8706 Crain Hwy, Upper Marlboro, MD 20772
Local realty services provided by:CENTURY 21 The Real Estate Store
8706 Crain Hwy,Upper Marlboro, MD 20772
$769,900
- 5 Beds
- 4 Baths
- 3,241 sq. ft.
- Single family
- Active
Listed by: bruno tarquinii
Office: fairfax realty premier
MLS#:MDPG2200228
Source:BRIGHTMLS
Price summary
- Price:$769,900
- Price per sq. ft.:$237.55
About this home
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....
Contact an agent
Home facts
- Year built:1800
- Listing ID #:MDPG2200228
- Added:8 day(s) ago
- Updated:May 22, 2026 at 10:12 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Basement:Yes
- Living area:3,241 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:90% Forced Air, Oil
Structure and exterior
- Year built:1800
- Building area:3,241 sq. ft.
- Lot area:8.19 Acres
- Architectural Style:Carriage House, Colonial, Contemporary, Dutch
- Levels:3 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$769,900
- Price per sq. ft.:$237.55
- Tax amount:$6,283 (2026)
Features and amenities
- Amenities:Electric Available, Natural Gas Available, Phone
Parking
- Parking description:Parking Lot
New listings near 8706 Crain Hwy
- Coming Soon
$580,000Coming Soon3 beds 4 baths15515 Sunningdale Pl, UPPER MARLBORO, MD 20774
MLS# MDPG2204224Listed by: LONG & FOSTER REAL ESTATE, INC. - New
$580,000Active7 beds 3 baths3,180 sq. ft.11805 N Marlton Ave, UPPER MARLBORO, MD 20772
MLS# MDPG2203762Listed by: RLAH @PROPERTIES - New
$299,999Active1 beds 1 baths1,015 sq. ft.13220 Fox Bow Dr #104, UPPER MARLBORO, MD 20774
MLS# MDPG2203658Listed by: TRADEMARK REALTY, INC - Coming Soon
$730,000Coming Soon5 beds 4 baths3002 Winterbourne Dr, UPPER MARLBORO, MD 20774
MLS# MDPG2204114Listed by: CENTURY 21 NEW MILLENNIUM - New
$385,000Active5 beds 3 baths1,196 sq. ft.16708 Dorchester Pl, UPPER MARLBORO, MD 20772
MLS# MDPG2204060Listed by: LONG & FOSTER REAL ESTATE, INC. - New
$679,990Active4 beds 3 baths3,198 sq. ft.5210 Manor Park Dr, UPPER MARLBORO, MD 20772
MLS# MDPG2204082Listed by: D.R. HORTON REALTY OF VIRGINIA, LLC - New
$749,900Active4 beds 4 baths3,503 sq. ft.906 Whistling Duck Dr, UPPER MARLBORO, MD 20774
MLS# MDPG2203842Listed by: COLDWELL BANKER REALTY - Coming Soon
$325,000Coming Soon3 beds 3 baths139 Kylie Pl #3, UPPER MARLBORO, MD 20774
MLS# MDPG2203946Listed by: KELLER WILLIAMS REALTY - Coming Soon
$870,000Coming Soon6 beds 6 baths4306 High Holly Ct, UPPER MARLBORO, MD 20772
MLS# MDPG2204030Listed by: KELLER WILLIAMS FLAGSHIP - Coming Soon
$425,000Coming Soon3 beds 3 baths921 Pine Forest Ln #2012, UPPER MARLBORO, MD 20774
MLS# MDPG2203848Listed by: SAMSON PROPERTIES
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.