Williamsburg Real Estate: Established Homes Near International Drive

Williamsburg is a planned community in southwest Orange County, bounded by the Beachline Expressway (SR 528) to the north, SR 417 to the south, Shingle Creek to the east and International Drive to the west. Its main entrance is at Orangewood Boulevard and Central Florida Parkway. Orange County describes it as seven villages with their own pools, tennis courts and clubhouses, more than 3,000 homes in all, built from the 1970s on land that had been groves.

Single-family homes within about 1.1 miles of the center of Williamsburg sold for a median of $395,000 over the 12 months ending April 2026, based on county records. The median home sold had about 1,590 square feet and was built in 1988.

Source: Orange County Property Appraiser sale records, qualified arm's-length sales over $50,000, May 2025 through April 2026, for homes within about 1.1 miles of the Census center point for Williamsburg. County records, not MLS data. Sales after April 2026 are left out because the county is still recording them. With 38 sales from November 2025 to April 2026, the half-year median is a rough guide.

What Homes Sold For

Of the 94 recorded sales, 5 were under $300,000, 47 sold between $300,000 and $399,999, 30 between $400,000 and $499,999, 2 between $500,000 and $749,999, and 10 for $750,000 or more. Most homes are older and similar in size, so updates, roof and system ages, lake views and the village's HOA dues move the price. I compare recorded sales in the same village before setting a price or writing an offer.

The HOA and the Villages

The Williamsburg Homeowners Association covers the community. Village names on the county plats include Deer Creek, Green Briar, Lake Ridge, Lime Tree, Montpelier and Somerset, along with townhome sections. Dues, amenities and rules differ by village, so ask for the documents for the specific section. Williamsburg is inside Orange County's urban service area, with county water and sewer, and has no community development district.

Parks and Trails

Lester Mandell Park, a 7-acre county park, is on Central Florida Parkway. The Shingle Creek Trail runs along the east side of the area, with one section open south of Taft-Vineland Road and the section along Williamsburg in design.

Schools

Williamsburg addresses are generally zoned for Waterbridge Elementary, Freedom Middle and Freedom High. Confirm any address with Orange County Public Schools.

Getting Around

Williamsburg is one of the closest established neighborhoods to the tourist corridor. Without traffic, approximate drive times are about 10 minutes to the Orange County Convention Center, about 15 minutes to Universal, about 20 minutes to Orlando International Airport, downtown Orlando and EPCOT, and about 25 minutes to the Magic Kingdom. Traffic on International Drive and Central Florida Parkway can add a lot at peak times.

Nearby: Lake Bryan

A few miles southwest, Lake Bryan is lined with vacation resorts and timeshare condos, including Hilton's Grand Beach. Those units sell differently from homes in Williamsburg and are not included in the figures above. If you are looking at a vacation condo, ask me for recorded sales in that building.

Before You Buy

Check the flood zone, since land near Shingle Creek and the lakes includes FEMA flood zones; the HOA documents and dues for the village; and the age of the roof, air conditioning and plumbing on older homes. Orange County allows short-term rentals only in certain zoning districts or planned developments that expressly permit them, and a state license is required, so check before you plan on rental income.

Williamsburg and Nearby Areas

The listings below cover ZIP code 32821, which includes Williamsburg, Lake Bryan and other nearby areas. Tell me which part you want and I will narrow the search.

Working With Me in Williamsburg

I help buyers compare villages, HOA costs and the condition of older homes, using what homes actually recorded for and reading the HOA documents with you before you commit. For sellers, I use the same county records to set a price that holds up when the appraiser looks at it.

Start with the Orange County Real Estate Overview, or contact me directly to talk about Williamsburg.

Common Questions

What do homes in Williamsburg sell for?

County records show a median single-family sale price of $395,000 for homes within about 1.1 miles of the center of Williamsburg in the 12 months ending April 2026, with the middle half between $350,000 and $437,500.

Does Williamsburg have an HOA?

Yes. The Williamsburg Homeowners Association covers the community, which Orange County describes as seven villages with their own pools, tennis courts and clubhouses. Ask for the dues and rules for the village you are considering.

Can you rent out a home in Williamsburg short term?

Orange County allows short-term rentals only in certain zoning districts or planned developments that expressly permit them, and the HOA may have its own rules. Check both before you plan on vacation rental income.

What schools serve Williamsburg?

Williamsburg addresses are generally zoned for Waterbridge Elementary, Freedom Middle and Freedom High. Confirm any address with Orange County Public Schools.