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  • 377 Old Winchester Rd. Boyce VA 22620

39902 Thomas Mill Road, LEESBURG, VA 20175 (MLS # VALO2133060)

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Realtor Matthew Wahlstrom
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PRICE $1,495,000 dsIDX morgage calculator
BEDS 4
BATHS 4
HOME SIZE 4,003 sqft
LOT SIZE 11.45 ac
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Historic Sleepy Hollow Farm: A Timeless Loudoun County Quaker Stone House. Listed on the National Register of Historic Places, this 11.45-acre farm offers total privacy and a breathtaking sense of arrival. As you come around the bend at the bottom of the long driveway, the gorgeous 1769 stone house suddenly comes into view against a backdrop of mature woods and rolling land. Welcoming you to the home is a classic covered front porch that spans the original section of the house, looking out over the historic stone spring house that still stands proudly in front of the residence. The main home totals approximately 3,600 square feet of finished space. It is anchored by the original 2-over-2 Quaker stone core featuring its visible 250-year timeline cornerstone, wavy glass windows, original plaster walls and ceilings, and intact wood floors that are likely original heart of pine. An 1867 expansion introduced a formal dining room and a lower chamber, which features a cozy, finished 400-square-foot walk-out den showcasing exposed stone walls and an authentic brick floor. A thoughtful two-story frame addition, added in1985 on the back of the house, expands the home for practical country living, adding a large country kitchen, which could be used as a comfortable dining or sitting area, a powder room, and a spacious laundry room. The second level features a primary suite with walk-in closets, a full bath, plus an additional bedroom, another full bath, and a powder room in the hallway of the original core house. Underneath this addition, a generous unfinished lower-level space provides excellent room for utility and storage. Remarkably, the residence relied directly on water from the historic spring house for centuries, right up until 2010 when a new well was added to fully modernize the home's water system. The house and pool area are nestled in front of the trees, beautifully framed by boxwood plantings. Outside, the rolling acreage is fully set up for a functional hobby farm or equestrian life, complete with a natural pond, two 4-stall barns, two run-in sheds, and an in-ground pool with several possibilities. This is a rare opportunity to own a beautifully preserved, classic piece of history on highly desired Thomas Mill Road.

DAYS ON MARKET 1 LAST UPDATED 8/18/2026
TRACT LELAND HEIGHTS YEAR BUILT 1769
COUNTY LOUDOUN STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
School District LOUDOUN COUNTY PUBLIC SCHOOLS
Elementary School CATOCTIN
Jr. High School J. L. SIMPSON
High School LOUDOUN COUNTY


ADDITIONAL DETAILS
AIR Electric, Window Unit(s)
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Oven, Refrigerator, Washer
BARN/EQUESTRIAN Yes
BASEMENT Full, Yes
CONSTRUCTION Frame, Stone
FIREPLACE Yes
HEAT Baseboard, Oil
INTERIOR Eat-in Kitchen
LOT 11.45 acre(s)
PARKING Gravel, Driveway
POOL Yes
POOL DESCRIPTION In Ground, Private
STORIES 3+
STYLE Colonial
SUBDIVISION LELAND HEIGHTS
TAXES 10851
VIEW Yes
VIEW DESCRIPTION Water, Pasture, Pond, Trees/Woods, Scenic
WATER Well
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
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*Estimate only

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CONTACT US ABOUT 39902 THOMAS MILL ROAD
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Listing provided by Berkshire Hathaway HomeServices PenFed Realty
The multiple listing data appearing on this website, or contained in reports produced therefrom, comes in part from Metropolitan Regional Information Systems ("MRIS"). The information provided is for the viewer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All real estate listings include detailed information about them that includes the name of the listing brokers and therefore may reference real estate listing(s) held by a brokerage other than the broker and/or agent who owns this web site.

All listing data, including, but not limited to, square footage and lot size is believed to be accurate, but the listing agent, listing broker and respective Multiple Listing Services and their affiliates do not warrant or guarantee such accuracy. Therefore, all data should be personally verified through personal inspection by and/or with the appropriate professionals. Listing data last updated 8/19/26 4:34 AM PDT.

The listing information on this web site is from various brokers who participate in IDX.

Copyright 2026 MRIS. All rights reserved.

This IDX solution is (c) Diverse Solutions 2026.

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MJ HOME SALES – Better Service. Better Real Estate

Pearson Smith Realty  |  43777 Central Station Drive, #Suite 390, Ashburn, VA 20147
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  • 377 Old Winchester Rd. Boyce VA 22620
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