731 APPLE PIE RIDGE ROAD, WINCHESTER, VA 22603

$1,495,000

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… Read More 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. Read Less

Courtesy of Ann Smith, Berkshire Hathaway HomeServices PenFed Realty [email protected]

Listing Snapshot

Days Online

Last Updated

Sep 24, 2025

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

4,304

Lot Size

11.36 Acres

Year Built

1790

MLS Number

VAFV2036248

Additional Details

Appliances & Equipment

Air Cleaner, Built-In Microwave, Cooktop, Dishwasher, Dryer - Electric, Energy Efficient Appliances, ENERGY STAR Refrigerator, ENERGY STAR Dishwasher, Exhaust Fan, Icemaker, Oven - Wall, Stainless Steel Appliances, Washer, Water Conditioner - Owned, Water Heater

Basement

Outside Entrance, Poured Concrete, Dirt Floor, Daylight, Partial, Drainage System, Walkout Level

Building

4,304 sqft living area, 4,304 sqft above grade (finished), 1,000 sqft above grade (unfinished), 2,150 sqft below grade (unfinished), Built in 1790, Major renovation in 2022, Structure Type: Detached, Wall & Ceiling Types: Plaster Walls, 4 levels, Colonial, Manor, Brick, Stone, Masonry

Cooling

Central Air, Electric, Central A/C, Heat Pump(s), Energy Star Cooling System, Zoned, Ceiling Fan(s), Attic Fan, Air Purification System

Exterior Features

Chimney Cap(s), Extensive Hardscape, Flood Lights, Exterior Lighting, Gutter System, Outbuilding(s), Satellite Dish, Sidewalks, Stone Retaining Walls

Fence

Board, Partially, Wood

Fireplaces

6 fireplaces, Brick, Mantel(s), Screen, Wood

Floors

Solid Hardwood, Tile/Brick

Foundation

Brick/Mortar, Stone

Garage

2 garage spaces

Water Features

Water Body Type: Spring, Water Oriented

Heating

Electric, Oil, Energy Star Heating System, Heat Pump - Oil BackUp, Steam, Radiator

Interior Features

Air Filter System, Attic, Attic/House Fan, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Cedar Closet(s), Ceiling Fan(s), Chair Railings, Crown Moldings, Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Island, Kitchen - Gourmet, Pantry, Primary Bath(s), Upgraded Countertops, Water Treat System, Walk-in Closet(s), Window Treatments, Wood Floors

Laundry

Main Floor

Lot

494,842 sqft, 11.36 acres, 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

Property

Other Structures: Above Grade, Outdoor Living Structures: Brick, Porch(es), Screened, Patio(s), View: Garden/Lawn, Panoramic, Pasture, Scenic Vista, Trees/Woods

Roof

Metal

Sewer

Private Sewer

Taxes

County Tax: $3,496, County Tax Pymnt Freq: Annually, Tax Annual Amount: $3,496, Tax Year: 2025

Utilities

Hot Water: Electric

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