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 10 single family homes for sale with an average list price of $1,223,823. The average annual property tax for Oakland Park is $6,786.16.

Current Homes for Sale

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/fl/rockwell-homes">RockWell Homes. It currently has 10 single family homes for sale with an average list price of $1,223,823. The homes range in size from 1,611 ft2 to 5,754 ft2. The HOA fees range from $125 to $729 per month. The average annual property tax for Oakland Park is $6,223.58. 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 For Sale This Week in Oakland Park: November 28th to December 4th

New Homes For Sale This Week in Oakland Park: November 28th to December 4th - December 5, 2025

Oakland Park had only 1 new home for sale during the week of Friday, November 28 to Thursday, December 4, including and it was a single family home for sale ... continue reading
Homes Just Sold in Oakland Park: November 25th to December 1st

Homes Just Sold in Oakland Park: November 25th to December 1st - December 2, 2025

Oakland Park had 3 sales during the week of Tuesday, November 25 to Monday, December 1, including including 3 single family homes for sale with an average list price of ... continue reading
New Homes For Sale This Week in Oakland Park: November 7th to November 13th

New Homes For Sale This Week in Oakland Park: November 7th to November 13th - November 14, 2025

Oakland Park had only 1 new home for sale during the week of Friday, November 7 to Thursday, November 13, including and it was a single family home for sale ... continue reading
New Construction Homes For Sale This Week in Oakland Park: November 5th to November 11th

New Construction Homes For Sale This Week in Oakland Park: November 5th to November 11th - November 12, 2025

Oakland Park had only 1 new construction home during the week of Wednesday, November 5 to Tuesday, November 11, and it was a single family home for sale with a ... continue reading
New Homes with In-ground Swimming Pools in Oakland Park: November 2nd to November 8th

New Homes with In-ground Swimming Pools in Oakland Park: November 2nd to November 8th - November 9, 2025

Oakland Park had only new homes for sale with an in-ground swimming pool during the month of Sunday, November 2 to Saturday, November 8, and it was a single ... 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.