Dickerson Real Estate

Welcome to Dickerson, Maryland—a hidden gem nestled in the scenic landscape of Montgomery County. This charming town, with its rich history and close-knit community, offers a peaceful retreat from the hustle and bustle of nearby metropolitan areas. Located just a short drive from Washington, D.C., Dickerson combines the best of rural living with convenient access to urban amenities.

With a population of just over 1,000 residents, Dickerson is a place where neighbors know each other by name. The town is known for its picturesque countryside, featuring rolling hills, lush farmland, and stunning views of the Sugarloaf Mountain. Outdoor enthusiasts will appreciate the abundance of recreational opportunities, including hiking, biking, and horseback riding along the numerous trails and parks in the area.

Dickerson is also home to several local farms and artisanal markets, where you can find fresh produce and handmade goods, fostering a strong sense of community and supporting local businesses. The town’s historical roots are reflected in its charming architecture and landmarks, offering a glimpse into its past.

Families will find Dickerson to be a welcoming environment, with excellent schools and a focus on community engagement. The town hosts various events throughout the year, from seasonal festivals to farmers' markets, providing residents with ample opportunities to connect and celebrate.

Whether you’re looking to settle down in a serene environment or simply seeking a weekend getaway, Dickerson, MD, is a delightful destination that captures the essence of small-town charm with a touch of countryside elegance. Come explore the beauty and warmth of Dickerson—your new home awaits!

Newest Listings in Dickerson

$75,000

MDMC2242354 MLS

ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 8/6/2026, 10:00 AM. Bidding ends 8/10/2026, 1:00 PM. List Price is Suggested Opening Bid. Deposit: $15,000. Large lot of Land in Dickerson, Maryland within Montgomery County. Land in Montgomery County is highly sought after. This property is located right outside of Poolesville, Maryland, near the Maryland/Virginia state line. This parcel is in close proximity to Dickerson Conservation Park & Four Streams Golf Course. Easy Access to Major Traffic Artery Beallsville Road.

21051 Big Woods Rd, Dickerson

$925,000

3 Beds ⋅ 4 Baths ⋅ MDMC2232512 MLS

PRIVATE YEAR-ROUND OASIS! This custom built modern contemporary home has it all from vaulted ceilings, stone fireplaces, multiple balconies, full home sound system, exposed beams, ornamental windows, and INDOOR POOL with waterfall and real rock features! Enter the home to find your own 20,000+/- indoor pool with real rock features, huge windows, exposed beams, astroturf pool deck, in wall sound system, adjoining sun room, and Japanese tea garden bridge. Take the spiral staircase up to the second floor featuring a cathedral ceiling recreation room with rotating disco ball, balcony, and built-in bar with water hook-up. Head down the second floor hall to the over pool observation deck with access to another balcony! Continue down the second floor hallway to the loft area! Primary suite directly off indoor pool features vaulted ceilings, dual vanities, and walk-in shower. Exit the primary suite in to the kitchen with wall length picture window, tile floor, wall oven, island with butcher block top, and oak cabinets. Walking down the split level stairs from the kitchen to the basement lands you in the dining room with access to this floor’s excercise room, half bath, utility room, and basement family room. Enjoy fires in the floor to ceiling stone fire place in the basement family room or take the exposed stair case to the half floor great room with chalet style A-Frame floor to ceiling windows. Two more bedrooms, one more full bath and two hall closets complete this level. Enter the home through the attached two car garage to find a coat closet, full bath and two rooms ideal for home office space with separate entrance via the pool-room adjoining sun-room. This one-of-a-kind home sits on 10 private and serene acres located a quick trip from D.C. in Montgomery County’s Agricultural Reserve. Minutes from Poolesville (top ranked schools, plentiful parks, dining, and small town charm!) River Road, the C&O Canal, and both Potomac and Monocacy Rivers. This home features many original touches and is being sold as-is where-is.

18810 Wasche Rd, Dickerson

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