Pleasant Oak: A Timeless Virginia Historic Home
Beautiful Historic Home
3665 Old River Trail, Powhatan
Historic Charm, Enduring Craftsmanship, and Rural Beauty in Powhatan County
Aerial View of Pleasant Oak
Aerial view of 3665 Old River Trail in Powhatan, VA—a 26.18-acre historic retreat surrounded by mature woods, open lawns, and curated gardens. A winding drive leads to the main house and barn, offering exceptional privacy and space for gardening, recreation, or future use.
The Foyer
Entry hall at 3665 Old River Trail, Powhatan, VA—a gracious introduction to this historic home, featuring original wide-plank pine floors, hand-planed woodwork, and a classic side-passage staircase. Sunlight filters through tall six-over-nine windows, highlighting the craftsmanship and colonial character that define Pleasant Oak.
The Parlor
Elegant parlor at 3665 Old River Trail in Powhatan, VA—featuring original heart pine floors, deep-set six-over-nine windows, and a striking colonial fireplace with built-in bookcases. A beautifully preserved space that reflects the home's 18th-century craftsmanship and timeless character.
The Sitting Room
Interior view of 3665 Old River Trail in Powhatan, Virginia, featuring original heart pine floors, wide board paneling, and a tiled fireplace. This warm, historic room reflects the timeless charm and craftsmanship of Pleasant Oak, a beautifully preserved historic property.
A Seamless Connection
This light-filled passage at 3665 Old River Trail connects the historic heart of the home to the 2001 addition. Framed by woodland and garden views, it offers a quiet spot to read or write, while creating an easy flow into the updated kitchen and family room. A graceful blend of past and present at Pleasant Oak.
Kitchen
The spacious kitchen and family room at 3665 Old River Trail were added in 2001, offering modern functionality while preserving the home’s timeless character. With custom cabinetry, stainless appliances, and an open layout perfect for gatherings.
Light-Filled Gathering Space
The family room at 3665 Old River Trail offers a bright and welcoming retreat with large windows, garden views, and access to the screened porch. Part of the 2001 addition, it features a gas fireplace and classic millwork, creating a cozy atmosphere that complements the home’s historic elegance.
Screened Porch Among the Trees
Step from the family room onto this spacious screened porch at 3665 Old River Trail, designed for year-round enjoyment. Surrounded by mature trees and views of the private backyard, it’s the perfect setting for dining, relaxing, or savoring the peaceful beauty of Pleasant Oak.
Spacious Primary Suite
The primary bedroom at 3665 Old River Trail offers generous space, abundant natural light, and serene views of the gardens. With original heart pine floors and a cozy seating area, this peaceful retreat includes an en suite bath and direct access to a private patio just outside.
Main Level Second En-Suite Bedroom
There is a second spacious en-suite bedroom on the main floor. This bright and welcoming space features large windows, hardwood floors, and a private bath—perfectly blending function and charm at Pleasant Oak.
Original Stair to Upper Chambers
This narrow doorway at 3665 Old River Trail opens to the upstairs rooms of the original 1700s structure. With its hand-hewn trim, wide-plank floors, and steep threshold, it reflects the charm and scale of early American architecture preserved at Pleasant Oak.
Upstairs Bedroom in the 18th-Century Wing
One of three upper-level rooms in the original 1700s section of 3665 Old River Trail, this bedroom features dormered ceilings, mellow wood floors, and a charming fireplace. With period windows framing views of the grounds, it’s a quiet space steeped in early American character.
Second Upstairs Room in the Original Wing
Across from the other bedroom, this second upstairs room at 3665 Old River Trail features original wood floors, distinctive dormers, and charming views over the rooftops and gardens. A flexible space perfect for a sitting room, office, or guest nook—full of historic character at Pleasant Oak.
Tucked-Away Upper Room
This charming upstairs room at 3665 Old River Trail features original wide-plank floors, sloped ceilings, and a single-paned window framed in period trim. A cozy and quiet space perfect for storage, reading, or as a nostalgic reminder of Pleasant Oak’s 18th-century origins.
The Historic Smokehouse
Completing the historic footprint of Pleasant Oak, this original smokehouse at 3665 Old River Trail stands beneath a canopy of trees. With its weathered wood siding and tin roof, it speaks to the self-sufficient lifestyle of early Virginia homesteads and adds to the authentic charm of this remarkable property.
Pleasant Oak Video
An Enduring Example of 18th-Century Virginia Architecture
A Home with History, Heart, and Soul
c.1760 - 1803
Location
3665 Old River Trail, Powhatan, VA
Nestled along one of Powhatan’s most scenic byways, 3665 Old River Trail offers a rare combination of rural beauty and convenient access. Surrounded by rolling countryside and mature forests, this private and peaceful setting is just 30 minutes from the cultural and culinary scene of Richmond and 10 minutes from the town of Goochland, an hour from Charlottesville and within easy reach of Williamsburg and the coast.
Local favorites like Fairfield Coffee & Eatery, The Café at Maidens, and the four-generation County Seat Restaurant provide cozy spots to dine, while 1933 Public House and nearby Mexican, Chinese, and sushi options offer variety. Maxey’s Store and historic taverns round out the area’s unique charm and convenience.
The nearby James River and expansive Powhatan Wildlife Management Area invite outdoor recreation, while surrounding farms, vineyards, and equestrian estates add to the area’s appeal.
