Courtlea Oaks

Courtlea Oaks is a single-family Winter Garden community located at E. Division Street and Forest Haven Drive, with a 2nd entrance at N. Dillard Street and Courtlea Oaks Boulevard. Featuring 91 homes, this golf-cart district neighborhood offers 1- and 2-story homes adjacent to the West Orange Trail. Homes here feature a variety of architectural styles, from Traditional to Victorian, Cape Cod to Colonial, and range in size from 3 to 6 bedrooms with 2 to 4.5 bathrooms.

Courtlea Oaks Homes for Sale


Sold Homes in Courtlea Oaks Winter Garden

Real Estate Statistics

Average Price $1.2M
Lowest Price $1.2M
Highest Price $1.2M
Total Listings 1
Avg. Days On Market 40
Avg. Price/SQFT $300
List to Sell Price Percentage 99 %

Property Types (active listings)

Winter Garden Communities


Courtlea Oaks homes offer features like private outdoor pools or fenced yards. Residences may include 2- or 3-car garages. Some homes have fireplaces. On the east side of downtown Winter Garden, residents enjoy access to the golf cart district. Commuters benefit from proximity to the 429 and Florida Turnpike. Courtlea Oaks borders the 22-mile West Orange Trail, making access convenient. Nearby parks, such as Newton Park and Dr. Bradford Memorial Park, offer opportunities to enjoy the Florida lifestyle on Lake Apopka.

Being part of downtown Winter Garden means enjoying weekend farmers market visits, participating in annual town events, and exploring dining and shopping just minutes from the community. These destinations can be reached by golf cart or via the West Orange Trail.

Courtlea Oaks Community Information

  • Location: E. Division Street and Forest Haven Drive, with a 2nd entrance on N. Dillard Street and Courtlea Oaks Boulevard
  • Number of Homesites: 91
  • Year Built: 1995 - 2007
  • Square Footage: 1,956 - 4,727
  • HOAYes
  • Community Amenities: Golf Cart District, Direct Access to the West Orange Trail

Orange County Area Schools

  • Dillard Street Elementary School (Grades K-5) - Distance: Adjacent to entrance on N Dillard
  • Lakeview Middle (Grades 6-8) - Distance: 1.5 mile
  • West Orange High School (Grades 9-12) - Distance: 3 miles

Dining and Shopping

  • Downtown Historic Winter Garden - Distance: <0.5 mile
  • Winter Garden Village (Retail, Restaurants, Entertainment) - Distance: 3.5 miles
  • Grocery Store (Publix at West Point Commons) - Distance: 2 miles
  • Plaza Collina with Costco, dining, services - Distance: 6 miles
  • Restaurant Row - Distance: 17.5 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance:  15.5 Miles
  • Downtown Orlando - Distance: 16 miles

Parks and Recreation

  • Newton Park (Lakefront Playground, fishing, picnics) - Distance: <1 mile
  • Dr. Bradford Memorial Park - Distance: <1 mile
  • Walt Disney World Resort - Distance: 12.5 miles
  • Universal Orlando Resort - Distance: 17 miles
  • West Orange Trail - Distance: Adjacent to the Community
  • Oakland Nature Preserve - Distance: 4.5 miles
  • Stoneybrook West Golf Club - Distance: 5.5 miles
  • Veterans Memorial Park - Distance: 1.5 mile
  • Roper YMCA Family Center - Distance: 3.5 miles

Hospitals

  • AdventHealth Winter Garden - Distance: 3.5 miles
  • HCA Florida West Orange ER - Distance: 1.5 miles
  • Orlando Health-Health Central Hospital - Distance: 5 miles

*Distances are approximately measured from Courtlea Oaks community entrance.

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