Pleasant Oak c.1760 historic home for sale in Powhatan VA

Pleasant Oak | c.1760 Historic Home for Sale in Powhatan, VA with Barn

3665 Old River Trail, Powhatan, VA
4/20/2026

Historic Charm, Enduring Craftsmanship, and Rural Beauty in Powhatan County, Virginia

  • Have questions? Reach out to Bridget Archer at McLean Faulconer, Inc. Call or text anytime at 434-981-4149 for expert guidance and friendly support.

c.1760 Historic Home for Sale in Powhatan VA with Barn, Smokehouse, and 26.18 Acres

Historic architecture, original details, story, and photos

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  • Historic home and fenced grounds at Pleasant Oak in Powhatan VA
  • Front exterior of Pleasant Oak c.1760 historic home in Powhatan County VA
  • Rear exterior of Pleasant Oak historic home for sale in Powhatan VA
  • Garden bench and grounds at 3665 Old River Trail Powhatan VA
  • Historic Virginia home with barn at 3665 Old River Trail Powhatan VA
Aerial view of Pleasant Oak, a c.1760 historic home for sale on 26.18 acres in Powhatan County VA
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.

Entry hall at 3665 Old River Trail Powhatan VA with wide-plank pine floors and classic staircase
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.

Elegant parlor at Pleasant Oak in Powhatan VA with original heart pine floors and colonial fireplace
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.

Historic sitting room at 3665 Old River Trail in Powhatan VA with heart pine floors and fireplace
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.

Passage connecting the original home and 2001 addition at Pleasant Oak in Powhatan VA
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 at Pleasant Oak in Powhatan VA with custom cabinetry and open layout
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, this space blends everyday comfort with historic charm.

Family room at 3665 Old River Trail in Powhatan VA with large windows, gas fireplace, and garden views
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 at Pleasant Oak in Powhatan VA overlooking trees and private backyard
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.

Primary bedroom at Pleasant Oak in Powhatan VA with heart pine floors and garden access
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 guest bedroom at 3665 Old River Trail in Powhatan VA with private bath
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 at Pleasant Oak in Powhatan VA
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 original 18th-century wing at Pleasant Oak in Powhatan VA
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 of Pleasant Oak in Powhatan VA
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.

Small upper room at Pleasant Oak in Powhatan VA with wide-plank floors and period window
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.

Historic smokehouse at Pleasant Oak in Powhatan VA
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 c.1760 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, 10 minutes from the town of Goochland, about an hour from Charlottesville, and within easy reach of Williamsburg and the Virginia 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.


By Appointment Only

Do Not Enter Driveway Without Appointment

Disclaimer
All information is deemed reliable but not guaranteed and is subject to errors, omissions, price changes, prior sale, or withdrawal without notice.