Located in Winter Garden, Oakland Park sits along Lake Brim and Lake Apopka. The community is built on 258 acres. Homes for sale in Oakland Park are built with beautiful shady front porches and are lined with live oaks inspired from early 20th century small towns, bringing Old Florida’s beauty, nature and architectural charm back to life.

Residents will enjoy living around in Florida’s natural setting, with open play fields, playgrounds, and a community pool. With direct access to the West Orange Trail, Oakland Park connects residents with miles of trails for biking, running or a stroll to downtown Winter Garden. Built by Crescent Communities, Oakland Park brings back what Florida living should be like. With majestic live oak trees, Oakland Park’s preservation of natural surroundings and character, create a beautiful sanctuary you’ll be dying to call your home.

Looking To Purchase New Home Construction In Winter Garden?

Before you visit the builder, be sure to get in touch with us first and learn why you should use a real estate agent for new home builds. It costs you absolutely nothing to have your interests represented by a Realtor but can cost you everything if you don’t.

Learn More →

Oakland Park Neighborhood Information

  • Zip Code: 34787
  • County: Orange
  • Location: Oakland Park Boulevard & East Oakland Avenue, North of W. Colonial Dr (HWY 50)
  • Surrounding Lakes: Lake Brim & Lake Apopka
  • Year(s) Built: 2008 – Actively Selling
  • HOA Fee’s: $1200 Annually – *subject to change
  • Square Footage: 1,800 – 3,700
  • Neighborhood Amenities: Community Pool, Cabanas, Fitness Center, Playground, Direct Access to the West Orange Trail, Picnic Areas

Nearby Schools

  • Tildenville Elementary: Grades Pre-K – 5th
  • Lakeview Middle School: Grades 6th – 8th
  • West Orange High School: Grades 9th – 12th

Nearby Dining & Shopping

  • Downtown Winter Garden
  • Plant Street Market
  • Restaurant Row
  • The Mall at Millenia, Retail Shopping Centers
  • Winter Garden Village Retail Shopping Center
  • Downtown Orlando

Nearby Parks & Recreation

  • West Orange Trail
  • Roper YMCA Family Center

Nearby Hospitals

  • Health Central Hospital
  • Winter Garden Florida Hospital

Ready to get started? We are.

We’re not your typical Winter Garden Realtor. We’re a real estate team consisting of different talents, strengths, and backgrounds. Coming together to achieve a common goal. Helping you.

We’re here for you every step of the way. Whether you’re looking to sell your home or purchase real estate in Oakland Park, we can help. You should have a team in your corner that has your best interest at heart and is willing to go that extra mile. A team that is genuine and authentic. This is what we’re all about – impacting the world around us, one person at a time.

Feel free to give us a ring at 407.917.7190 or get in touch via email at info@TaniaMatthewsTeam.com.


Oakland Park Winter Garden Homes For Sale


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Looking To Purchase New Home Construction In Winter Garden?

Before you visit the builder, be sure to get in touch with us first and learn why you should use a real estate agent for new home builds. It costs you absolutely nothing to have your interests represented by a Realtor but can cost you everything if you don’t.

Learn More →

Oakland Park New Construction Home Models & Floor Plans