731 Apple Pie Ridge Rd, Winchester, VA 22603
Local realty services provided by:Better Homes and Gardens Real Estate Valley Partners
Listed by:ann m smith
Office:berkshire hathaway homeservices penfed realty
MLS#:VAFV2036248
Source:BRIGHTMLS
Price summary
- Price:$1,495,000
- Price per sq. ft.:$347.35
About this home
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.
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Home facts
- Year built:1790
- Listing ID #:VAFV2036248
- Added:46 day(s) ago
- Updated:October 03, 2025 at 07:44 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Living area:4,304 sq. ft.
Heating and cooling
- Cooling:Air Purification System, Attic Fan, Ceiling Fan(s), Central A/C, Energy Star Cooling System, Heat Pump(s), Zoned
- Heating:Electric, Energy Star Heating System, Heat Pump - Oil BackUp, Oil, Radiator, Steam
Structure and exterior
- Roof:Metal
- Year built:1790
- Building area:4,304 sq. ft.
- Lot area:11.36 Acres
Utilities
- Water:Private, Spring, Well
- Sewer:Private Sewer
Finances and disclosures
- Price:$1,495,000
- Price per sq. ft.:$347.35
- Tax amount:$3,496 (2025)
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