This extraordinary 5-bedroom, 6-bathroom estate sits on 14.44 acres across two parcels—5.0 acres on the front lot and 9.44 acres with the residence—just minutes from Winchester, Virginia. Designed for both everyday living and elegant entertaining, this home combines timeless style with modern luxury. Inside, hardwood floors and soaring ceilings enhance open, light-filled spaces. The recently renovated kitchen is a chef's dream, featuring a 48-inch Wolf gas range with six burners and infrared griddle, GE Monogram appliances including a pebble ice maker, and a striking quartz waterfall island with coordinating backsplash. Throughout the home, Visual Comfort chandeliers, recessed lighting, and brass Emtek hardware add refinement, while radiant floor heating on the first level ensures year-round comfort. A private gym, spacious bedrooms, and a serene primary suite elevate everyday living. All bathrooms have been updated within the last four years and now feature quartz vanity countertops. This property is made for all seasons, with three indoor fireplaces, four outdoor stone fireplaces, and a heated pool with hot tub. Expansive stone and concrete hardscaping, a hardwired exterior sound system, and professional landscape lighting create an inviting backdrop for entertaining. Practical updates include a new HVAC system (2021), a new septic system (2022), and a custom Aegis Technologies security system with exterior cameras. An attached 3-car garage plus a detached 3-car garage provide abundant parking and storage. Located just 8 minutes from Winchester Medical Center and downtown Winchester shopping, dining, and commuter routes, this home offers the perfect balance of seclusion and convenience. Don't miss the opportunity to own one of Winchester's most distinctive properties!
Majestic Georgian overlooking Apple Pie Ridge Road, close to town. Enter through stone walls to this all brick home of the highest quality. 9 and 10 foot ceilings, 1st floor master suite, beautiful bright, east facing kitchen, in-ground pool, hot tub, hardwood floors, copper gutters, 3-car gar PLUS detached 3 car shop/garage. 14 rolling acres of land, include an extra sellable lot. Meas. Approx.
Public Records
May 3, 2000
Sold
$157,500
$28/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$6,741 (+10.4%)
$198,200 + $1,073,773
$1,271,973
2025
$6,105 (+6.3%)
$198,200 + $1,073,773
$1,271,973
2024
$5,742
$179,700 + $946,100
$1,125,800
2023
$5,742 (−0.2%)
$179,700 + $946,100
$1,125,800
2022
$5,752
$169,500 + $773,500
$943,000
2021
$5,752 (+7.7%)
$169,500 + $773,500
$943,000
2020
$5,341
$169,500 + $706,100
$875,600
2019
$5,341 (+3.9%)
$169,500 + $706,100
$875,600
2018
$5,140 (+1.7%)
$169,500 + $706,100
$875,600
2017
$5,056
$170,300 + $672,300
$842,600
Tax history for 821 Apple Pie Ridge Rd
Year
Property tax
Land + Additions
Assessment*
2026
$6,741 (+10.4%)
$198,200 + $1,073,773
$1,271,973
2025
$6,105 (+6.3%)
$198,200 + $1,073,773
$1,271,973
2024
$5,742
$179,700 + $946,100
$1,125,800
2023
$5,742 (−0.2%)
$179,700 + $946,100
$1,125,800
2022
$5,752
$169,500 + $773,500
$943,000
2021
$5,752 (+7.7%)
$169,500 + $773,500
$943,000
2020
$5,341
$169,500 + $706,100
$875,600
2019
$5,341 (+3.9%)
$169,500 + $706,100
$875,600
2018
$5,140 (+1.7%)
$169,500 + $706,100
$875,600
2017
$5,056
$170,300 + $672,300
$842,600
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
4
Baths
4.5
Stories
2
Lot width
—
Lot depth
—
Lot size
9.44 Acres
Year renovated
2016
Sq. Ft.
5,590
Year built
2001
Style
Single Family Residential
County
Frederick County
APN
42 15 3
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2026.
Property details
Parking
Parking Information
# of Detached Garage Spaces: 3
# of Attached Garage Spaces: 3
Garage Features: Garage Door Opener
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 6
Asphalt Driveway
Detached Garage, Attached Garage
Interior
Bedroom Information
# of Bedrooms On 1st Upper Level: 3
# of Bedrooms On Main Level: 1
# of Bedrooms On 1st Lower Level: 1
Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Half) On Main Level: 2
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On 1st Lower Level: 1
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Full) On All Lower Levels: 1
# of Bathrooms (Half): 2
# of Bathrooms (Full): 4
Interior Information
Appliances: Built-In Microwave, Built-In Range, Dishwasher, Disposal, Dryer - Front Loading, Extra Refrigerator/Freezer, Oven - Double, Oven - Wall, Oven/Range - Gas, Range Hood, Refrigerator, Washer - Front Loading, Water Heater
Flooring Type: Hardwood, Heated, Marble
Interior Features: Attic, Chair Railings, Crown Moldings, Curved Staircase, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Island, Master Bath(s), Recessed Lighting, Store/Office, Upgraded Countertops, Wainscotting, Walk-in Closet(s), Water Treat System, WhirlPool/HotTub, Wine Storage, Wood Floors