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  • 377 Old Winchester Rd. Boyce VA 22620

8706 Crain Highway, UPPER MARLBORO, MD 20772 (MLS # MDPG2200228)

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Realtor Matthew Wahlstrom
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PRICE $769,900 dsIDX morgage calculator
BEDS 5
BATHS 4
HOME SIZE 3,241 sqft
LOT SIZE 8.19 ac
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Woodstock | Upper Marlboro, Maryland Introducing "Woodstock," an extraordinary and historically significant estate dating to the 1800s, recognized among the oldest continuously inhabited residences in Prince George's County. Rich in provenance, architectural character, and timeless elegance, this remarkable property presents a once-in-a-generation opportunity to own and preserve a distinguished piece of Maryland history. Privately set across approximately 8.19 scenic acres in Upper Marlboro, the offering also includes two additional parcels conveying with the sale: Outlot A (0.42 acres) and the Trumps Hill parcel (2.77 acres) - each separately deeded with its own Tax ID and legal description. The estate carries an agricultural designation, with historic designation documentation available within the disclosures. The stately main residence encompasses more than 3,000 square feet of living space and is filled with irreplaceable period details that speak to its storied past. Original architectural elements, multiple fireplaces, antique fixtures, rich millwork, and authentic historic craftsmanship create an atmosphere of warmth, sophistication, and enduring charm rarely found today. Offering five bedrooms and 3.5 bathrooms across multiple levels, the home provides exceptional scale and flexibility for refined country living, thoughtful restoration, or legacy ownership. Complementing the main residence is a separate cottage offering endless possibilities as a guest house, private studio, caretaker's residence, executive office, or creative retreat. The grounds are equally captivating, featuring mature trees, expansive lawns, charming outbuildings, and picturesque surroundings that reflect generations of stewardship and care. Recent enhancements include a newly paved driveway completed with an investment of approximately $30,000, a renovated kitchen blending modern convenience with historic character, and the added security and comfort of a generator system. Perfectly balancing privacy and accessibility, Woodstock offers the tranquility of an estate setting while remaining conveniently positioned near major commuter routes, equestrian amenities, Washington, D.C., and the broader Maryland countryside. This is an estate sale and the property is being sold strictly as-is. A rare offering of historical significance, land, scale, and legacy - Woodstock presents an unparalleled opportunity to restore, preserve, and reimagine one of Prince George's County's most treasured and distinctive estates.

DAYS ON MARKET 0 LAST UPDATED 6/19/2026
TRACT MARLTON YEAR BUILT 1800
COUNTY PRINCE GEORGES STATUS Conditional
PROPERTY TYPE(S) Single Family

SCHOOLS
School District PRINCE GEORGE'S COUNTY PUBLIC SCHOOLS


ADDITIONAL DETAILS
AIR Central Air, Electric
AIR CONDITIONING Yes
APPLIANCES Electric Water Heater
BASEMENT Other, Yes
CONSTRUCTION Other
FIREPLACE Yes
HEAT Forced Air, Oil
LOT 8.19 acre(s)
PARKING Driveway, Parking Lot
POOL DESCRIPTION None
SEWER Public Sewer
STORIES 3+
STYLE Carriage House, Colonial, Contemporary, Dutch
SUBDIVISION MARLTON
TAXES 6283
UTILITIES Natural Gas Available, Propane, Sewer Available, Water Available, Electricity Available
WATER Public
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

0
P
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*Estimate only

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CONTACT US ABOUT 8706 CRAIN HIGHWAY
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Listing provided by Fairfax Realty Premier
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 6/20/26 2:13 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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  • 377 Old Winchester Rd. Boyce VA 22620
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