38386 Little River Tpke, MIDDLEBURG, VA

$2,695,000

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5

Beds

Baths

4,893

Square feet

15.76

Acres

About 38386 Little River Tpke

Welcome home to Woodland Farm: a legacy equestrian estate in the heart of Loudoun County. Experience the pinnacle of Loudoun County living on this extraordinary 16-acre sanctuary. Woodland Farm offers a rare convergence of country elegance, professional equestrian facilities, and multi-generational flexibility. Pass through stately stone pillars and follow a winding paved drive that crosses a clear, spring-fed stream. Resting atop a private knoll, the custom stone and hardiplank manor commands panoramic views of rolling hills and lush pastures. This is more than a home; it is a retreat designed for both peace and presence. Inside, the home reveals a careful balance of grandeur and warmth. Sunlight pours through expansive windows beneath soaring 14-foot ceilings, illuminating spaces designed for both gathering and quiet retreat. The great room anchors the home, where floor-to-ceiling french doors open onto a sweeping pool terrace, inviting the outdoors in. At its center, a striking double-sided stone wood-burning fireplace creates a natural flow into the formal dining room, making it easy to imagine evenings filled with conversation, laughter, and celebration. Nearby, the library offers a more intimate setting, where a gas fire flickers softly during quiet conversations, while the main-level theater room promises immersive cinematic nights. The kitchen serves as the heart of it all—a place where daily life and entertaining intertwine. With its expansive social island and seamless connection to dining spaces, it becomes a natural gathering point, whether for casual mornings or lively dinner parties. The home’s thoughtful design extends to its private wings, where the east wing offers a serene primary suite alongside two additional bedrooms, while the west wing provides two oversized bedrooms each with their own ensuite bathroom, creating a sense of separation and comfort for family and guests alike. Beyond the main residence, Woodland Farm fully embraces its identity as a working equestrian estate. A five-stall center aisle barn stands ready for daily routines, complemented by a fenced riding arena and four well-maintained paddocks that support rotation and turnout. The land itself invites exploration—gentle acreage for riding, wooded trails for wandering, and the ever-present stream offering a place to pause and reflect. There is room here not just to live, but to grow, with space for future barns, arenas, or expanded facilities. Enjoy warm summer days gathering around the pool, where wide stone patios and covered wood decks set the stage for long Virginia evenings under open skies. And tucked away with their own entrance and parking, two private guest apartments overlook the woods and stream, offering flexibility for extended family, rental opportunities, or a peaceful remote workspace. Though the property feels deeply secluded, it remains closely connected to the world beyond. Starlink high-speed internet supports modern living, while the nearby village of Middleburg provides access to fine dining, charming boutiques, and the surrounding wine country. Woodland Farm is a place where elegance meets function, where open land meets thoughtful design, and where each day carries a sense of both escape and belonging.

Features of 38386 Little River Tpke

MLS® # VALO2117342
Price $2,695,000
Bedrooms 5
Bathrooms 4.50
Full Baths 4
Half Baths 1
Square Footage 4,893
Acres 15.76
Year Built 1999
Type Residential
Sub-Type Detached
Style Raised Ranch/Rambler
Status Active

Community Information

Address 38386 Little River Tpke
Subdivision WEIDLEIN DIVISION
City MIDDLEBURG
County LOUDOUN-VA
State VA
Zip Code 20117

Amenities

Amenities Primary Bath(s), Wood Floors, Window Treatments, Recessed Lighting, Carpet, Built-Ins, Exposed Beams, Pantry, Bathroom - Soaking Tub, Upgraded Countertops, Walk-in Closet(s), Bathroom - Walk-In Shower, Crown Moldings, Entry Level Bedroom, Water Treat System
Utilities Propane
Parking Asphalt Driveway
# of Garages 3
Garages Garage - Side Entry, Garage Door Opener, Inside Access
View Creek/Stream, Mountain, Pasture, Trees/Woods, Scenic Vista
Is Waterfront No
Has Pool Yes
Pool Concrete, Filtered, In Ground, Other

Interior

Interior Features Floor Plan - Open
Appliances Cooktop, Dishwasher, Disposal, Dryer, Icemaker, Microwave, Refrigerator, Washer, Exhaust Fan, Oven/Range - Gas
Heating Forced Air, Heat Pump(s), Zoned
Cooling Central A/C
Has Basement No
Fireplace Yes
# of Fireplaces 3
Fireplaces Gas/Propane, Fireplace - Glass Doors, Screen, Wood
Stories 2

Exterior

Exterior Stone, T-1-11
Exterior Features Exterior Lighting,Satellite Dish,Gutter System,Lawn Sprinkler,Underground Lawn Sprinkler,Patio(s),Deck(s),Porch(es),Roof,Board,Concrete,Filtered,In Ground,Other
Lot Description Landscaping, Private, Trees/Wooded, Stream/Creek, Front Yard, Poolside, Premium, Rear Yard
Windows Double Pane, Screens, Wood Frame
Roof Shingle
Construction Stick Built, Stone, T-1-11
Foundation Permanent, Slab

School Information

District LOUDOUN COUNTY PUBLIC SCHOOLS
Elementary BANNEKER
Middle BLUE RIDGE
High LOUDOUN VALLEY

Additional Information

Zoning AR2
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeMAXVALUE, REALTORS

Listing Map

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