199 OAK HILL DR, Stephens City, VA 22655
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199 OAK HILL DR, Stephens City, VA 22655
199 OAK HILL DR, Stephens City, VA 22655
199 OAK HILL DR, Stephens City, VA 22655
199 OAK HILL DR, Stephens City, VA 22655
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Listed by Leah Clowser • Re/Max Roots
$ 1,490,000
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199 OAK HILL DR Stephens City, VA 22655

6 Beds

7 Baths

7,508 SqFt


Open House

Sat Oct 10, 11:00am - 2:00pm

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 7,508 sqft

Price per Sqft $198

Subdivision Oak Hill

MLS Listing ID VAFV2042214

Style Ranch/Rambler

Bedrooms 6

Full Baths 5

Half Baths 2

HOA Fees $125/ann

HOA Y/N Y

Abv Grd Liv Area 5,016

Year Built 1984

Available Date 2026-10-09

Annual Tax Amount $5,344

Tax Year 2025

Lot Size 5.020 Acres

Acres 5.02

Property Sub-Type Detached

Source BRIGHT

Property 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.

Location

State VA

County Frederick

Zoning RA

Rooms

Basement Connecting Stairway, Daylight, Partial, Fully Finished, Garage Access, Heated, Improved, Interior Access, Outside Entrance, Rear Entrance, Walkout Level, Windows, Workshop

Main Level Bedrooms 6

Interior

Interior Features 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)

Hot Water Electric

Heating Heat Pump(s)

Cooling Ceiling Fan(s), Central A/C

Flooring Hardwood, Luxury Vinyl Plank

Fireplaces Number 2

Fireplaces Type Gas/Propane, Mantel(s), Stone

Equipment Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Washer/Dryer Stacked, Water Conditioner - Owned, Water Heater

Fireplace Y

Appliance Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Washer/Dryer Stacked, Water Conditioner - Owned, Water Heater

Heat Source Electric

Laundry Lower Floor, Main Floor

Exterior

Exterior Feature Deck(s), Patio(s)

Parking Features Additional Storage Area, Built In, Garage - Front Entry, Garage Door Opener, Inside Access, Oversized, Underground

Garage Spaces 9.0

Pool Heated, In Ground, Saltwater, Vinyl

Water Access N

View Mountain

Roof Type Shingle

Street Surface Black Top

Accessibility Level Entry - Main

Porch Deck(s), Patio(s)

Attached Garage 3

Total Parking Spaces 9

Garage Y

Private Pool Yes

Building

Lot Description Backs to Trees, Front Yard, Landscaping, Level, Private, Rear Yard, SideYard(s), Sloping, Trees/Wooded

Story 3

Foundation Slab

Above Ground Finished SqFt 5016

Sewer Septic < # of BR

Water Well

Architectural Style Ranch/Rambler

Level or Stories 3

Additional Building Above Grade, Below Grade

Structure Type 9'+ Ceilings,Beamed Ceilings,High,Vaulted Ceilings

New Construction N

Schools

School District Frederick County Public Schools

Others

HOA Fee Include Road Maintenance

Senior Community No

Tax ID 73-4-F

Ownership Fee Simple

SqFt Source 7508

Special Listing Condition Standard


Bright MLS (BMLS)

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199 OAK HILL DR