Charlestown MD Homes For Sale

View all the homes for sale in Charlestown, MD at a median listing home price for all budget. See pricing and listing details of Charlestown real estate for sale.

Charlestown MD Homes For Sale

$249,900

2 Beds ⋅ 1 Baths

Nestled in the serene enclave of Holloway Beach, this exquisite log home embodies the perfect blend of rustic charm and modern luxury. Built in 2005 with both public water and sewer (per seller they only pay $211. per quarter for these) this two-bedroom, one-bathroom residence offers a warm and inviting atmosphere, enhanced by its Cape Cod architectural style and stunning wood flooring throughout. The exposed beams add character and warmth, while the entry-level bedroom provides convenience and accessibility. A cozy gas/propane fireplace serves as the heart of the living space, inviting you to unwind after a long day. The kitchen is equipped with high-end appliances, including an electric oven/range, refrigerator, and a convenient stacked washer/dryer. Thoughtfully designed, the kitchen also features an exhaust fan and range hood, ensuring a pleasant cooking experience. HVAC system replaced in 2021 and the hot water heater replaced 2026. Large double-hung windows flood the interior with natural light, offering picturesque views of the surrounding landscape. Step outside onto the expansive deck, where you can bask in the tranquility of your surroundings or sit and relax on the large screened front porch. The private backyard is great for BBQ's or gardening and includes an outbuilding (as-is, needs work) for additional storage or creative use. The property is situated on a 0.14-acre lot, providing ample space for outdoor activities and relaxation. One of the standout features of this home is its proximity to the North East River and Chesapeake Bay. Enjoy direct water access, perfect for boating, kayaking, fishing, and swimming. The public beach nearby invites leisurely days spent soaking up the sun, while the navigable waters offer endless opportunities for adventure, including waterskiing and wakeboarding. With off-street parking and a secure main entrance lock, this property combines comfort with peace of mind. The partially furnished home allows for a seamless transition into your new lifestyle, where every detail has been considered for your convenience and enjoyment. Experience the exclusive lifestyle that Holloway Beach has to offer, where luxury meets nature in perfect harmony. The town of Charlestown also offers many beaches, marinas, boat ramp, playgrounds, restaurants and an athletic complex. This residence is not just a home; it's a sanctuary waiting for you to create lasting memories.

420 Chesapeake Rd, Charlestown

Listing courtesy of Key Realty, Incorporated. Contact:

$675,000

4 Beds ⋅ 3 Baths

This fine example of 18th Charlestown, Maryland awaits its next steward. LINTON HOUSE, ca 1788 is situated in a unique Town setting on the Northeast River. Unique because of its history, historic architecture, maritime amenities and contemporary residences along the Northeast River. Charlestown is truly a fascinating experience. LINTON HOUSE played a dynamic part in the history of Charlestown and the surrounding area. Built by William Linton during the period when Charlestown was the county seat, this fine brick house stands as a handsome reminder of a most important period of America. This two-story, two rooms deep, five-bay, Flemish bond brick residence is a restrained example of high-style Georgian architecture. There are four bedrooms, two and a half baths, high ceilings, seven fireplaces, basement and attic. The center through stair hall entrance, leads to a grand terrace that overlooks the grounds. A modern wing, although not original to the house and built originally as a garage, offers many different possibilities. There is a belt course and molded water table. Large chimneys are set within the gable ends. The almost one-acre grounds include mature trees including two Dawn Cypress and an in-ground, salt-filtered pool. Linton House stands among other important properties .- Indian Queen ca 1742, Red Lyon Tavern, ca 1755 and Paca House, ca 1753. Paca was father of the Wm Paca who was a signer of the Declaration of Independence and first Governor of Maryland. One can imagine the "traffic" on this historic Post Road. The most recent owners enhanced their lifestyle with a master bath, hall bath, laundry on the bedroom level and modern closets. All-important and essential additions. There is also central air conditioning. The kitchen is a handsome surprise. CHARLESTOWN, was founded in 1742 by the Act of Maryland Assembly "to encourage Trade and Navigation as a means of promoting happiness and increasing the riches . . . there being yet no town settled at or near the head of the Chesapeake Bay." Because it was, also located along the "Post Road" between Philadelphia and Mr. Vernon, George Washington visited often. At that time, it featured several inns and taverns. A busy and most important route. Charlestown was named in honor of the Right Honorable Charles, Lord Baron of Baltimore. Charlestown is a different "busy". now. Life along the River with a thriving marina, boat ramps, a local pub and a fine restaurant - The Wellwood - Charlestown attracts summer river activities. It "rests" off season to enjoy its historic nature. There are museums, a church and a river walk all within its historic district. The charming Town Hall is the restored schoolhouse. A family of Osprey high above the cross roads entering Town welcomes visitors and announces one's arrival.

316 Market St, Charlestown

Listing courtesy of Maryland Heritage Properties. Contact:

$285,000

3 Beds ⋅ 2 Baths

Imagine relaxing just moments from the water in this 3-bedroom, 2-bath home located in a peaceful Charlestown community near the scenic North East River. Perfect as a weekend getaway, investment property, or personal retreat, this home offers the chance to bring your vision to life in a desirable water-oriented setting. This home features a functional layout designed for everyday living, with flexibility for family, guests, or work-from-home needs. Situated on a quiet dead-end street with minimal traffic, the setting offers added privacy and a true neighborhood feel. Outdoor enthusiasts will appreciate nearby boat mooring access, making it easy to spend time on the water—boating, fishing, or simply enjoying the natural surroundings. Conveniently located near local amenities, marinas, and waterfront destinations. With no HOA fees, enjoy greater freedom and affordability while bringing your vision to life. Property is being sold strictly as-is. Inspections are for informational purposes only; seller will make no repairs. Don’t miss your opportunity to own in this desirable water-access community with exceptional potential. Professional photographs are coming soon.

308 Cather Ave, Charlestown

Listing courtesy of Cummings & Co Realtors. Contact:

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Charlestown MD Homes For Sale

Charlestown MD Homes For Sale

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