38386 Little River Turnpike Middleburg, VA $ 2,985,000
38386 Little River Turnpike
$ 2,985,000
Share Save

38386 Little River Turnpike

Middleburg, VA, 20117
$ 2,985,000
Bedrooms5 Baths4.1 Sq 4,893

Monthly Estimate*

$ 18,379

38386 Little River Turnpike, Middleburg, VA 20117 - Image 1
38386 Little River Turnpike, Middleburg, VA 20117 - Image 2
38386 Little River Turnpike, Middleburg, VA 20117 - Image 3
38386 Little River Turnpike, Middleburg, VA 20117 - Image 4
38386 Little River Turnpike, Middleburg, VA 20117 - Image 5
38386 Little River Turnpike, Middleburg, VA 20117 - Image 6
38386 Little River Turnpike, Middleburg, VA 20117 - Image 7
38386 Little River Turnpike, Middleburg, VA 20117 - Image 8
38386 Little River Turnpike, Middleburg, VA 20117 - Image 9
38386 Little River Turnpike, Middleburg, VA 20117 - Image 10
38386 Little River Turnpike, Middleburg, VA 20117 - Image 11
38386 Little River Turnpike, Middleburg, VA 20117 - Image 12
38386 Little River Turnpike, Middleburg, VA 20117 - Image 13
38386 Little River Turnpike, Middleburg, VA 20117 - Image 14
38386 Little River Turnpike, Middleburg, VA 20117 - Image 15
38386 Little River Turnpike, Middleburg, VA 20117 - Image 16
38386 Little River Turnpike, Middleburg, VA 20117 - Image 17
38386 Little River Turnpike, Middleburg, VA 20117 - Image 18
38386 Little River Turnpike, Middleburg, VA 20117 - Image 19
38386 Little River Turnpike, Middleburg, VA 20117 - Image 20
38386 Little River Turnpike, Middleburg, VA 20117 - Image 21
38386 Little River Turnpike, Middleburg, VA 20117 - Image 22
38386 Little River Turnpike, Middleburg, VA 20117 - Image 23
38386 Little River Turnpike, Middleburg, VA 20117 - Image 24
38386 Little River Turnpike, Middleburg, VA 20117 - Image 25
38386 Little River Turnpike, Middleburg, VA 20117 - Image 26
38386 Little River Turnpike, Middleburg, VA 20117 - Image 27
38386 Little River Turnpike, Middleburg, VA 20117 - Image 28
38386 Little River Turnpike, Middleburg, VA 20117 - Image 29
38386 Little River Turnpike, Middleburg, VA 20117 - Image 30
38386 Little River Turnpike, Middleburg, VA 20117 - Image 31
38386 Little River Turnpike, Middleburg, VA 20117 - Image 32
38386 Little River Turnpike, Middleburg, VA 20117 - Image 33
38386 Little River Turnpike, Middleburg, VA 20117 - Image 34
38386 Little River Turnpike, Middleburg, VA 20117 - Image 35
38386 Little River Turnpike, Middleburg, VA 20117 - Image 36
38386 Little River Turnpike, Middleburg, VA 20117 - Image 37
38386 Little River Turnpike, Middleburg, VA 20117 - Image 38
38386 Little River Turnpike, Middleburg, VA 20117 - Image 39
38386 Little River Turnpike, Middleburg, VA 20117 - Image 40
38386 Little River Turnpike, Middleburg, VA 20117 - Image 41
38386 Little River Turnpike, Middleburg, VA 20117 - Image 42
38386 Little River Turnpike, Middleburg, VA 20117 - Image 43
38386 Little River Turnpike, Middleburg, VA 20117 - Image 44
38386 Little River Turnpike, Middleburg, VA 20117 - Image 45
38386 Little River Turnpike, Middleburg, VA 20117 - Image 46
38386 Little River Turnpike, Middleburg, VA 20117 - Image 47
38386 Little River Turnpike, Middleburg, VA 20117 - Image 48
38386 Little River Turnpike, Middleburg, VA 20117 - Image 49
38386 Little River Turnpike, Middleburg, VA 20117 - Image 50
38386 Little River Turnpike, Middleburg, VA 20117 - Image 51
38386 Little River Turnpike, Middleburg, VA 20117 - Image 52
38386 Little River Turnpike, Middleburg, VA 20117 - Image 53
38386 Little River Turnpike, Middleburg, VA 20117 - Image 54
38386 Little River Turnpike, Middleburg, VA 20117 - Image 55
38386 Little River Turnpike, Middleburg, VA 20117 - Image 56
38386 Little River Turnpike, Middleburg, VA 20117 - Image 57
38386 Little River Turnpike, Middleburg, VA 20117 - Image 58
38386 Little River Turnpike, Middleburg, VA 20117 - Image 59
38386 Little River Turnpike, Middleburg, VA 20117 - Image 60
38386 Little River Turnpike, Middleburg, VA 20117 - Image 61
38386 Little River Turnpike, Middleburg, VA 20117 - Image 62
38386 Little River Turnpike, Middleburg, VA 20117 - Image 63
38386 Little River Turnpike, Middleburg, VA 20117 - Image 64
38386 Little River Turnpike, Middleburg, VA 20117 - Image 65
38386 Little River Turnpike, Middleburg, VA 20117 - Image 66
38386 Little River Turnpike, Middleburg, VA 20117 - Image 67
38386 Little River Turnpike, Middleburg, VA 20117 - Image 68
38386 Little River Turnpike, Middleburg, VA 20117 - Image 69
38386 Little River Turnpike, Middleburg, VA 20117 - Image 70
38386 Little River Turnpike, Middleburg, VA 20117 - Image 71
38386 Little River Turnpike, Middleburg, VA 20117 - Image 72
38386 Little River Turnpike, Middleburg, VA 20117 - Image 73
38386 Little River Turnpike, Middleburg, VA 20117 - Image 74
38386 Little River Turnpike, Middleburg, VA 20117 - Image 75
38386 Little River Turnpike, Middleburg, VA 20117 - Image 76
38386 Little River Turnpike, Middleburg, VA 20117 - Image 77
38386 Little River Turnpike, Middleburg, VA 20117 - Image 78
38386 Little River Turnpike, Middleburg, VA 20117 - Image 79
38386 Little River Turnpike, Middleburg, VA 20117 - Image 80
38386 Little River Turnpike, Middleburg, VA 20117 - Image 81
38386 Little River Turnpike, Middleburg, VA 20117 - Image 82
38386 Little River Turnpike, Middleburg, VA 20117 - Image 83
38386 Little River Turnpike, Middleburg, VA 20117 - Image 84
38386 Little River Turnpike, Middleburg, VA 20117 - Image 85
38386 Little River Turnpike, Middleburg, VA 20117 - Image 86
38386 Little River Turnpike, Middleburg, VA 20117 - Image 87
38386 Little River Turnpike, Middleburg, VA 20117 - Image 88
38386 Little River Turnpike, Middleburg, VA 20117 - Image 89
38386 Little River Turnpike, Middleburg, VA 20117 - Image 90
38386 Little River Turnpike, Middleburg, VA 20117 - Image 91
38386 Little River Turnpike, Middleburg, VA 20117 - Image 92
View a Virtual Tour

Single Family Home for sale in Middleburg, VA

for $2,985,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,893 square foot home was built in 1999 on a lot size of 15.76.

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 alla 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 homes 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 explorationgentle 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.

See more

Single Family Active

Price

$ 2,985,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 18,037

Style

Raised Ranch/Rambler

Lot Size

15.76

Year Built

1999

Town/City

Middleburg

County/Region

Loudoun

MLS | Web ID

VALO2117342

Features
General
Living Area 4893
Sewer Septic = # of BR
Heating Forced Air Heat Pump(s) Zoned
Cooling Central A/C
Utilities Propane
Possession Settlement
Roof Shingle
Appliances Cooktop Dishwasher Disposal Dryer Icemaker Microwave Refrigerator Washer Exhaust Fan Oven/Range - Gas
Zoning AR2
Garage Spaces 3.00
Patio/Porch Features Patio(s) Deck(s) Porch(es) Roof
Architectural Style Raised Ranch/Rambler
Pool Features Concrete Filtered In Ground Other
Security Features Exterior Cameras Fire Detection System Main Entrance Lock Monitored Motion Detectors Security System Carbon Monoxide Detector(s)
Construction Materials Stick Built Stone T-1-11
School District LOUDOUN COUNTY PUBLIC SCHOOLS
Year Built 1999
View Creek/Stream Mountain Pasture Trees/Woods Scenic Vista
Levels 2
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County LOUDOUN
New Construction N
Property Type Residential
HOA N
Subdivision Name WEIDLEIN DIVISION
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade
Full Baths 4
Status ACTIVE
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.
City MIDDLEBURG
Disclosures Prop Disclosure
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 686506.00
Tax Annual Amount 18037.72
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 3
Bathrooms Count Main Level 4.00
Price Per Sq Ft Total AG 610.06
Acceptable Financing Cash Conventional
Vacation Rental Y/N N
Virtual Tour https://my.matterport.com/show/?m=CfWCHbVeC8b
Standard Status Active
Year Built Source Assessor
Legal Subdivision WEIDLEIN DIVISION
Tax Lot 4
See more
Interior
Interior Amenities 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 Cou
Heating Fuel Electric Propane - Owned
Flooring Hardwood Ceramic Tile Carpet
Total Fireplaces 3
Fireplace Features Gas/Propane Fireplace - Glass Doors Screen Wood
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Window Features Double Pane Screens Wood Frame
Fireplace Y/N Y
Above Grade Finished Area 4893
Half Baths 1
Central Air Y/N Y
Total Bedrooms 5
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Bedroom 4 Bedroom 5 Kitchen Library Foyer Laundry
Main Level Bedrooms 4
Laundry Type Main Floor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
See more
Exterior
Exterior Amenities Exterior Lighting Satellite Dish Gutter System Lawn Sprinkler Underground Lawn Sprinkler
Pool Yes - Personal
Fencing Board
Parking Features Asphalt Driveway
Lot Features Landscaping Private Trees/Wooded Stream/Creek Front Yard Poolside Premium Rear Yard
Water Source Well
Inclusions Five (5) Stall Center Aisle Horse Barn Guest Cottage With Two Separate Unit With Appliances.
Garage Features Garage - Side Entry Garage Door Opener Inside Access
Type of Parking Attached Garage Driveway
Foundation Details Permanent Slab
Water View Y/N Y
Lot Size Acres 15.76
Lot Size Source Assessor
Waterfront Y/N N
Door Features French Double Entry
Builder Model Custom Built Home
Navigable Water Y/N N
Water Oriented Y/N N
See more
Internal Only
Street Number 1 38386
See more
* Excluded Features
List By
Maxvalue, Realtors

Broker

tonyfeijoo@outlook.com

Email

Affordability Calculator

$19,882
Per Month
92%
8%
0%
Monthly Principal & Interest
$18,379
Monthly Property Taxes
$1,503
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3540689 Elementary School
3534201 Middle School
Loudoun Valley High School High School
Pricing History
DatePricePrice ChangeDescription
4/29/2026$2,985,000 Listed Price

Map


See all

38386 Little River Turnpike, Middleburg, VA, 20117 is a Single Family Home for sale at $2,985,000 with 4,893 sqft and a lot size of 15.76. 38386 Little River Turnpike has 5 bedrooms, 4.1 baths, and was built in 1999. The property's zip code is 20117 which is in Middleburg, VA