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Marjorie Dick Stuart

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731 Apple Pie Ridge Rd, WINCHESTER, VA – $1,495,000

  • 4 Beds
  • Baths
  • 4,304 Sqft
  • 11.36 Acres
  • 4 Beds
  • Baths
  • 4,304 Sqft
  • 11.36 Acres

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.

Essential Information

  • MLS® #VAFV2036248
  • Price$1,495,000
  • Bedrooms4
  • Bathrooms3.50
  • Full Baths3
  • Half Baths1
  • Square Footage4,304
  • Acres11.36
  • Year Built1790
  • TypeResidential
  • Sub-TypeDetached
  • StyleColonial, Manor
  • StatusActive

Community Information

  • Address731 Apple Pie Ridge Rd
  • SubdivisionNONE AVAILABLE
  • CityWINCHESTER
  • CountyFREDERICK-VA
  • StateVA
  • Zip Code22603

Amenities

  • # of Garages2

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

Garages

Garage - Front Entry, Garage Door Opener, Garage - Side Entry

View

Garden/Lawn, Panoramic, Pasture, Scenic Vista, Trees/Woods

Interior

  • Interior FeaturesFloor Plan-Traditional
  • Has BasementYes
  • FireplaceYes
  • # of Fireplaces6
  • FireplacesBrick, Mantel(s), Screen, Wood
  • # of Stories4
  • Stories4

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, Steam, Radiator

Cooling

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

Basement

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

Exterior

  • ExteriorBrick and Siding, Stone
  • RoofMetal
  • FoundationBrick/Mortar, 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, Board Fence, Fenced-Partially, Wood Fence

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

School Information

District

FREDERICK COUNTY PUBLIC SCHOOLS

Additional Information

  • Date ListedAugust 22nd, 2025
  • Days on Market5
  • ZoningRA

Listing Details

Office

Berkshire Hathaway HomeServices PenFed Realty

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Price Change History for 731 Apple Pie Ridge Rd, WINCHESTER, VA (MLS® #VAFV2036248)

Date Details Price Change
Active (from Coming Soon)
Price Reduced (from $1,750,000) $1,495,000 $255,000 (14.57%)

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Listing information last updated on August 26th, 2025 at 10:30pm CDT.