Historic 170-Acre Estate In Virginia Lays Claim To 1.5 Miles Of Shoreline

Entire 170-Acre Estate
The estate, priced at US $15.485 million, enjoys water views.

Waterfront – always a premium home feature – is usually measured in feet. But imagine having an estate with 1.5 miles of shoreline.

Pleasant Prospect Farm near Eastville, Virginia, occupies an entire peninsula on Chesapeake Bay’s Cherrystone Inlet.

The buildings face a central motor court. (LONG & FOSTER REAL ESTATE)

The estate itself is historic, dating to Colonial times. Built in 1750, the main house is clad in white horizontal planks and features a brown-gray roof for a tidy, classic look. A wide porch with columns supports a second-story deck. Shingles adorn the upper-level façade, contributing the overall harmonious effect.

Inside, hardwood floors, exposed beam ceilings and wainscoting enhance the period vibe. There’s ample space for family gatherings and entertaining in the 3,375-square-foot primary residence, which contains a central foyer, formal living and dining rooms, an expansive vaulted-ceiling kitchen, a full basement, three bedrooms and three bathrooms. The 800-bottle wine cellar and tasting room has a wooden ceiling.

The 170-acre property is a peninsula that juts into an inlet off Chesapeake Bay. (LONG & FOSTER REAL ESTATE)

Two guest houses, two garages with a total of nine bays and a woodworking shop, and a pool house with a Roman bath make up the other structures on the property. There are views of the water from the Roman bath.

The hardscape includes an extensive brick patio and multiple walkways.

The long wooden pier has ample space to tie up a boat. (LONG & FOSTER REAL ESTATE)

A picturesque windmill, a variety of fruit trees, herb, vegetable and flower gardens, a long pier, fields, woodlands and marsh complete the acreage. The irrigation system is new.

Melissa Dooley of Long & Foster Real Estate is the listing agent for 2186 Pleasant Prospect Lane, Eastville, Virginia. The asking price is US $15.485 million.

The two-story main house has a full basement and a wine cellar. (LONG & FOSTER REAL ESTATE0

Norfolk International Airport is 43 miles from Eastville, which is the Northampton County seat. Virginia Beach is 35 miles from Eastville, while Norfolk is 39 miles away.


During four decades of covering luxury and celebrity housing, I’ve looked into people’s homes, lives and property records through many lenses. I was the Los Angeles Times Real Estate section editor for eight years, the Hot Property columnist for six and did stints as a newspaper reporter, copy editor and page designer. My work for The Times Business, Home and Real Estate sections has garnered in-house and national awards for blogging, editing and feature writing.