731 Apple Pie Ridge Rd, WINCHESTER, VA

$1,495,000

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4

Beds

Baths

4,304

Square feet

11.36

Acres

About 731 Apple Pie Ridge Rd

APPLE PIE RIDGE...A Legacy Unbroken: Lost Stream Farm, a 7-Generation Family Heirloom Welcome to Lost Stream Farm, a place where history isn't just a date in a book—it's alive in the brick and stone of every wall. Dating back to the late 1700s, this Quaker-built dwelling has been a cherished family home for an astonishing seven generations. For the very first time in 235 years, it's now ready for new owners to become its next stewards. Nestled on just over 11 acres at the top of Apple Pie Ridge—the heart of Winchester's famous apple country—this property is a testament to a family's deep connection to the land. This is a home built from the earth it stands on; the original brick and stone were meticulously sourced from the property itself, a physical manifestation of a family's enduring legacy. This family was among the earliest orchardists in Frederick County, a legacy that helped earn Winchester its "Apple Capital of the World" title. You can feel this profound history in the gentle landscape, from the apple orchards that once flourished to the very ground that was cared for over centuries. The original bell, once rung to call in the workers from the apple orchards, still stands on the property as a tribute to this rich past. Stepping inside this 4-story brick manor house is like stepping into a living story. The home was thoughtfully expanded in the early 1900s, doubling its size while seamlessly preserving its historical integrity. For over 50 years, John and Katie Anderson lovingly cared for this home, becoming its stewards and meticulously undertaking major renovations that honored its past while providing modern comfort. A new standing seam metal roof (2017) was installed, and the home features six fireplaces. Major updates include Central Heat and Air Conditioning (2022), a new bathroom with a walk-in, glass-walled shower, and a gorgeous kitchen with a built-in stovetop in the old fireplace and beautiful handmade cabinets. Outside, the property is a true sanctuary, located just 5 minutes from Winchester Medical Center and 10 minutes from downtown Winchester. A beautifully renovated 2-car garage (2025) was seamlessly integrated with the property’s original spring house, a historic structure that once supplied water to the home. The active spring overflow feeds a stream that runs along the property and is a wildlife sanctuary for deer, turkey, birds, and other animals. There is a separate, small spring-fed pond on the property which has fish and turtles. The back patio provides a peaceful escape, where a serene koi pond flourishes with lush vegetation and koi fish, surrounded by vibrant flowers that bloom throughout the seasons. A separate garden shed, an equipment shed, and a charming 2-story bank barn offer endless possibilities. The land itself is a rare find, composed of two parcels, offering a unique opportunity to build or protect the surrounding land. This is more than a home; it’s an invitation to own a serene, private slice of history—a place for long walks, gardens, or horses, and sipping a glass of tea on the expansive front porch swing. A property that has never been sold and has waited nearly 235 years to find its next guardian. NOTE: This listing includes 2 parcels of land totaling 11.36 acres. Public records and other sources only show the valuation for the property as the manor home on 6.3 acres. An additional 5.06 acre parcel is included (with permit approved for 3-bedroom septic). Schedule your private tour today. PLEASE, NO DRIVE-BYS as the driveway has no turnaround without going directly to the residence.

Features of 731 Apple Pie Ridge Rd

MLS® # VAFV2036248
Price $1,495,000
Bedrooms 4
Bathrooms 3.50
Full Baths 3
Half Baths 1
Square Footage 4,304
Acres 11.36
Year Built 1790
Type Residential
Sub-Type Detached
Style Colonial, Manor
Status Active Under Contract

Community Information

Address 731 Apple Pie Ridge Rd
Subdivision NONE AVAILABLE
City WINCHESTER
County FREDERICK-VA
State VA
Zip Code 22603
Senior Community N

Amenities

Amenities Air Filter System, Attic, Attic/House Fan, Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Cedar Closet(s), CeilngFan(s), Chair Railing, Crown Molding, Formal/Separate Dining Room, Pantry, Master Bath(s), Upgraded Countertops, Water Treat System, Walk-in Closet(s), Shades/Blinds, Wood Floors
Parking Type Detached Garage, Driveway
# of Garages 2
Garages Garage - Front Entry, Garage Door Opener, Garage - Side Entry
View Garden/Lawn, Panoramic, Pasture, Scenic Vista, Trees/Woods
Is Waterfront No
Pool Type No Pool

Interior

Interior Features Floor Plan-Traditional
Appliances Air Cleaner, Built-In Microwave, Cooktop, Dishwasher, Dryer - Electric, Energy Star Appliances, ENERGY STAR Refrigerator, ENERGY STAR Dishwasher, Exhaust Fan, Icemaker, Oven-Wall, Stainless Steel Appliances, Washer, Water Conditioner, Water Heater
Heating Energy Star Heating System, Heat Pump - Oil BackUp, Radiator, Steam
Cooling Central A/C, Heat Pump(s), Energy Star Cooling System, Zoned, Ceiling Fan(s), Attic Fan, Air Purification System
Fireplace Yes
# of Fireplaces 6
Fireplaces Brick, Mantel(s), Screen, Wood
# of Stories 4
Stories 4
Has Basement Yes
Basement Outside Entrance, Poured Concrete, Dirt Floor, Daylight, Partial, Drainage System, Walkout Level
Central Air Y

Exterior

Exterior Brick and Siding, Stone
Exterior Features Chimney Cap(s), Extensive Hardscape, Flood Lights, Exterior Lighting, Gutter System, Outbuilding Apartment, Satellite Dish, Sidewalks, Stone Retaining Walls, Brick Porch, Porch(es), Porch-screened, Patio, Fenced-Partially, Wood Fence, Board Fence
Style Colonial, Manor
Lot Description Open, Partly Wooded, Pond, Private, Rear Yard, Additional Lot(s), Front Yard, Landscaping, Level, Road Frontage, Rural, Sloping, Stream/creek, SideYard(s), Year Round Access
Roof Metal
New Construction N
Foundation Brick/Mortar, Stone

School Information

District FREDERICK COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed August 22nd, 2025
Days on Market 6
Zoning RA
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeBerkshire Hathaway HomeServices PenFed Realty

Listing Map

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