Set on just under 5 private, tree lined acres, this exceptional home offers space, flexibility, and a layout designed for both everyday living and multi-generational needs. A welcoming front porch leads into a beautifully designed interior featuring a stunning two-story family room filled with natural light and overlooking views from the upper level. The main level offers a spacious primary suite complete with an updated bath, creating a comfortable and convenient retreat. You’ll also find a dedicated home office, formal and casual living spaces, and a bright breakfast room as well as a covered porch with a patio in the back, perfect for morning/evening gatherings. Upstairs, two generously sized bedrooms each feature their own private full baths, along with a large bonus room, ideal for a media room, playroom, or additional living space in place of a basement. An open sitting area overlooks the family room below, adding to the home’s airy and connected feel. One of the standout features is the full in-law suite, thoughtfully designed with its own private front entrance and an entrance via an enclosed hallway from the main house. This space includes two bedrooms, two full baths, a full kitchen, living room, and laundry, perfect for extended family, guests, or potential rental use. Car enthusiasts or those needing extra storage will appreciate the extensive garage space, including an attached 3 car garage, a separate 1 car garage for the in-law suite, and an additional detached 3 car garage. Surrounded by mature trees for added privacy, this property offers the perfect blend of peaceful country living with room to grow, gather, and entertain.
Welcome to 181 Riding Mills Road. This meticulously maintained custom home with multigenerational living space is situated on almost 5 wooded acres. The main level offers beautiful hardwood floors, gourmet kitchen with stainless steel appliances, cherry cabinets & granite countertops, recessed lighting throughout, formal dining room with tray ceiling & chair railing, grand two story living room with stone gas fireplace, family room & breakfast room off the kitchen, bonus room/flex space that could be used as a mudroom or an office with separate entrance, laundry room with access to the garage & main level primary suite with sitting area, two walk in closets & primary bathroom with double vanities, jacuzzi tub & separate shower. Access to separate apartment with approximately 1000 square feet off the family room. Main level apartment features a private entrance, bedroom, 2 full bathrooms, den (could be used as additional bedroom), living room & full kitchen with breakfast room. Upper level includes loft space perfect for office/reading nook, two large bedrooms with walk in closets & en suite bathrooms plus additional bonus room that could be used for storage/game room/exercise room. Enjoy entertaining outdoors on the covered back lanai & patio with panoramic, wooded views. Property also includes attached 3 car garage, detached 1 car garage, storage shed & paved driveway with additional space for parking. Close proximity to 81, 66 & Rt 7 make commuting a breeze. Explore all that the Shenandoah Valley has to offer with its natural scenery & outdoor activities, shopping & dining downtown on Main Street, historic Winchester, Sherando Park, Lake Frederick, Family Drive-In Theater, Dinosaur Land & so much more!
BRIGHT MLS #1001728996
Oct 3, 2018
Listing Removed
—
Sep 8, 2018
Price Changed
$599,500
$124/sq ft
Aug 23, 2018
Price Changed
$599,900
$124/sq ft
May 31, 2018
Listed
$629,500
$130/sq ft
Public Records
Oct 10, 2006
Sold
$167,500
$35/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$4,608 (+13.6%)
$121,000 + $748,410
$869,410
2025
$4,058 (+31.3%)
$121,000 + $724,410
$845,410
2024
$3,091
$102,500 + $503,600
$606,100
2023
$3,091 (−1.4%)
$102,500 + $503,600
$606,100
2022
$3,136
$94,600 + $419,500
$514,100
2021
$3,136 (+11.7%)
$94,600 + $419,500
$514,100
2020
$2,808
$94,600 + $365,700
$460,300
2019
$2,808 (+5.4%)
$94,600 + $365,700
$460,300
2018
$2,665 (+1.7%)
$94,600 + $365,700
$460,300
2017
$2,621 (+8.6%)
$95,300 + $341,600
$436,900
2016
$2,414 (+7.5%)
$95,300 + $341,600
$436,900
2014
$2,245
$82,600 + $301,200
$383,800
Public record
Beds
3
Baths
5.5
Stories
1.5
Lot width
—
Lot depth
—
Lot size
4.83 Acres
Year renovated
2018
Finished Sq. Ft.
4,830
Unfinished Sq. Ft.
—
Total Sq. Ft.
4,830
Year built
2007
Style
Single Family Residential
County
Frederick County
APN
85 A 10J
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
5/10 Heat Factor
7 days above 102° expected this year, 16 days in 30 years
2/10 Wind Factor
2% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Stephens City, VA • 22655
Average low and high temperatures (°F)
38
22
45
28
62
39
70
48
73
54
84
64
88
69
83
63
77
58
69
45
57
39
45
28
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
96/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.9 hrs
6.5 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 181 Ridings Mill Rd
$975,096
$25K under list price of $1.00M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $490K to $675K.