Oakland Park, Winter Garden, FL, Real Estate

Oakland Park is a charming residential community nestled in the heart of Winter Garden, FL. Located just minutes from downtown Winter Garden, this community offers a peaceful retreat from the hustle and bustle of city life while still providing easy access to all the amenities of a major metropolitan area.

The homes in Oakland Park are beautifully designed and built with high-quality materials, featuring a variety of architectural styles that add character and charm to the neighborhood. The community is well-manicured, with lush green lawns, mature trees, and colorful flowers adding to its natural beauty.

Oakland Park offers a range of amenities for residents to enjoy, including a large community pool, fitness center, playground, and sports fields. The community also features scenic walking trails and plenty of open green space, perfect for picnics, outdoor games, and relaxation.

One of the unique features of Oakland Park is its location next to the West Orange Trail, a popular multi-use trail that spans 22 miles and connects Winter Garden to other nearby communities. This trail is perfect for jogging, biking, or leisurely strolls, and provides easy access to local shops, restaurants, and other attractions.

Overall, Oakland Park is a wonderful place to call home for anyone looking for a peaceful, family-friendly community with plenty of amenities and easy access to all that Winter Garden has to offer.

Oakland Park currently has 14 single family homes for sale with an average list price of $1,344,416.43. The average annual property tax for Oakland Park is $6,935.99.

Current Homes for Sale

Schools

School District Level Grades
Tildenville Elementary Orange Elementary PK, KG-5
Lakeview Middle School Orange Middle 6-8
West Orange High School Orange High 9-12

Schools

View schools in Oakland Park

What's Hot & What Not

Absorption Report Using the absorption rate, we can determine how long it's taking for homes to sell and which price points are selling the fastest in Oakland Park, i.e. what's hot and what's not.

See What's Hot & What's Not in Oakland Park

Recent Sales

View recent sales in Oakland Park

Subdivisions

Subdivisions Median Price
No Photos

Oakland Park

Oakland Park is a single-family home community in Winter Garden, Florida, built between 2008 and 2025 by David Weekley Homes, Dream Finders Homes, and href="/builders/rockwell-homes">RockWell Homes. It currently has 10 single family homes for sale with an average list price of $1,232,783. The homes range in size from 1,584 ft2 to 5,754 ft2. The HOA fees range from $125 to $2,188 per month. The average annual property tax for Oakland Park is $5,473.08. It is located in Orange County. ... Read more
Median Price: $944,500

Subdivisions

View subdivisions in Oakland Park

Market Trends

View market trends in Oakland Park

Real Estate News

New Homes with In-ground Swimming Pools in Oakland Park: August 24th to August 30th

New Homes with In-ground Swimming Pools in Oakland Park: August 24th to August 30th - August 31, 2025

Oakland Park had only new homes for sale with an in-ground swimming pool during the month of Sunday, August 24 to Saturday, August 30, and it was a single ... continue reading
New Homes For Sale This Week in Oakland Park: August 22nd to August 28th

New Homes For Sale This Week in Oakland Park: August 22nd to August 28th - August 29, 2025

Oakland Park had 3 new homes for sale during the week of Friday, August 22 to Thursday, August 28, including including 3 single family homes for sale with an average ... continue reading
New Construction Homes For Sale This Week in Oakland Park: August 20th to August 26th

New Construction Homes For Sale This Week in Oakland Park: August 20th to August 26th - August 27, 2025

Oakland Park had only 1 new construction home during the week of Wednesday, August 20 to Tuesday, August 26, and it was a single family home for sale with a ... continue reading
New Homes with In-ground Swimming Pools in Oakland Park: August 17th to August 23rd

New Homes with In-ground Swimming Pools in Oakland Park: August 17th to August 23rd - August 24, 2025

Oakland Park had only new homes for sale with an in-ground swimming pool during the month of Sunday, August 17 to Saturday, August 23, and it was a single ... continue reading
Homes Just Sold in Oakland Park: August 12th to August 18th

Homes Just Sold in Oakland Park: August 12th to August 18th - August 19, 2025

Oakland Park had only 1 sale during the week of Tuesday, August 12 to Monday, August 18, including and it was a single family home for sale with a list ... continue reading
View More Oakland Park News

Real Estate News

View Oakland Park News

Sold Homes

We have helped thousands of families buy and sell homes!

HomesByMarco agents are experts in the area. If you're looking to buy or sell a home, give us a call today at 888-326-2726.