$1,950,000

OAKLAND circa 1790 is a distinctive 18-acre country estate with views of the Blue Ridge about 90 minutes from D.C. A gracious approach introduces the character rich 4-bedroom main residence. The property unfolds with exceptional infrastructure and additional living spaces, offering up to 6 bedrooms in all for multi-generational family… Read More living, equestrian hobbies or weekend escape. Access to I-66 is quick. The original 18th-century portion of the stone-and-stucco home is rich with character, featuring a broad front porch, wide-plank hardwood floors, a gracefully curved staircase and tall ceilings. The library and dining room are each anchored by a fireplace and custom built-in cabinetry. A hallway lined with exposed logs creates a striking transition between old and new, as the home opens to oversized windows and walls of glass that fill the interiors with natural light and frame mountain views. The heart of the home is a generously scaled. An updated kitchen, has a massive center island for gathering. The adjoining great room extends naturally outdoors through French doors to the rear veranda, pool and pavilion, with views stretching across the stables and pastures. The upstairs primary suite is impressive in both scale and amenities. A wall of windows captures the property's best view, also enjoyed from a private deck. Two separate full bathrooms with heated floors and two spacious walk-in closets with custom built-in systems provide rare comfort and privacy, while a dedicated wellness and fitness room with hot tub completes this exceptional retreat. A large ensuite bedroom, two additional bedrooms, a full bath, and conveniently located laundry room complete the upper level. Oakland offers an unparalleled outdoors life. Three sets of French doors open to a veranda, ideal for dining al fresco and entertaining. Steps away, the saltwater pool and spa are connected by a waterfall feature, while a pool pavilion with gas fireplace and half bath creates a relaxing destination. Surrounding mature landscaping offers natural privacy. A covered breezeway connects the main house to a two-car garage. Above the garage is a bright spacious suite, flexible enough for a home office, creative studio, gym, homeschooling space, or private guest quarters. For the equestrian, a beautifully built 6-stall center-aisle stable will suit both the serious and recreational rider. The large rubber-matted stalls with exterior Dutch doors are complemented by a wash stall, heated tack room, and convenient access to the surrounding fields. Four-board fencing encloses two large pastures with substantial run-in sheds, along with a smaller pasture and separate paddock or grass riding area. Adjoining the stable is a newly renovated and expanded one-bedroom, one-bath apartment - ideal for extended family, guests, a caretaker or farm manager, or potential rental use. An attached deep 3-bay garage accommodate up to six vehicles, offering rare space for a car collection, equipment and storage, hobbies, or workshop use. A private helicopter hanger has been recently transformed into a memorable setting for a wedding, its concrete floor, industrial lighting and newly added oversized windows make the space adaptable and welcoming. Presiding over the property is Oakland's old bank barn. Grand in scale and rich with character, it remains functional for hay storage or livestock, while its rustic beauty whispers history. Oakland celebrates Virginia at its best. A short 5 miles to I-66. 90 minutes to Washington DC. 20 minutes to Winchester. Read Less

Courtesy of Rachael Duvall, TTR Sotheby's International Realty 540-212-9993

Listing Snapshot

Days Online

Last Updated

Sep 2, 2026

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

4,671

Lot Size

18.31 Acres

Year Built

1790

MLS Number

VAWR2015436

Additional Details

Property Access

Road Responsibility: State, Road Surface: Black Top

Appliances & Equipment

Built-In Microwave, Central Vacuum, Dishwasher, Disposal, Dryer, Dryer - Gas, Exhaust Fan, Oven/Range - Gas, Refrigerator, Washer - Front Loading, Water Conditioner - Owned, Water Heater

Basement

Poured Concrete, Sump Pump, Unfinished

Building

Built in 1790, Built in 2025 (effective), Living area: 4671, Building faces North, 2 stories, Levels: 2, Construction Materials: Stone, Stucco

Cooling

Central A/C, Heat Pump(s)

Doors

Storm

Accessibility Features

Level Entry - Main

Exterior Features

Patio/Porch Features: Deck(s), Patio(s), Porch(es), Screened, Terrace, Extensive Hardscape, Exterior Lighting, Flood Lights, Hot Tub, Outbuilding(s), Secure Storage, Stone Retaining Walls

Fence

Board

Fireplaces

3 fireplaces, Brick, Gas/Propane, Wood

Floors

Carpet, Ceramic Tile, Hardwood

Foundation

Stone

Garage

3 spaces

Heating

Heat Pump(s)

Interior Features

Additional Stairway, Air Filter System, Bar, Built-Ins, Butlers Pantry, Exposed Beams, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Country, Kitchen - Island, Recessed Lighting, Sound System, Walk-in Closet(s), Water Treat System, Wet/Dry Bar, WhirlPool/HotTub, Window Treatments, Wood Floors

Lot

18.31 acres, Backs to Trees, Cleared, Front Yard, Hunting Available, Landscaping, Level, Not In Development, Open, Private, Rear Yard, Road Frontage, Rural, Secluded

Pets Policy

Allowed: No Pet Restrictions

Pool

In Ground, Pool/Spa Combo, Saltwater

Property

Very Good, Horse amenities: Horses Allowed, Paddock, Other structures: Above Grade, Below Grade, Mountain, Panoramic, Pasture, Scenic Vista

Roof

Metal

Sewer

On Site Septic

Taxes

Additional parcels description:, Annual Amount: $6,225, Lot: 3A1, Year: 2022, Zoning: A, Zoning description: Residential/Agriculture

Utilities

Natural Gas Available, Water Source: Well, Private, 220 Volts

Windows

Double Pane

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