Single Family Residence For Sale - 38386 LITTLE RIVER TPKE, MIDDLEBURG, VA 20117

38386 LITTLE RIVER TPKE, MIDDLEBURG, 20117, VA
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Explore this Property

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.

MLS# VALO2117342
MAXVALUE, REALTORS
ActiveUnderContract For Sale Residential
$2,695,000
5 beds • 4 baths • 1 half baths • 4893 sqft
Single Family Residence
Detached
1999 Year built
92 days on market

Property Features

Area
4893
Pool
Concrete,Filtered,In Ground,Other
Roof
Shingle
Type
RES
View
Creek/Stream,Mountain,Pasture,Trees/Woods,Scenic Vista
Acres
15.76
Style
Raised Ranch/Rambler
Cooling
Central A/C
Heating
Forced Air,Heat Pump(s),Zoned
Stories
2
Sub Type
SingleFamilyResidence
Bedrooms
5
Flooring
Hardwood,Ceramic Tile,Carpet
Bathrooms
5
Baths Full
4
Baths Half
1
Year Built
1999
Area Source
Estimated
Fireplaces
3
Foundation
Permanent,Slab
Sub Type Text
Detached
Subdivision
WEIDLEIN DIVISION
Construction
Stick Built,Stone,T-1-11
Garage Spaces
3
Accessibility
None
Lot Description
Landscaping,Private,Trees/Wooded,Stream/Creek,Front Yard,Poolside,Premium,Rear Yard
Exterior Features
Exterior Lighting,Satellite Dish,Gutter System,Lawn Sprinkler,Underground Lawn Sprinkler
Interior Features
Dining Area,Breakfast Area,Primary Bath(s),Wood Floors,Window Treatments,Recessed Lighting,Floor Plan - Open,Carpet,Built-Ins,Exposed Beams,Kitchen - Island,Pantry,Bathroom - Soaking Tub,Upgraded Countertops,Walk-in Closet(s),Bathroom - Walk-In Shower,Crown Moldings,Entry Level Bedroom,Kitchen - Gourmet,Water Treat System
Lot Size Area Units
Square Feet

Location

Directions: Route 15 Go West On Route 50 Through Aldie to 38386 John Mosby Highway (on right). Look For Woodland Farm Sign On The Right.

Schools

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

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