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Browse All Upper Marlboro MD Historical Properties for Sale

$525,000
5 Beds 3 Baths
Extensively renovated in 2023, this beautifully updated home offers the convenience of one-level living with thoughtfully integrated accessibility features designed to support comfort, independence, and everyday functionality. The main level includes four bedrooms and two full baths, highlighted by a spacious primary suite remodeled with wheelchair accessibility in mind, featuring a widened doorway and roll-in shower. A permanent concrete wheelchair ramp provides step-free entry, while the home's functional layout enhances mobility throughout much of the main level. The well-appointed kitchen features granite countertops, abundant wood cabinetry, spacious built-in pantry, pull-out spice storage drawer, built-in buffet providing additional storage and serving space, and a convenient pass-through to the living room. Adjoining the separate dining room, it offers an easy flow for everyday living and entertaining. A second full bath includes a jetted walk-in tub, providing a comfortable and accessible bathing option that enhances the home's thoughtful one-level design. The expansive lower level is thoughtfully divided into two distinct spaces by the central staircase. One side is designed for comfortable living, featuring a fireplace, built-in cooktop, mini refrigerator, bedroom, full bath, and sliding glass doors leading to the patio. On the opposite side, an equally spacious open area offers incredible flexibility. A storage closet is conveniently tucked along the staircase wall, while the washer, dryer, and utility sink are located along a separate wall, leaving the rest of the room wide open for your imagination. Create a media room, game room with room for a pool table, home gym, hobby studio, workshop, or simply enjoy exceptional storage. If desired, the laundry area could easily be screened or enclosed while preserving the openness of the room. Whether you're planning to age in place or simply appreciate a home thoughtfully designed for long-term comfort and accessibility, this property offers the opportunity to move in and enjoy improvements that would be costly and time-consuming to duplicate. The property previously operated as a Maryland DDA-licensed residential respite home. Organizations interested in continuing residential disability services should verify current licensing, zoning, and regulatory requirements with the Maryland Developmental Disabilities Administration.

208 Prenton St, Upper Marlboro

Listing courtesy of CENTURY 21 Envision. Contact: 2402327005

$439,900
4 Beds 3 Baths
Welcome Home to 12208 N. Wood Drive, Upper Marlboro, MD This spacious 4-bedroom, 2.5-bath home just needs some TLC to become your forever home. Step through the foyer into a bright, traditional layout — formal dining room to the left, living room to the right — leading back to a well-equipped kitchen featuring ample lighting, a pantry, and all appliances (refrigerator, dishwasher, and gas stove) included and in working order. The attached garage offers direct kitchen access for everyday convenience. Just off the kitchen, step down into a generously sized​ great room anchored by a wood-burning fireplace. ​Doors open to the patio, extending your living space outdoors into a private backyard — perfect for entertaining or quiet relaxation. Rounding out the main level is a separate laundry room with washer, dryer, and utility sink, plus a side door and a convenient half bath. Upstairs, you’ll find four large bedrooms and a full bath, along with an owner’s suite featuring its own full bath and separate vanity area. The unfinished basement is a blank canvas — ideal for a home gym, media room, personal spa, or extra storage, with room to make it your own.​ Complete with a two-car garage and an extended driveway​. This home sits in the highly sought-after Marlton community in Upper Marlboro, just off Route 301 (Robert Crain Highway). Residents enjoy access to a community pool, parks, and recreational amenities throughout the neighborhood. Comfort, flexibility, and space to grow — schedule your tour today!

12208 Northwood Dr, Upper Marlboro

Listing courtesy of Samson Properties. Contact: 3018500255

$529,000
4 Beds 3 Baths
Open House Saturday & Sunday, July 25 & 26, from 1:00 PM to 3:00 PM. Welcome to this beautiful, spacious two-level property located on a cul-de-sac in the sought-after Marlton community. The sellers have taken great pride in the improvements made throughout the property, creating a bright, inviting, move in ready space for its next owners. Step inside to a freshly painted interior featuring beautiful original hardwood flooring throughout the main level. The upper level features a spacious living room, separate dining room, and an eat-in kitchen with white cabinetry. Just off the kitchen is a cozy family room with a fireplace, creating the perfect space for relaxing or entertaining. The upper level includes three bedrooms and two full bathrooms, including a private primary suite. The finished lower level expands your living space with a fourth bedroom, a full bathroom, a recreation room, and a utility room. The utility room features a full size washer and dryer, built-in shelving, ample storage, and plenty of space for a workshop, hobby area, or organization. Step outside and enjoy the spacious covered front porch, offering plenty of room for outdoor seating and the perfect place to enjoy your morning coffee or unwind in the evening. The covered rear patio provides an additional outdoor living space, ideal for relaxing, entertaining, or enjoying the backyard. Complete with a covered carport and private driveway, this property offers both comfort and convenience. Major improvements include the roof (2022), water heater (2025), windows (2023), siding (2025), kitchen (2025), and bathrooms (2025). Within the community are two swimming pools and a tennis court. USDA financing eligible, which may allow qualified buyers to purchase with no down payment. A one year home warranty is included. Conveniently located near shopping, dining, entertainment, Route 5, Route 301, I-495, Joint Base Andrews, and Washington, DC. Virtual staging has been added to select photos.

12204 Kinloch Ct, Upper Marlboro

Listing courtesy of RLAH @properties. Contact:

$575,000
4 Beds 4 Baths
Welcome to 7301 Woodyard Rd, a stunningly modernized 4-bedroom, 4-full-bathroom estate that perfectly blends classic architectural character with high-end, turn-key luxury. Sitting on a magnificent, sprawling lot with No HOA, this property offers complete peace of mind with over $63,000 in recent capital improvements and meticulous modern updates throughout. Inside, the home shines with a total investment of over $30,000 dedicated entirely to fully renovating all four full bathrooms. The main level features a beautifully updated bath off the kitchen complete with a sleek, modern stand-up shower and updated countertop. The upper level offers a beautifully refreshed guest bath, while the lower level boasts a fully elevated basement bathroom with premium upgraded flooring and a custom glass shower door. The primary suite serves as a private oasis, freshly enhanced in 2025 with a custom layout conversion, a newly installed architectural privacy door system, and plush, brand-new carpeting underfoot. Step outside into your own private backyard resort. Perfect for entertaining, the outdoor oasis features a pristine pool fully equipped with highly efficient infrastructure, including a premium safety cover, a structurally reinforced concrete foundation for the pool shed, and a brand-new, eco-friendly glass media sand filtration system with a Multiport Valve (MPV) for crystal-clear, low-maintenance water quality. No detail has been overlooked on the exterior grounds, which feature extensive professional tree canopy care completed in May 2026 to maximize safety and sunlight, alongside premium, clog-free gutter guards for seamless, low-maintenance living. Superb location, exceptional lot, and unmatched structural upgrades—welcome home!

7301 Woodyard Rd, Upper Marlboro

Listing courtesy of RE/MAX Galaxy. Contact: 8888843396

$422,500
4 Beds 3 Baths
SELLER HAS CALLED FOR HIGHEST & BEST – DEADLINE TUESDAY AT 5:00 PM WELL-MAINTAINED AND FULL OF POTENTIAL—THIS SPACIOUS SPLIT-LEVEL IS READY FOR ITS NEXT CHAPTER! Offering 2,628 square feet of living space, this solid, lovingly cared-for home features a flexible floor plan with 3 bedrooms and 2 full baths on the main level, plus a den/office and an additional bedroom and full bath on the lower level—ideal for guests, extended living, or work-from-home needs. Freshly painted throughout, the home offers formal living and dining rooms, an eat-in kitchen with pantry, and hardwood floors waiting to be uncovered beneath the carpet. Recent improvements include a beautifully renovated primary bath and brand-new sewer lines installed by WSSC at the road this year. A whole-house generator provides added peace of mind, while pellet stoves on both levels provide cozy supplemental heat. Outside, enjoy a spacious backyard, carport, storage shed, and a huge detached garage that's perfect for vehicles, hobbies, a workshop, or additional storage. The full walk-up lower level is ready for your vision, offering endless possibilities for a recreation room, home gym, media room, or expanded living space. With no HOA, a one-year home warranty included, and a home that has been well cared for over the years, this is a wonderful opportunity to own a property with generous space, solid craftsmanship, and the flexibility to make it uniquely yours.

9716 Dale Dr, Upper Marlboro

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$539,900
3 Beds 3 Baths
WOW!!Welcome to the Highly Sought-After Holloway Estates Neighborhood! a Well maintained Solid Brick rancher nestled on a premium lot offering over 3,396 square feet of living space, this spacious home features 3 -4 bedrooms, 3 full bathrooms, timeless character, and the convenience of one-level living, Enjoy the natural warmth of premium hardwood floors that flow flawlessly from room to room on main level, creating a seamless and appealing look that immediately elevates your space. This move-in-ready home is situated on approximately .30 of an acre of level land, featuring a fenced backyard and a spacious oversized two-car garage and a large driveway. located in a cul-de-sac this home offers an open and inviting floor plan filled with abundant natural light. The inviting family room features a wood-burning fireplace. A fully-equipped secondary kitchen in the basement adds effortless convenience for entertaining and comfortable multi-generational living. Major updates offer peace of mind, such as Whole house Back-Up Power Electric Generator (2024), Gas heat Boiler (2025), AC Unit (2019), Exterior doors replaced (2025), Gutter Guards replaced (2025) Lower level rooms repainted (2025). Maximize your home's potential with this rare bonus: a discreet, cavernous extra storage space hidden right under the garage. The expansive level lot provides space for outdoor living, gardening, this home offers a peaceful, tucked-away feel while still being just minutes from everyday conveniences, shopping, dining, parks. (Property Sold As-Is).

11007 Phillips Dr, Upper Marlboro

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500

$390,000
3 Beds 2 Baths
Short Sale Opportunity! Rare chance to own over 1.7 acres in Upper Marlboro! Enjoy the perfect blend of space, privacy, and endless possibilities on this expansive property featuring a 3-bedroom, 2-bath home designed for comfortable living and outdoor enjoyment. Imagine waking up to fresh air, open skies, and the peaceful sounds of nature while having the freedom to create the lifestyle you've always wanted. Whether you're dreaming of a small homestead, raising animals, gardening, or simply enjoying wide-open space, this property offers the flexibility to make it your own. The outdoor setting is ideal for entertaining and everyday living, with plenty of room for barbecues, family gatherings, recreational activities, and ample parking for guests, trucks, trailers, or equipment. Cozy up by the indoor or outdoor fireplace, unwind in the charming outdoor hut, or relax on your own private slice of the countryside. Offering the tranquility of country living while remaining conveniently close to shopping, dining, commuter routes, and everyday amenities, this property presents a rare opportunity to enjoy space, comfort, and versatility—all in one exceptional package. If you've been searching for room to grow and a place to truly call your own, this is the one. Buyer to pay a short sale negotiation fee of $6,000.00 or 2% of the purchase price, whichever is greater, upon closing.

8610 Croom Rd, Upper Marlboro

Listing courtesy of Keller Williams Preferred Properties. Contact:

$499,900
4 Beds 3 Baths
Welcome to this beautifully updated and well kept mid-century modern home in the desirable Kettering community, where timeless design meets modern comfort. Offering 4 bedrooms, 3 full bathrooms, and 1,546 square feet of thoughtfully designed living space, this home delivers style, functionality, and exceptional everyday living. Inside, you'll find an inviting layout accented by rich hardwood floors and abundant natural light. The renovated gourmet kitchen is the heart of the home, featuring upgraded countertops, stainless steel appliances, a spacious center island, and ample cabinetry. Just off the kitchen, the cozy family room creates a seamless space to gather and unwind. The spacious primary suite and additional bedrooms offer generous closet space, while the beautifully updated bathrooms include modern finishes. The fully finished basement provides flexible living space ideal for an additional primary suite, recreation room, home office, fitness area, or guest suite. Step outside to enjoy the screened porch, an ideal setting for morning coffee, evening relaxation, or entertaining guests in comfort. Completing the home is an attached two-car garage and an extended driveway offering plenty of parking. Combining classic mid-century architecture with tasteful modern updates, this exceptional home offers the perfect balance of elegance, comfort, and convenience in one of Kettering's most established neighborhoods.

15 Herrington Dr, Upper Marlboro

Listing courtesy of TTR Sotheby's International Realty. Contact: 3015161212

$600,000
4 Beds 2 Baths
Experience the beauty of nature right at your doorstep on a serene and private 3.32-acre lot with a charming contemporary home and a large studio with a wood burning stove, ideal for the artist or car enthusiast. This bright and inviting residence features a mix of hardwood and ceramic tile flooring, four spacious bedrooms and two full ceramic bathrooms, including a primary suite with cedar-lined closets and a full bath with a walk-in shower. Natural light pours in through the walls of windows, framing picturesque views from the ground floor library/fourth bedroom and the second level great room. The great room is adorned with vaulted ceilings, recessed and track lighting, and leads to a 13x8 Trex deck that overlooks the rear meadow, surrounding trees, and 63x19 patio. The galley Euro-style kitchen is fully equipped with stainless steel appliances and leads to the dining room and the living room with a brick wood burning fireplace. Cute tool shed and contents convey with sale. Home is served with oil heat, central air conditioning, 200 AMP electric service, cable, private well, water conditioner, and septic. Enjoy the tranquility of a private sanctuary setting without sacrificing convenience to local suburban amenities. Ideally located with easy access to downtown Upper Marlboro, Bowie, Clinton, Brandywine, Annapolis, Washington, D.C., and Northern Virginia. Commuters will appreciate the close proximity to US-301/Crain Highway, MD-4/Pennsylvania Avenue, I-495/Capital Beltway, Andrews Air Force Base, Reagan Airport, and major transportation routes. Open House 7/12 from 1-3 PM. Call Marty with any questions.

8639 Trumps Hill Rd, Upper Marlboro

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 746-2090

$405,000
4 Beds 3 Baths
Multiple offers received. Corner‑Lot Split Foyer with Full In‑Law Suite & Updated Features Welcome to this charming traditional split‑foyer home, beautifully situated on a spacious corner lot in a sidewalk‑lined neighborhood perfect for daily strolls. Offering 3 bedrooms and 2 baths on the upper level, plus a full in‑law suite on the lower level, this home provides comfort, flexibility, and room for multi‑generational living. The main level features gleaming hardwood floors, a bright bay window, and a warm, classic layout. The eat‑in kitchen has been partially updated with granite countertops, some stainless steel appliances, and plenty of cabinet space. A formal dining room sits just off the kitchen, ideal for gatherings and special occasions. The private owner’s suite includes its own full bath for added convenience. The finished lower level expands your living options with two distinct sides. One side offers a spacious recreation area with walk‑out patio doors leading to a large fenced‑in backyard, perfect for entertaining, pets, or play. The other side features a true in‑law suite complete with a bedroom, pantry, living area, common laundry room, and a separate side entrance. The in‑law suite bathroom has been updated with a modern corner shower, adding comfort and style. While the home could benefit from a few additional updates, it is move‑in ready and ideal for anyone seeking space, privacy, and the versatility of an in‑law suite. Outside, you’ll find a driveway for off‑street parking, plus ample on‑street parking for guests. Commuters will appreciate the easy access to Route 4, Route 301, and I‑495, placing shopping, dining, and major destinations within quick reach. A wonderful opportunity to own a flexible, well‑loved home with room for everyone.

11307 Brookdale Ln, Upper Marlboro

Listing courtesy of Metro City Realty. Contact: 2409939888

$450,000
4 Beds 1 Baths
Welcome to 12404 Wallace Lane — a rare opportunity with endless potential! This unique 2-level rambler sits proudly on a sprawling 5.5-acre parcel surrounded by mature trees, offering peaceful country living with abundant space both inside and out. There is no HOA and no HOA fee for this property, providing added freedom and flexibility. The 5.5-acre property was previously used for horses and cattle and could be used again for livestock or other agricultural uses, making it ideal for those seeking space for animals or a small hobby farm. The main level features a welcoming living room with fireplace, a large eat-in kitchen with breakfast bar, generous counter and cabinet space, and an expansive family room with a striking stone wall fireplace. The level also includes three bedrooms and a full bath. Large windows fill the home with natural light, while features such as ceiling fans, refrigerator, dishwasher, and wall-to-wall carpeting add comfort and convenience. The three bedrooms feature hardwood flooring, and the area off the kitchen provides ample space for a dining room set and additional family room seating—perfect for gatherings and everyday living. The finished walk-out basement expands the home’s living space with a carpeted den, an additional bedroom, a full bathroom rough-in, a laundry/utility room with washer and dryer, and a large storage room. A sliding door leads to a private backyard patio, creating easy access to outdoor entertaining and relaxation. Outside, the property truly shines with a large concrete patio featuring a built-in masonry barbecue grill/fireplace, ideal for hosting family and friends. Car enthusiasts, hobbyists, or those needing extra workspace will appreciate the two separate 2-car garages and a driveway that accommodates four or more vehicles. Located adjacent to the Marlton community, residents have nearby access to pools, tennis courts, and playgrounds (pool membership required), as well as Marlton Golf Course. The property offers the serenity of acreage living while remaining conveniently located approximately 10 miles from Andrews Air Force Base, about 40 minutes to downtown Washington, DC, 45 minutes to Annapolis, and 55 minutes to Baltimore. Whether you're looking to renovate, expand, or customize to create your dream home, this exceptional property offers space, flexibility, and a location that blends peaceful surroundings with convenient regional access. Mortgage savings may be available for buyers of this listing.

12404 Wallace Ln, Upper Marlboro

Listing courtesy of Redfin Corp. Contact: 3016586186

$724,900
3 Beds 3 Baths
OPEN HOUSE JULY 11, 12-3PM. THE HOME WILL NOT BE READY TO SHOW UNTIL THE OPEN HOUSE. PHOTOS COMING 6/26 Built in 1926, 7901 Sasscer Lane is a gorgeous historic home set on 6.4 acres in the historic community of Croom. This charming property blends original character with thoughtful updates, including a beautifully renovated kitchen, two tastefully renovated bathrooms, a saltwater pool, an established orchard, open fields, and wooded acreage. With exceptional open land ideal for horses, livestock, gardening, or hobby farming, the property offers outstanding equestrian and agricultural potential. Historic charm is evident throughout the home, from the original heart pine wood floors and unpainted detailed woodwork to the original staircase with its turned wood spindles and the original brick fireplace wall showcased in the kitchen. The beautifully renovated kitchen features red oak cabinetry with an impressive array of custom conveniences, including pull-out shelving, a pull-out cutting board, pull-out knife racks, a pull-out ironing board, and a pull-out laundry bin. Granite countertops, high-end appliances, a wine refrigerator, quality sink and faucet, wet bar, pantry, and washer/dryer closet complete the space. Just off the kitchen, a spacious deck overlooks the pool, rolling fields, and woods. Elegant Waterford crystal ceiling fixtures complement the home’s historic character while adding a touch of sophistication throughout the living spaces. The main level offers an eat-in kitchen, formal dining room, a cozy family room anchored by a brick fireplace with hearth, a full bath, two flexible rooms off the kitchen that could serve as offices, hobby rooms, game rooms, or additional flex space, plus another room currently used as an office with built-in cabinetry and shelving. A convenient mudroom with built-in cabinets, a window seat, and dog shower provides easy everyday function. From the mudroom, stairs descend to the expansive decorative paver pool deck, surrounded by retaining walls, mature landscaping, and the home’s beautiful saltwater pool. Upstairs are two large bedrooms, one smaller bedroom, and a flexible bonus room featuring a Murphy bed, making it ideal for guests, a home office, hobby room, or additional sleeping space. Large windows fill the upper level with natural light, creating bright and inviting bedrooms throughout. The tastefully renovated bathroom features marble finishes, a freestanding soaking tub, and built-in closets that combine luxury with practical storage. The partially finished basement, accessible from the pool area, is ideal for entertaining and includes a working toilet that could easily be expanded into a half bath. A large unfinished basement area offers excellent workshop and storage space. The one-car garage can be accessed from both the house and basement. Outdoor living is a standout feature, with a large saltwater pool and expansive decorative paver patio surrounded by mature landscaping. The 6.4 acres include a mix of open rolling land and woods suitable for horses, livestock, gardening, vineyards, orchards, or other agricultural pursuits. The established orchard includes persimmon, Asian pear, apple, and peach trees. Outdoor recreation is just minutes away, with access to more than 9,400 acres at Patuxent River Park and the Merkle Wildlife Sanctuary, offering miles of hiking, biking, and horseback riding trails, visitor programs, fishing, kayaking, canoeing, and exceptional wildlife viewing opportunities. Convenient access to major employment centers and destinations, including approximately 20 minutes to Joint Base Andrews, 35 minutes to Washington, D.C., 35 minutes to Annapolis, 40 minutes to Fort Meade and NSA, 45 minutes to the Pentagon, and about 50 minutes to Baltimore. This is a rare opportunity to own a beautifully updated historic home with acreage, privacy, and exceptional outdoor amenities in the heart of Prince George’s County’s Rural Tier.

7201 Sasscer Ln, Upper Marlboro

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$457,990
4 Beds 3 Baths
Welcome to this stately 4-bedroom, 2.5-bath Colonial nestled within an established Upper Marlboro community where timeless design meets everyday functionality and exceptional opportunity. From the inviting front porch to the spacious interior, this residence offers warmth, character, and room to grow. Inside, hardwood flooring and a traditional floor plan create a welcoming atmosphere ideal for both everyday living and entertaining. Enjoy formal living and dining spaces, cozy gathering areas with fireplaces, and a kitchen with breakfast area that connects comfortably to the heart of the home. The upper level provides generously sized bedrooms, including a private owner’s suite with en-suite bath. The unfinished lower level presents exciting possibilities for recreation space, home office, gym, guest area, workshop, or additional storage. Outside, enjoy generous yard space ideal for relaxing, entertaining, gardening, or creating your own outdoor retreat. A private driveway and attached garage add convenience to everyday living. Whether seeking space, comfort, or the opportunity to personalize a classic home, buyers will appreciate the timeless appeal, flexibility, and potential this Upper Marlboro property offers. With generous living areas, spacious bedrooms, and room to make it your own, this home presents an exceptional opportunity in an established and convenient setting.

9705 Wyman Way, Upper Marlboro

Listing courtesy of RE/MAX Realty Group. Contact:

$539,900
5 Beds 3 Baths
Five bedrooms, three full baths, and a fully finished walk-out basement — with major systems recently upgraded and meticulous attention to quality carried throughout. From the manicured Zoysia lawn and rose and lily plantings to the cast iron fence adorning your private backyard and driveway --- This owner's pride of ownership is evident from the curb. The 2020 kitchen remodel features an island, imported oak cabinetry, and stainless appliances. Original hardwood floors have been carefully maintained, a gas fireplace anchors the den, and five high-end tinted double-pane windows frame the living areas with both style and efficiency. The owner's suite offers a private bath, and a bonus room with bay windows opens directly onto the deck — an easy indoor-outdoor flow. The finished walk-out basement includes two bedrooms with walk-in closets, a full bath, a mini kitchenette, and in-unit washer/dryer — fully functional for extended family or additional income. Move-in ready. Brand-new roof (2024). High-efficiency 90+ gas forced-air heat and central air — all systems approximately five years old. Walking distance to local elementary, middle, and high schools. Walking distance to Kettering Park and Kettering Shopping Plaza. A commuters delight enjoy being 5 minutes off the Highway- 20 minutes to Washington D.C., National Harbor and 25 Minutes to Old Town Alexandria. ** Square footage is an estimate - Tax record incorrect**

33 Bannington Dr, Upper Marlboro

Listing courtesy of Compass. Contact: (202) 386-6330

$529,999
3 Beds 3 Baths
Welcome home to this beautifully maintained all-brick rambler tucked away at the end of a quiet cul-de-sac in a well-established neighborhood. Offering timeless curb appeal with a welcoming front porch and attached two-car garage, this home combines comfort, charm, and thoughtful updates throughout. Inside, you’ll find fresh paint throughout along with stylish updates to the kitchen, lighting, and all three bathrooms, creating a move-in-ready feel from the moment you step inside. The spacious layout offers both functionality and warmth, ideal for everyday living and entertaining alike. The finished lower level adds valuable flexible living space and features a custom bar area, abundant storage, and multiple access points to the backyard. An additional unfinished section, currently used as a home gym and located adjacent to a full bathroom, offers excellent versatility and could easily be converted into a private office or den. This spacious basement allows for a potential fourth bedroom or guest suite to fit your needs. A unique excavated area beneath the garage provides even more room for a workshop, hobby space, or extra storage. Another important feature is the generator hook-up with transfer switch for back-up power. Set beside a wooded lot with a peaceful stream running through the backyard, this property offers a private and serene setting rarely found. Whether relaxing outdoors, entertaining guests, or simply enjoying the tranquil surroundings, this home delivers the perfect blend of nature, space, and neighborhood living.

14105 Manchester Rd, Upper Marlboro

Listing courtesy of Samson Properties. Contact: 7033788810

$769,900
5 Beds 4 Baths
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.

8706 Crain Hwy, Upper Marlboro

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500

$625,000
3 Beds 4 Baths
Welcome to this beautiful brick home on a quiet, dead end street in the Town of Upper Marlboro, offering a blend of classic character, flexible living spaces, and thoughtful updates throughout. From the inviting archway entry to the hardwood floors, crown molding, chair rail detailing, and abundant natural light, this home offers warmth, character, and plenty of room to make it your own. The main level features multiple living areas designed for everyday comfort and entertaining. The spacious kitchen offers Corian countertops, stainless steel appliances, tile flooring updated in 2019, and recently replaced windows that help brighten the space. The family room features a real wood-burning fireplace. A beautiful sunroom addition overlooks the backyard and was renovated in 2012 with Anderson windows, creating a bright and inviting space to relax year-round. Upstairs, hardwood flooring continues throughout the bedroom level, complemented by a mix of classic details and functional updates. A second-floor bathroom addition was completed in 2008 to 2009, adding laundry and toilet features for added convenience. The attic space offers excellent storage potential, with extra insulation added in 2012, and may provide future finishing opportunities depending on the buyer’s needs. The lower level expands the home even further with additional recreation space, wood paneling, a second fireplace with wood-burning stove, half bath, laundry area with utility sink, and multiple utility and storage spaces. Major system updates add value and peace of mind, including a high-efficiency oil burner replaced in 2014, major chimney restoration and repair completed in 2023 with new insulated liners, plumbing converted from older pipes to PVC in 2009, and a full roof replacement in 2009 with 30-plus year warranty shingles. Outside, enjoy a fenced yard, patio area, detached two-car garage, and additional outdoor space with room for hobbies, gardening, pets, or future outdoor enjoyment. The garage has also seen thoughtful updates, including new garage doors installed in 2022, a new garage roof added in 2012, and a cupola placed on the garage roof for added character. High-quality Anderson storm doors were also added to the front and back of the home in 2025 to 2026. Enjoy a convenient Upper Marlboro location close to shopping, dining, parks, and everyday essentials. Nearby amenities include Marlboro Square, Marlton Plaza Shopping Center, Giant Food, Weis Markets, Dutch Village Farmers Market, and several local dining options. Outdoor enthusiasts will appreciate easy access to King’s Grant Community Park, School House Pond, and Watkins Regional Park. The area also offers convenient commuter access to Washington, D.C. and surrounding Maryland communities. A wonderful opportunity offering character, space, versatility, and a long list of meaningful updates in a convenient Upper Marlboro location.

14107 Rectory Ln, Upper Marlboro

Listing courtesy of Caprika Realty. Contact:

$500,000
4 Beds 3 Baths
Welcome to Croom Rd! A true homeowner’s dream where nearly every detail has been thoughtfully designed with timeless style in mind. This beautifully updated residence offers three finished levels, providing both flexibility and functionality for today’s lifestyle. The home features a private third-floor in-law suite, ideal for extended family or guests, along with a fully equipped secondary kitchen in the basement—perfect for entertaining, multigenerational living, or potential rental opportunities. Throughout the home, the attention to design creates a cohesive and enduring aesthetic that will remain appealing for years to come. Major system upgrades provide peace of mind, including a brand-new HVAC system, roof, siding, and driveway. The property is also equipped with a newly connected public water system and a brand-new septic system, combining modern convenience with essential infrastructure improvements. All work has been properly permitted and successfully passed county inspections. Outdoor living is just as inviting, with multiple spaces to enjoy—from a welcoming front porch to a spacious backyard, offering endless opportunities for relaxation or entertaining. Ideally located near grocery stores, gyms, pharmacies, and a variety of dining options, this home blends comfort, quality, and convenience. Don’t miss the opportunity to make it yours—schedule your private showing today.

7815 Croom Rd, Upper Marlboro

Listing courtesy of Corner House Realty. Contact: (443) 499-3839

$1,995,000
PRICE ADJUSTMENT!!!!!!!!!! ABSOLUTE luxury in this stunning Colonial residence, set on a sprawling 12-acre lot,at the "top of the hill". This gorgeous gem is smartly located in Upper Marlboro, Maryland, one of the most beautiful rural settings you will find so close in proximity to all of your everyday needs! Truly, one of the Top most exceptional builds in the area. Your own twelve (12) acres of pure Rural Bliss! Twenty minute commute to Wash DC, immediate access to major highways and the beltway. Although rural, just minutes from every convenience. Zoned Agricultural Residential providing the flexibility you might desire for your very own backyard garden or even some little farm friends. Within the 12 acre parcel are two lots (we will provide site plan), that have been previously perc'd for expanding your family compound or possible subdivision (buyer to verify feasibility). To say the custom finishes are amazing would be an understatement. Just enter through those beautiful, stately double doors to stand in a foyer gazing at the naturally sunlit great room, the sight will simply leave you breathless. The foyer and Great Room are simply awesome with such glorious light of day, shining through a wall of architecturally perfect palladian windows that face the South. Italian ceramic and marlble used to aesthetically impact born from the inner beauty of the designer. Look for granite countertops, custom railings and hand cut delicately ornate touches to the beautifully stained 6-panel doors. Bedroom doors offer much privacy with electronic built in touch locks. The crown moldings, chair railings, floor trims, wall insets for special art or heirlooms and door frames are magical when paired with the ceiling medallions under which custom specialty detailed lighting, ceiling fans and chandeliers add softly calming touches to almost every room in the home. Very large gourmet kitchen with island seemless flowing into a beautiful morning room leading to an outside covered deck of low maintenance composite materials. Throught the great room door, awaits a substantial deck of composite materials and a white vinyl railing. Turn to see what could be used as any space you choose! Maybe a very large, very acommodating formal dining area. Settle an extra peek at a very proud window line adorned in intricate trims and moldings. Notice the built up crown molding? Notice the lighting? Just around the corner you will find one of your two stairways to a fully finished basement. But first look up! As I said, breathtaking. Are you intrigued? I hope so, this home could never be fully described in the remarks section of the MLS...there are two more amazing levels to explore. Please look for those surprise, elements that make this Estate home different than any other! Lighted mirrors, specialized lighting throughout, custom trim, ornate door decorations, wall insets, ceiling medalions, balconiesSee the documents section and take a look at the description and photos for additional information. If there ever was a "see it to believe it" property this one is it! You will also find a more detailed description in the documents section, however, no mere writing could ever do this absolute "KNOCK YOUR SOCKS OFF" estate the representation it deserves! COMPLETE LANDSCAPE PACKAGE ORDERED, DRIVE WAY FINISHING, WALK WAY FINISHING, OPTION FOR SHELVING IN KITCHEN.

17401 Central Ave, Upper Marlboro

Listing courtesy of Straight Source Real Estate Brokers, LLC. Contact: 2408829270

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