Greensboro is a quiet riverside town shaped by trade
Greensboro might be a small town, but residents find a big heart with local staples and community gatherings. Situated along the Choptank River, it offers a chunk of traditional suburban life while surrounded by miles of farmland in every direction. Located in Caroline County, it was founded in 1732 by a Maryland Assembly looking to expand, though it wasn’t considered a true town until an influx of homes were built around 1783. First called Bridge Towne, developers soon realized much of the land was too swampy for agriculture. Instead, plots were sold and a diverse mix of businesses popped up between the late-1700s and early-1800s. With its location on the Choptank, Shipbuilding was a big industry later in the century. Steamboats delivered agricultural supplies via the river before railroad construction towards the end of the 1800s dominated cargo transportation. Larger towns like Denton have caused lower traffic through Greensboro, turning it into a modern sleepy village.
Old and new traditional home styles
Homebuyers can find Nationals and colonials from as early as the 1800s, more modern ranch-style houses and new traditional styles like Colonial Revivals and cottages built in the last 25 years. Most properties sit tightly together with some front and back yard space, but there are some homes with slightly larger lot sizes. Houses typically sell for $150,000 to $450,000.
Shopping essentials and dining spots spread across town
Main Street is the place in town for shopping, including a Dollar General for essentials. La Delizia Pizza is a popular spot for pies and Tenchi Spanish American Kitchen offers authentic Guatemalan dishes with American flare. Save a Lot and Family Dollar are also on the other side of town, along with the Greensboro Deli, which has been serving sandwiches since 1983. Locals head 7 miles south to Denton for a shopping center with chains like Walmart, Aldi and Petco.
Greensboro Volunteer Fire Company events
The Greensboro Volunteer Fire Company hosts several events, including the town’s annual carnival in July. The five-day event takes place at the town’s fairgrounds with amusement rides, games, fair food, live entertainment and fireworks on one of the nights. They also host a fall tractor pull and a rodeo held in September. The town puts on the Greensboro Music Fest & Car Show in September, featuring live music, food trucks, cornhole, vehicles on display and fireworks to end the night.
Served by Caroline County Public Schools
Students may start at Greensboro Elementary, which gets a B-minus from Niche, before going to Lockerman Middle, which also earns a B-minus. North Caroline High receives a B-minus too.
Outdoor recreation from kayaking to skydiving
Public green spaces like the Greensboro Community Park serve as local gathering hubs and fields for local youth sports leagues. The park also has a boat ramp for accessing the Choptank River, a popular spot for kayaking and fishing for bass and perch. Just north of town, the Pelot Bird Sanctuary’s trails cater to birdwatchers. Tandem and solo skydiving is 5 miles west at Skydive Chesapeake. Tuckahoe State Park is also less than 10 miles away with nearly 20 miles of scenic hiking trails.
Commuting via Route 404
Commuters can take Greensboro Road 10 miles south to connect to State Route 404, which runs east across Delaware's state line. Memorial Hospital is located 22 miles away. The closest airport, Baltimore/Washington International, is 60 miles away across Chesapeake Bay.
Written By
Logan Soter-Reardon
