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.
Sold for $1,500,000 on 10/28/25
$1,500,000
731 Apple Pie Ridge Rd, Winchester, VA 22603
4beds
4,304sqft
Single Family Residence
Built in 1790
11.36 Acres Lot
$1,482,900 Zestimate®
$349/sqft
$3,510 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: October 28, 2025 at 07:08am
Listed by:
Ann Smith 703-964-6144,
Berkshire Hathaway HomeServices PenFed Realty,
Co-Listing Agent: John F Anderson Jr. 540-974-6899,
Berkshire Hathaway HomeServices PenFed Realty
Bought with:
Sheila Pack, 0225075316
RE/MAX Roots
Source: Bright MLS,MLS#: VAFV2036248
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Other
- Level: Upper
Bonus room
- Level: Upper
Dining room
- Level: Main
Foyer
- Level: Main
Kitchen
- Level: Main
Laundry
- Level: Main
Library
- Level: Main
Living room
- Level: Main
Office
- Level: Main
Screened porch
- Level: Main
Heating
- ENERGY STAR Qualified Equipment, Heat Pump, Steam, Radiator, Electric, Oil
Cooling
- Central Air, Heat Pump, ENERGY STAR Qualified Equipment, Zoned, Ceiling Fan(s), Attic Fan, Air Purification System, Electric
Appliances
- Included: Air Cleaner, Microwave, Cooktop, Dishwasher, Dryer, Energy Efficient Appliances, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dishwasher, Exhaust Fan, Ice Maker, Oven, Stainless Steel Appliance(s), Washer, Water Conditioner - Owned, Water Heater, Water Treat System, Electric Water Heater
- Laundry: Main Level, Laundry Room
Features
- Air Filter System, Attic, Attic/House Fan, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-in Features, Cedar Closet(s), Ceiling Fan(s), Chair Railings, Crown Molding, Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen Island, Kitchen - Gourmet, Pantry, Primary Bath(s), Upgraded Countertops, Walk-In Closet(s), Plaster Walls
- Flooring: Hardwood, Tile/Brick, Wood
- Windows: Window Treatments
- Basement: Exterior Entry,Concrete,Dirt Floor,Partial,Drainage System,Walk-Out Access
- Number of fireplaces: 6
- Fireplace features: Brick, Mantel(s), Screen, Wood Burning
Interior area
- Total structure area: 7,454
- Total interior livable area: 4,304 sqft
- Finished area above ground: 4,304
Property
Parking
- Total spaces: 12
- Parking features: Garage Faces Front, Garage Door Opener, Garage Faces Side, Detached, Driveway
- Garage spaces: 2
- Uncovered spaces: 10
Accessibility
- Accessibility features: None
Features
- Levels: Four
- Stories: 4
- Patio & porch: Brick, Porch, Screened, Patio, Screened Porch
- Exterior features: Chimney Cap(s), Extensive Hardscape, Flood Lights, Lighting, Rain Gutters, Satellite Dish, Sidewalks, Stone Retaining Walls
- Pool features: None
- Fencing: Board,Partial,Wood
- Has view: Yes
- View description: Garden, Panoramic, Pasture, Scenic Vista, Trees/Woods
- Waterfront features: Spring
- Frontage type: Road Frontage
Lot
- Size: 11.36 Acres
- Features: Open Lot, Wooded, Pond, Private, Rear Yard, Additional Lot(s), Front Yard, Landscaped, Level, Rural, Sloped, Stream/Creek, SideYard(s), Year Round Access
Details
- Additional structures: Above Grade, Outbuilding
- Parcel number: 42A258
- Zoning: RA
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Manor
- Property subtype: Single Family Residence
Materials
- Brick, Stone, Masonry
- Foundation: Brick/Mortar, Stone
- Roof: Metal
Condition
- Excellent
- New construction: No
- Year built: 1790
- Major remodel year: 2022
Utilities & green energy
- Sewer: Private Sewer
- Water: Private, Well, Spring
Community & neighborhood
Security
- Security features: Security System, Monitored, Smoke Detector(s)
Location
- Region: Winchester
- Subdivision: None Available
Other
Other facts
- Listing agreement: Exclusive Agency
- Ownership: Fee Simple
Sell with ease on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,482,900
2% more+$29,658
With Zillow Showcase(estimated)$1,512,558