199 Oak Hill Dr

Stephens City, VA 22655
  • $1,390,000

    Price
  • 6

    Bed
  • 7

    Bath
  • 7,508

    SqFt
  • 5.02

    Acre

Open House Times

  • Sun. Nov. 15 at 12:00pm to 2:00pm

About the Listing TOPV1 - 52984

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.

Listing Highlights for 199 Oak Hill Dr

Status Active
Days on Site 41
Property Type Residential
MLS ® VAFV2042214
Year Built 1984
Total Square Footage 7,508
Lot/Acreage 5.02
County Frederick
Neighborhood Oak Hill
HOA Dues 125/Annually

Interior Details

  • Bedrooms: 6
  • Bathrooms: 5 Full / 2 Half
  • Appliances: Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Washer/Dryer Stacked, Water Conditioner - Owned, Water Heater
  • Air Cond: Ceiling Fan(s),Central A/C
  • Heating: Heat Pump(s)
  • Fireplaces: 2, Gas/Propane,Mantel(s),Stone,2 Fireplaces
  • Floor: Hardwood,Luxury Vinyl Plank
  • Above Ground Sq Ft: 5016
  • Below Ground Sq Ft: 2492
  • Basement: Connecting Stairway,Daylight,Partial,Fully Finished,Garage Access,Heated,Improved,Interior Access,Outside Entrance,Rear Entrance,Walkout Level,Windows,Workshop
  • Other: 2nd Kitchen,Bathroom - Soaking Tub,Bathroom - Stall Shower,Bathroom - Tub Shower,Bathroom - Walk-In Shower,Breakfast Area,Built-Ins,Ceiling Fan(s),Crown Moldings,Entry Level Bedroom,Exposed Beams,Family Room Off Kitchen,Floor Plan - Open,Formal/Separate Dining Room,Kitchen - Gourmet,Kitchen - Island,Pantry,Primary Bath(s),Main Floor Bedrooms: 6
  • Water: Well

Exterior Details

  • Lot Description: Backs to Trees,Front Yard,Landscaping,Level,Private,Rear Yard,SideYard(s),Sloping,Trees/Wooded,Not New Construction,Horse Property: No
  • Garage Capacity: 3 car
  • Parking Spaces: 9
  • Zoning: RESIDENTIAL AGRICULTURE
  • Roof: Shingle
  • Others: Extensive Hardscape,Exterior Lighting,Play Equipment,Satellite Dish,Secure Storage,Gutter System,Excellent,Road Maintenance
  • Sewer: Septic < # of BR
  • Parking Features: Paved Driveway,Additional Storage Area,Built In,Garage - Front Entry,Garage Door Opener,Inside Access,Oversized,Underground,Attached Garage,Driveway,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $5,344
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

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199 Oak Hill Dr Stephens City, VA 22655

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Originating MLS: BRIGHT_MAIN

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Sarah Forti

Realtor and Team Owner of Forti Homes | Forti Homes | KW Devon Wayne

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