Oakland Park

Oakland Park is located in Winter Garden along the shores of Lake Brim and Lake Apopka. The community consists of 258 acres of homes with shady front porches and street lined with Live Oaks. Inspired by small towns from the early twentieth century Oakland Park brings the beauty of Old Florida nature and architectural charm. Oakland Park residents enjoy a natural Florida setting with open play fields, playgrounds, and a community pool. The community has direct access to the West Orange Trail connecting residents to 22 miles of preserved trails to enjoy biking, running, or a leisurely stroll to downtown Winter Garden.  

Oakland Park Homes for Sale

Oakland Park

Winter Garden Communities

Oakland Park Real Estate Market Statistics

Average Price $1M
Lowest Price $580K
Highest Price $2.5M
Total Listings 50
Avg. Days On Market 201
Avg. Price/SQFT $371
List to Sell Price Percentage 98 %

Property Types (active listings)

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 Oakland Park - Cottage Series

Oakland Park was developed by Crescent Communities LLC and homes built by Ashton Woods, David Weekly, and J & J Building the community offers a variety of sized homes and architectural styles. Architectural styles in the community include Colonial Revival, Victorian, Craftsman, Spanish Colonial and Florida Vernacular.  All homes in the Oakland Park community are built to conform to FGBC Green certification standards.

Oakland Park Community Information

Location: Oakland Park Boulevard & East Oakland Avenue, North of W. Colonial Dr (HWY 50)
Surrounding Lakes: Lake Brim & Lake Apopka
Year(s) Built: 2008 - New Homesites Available
HOA Fee's: $1,200 per year *subject to change
Square Footage: 1,800 - 3,700
Community Amenities: Community Pool, Cabanas, Fitness Center, Playground, Direct Access to the West Orange Trail, Picnic Areas

Orange County Public Schools

  • Tildenville Elementary: Grades Pre-K - 5th  Distance: .5 mile 
  • Lakeview Middle School: Grades 6th - 8th  Distance: 2 miles
  • West Orange High School: Grades 9th - 12th  Distance: 4 miles

Dining and Shopping

  • Downtown Winter Garden: 2 miles
  • Restaurant Row Orlando - Distance: 17 miles
  • Winter Garden Village Retail Shopping Center with Super Target - Distance: 4 miles
  • Downtown Orlando - Distance: 16 miles

Parks and Recreation

  • West Orange Trail - Distance: Direct Access within the community
  • Roper YMCA Family Center - Distance: 4.5 miles

Hospitals

  • Health Central Hospital - Distance: 7 miles

*Distances are approximately measured from the Oakland Park community entrance

Orlando - Windermere Home

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