 Listings Priced from: $439,000 to $1,575,000 LAKESIDE MANOR 4 Listings Priced from: $200,000 to $255,000 LANCELOT AT WINTER PARK 3 Listings Priced from: $182,000 to $192,000 MEAD GARDEN 3 Listings Priced from: $188,500 to $259,000 PARKVIEW VILLAGE 7 Listings Priced from: $190,000 to $225,000 SANDLEWOOD CREEK 1 Listing Priced at $350,000 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: $399,900 to $475,000 WHISPERWOOD 3 Listings Priced from: $219,000 to $274,900 WINTER PARK GARDENS 5 Listings Priced from: $215,000 to $355,000 WINTER PARK VILLAS 1 Listing Priced at $220,000 WINTER PARK WOODS 18 Listings Priced from: $59,900 to $169,000 WRENWOOD 3 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: 2025-06-23 03:09:09