199 Oak Hill Dr | Image 1
Virtual Tour
199 Oak Hill Dr | Image 2
199 Oak Hill Dr | Image 3
199 Oak Hill Dr | Image 4
199 Oak Hill Dr | Image 5
199 Oak Hill Dr | Image 6
199 Oak Hill Dr | Image 7

$1,490,000

For Sale

15 days ago

199 Oak Hill Dr, Stephens City, VA

House

MLS® VAFV2042214

6 Bed

7 Bath

7508 sqft

3 Parking

  • Key Facts
  • Description
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 7508 sqft
Garage Yes
Taxes $5,344
Days Active 7
Lot Size 5.02 Acres
Approx. Age 1984
Avg. Price Per Sqft $198
MLS® Number VAFV2042214

Property Address: 199 Oak Hill Dr, Stephens City, VA, 22655-5136

Average square foot calculated using Size range provided by listing agent.

Description

Privately nestled on five wooded acres just minutes from historic Winchester, this extensively renovated modern farmhouse offers more than 7, 500 square feet of finished living space across three distinct finished living areas, providing exceptional flexibility for multi-generational living, extended family, guests or those seeking dedicated private space. The main residence combines exposed wood beams, hardwood floors, abundant natural light and polished finishes with generous living and entertaining spaces. Expansive country and mountain views are framed from the upper deck and dining room through a wall of windows and exposed beams. The finished walk-out lower level creates a second private living area with its own full kitchen, offering additional flexibility and separation. Completed in 2025, the approximately 1, 700-square-foot attached ADU provides a third fully finished living area with a separate entrance and its own living room, dining room, full kitchen, two bedrooms with en-suite baths and a half bath. Beneath the ADU, approximately 1, 861 square feet of unfinished basement space provides substantial storage and future potential. A custom-designed office overlooks the pool and surrounding grounds, offering a dedicated work-from-home space with views of the property. Outdoor living is centered around the heated in-ground saltwater pool, large deck, patio and fire-pit area, complemented by extensive hardscaping for entertaining, dining and relaxing. The five-acre grounds combine mature woods, landscaped areas and open spaces with an established collection of fruit trees and berry bushes, including fig, cherry, pear, persimmon, peach, plum and blackberry. A finished 15' x 15' outbuilding with LVP flooring and a mini-split provides additional flexible space for an office, studio, gym or hobby room. The attached two-car garage features custom cabinetry, while the paved driveway offers ample parking. Major improvements include the 2025 ADU addition, Andersen replacement windows, main-level HVAC replaced in 2024, upper-level HVAC replaced in 2025, and updates to the roof, siding, pool equipment and more. With three finished living areas, substantial additional unfinished space, five private acres, mountain and country views, a heated saltwater pool and multiple flexible work and entertaining spaces, this distinctive property offers space and privacy while remaining conveniently located near Winchester and within walking distance of Valerie Hill Vineyard & Winery.
MLS® NumberVAFV2042214
Laundry LevelLower Floor
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1984
BasementConnecting Stairway, Daylight, Partial, Fully Finished, Garage Access, Heated, Improved, Interior Access, Outside Entrance, Rear Entrance, Walkout Level, Windows, Workshop
DrivewayPaved Driveway, Attached Garage, Driveway
Garage Spaces
HeatHeat Pump(s), Electric
A/CCeiling Fan(s), Central A/C, Electric

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Oct 1, 2026List Date
$1,490,000List Price
  • Commute

Commute

Starting Address
Destination Address
199 Oak Hill Dr, Stephens City, VA

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties