Award-Winning New Home Community in Winter Garden, FL

Connectivity, Convenience, and
Old-Florida Charm

Located on the shores of Lake Apopka, right off the West Orange Trail, Oakland Park is a 258-acre certified green community featuring majestic live Oak trees, abundant open space, and old-Florida architectural charm. Homes here are inspired by historic styles and built with integrity by highly regarded regional builders. Large front porches and rear-facing garages provide a pedestrian-friendly feel that encourages connectivity with neighbors. Miles of trails and pathways connect residents to nature, amenities, and the conveniences of downtown Winter Garden.

Every home in Oakland Park is built to Green Certification standards, and the community embraces the preservation of the natural environment. Our awards over the years include Best Community in the Greater Orlando area, Outstanding Environmental Community of the Year, and the Grand Aurora Award for Residential Community Site Plan. We invite you to explore all that life at Oakland Park has to offer.

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Explore the Oakland Park Amenities & Lifestyle

A gathering place for all, The Clubhouse at Oakland Park is the perfect location for reunions, holiday parties or quiet time to ﬁnish up the last chapter of a book, complete with a catering kitchen, a private conference room and comfortable seating for dozens. The Clubhouse is also home to the Oakland Park Lifestyle Director and a backdrop for community activities and events. The nearby pool, playground, ﬁre pit and pavilion complete a seamless blend of nature and architectural charm.
A gathering place for all, The Clubhouse at Oakland Park is the perfect location for reunions, holiday parties or quiet time to ﬁnish up the last chapter of a book, complete with a catering kitchen, a private conference room and comfortable seating for dozens. The Clubhouse is also home to the Oakland Park Lifestyle Director and a backdrop for community activities and events. The nearby pool, playground, ﬁre pit and pavilion complete a seamless blend of nature and architectural charm.
Cool off in the zero-entry, 3,313 square foot Clubhouse Pool featuring a center island and fountains, or take a dip in the 1,882 square foot Meadowmarsh Pool. Covered areas, lounge chairs, and restrooms make your swimming areas as convenient as they are enjoyable. Connect with your neighbors and soak up the Florida sun poolside, just steps away from your home in Oakland Park.
Cool off in the zero-entry, 3,313 square foot Clubhouse Pool featuring a center island and fountains, or take a dip in the 1,882 square foot Meadowmarsh Pool. Covered areas, lounge chairs, and restrooms make your swimming areas as convenient as they are enjoyable. Connect with your neighbors and soak up the Florida sun poolside, just steps away from your home in Oakland Park.
Oakland Park is home to seemingly endless shoreline along the banks of Lake Brim and the expansive Lake Apopka. Residents are just steps away from skipping rocks, dropping in a fishing line, or simply taking a walk alongside our signature bodies of water. Take advantage of community parks and playgrounds offering swings, slides, climbing arches, and plenty of space to play. Community lawns offer expansive green spaces for impromptu picnics, sports, and recreation.
Oakland Park is home to seemingly endless shoreline along the banks of Lake Brim and the expansive Lake Apopka. Residents are just steps away from skipping rocks, dropping in a fishing line, or simply taking a walk alongside our signature bodies of water. Take advantage of community parks and playgrounds offering swings, slides, climbing arches, and plenty of space to play. Community lawns offer expansive green spaces for impromptu picnics, sports, and recreation.
There’s no better place to stretch your legs and get some fresh air than the West Orange Trail, and Oakland Park sits right along its path! This landmark amenity delivers access to 22 miles of walkways, trails and preserved wetlands, while connecting residents to nature, local shopping, dining, culture and entertainment in charming Winter Garden. In addition, Oakland Park features several community trails, sidewalks, and pathways that connect you to the spaces and places you love.
There’s no better place to stretch your legs and get some fresh air than the West Orange Trail, and Oakland Park sits right along its path! This landmark amenity delivers access to 22 miles of walkways, trails and preserved wetlands, while connecting residents to nature, local shopping, dining, culture and entertainment in charming Winter Garden. In addition, Oakland Park features several community trails, sidewalks, and pathways that connect you to the spaces and places you love.
No matter what you’re looking for, you won’t have to travel far. Experience the authentic feel of small-town Florida right next door in Winter Garden, where local dining, culture and entertainment wait to greet you. While you’re there, explore the nationally ranked Winter Garden Farmer’s Market. Oakland Park is less than 30 minutes from downtown Orlando, 20 minutes away from Disney World, and 30 minutes from the Orlando International Airport.
No matter what you’re looking for, you won’t have to travel far. Experience the authentic feel of small-town Florida right next door in Winter Garden, where local dining, culture and entertainment wait to greet you. While you’re there, explore the nationally ranked Winter Garden Farmer’s Market. Oakland Park is less than 30 minutes from downtown Orlando, 20 minutes away from Disney World, and 30 minutes from the Orlando International Airport.