Upper Marlboro Real Estate | Upper Marlboro Historical Properties for Sale

Buy It Before I start minor renovations, paint, flooring basement floor. Very livable house, needs TLC! Owner is licensed Broker. 10-30 day settlement. PRICE IS FIRM! easy access to Route 4, new walking trails behind house, Frederick Sasscer athletic fields and playground across the street. Quick access to AAFB and DC TEXT AGENT FOR SHOWING!

5516 Old Crain Hwy, Upper Marlboro

Listing courtesy of Flag Real Estate Inc.. Contact:

$425,000

3 Beds ⋅ 2 Baths

This property offers a combined 0.76 acres of flat, usable land consisting of the parcel on which the home sits and an additional lot separated by the driveway. The additional lot provides a variety of possibilities, including gardening, outdoor recreation, entertaining, additional parking, or other potential uses, subject to applicable zoning and building regulations. Enjoy the added space, flexibility, and potential that this unique property has to offer.

13510 Old Marlboro Pike, Upper Marlboro

Listing courtesy of Compass. Contact:

17400 Claggett Landing Rd, Upper Marlboro

$729,900

5 Beds ⋅ 3 Baths

This listing offers a unique investment opportunity. The expansive 19.5-acre 4 lot, multi parcel listing provides potential for future development or subdivision, enhancing its investment appeal. A home currently sits on one of the parcels and can be renovated to enjoy serene views of trees, and a pasture, creating a tranquil environment while remaining close to urban amenities. The full daylight basement adds valuable square footage, ideal for additional living space. The property includes ample driveway parking, ensuring convenience for residents and guests. With its combination of size and location this property and adjoining parcels presents a compelling opportunity for investors seeking long-term returns in a desirable area or a family looking for a homestead. Contact listing agent for additional information and available documentation. Buyer to perform their own due diligence regarding approvals, permits, utility availability, and intended use. All property lines depicted in photos are approximate and for visual reference only.

17400 Claggett Landing Rd, Upper Marlboro

Listing courtesy of Cummings & Co. Realtors. Contact:

$424,900

4 Beds ⋅ 2 Baths

Don't miss your chance to own this beautifully updated 4-bedroom, 2-bathroom home nestled in the desirable Upper Marlboro area! This exquisite ranch-style residence offers a perfect blend of classic charm and modern elegance. Thoughtfully restored to its original beauty, this home truly has it all! The open-concept design seamlessly connects the living, kitchen, and dining areas, creating an inviting space perfect for entertaining guests or relaxing with family. The beautifully updated kitchen features stainless steel appliances, stunning granite countertops, a custom tile backsplash, and upgraded modern fixtures. The spacious primary suite offers a large walk-in closet and private en-suite bathroom, providing a peaceful retreat to relax and unwind. The fully finished basement adds valuable living space with endless possibilities! Create a second family room, home theater, children's playroom, or personal home gym. Situated on a generous 0.47-acre lot, the expansive outdoor space offers a private oasis, perfect for peaceful mornings, outdoor gatherings, and summer barbecues. The spacious driveway provides ample parking, while the lush surroundings offer a tranquil escape from everyday life. Enjoy the best of Upper Marlboro living with a peaceful suburban atmosphere, nearby parks, and everyday conveniences. Just minutes from Westphalia Community Center, this home offers easy access to shopping, dining, and entertainment in nearby Largo, including The Boulevard at the Capital Centre. Convenient access to I-495, Pennsylvania Avenue, and Suitland Parkway makes traveling to Washington, D.C., Joint Base Andrews, and surrounding employment centers a breeze. With new flooring, carpet, and fresh paint throughout, this beautifully updated home is move-in ready! The property is also being cleaned regularly by the owner to maintain its welcoming appeal. More than just a house, this is a place to create lasting memories and enjoy the lifestyle you've been dreaming of. Schedule your private showing today and experience everything this exceptional home has to offer!

3308 Oak St, Upper Marlboro

Listing courtesy of Witz Realty, LLC. Contact:

$425,000

3 Beds ⋅ 2 Baths

***Major Price Reduction***This charming Cape Cod features 3 bedrooms plus loft, renovated kitchen and bathrooms, hardwood floors, updated windows and roof. Ample walk-in closets throughout provide plenty of storage, while the huge unfinished basement offers endless potential for additional living space, a recreation room, or storage. Enjoy relaxing or entertaining on the front porch or the peaceful rear deck. With ample parking for multiple cars, this home offers charm, updates, and plenty of space to make it your own!

16007 Marlboro Pike, Upper Marlboro

Listing courtesy of Redfin Corp. Contact:

$750,000

6 Beds ⋅ 3 Baths

Historic Beechmere, c. 1870 (aka The Brooke-Herring House), is conveniently located in the charming community of Upper Marlboro and just minutes from downtown DC. This extraordinary home has been exquisitely restored and thoughtfully renovated, blending historic character with modern comfort and efficiency. The residence features 6 spacious bedrooms, original wood floors, fireplaces with mantels, historic detailing, luxurious bathrooms, dual staircases, and a large screened porch with adjoining patio, ideal for entertaining. The updated kitchen has been beautifully renovated and features all-new appliances including induction stove, thoughtfully complementing the home's historic character. Recent improvements include a new multi-zoned HVAC system, attic insulation, attic fan, weather sealing, energy-efficient Indow interior storm windows designed to preserve the home's historic windows and architectural character, a new main water service line, generator hookup, freshly painted exterior, and a new (fully permitted) main-level full bathroom. Set on a private 1.3-acre lot backing to woods, the property features lush gardens, mature trees, a Koi pond, and a fully fenced backyard offering privacy and space to enjoy the outdoors. A 2-story fully powered barn provides abundant storage and a workshop, complemented by a garden hen house and so much more. Beechmere presents a truly rare opportunity to own a piece of American history while enjoying the comfort and conveniences of thoughtful modern updates. This is a home of rare and beautiful distinction—close to DC, yet a world away. This home has audio/visual recording devices.

5600 Old Crain Hwy, Upper Marlboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$599,980

5 Beds ⋅ 3 Baths

A RARE OPPORTUNITY TO OWN A PIECE OF UPPER MARLBORO HISTORY. Welcome to Trelawn, the historic Joseph K. Roberts House—a remarkable 1850s residence where nearly two centuries of history, architectural character, gracious living spaces, and modern updates come together. Set on an expansive 19,754-square-foot lot (approximately 0.45 acres), Trelawn is a distinctive 2½-story residence and a contributing property within the National Register-listed Upper Marlboro Residential Historic District. Rich with authentic period details yet enhanced by important updates, this home has a presence, craftsmanship, and individuality that modern construction simply cannot replicate. Step inside and experience the grandeur of soaring ceilings, a magnificent staircase, original wood floors, handsome period trim, generously proportioned rooms, and an abundance of natural light. Large windows illuminate the home's historic craftsmanship, while enclosed porches create additional inviting, light-filled spaces for relaxing and enjoying the character of this extraordinary residence. Trelawn offers three large bedrooms plus three additional versatile rooms, providing exceptional flexibility for today's lifestyle. These additional spaces offer numerous possibilities—guest rooms, home offices, libraries, studios, dressing rooms, hobby spaces, or other uses to suit the needs of the next owner. The generous room sizes and flexible floor plan provide an amount of space rarely associated with homes of this era. While Trelawn proudly retains its historic character, important improvements have brought essential systems into the modern era, including updated HVAC and electrical systems—allowing its next owner to enjoy significant modern upgrades while surrounded by the craftsmanship and architectural details that make the property so special. Trelawn's architecture tells its own story. The original residence features a gable-roof design, bracketed cornice, interior chimneys, and an unusual side-hall-and-double-parlor plan. During the 1870s, two smaller wings were added in a distinctive telescoping arrangement, creating the architectural evolution evident in the home today. Historically identified as Trelawn (Joseph K. Roberts House), PG:79-17, the residence was once home to prominent Upper Marlboro attorney Joseph Kent Roberts, Jr. Today, Trelawn remains an important part of the historic residential landscape of Upper Marlboro and a tangible connection to generations of local history. The current owner has also used the house as a law office. But what makes Trelawn truly special cannot be captured by history alone. It is the experience of ascending the grand staircase beneath soaring ceilings. It is sunlight streaming across original floors that have witnessed generations of life. It is the beauty of original trim and craftsmanship that have endured for more than 150 years. And it is the opportunity to take a home with an extraordinary past and make it part of your own future. For the historic-home enthusiast, preservation-minded buyer, or anyone seeking a residence with genuine character, generous space, and a story all its own, Trelawn offers an increasingly rare opportunity. Historic. Gracious. Distinctive. Irreplaceable. Welcome home to Trelawn.

14519 Elm St, Upper Marlboro

Listing courtesy of Results Brokerage Services. Contact:

$300,000

3 Beds ⋅ 1 Baths

TOTAL REHABILITATION OPPORTUNITY. This three-level farmhouse has experienced significant water intrusion, resulting in mold throughout the entire house. The property requires a complete renovation and is best suited for an experienced investor, contractor, preservation specialist, or buyer prepared to undertake an extensive rehabilitation project. Situated on two acres in Upper Marlboro, the property offers a unique opportunity to restore and reimagine a piece of Maryland history. One acre is designated as historic and is subject to applicable Maryland Historical Trust guidelines, preserving the historical and architectural significance of the property. Buyers should independently verify all rehabilitation requirements, restrictions, approvals, and permitted uses with the appropriate authorities. The second acre is unrestricted, offering potential flexibility for gardening, outdoor recreation, additional structures, or other uses, subject to applicable zoning, permitting, and county regulations. The farmhouse contains three bedrooms, one full bathroom, and multiple additional rooms across three levels. Due to the extensive water intrusion and mold conditions, the home is not move-in ready and should be viewed strictly as a total rehabilitation project. All prospective buyers and their representatives should use appropriate caution when entering the property and conduct thorough inspections and environmental evaluations. Located in a peaceful rural setting with convenient access to commuter routes and nearby amenities, this property presents an opportunity for a qualified buyer with the resources and vision to complete a substantial restoration.

12005 Duley Station Rd, Upper Marlboro

Listing courtesy of Samson Properties. Contact:

$824,999

3 Beds ⋅ 3 Baths

DO NOT ENTER THE OUTBUILDINGS! Discover the charm of rural living in this stunning farmhouse, blending classic architecture with modern comforts, set on an expansive 50.18-acre lot. Built in 1900, this property exudes character with its traditional farmhouse design and cedar construction that has stood the test of time. Step inside to find a warm, inviting interior with three spacious bedrooms and two and a half bathrooms. The traditional floor plan is enhanced by built-ins and cozy carpeting, creating a welcoming atmosphere throughout. The country kitchen is a chef's delight, equipped with an electric oven/range and refrigerator, making meal preparation a joy. The home is designed for comfort, featuring ceiling fans to keep the air flowing and a layout that encourages relaxation. The basement, with its dirt floor and connecting stairway, offers ample storage or potential for creative use. Outside, the property is a true haven for horse enthusiasts. With horses allowed and a variety of outbuildings including a barn, dairy barn, and machine shed, this property is ready to accommodate your equestrian dreams. The land is cleared and partly wooded, providing a perfect balance of open space and natural beauty. Enjoy serene views of pastures and scenic vistas, plus a private pond that adds to the tranquility of this rural retreat. The lot features a mix of sloping terrain and flat areas, ideal for outdoor activities such as hunting or simply enjoying the great outdoors. With year-round access and ample driveway parking, convenience is at your fingertips. Set in a peaceful rural setting, this property offers a perfect escape from the hustle and bustle of city life while staying close to local amenities. Embrace the lifestyle you've always dreamed of, where you can enjoy nature's beauty and the freedom of wide-open spaces. This farmhouse isn't just a home; it's a lifestyle waiting for you. Don't miss the opportunity to make this enchanting property your own! DO NOT ENTER THE OUTBUILDINGS!

11601 Van Brady Rd, Upper Marlboro

Listing courtesy of Realty Navigator. Contact:

$1,250,000

6 Beds ⋅ 5 Baths

COMING SOON! An absolute unicorn property in Upper Marlboro offering two completely renovated homes on one gorgeous parcel. Fully transformed inside and out, the main residence features an expansive 6-bedroom, 4.5-bathroom layout boasting a brand-new foundation and basement—completely unfinished and waiting for your personal custom design. Next door, a separate, fully permitted 1,200 sq. ft. guest house features 2 bedrooms and 1.5 baths, making it the perfect setup for multi-generational living, a premium home office, or potential rental income. Both properties feature new everything: pristine kitchens, designer bathrooms, new roofs, new siding, and upgraded utilities. No detail was spared. Stay tuned—photos and official active date coming soon! Two Tax Bills.

15000 Mount Calvert Rd, Upper Marlboro

Listing courtesy of Taylor Properties. Contact:

$599,900

3 Beds ⋅ 4 Baths

Tucked away on a quiet dead-end street in the Town of Upper Marlboro, this beautiful brick home offers timeless character, generous living space, and thoughtful updates throughout. From the inviting archway entry to the hardwood floors, crown molding, chair rail detailing, and abundant natural light, every level provides warmth, flexibility, and plenty of room to make the home your own. The main level features multiple living areas that work well for both everyday comfort and entertaining. The spacious kitchen is equipped with Corian countertops, stainless steel appliances, tile flooring updated in 2019, and recently replaced windows that fill the space with natural light. The comfortable light filled living room connected to the openness of the kitchen is very inviting for entertaining, while the cozy family room is centered around a wood-burning fireplace. The bright sunroom addition was renovated in 2012 with Anderson windows and offers an inviting place to relax throughout the year. Hardwood flooring continues throughout the upper bedroom level, where classic details are complemented by practical improvements. A second-floor bathroom addition, completed in 2009, added laundry upstairs as well as a very large primary bath with skylights funneling light into the room. The attic provides excellent storage, includes extra insulation added in 2012, and may offer future finishing possibilities depending on the buyer’s needs. The lower level adds even more flexibility with recreation space, a second fireplace with a wood-burning stove, a half bath, a laundry area with a utility sink, and multiple utility and storage spaces. The home also benefits from an extensive list of major system improvements. A high-efficiency oil burner was replaced in 2014. Major chimney restoration and repairs were completed in 2023, including the installation of new insulated liners. Older plumbing was converted to PVC in 2009, and the roof was fully replaced that same year using shingles with a warranty of more than 30 years. Outside, the fenced yard, patio, generous detached two-car garage, and additional outdoor space provide room for gardening, hobbies, pets, entertaining, or future outdoor projects. The garage received new doors in 2022 and a new roof in 2012, along with a cupola that adds distinctive character. High-quality Anderson storm doors were also installed at the front and back of the home between 2025 and 2026. You can even have your own fresh eggs with a delightful coop of hens that convey, if you’d like! (They do have another home available if you’d rather not have them, and their space can be used for dog recreation, etc). Enjoy a convenient Upper Marlboro location close to shopping, dining, parks, and everyday necessities. Nearby destinations include Marlboro Square, Marlton Plaza Shopping Center, Giant Food, Weis Markets, Dutch Village Farmers Market, and a variety of local dining options. Outdoor recreation is also nearby at King’s Grant Community Park, School House Pond, and Watkchatins Regional Park. Commuters will appreciate convenient access to Washington, D.C., and surrounding Maryland communities.

14107 Rectory Ln, Upper Marlboro

Listing courtesy of Caprika Realty. Contact:

$165,000

The value of the house is in the land the house is uninhabitable

15612 Marlboro Pike, Upper Marlboro

Listing courtesy of Save 6, Incorporated. Contact:

Upper Marlboro Historical Properties for Sale

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