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 9 single family homes for sale with an average list price of $1,097,933. The average annual property tax for Oakland Park is $5,734.

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

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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.

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Recent Sales

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Subdivisions

Subdivisions Median Price
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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 7 single family homes for sale with an average list price of $1,063,910. The homes range in size from 1,584 ft2 to 5,754 ft2. The average annual property tax for Oakland Park is $4,871. ... Read more
Median Price: $905,000

Subdivisions

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Market Trends

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Real Estate News

Homes Just Sold in Oakland Park: December 3rd to December 9th

Homes Just Sold in Oakland Park: December 3rd to December 9th - December 10, 2024

Oakland Park had only 1 sale during the week of Tuesday, December 3 to Monday, December 9, including and it was a single family home for sale with a list ... continue reading
Homes Just Sold in Oakland Park: November 26th to December 2nd

Homes Just Sold in Oakland Park: November 26th to December 2nd - December 3, 2024

Oakland Park had 2 sales during the week of Tuesday, November 26 to Monday, December 2, including including 2 single family homes for sale with an average list price of ... continue reading
New Homes For Sale This Week in Oakland Park: November 8th to November 14th

New Homes For Sale This Week in Oakland Park: November 8th to November 14th - November 15, 2024

Oakland Park had only 1 new home for sale during the week of Friday, November 8 to Thursday, November 14, including and it was a single family home for sale ... continue reading
New Homes For Sale This Week in Oakland Park: October 25th to October 31st

New Homes For Sale This Week in Oakland Park: October 25th to October 31st - November 1, 2024

Oakland Park had only 1 new home for sale during the week of Friday, October 25 to Thursday, October 31, including and it was a single family home for sale ... continue reading
New Construction Homes For Sale This Week in Oakland Park: October 23rd to October 29th

New Construction Homes For Sale This Week in Oakland Park: October 23rd to October 29th - October 30, 2024

Oakland Park had only 1 new construction home during the week of Wednesday, October 23 to Tuesday, October 29, and it was a single family home for sale with a ... continue reading
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Real Estate News

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