Located in a desirable community, this charming 3-bedroom, 1-bath home offers the perfect blend of comfort, convenience, and style. Situated on a generous lot, the property provides ample outdoor space for relaxation or entertaining, making it ideal for families or anyone who enjoys the outdoors. As you step inside, you'll be welcomed by a spacious living room featuring vaulted ceilings that create an open, airy atmosphere. The cozy fireplace adds warmth and charm, making it the perfect spot to gather during cooler evenings. The updated kitchen is a true highlight, offering modern appliances, stylish finishes, and plenty of counter space to prepare meals with ease. Whether you're hosting friends or enjoying a quiet meal at home, this kitchen is both functional and inviting. Outside, the paved driveway provides ample parking, with space for multiple vehicles. The home's exterior complements its inviting interior, creating excellent curb appeal. This home is perfect for first-time buyers, downsizers, or anyone looking for a cozy retreat within a welcoming community. Schedule your showing today!
Exciting Price Improvement Reduced $10,000 plus Seller to install new carpet. This charming Cape Cod is situated on a desirable corner lot in Kingstown, from here you can walk or bike ride from historic Chestertown. The home features a modernized kitchen, a spacious living room, and a dining/family room, along with a convenient first-floor bedroom. The second-floor houses two additional bedrooms and a full bath. Outdoors, you can unwind on a 14 x 10 deck, set in a private backyard enclosed by a privacy fence. An oversized three-car detached garage offers approximately 900 sq ft of space, complete with a storage loft andelectricity.. Although the property has a Chestertown address, it is actually on Queen Anneâs County side of the Chester River. The area is rich with activities, including a weekly farmers market, local events, boating opportunities, dining, shopping, and access to the YMCA. Plus, it is close to Washington College, adding to the areaâs vibrant community life. Garage has newly installed electric.
Brick rancher located in College Heights! There are 3 bedrooms and living room, all with wood floors. There is a large family room with built-ins. There is a full unfinished basement with connecting interior stairs and exterior stairs. The rear porch is ready to be screened in. Property backs up to woods. Close to hospital, parks and schools. This home will require a little TLC however the efforts made to renovate an upgrade will be well worth it.
Chester River Waterfront with dock and 4-5â water depth. Enjoy sunsets and western views over the upper Chester River while having the opportunity to crab and fish from your own Dock! 5 bedroom and 3 full baths, sunroom, spacious kitchen with island, and spacious lot. Reasonably priced waterfront under $500,000.00. Great vacation home opportunity! All improvements being sold in "AS-IS" condition.
Welcome to 116 Pine Chip Road, a beautifully renovated Cape Cod in the heart of Chestertown, MD, Queen Anne's County. This 3-bedroom, 1 1/2-bathroom home has undergone a complete transformation, boasting new siding, windows, doors, and drywall throughout. The modern upgrades continue inside, where you'll find stunning LVP flooring on all three levels. The main level features two spacious bedrooms, each with double closets, and a full bathroom. The custom kitchen is a chef's dream, featuring a gas stove, upgraded quartz countertops, solid wood cabinets, and stylish open shelving. Upstairs, the primary bedroom offers a private retreat with a mini-split AC/heat unit, a large dressing room, and a convenient 1/2 bath. The finished basement is perfect for entertaining, complete with surround sound, a laundry room, and a utility room. The outdoor space is equally impressive, with a newly installed privacy fence surrounding the backyard. The fence includes three personal gates and one large gate for vehicle access. Additionally, the property features a shed and a detached garage, providing ample storage and workspace. This home is move-in ready and offers a perfect blend of modern amenities and classic charm. Don't miss the opportunity to make 116 Pine Chip Road your new home!
Welcome to 1316 Ewingtown Rd, where the charm of historic Chestertown meets the tranquility of rural living. Nestled on nearly 3 ½ acres of pristine land (main lot is 2.33 acres and adjacent lot is 1 acre), this Art Deco Farmhouse is a private retreat surrounded by thousands of acres of preserved farmland and woodlands. Just 45 minutes from Annapolis and Easton, and a quick 10-minute drive to Washington College and the vibrant, waterfront town of Chestertown, this property offers the perfect balance of seclusion and convenience. Step inside this custom-built home and be greeted by 2,476 square feet of thoughtfully designed living space. The main level features an inviting living room, a gourmet kitchen complete with a peninsula for casual dining or meal prep, and a dining area warmed by a wood stoveâideal for unwinding after a long day. The screened porch opens to the home with its fold out glass doors and bathes the home in natural light, and offers breathtaking views of the expansive yard, making it a year-round haven. The primary suite, conveniently located on the main level, is a serene retreat with its own private porch and an outdoor hot tub, perfect for relaxation. Upstairs, youâll find three generously sized bedrooms and a full bath, ensuring ample space for family or guests. But the charm doesnât stop there. Just steps from the main house is "The Ponderosa," a workshop/party barn that offers endless possibilities and an additional 1300 square feet of space. Whether you dream of running a home-based business, need a space for creative projects, or want to host gatherings, this versatile structure is equipped with a bar, wood stove, and plenty of storage. With room for a pool, chickens, or even fainting goats, the possibilities for this property are as vast as the landscape that surrounds it. Chestertown itself is a gem, offering a delightful blend of history and modern amenities. Explore the historic district with its charming shops and restaurants, visit the renowned farmers market, or take part in the town's annual festivals that celebrate the areaâs rich heritage. For outdoor enthusiasts, the nearby Chester River offers opportunities for boating and fishing, while the townâs vibrant arts scene and close-knit community provide a warm welcome to newcomers. Whether you're seeking a peaceful retreat, a place to grow your own garden, or the perfect spot to run a home business, 1316 Ewingtown Rd offers it all. Donât miss the chance to make this unique property your own slice of paradise. * Sale to include the adjacent lot with Street Address: 101 1st Street Chestertown, MD 21620. Buyer to pay transfer taxes on assessed value of lot. Lot is non-buildable.
Great opportunity for a large parcel of commercially zoned land in Chestertown. MD! Buyer is responsible for their own due diligence. As-is Sale.
Welcome to your dream home in the charming sought after community of Chester Harbor! This delightful property boasts 3 spacious bedrooms and 2 full updated bathrooms, perfectly designed for comfort and modern living. Step into the huge master bedroom, perfect for all buyers. The finished basement provides versatile additional living spaceâideal for a family room, home office, or play area. The recently renovated kitchen is a culinary enthusiastâs dream, featuring contemporary finishes and high-end appliances that make meal prep a pleasure. Outside, the great yard is perfect for entertaining, gardening, or simply enjoying the serene surroundings. Enjoy the HUGE garage located in the rear of the property. Chester Harbor Community has a voluntary HOA ($30/year), which offers water access, a beach, community events, and a playground. Just around the corner is Round Top Park offering tennis, pickleball, and basket ball courts, a playground, and pavilion. Minutes from Chestertown's historic waterfront, restaurants, shopping, and marinas
Great corner lot in the water community of Chesapeake Landing. Just a walk away from the water and just over 1 acre of land. This wooded corner lot includes two parcels in the sale of the property. Buyer to do own due diligence. Offered at $29,500.00
Nice wooded 3-acre lot to build your dream home! Close to Chestertown and Rt 301 for commuters. The lot has perc and septic already exists. Some of the lot has been cleared where home can be built.
Price Improvement - Welcome to this delightful brick rancher, offering over 1,500 square feet of comfortable, inviting living space. This home boasts 3 spacious bedrooms and 2 full baths, perfectly designed to accommodate a variety of lifestyles. Step inside and be greeted by the open floor plan, where the brick fireplace in the living room adds both charm and warmthâan ideal gathering spot for cozy nights. The country kitchen features a large island, separate pantry, and plenty of storage, making meal prep a breeze. At the rear of the house, youâll find the primary suiteâa private retreat with an ensuite that includes a newly updated shower. Original hardwood floors, elegant and timeless, flow throughout the home, adding warmth and character to every room. Newer windows and an encapsulated crawl space boost energy efficiency while filling the home with natural light. This home also includes a mudroom/laundry area and an attached one-car drive-thru garage for added convenienceâperfect for busy families or car enthusiasts. Additionally, the property features a separate workshop shed (18x22) with a garage door, ideal for hobbyists and extra storage. Out back, relax on the patio surrounded by mature plantings, providing a peaceful escape with scenic views of the farmland behind the home. For added convenience, the property offers a 2-car drive pad for ample guest parking, and the rear enclosed porch with heat is perfect for year-round enjoymentâa versatile space for relaxation or entertaining.
UNIQUE 4 BEDROOM/3 BATH CUSTOM BUILT CONTEMPORARY on a corner .37acre lot in the desirable neighborhood of Mile Tree Village. This gorgeous, meticulously maintained home offers all on one floor living in light-filled, easy care, open floor plan comfort. Features include cathedral and vaulted ceilings in the main living area and master bedroom; handsome maple flooring throughout the central living area; a glass doored corner gas fireplace in the living room; ample cabinet, pantry, storage and closet space; an oversized attached two car garage; roofed, sitably sized front and side porches; a lovely large rear patio with awning; and a custom-built stone terrace with a waterfall fountain. Additional household amenities include like-new stainless kitchen appliances; induction cooktop and double wall ovens; a kitchen prep sink; custom granite and Corian counters in the kitchen and bathrooms, a soaking tub and glass walled walk-in shower in the Primary Bathroom ; hardwired home security and fire alarm and sprinkler systems ; a whole house generator, a surround sound system; a central vacuum system; multiple phone lines; automatic garage door; invisible fencing for pets, and the list goes on. The house has two sets of solar panels installed on the rear roof: one owned by the Sellers and the other subject to a power purchase agreement with TESLA. Both sets of panels convey with the house. Professionally maintained landscaping that includes lovely mature flowering shrubs, perennials and trees and an in-ground watering system surround the house. A lockable garden shed sited in a wooded area at the back of the house provides out of the way storage for lawn and garden equipment and supplies. In addition to its many on-site pluses, this wonderful home offers convenient, quick and easy access to Washington college, area schools, parks, doctors, churches, Historic downtown Chestertown, waterfront recreational facilities and shopping centers. APPRAISAL- BASED PRICE REDUCTION! MOTIVATED SELLERS!
Within walking distance of Washington College, medical services, parks and schools and convenient to historic downtown arts and entertainment district, this low-maintenance- exterior brick rancher is ready for your personal decorating touches. Living Room and formal dining room. One primary bedroom with en suite bath. Two additional bedrooms and a family bathroom. Country kitchen with wood-burning fireplace and sliding doors leading to deck. Laundry Room. Large shade trees and a private backyard.
Charming house in Country Club Estates. Located on the 14th hole with views of the Chester River. 3 beds and 2.5 baths. Potential for a 4th bedroom and potential for a first-floor bedroom. Lovely landscaping and cedar shake roof. Traditional floorplan. Beautiful wood floors throughout. Screened in porch and lovely brick patio. The perfect blend of classic architecture and modern convenience. Close to downtown historic Chestertown. This would be an amazing place to call home.
Nestled in a prime suburban commercial zone, this versatile property offers 1,300 sq ft of living space, perfect for both residential and/or commercial use. The freshly resealed driveway accommodates up to 6+ vehicles, with the potential for parking lot expansion, ensuring ample space for guests or clients. The property features two inviting front entries: one through an 8x16 sunporch, ideal for enjoying morning coffee or greeting visitors, and another through the welcoming living room with a large bay window that floods the space with natural light. The rear entry provides convenient access to the kitchen and basement. The kitchen is equipped with all essential appliances and features laminate countertops and durable vinyl flooring. A pass-through window connects the kitchen to the sunroom, enhancing the open and airy feel of the building. The basement, with its poured concrete floor and perimeter trench leading to the sump pump, offers potential for additional storage or workspace. The single level structure includes a spacious full bath and three generously sized bedrooms, perfect for a family or for converting into office spaces. This property blends functionality and charm, making it a unique opportunity for those looking to live and work in a suburban setting.
Perc approved lot for sale in Chesapeake Landing. A total of .34 combined with both lots. Community has a voluntary HOA giving you access to the boat ramp, marina and a slip for an extra fee.
Built in 2005, this like-new home boasts an open floor plan with inviting, bright spaces. The residence features 3 bedrooms, 2.5 bathrooms, and 1,222 square feet of low-maintenance living. Enjoy the convenience of two dedicated parking spots right in front of the home, as well as no outside maintenance. The half bath comes equipped with a stacked washer and dryer for added ease. The spacious living room and dining room seamlessly flow to a sliding door that opens to a rear porch and common grounds, perfect for relaxing or entertaining. Located in Chestertown, this home is in close proximity to Washington College, Chester River Hospital Center, and the Chestertown walking trail, making it an ideal location for both convenience and leisure.
Charming Historic Chestertown investment opportunity! Once updated this building can accommodate two street-front shops and a spacious apartment upstairs. The back of the building has extra living space with a private entrance and full bathroom. The attic is flooded with natural light! One could use the attic as-is for extra storage, or it could be renovated, adding additional living space. Back deck overlooks sweet courtyard, perfect for relaxing. GREAT location and tons of character - enjoy the Chestertown Farmer's Market year round, the Chester River just a few blocks away, shops and restaurants right down the street - you cannot beat this Historic District location and opportunity. Seller has removed plaster walls downstairs and updated the electric. Other updates include: exterior painting, new metal roof and a new deck with entry to second floor apartment.
Welcome to your private oasis! This charming home boasts mature landscaping that provides both beauty and privacy on a large corner lot. . Custom built Cape Cod offers a first floor primary suite, living room with fireplace and built ins, formal dining room and a kitchen with granite counters and updated appliances. Thereâs an open area on the 2nd level ideal for reading or watching TV. Plus 2 more bedrooms and an office. Enjoy the serene ambiance from the large deck, overlooking a picturesque pond with not one, but two enchanting waterfalls. The soothing sound of cascading water creates a tranquil atmosphere, perfect for relaxation and unwinding. This property is a true retreat, offering an idyllic escape right in your backyard. Located just minutes from the Chester River and Chestertownâs historic district.
Spec home located in small 12 home development (to be built). Prestwick offers the best in eastern shore living with the small town charm of Chestertown, MD, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington, DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area's finest builders
Park like setting with natural beauty all around you, take a quite day with very nice outdoor den . Watch the herons, eagles, ducks and geese search for food or take a leisurely kayak cruise down Mill Creek to the Chesapeake Bay. Conveniently located a short distance from Worton Creek Marina, Restaurants, Resort Style Marinas, Historic Chestertown, Parks and much more. Chesapeake Landing Offers water access with 2 marinas, boat slips and docks. A perfect location to keep for a weekend away on the beautiful Eastern Shore or primary residence.
Completely remodeled, this three-bedroom waterfront home boasts a charming front porch and enormous back porch - your private space overlooking the river - along with an enclosed sunroom featuring gorgeous river views through walls of windows. Enjoy abundant outdoor areas and stunning water views from nearly every room. The dock features 3+ feel MLW, with slips available for purchase. This condominium embodies the ideal waterfront living experience. Located in the heart of historic Chestertown, this unique property includes off-street parking and provides the convenience of walking into town for dining and shopping. Situated on Maryland's scenic Eastern Shore, it's less than 85 miles from Washington D.C. and Philadelphia, making it a perfect meeting spot for those in the Mid-Atlantic region.
Discover this exquisite townhome nestled within the prestigious water-oriented community of Chester River Landing. Designed with elegance and comfort in mind, this residence offers an unparalleled lifestyle that combines sophistication with the serene beauty of waterfront community living. Boat Slips are Available for lease or purchase. The heart of the home, the open kitchen is designed for both functionality and style. It features sleek countertops, ample cabinet space, and a large island that doubles as a breakfast bar, making it perfect for meal preparation and casual dining. Enjoy the convenience and efficiency of top-of-the-line appliances throughout the home, including a stainless steel refrigerator, oven and dishwasher. Open room on first floor could be used for a third bedroom for guests. Enjoy the sunset from the upper deck or below on the screened in porch by the pond with fountain. The porch was renovated this spring with high tech flex screens and ceiling was waterproofed providing for increased time for usage while keeping the area dry. Chester River Landing is nestled along the serene Chester River, this charming waterfront community exudes a perfect blend of relaxation and recreational opportunities. The centerpiece of the community is a picturesque floating pier that gently sways with the rhythm of the water. This well-maintained pier offers numerous available slips, making it an ideal haven for boating enthusiasts who enjoy easy access to their watercraft. Enjoy the community pool during the day then take in the sunset on the pier with picnic tables and a gas grille. As the day transitions into evening, the fire pit area becomes a popular gathering spot. Encircled by cozy adirondack chairs, the fire pit offers a warm and inviting ambiance, perfect for sharing stories, roasting marshmallows, and enjoying the company of neighbors under the starlit sky. All of this while located in the Historic Town of Chestertown, known for its waterfront charm, restaurants, and weekend festivals! Don't miss your chance to make this remarkable property your own!
Where Shore living begins! Welcome to 201 Princess Anne, located on the Queen Anne's County side of the Chester River Bridge. This well maintained home is established on just over 3/4 of an acre within the quiet subdivision of Kingstowne Manor. Offering 3 bedrooms, 2 baths, attached garage and comes equipped with a fully floored attic for all of your storage needs! A new roof system was installed April of 2024. This system has a transferable 10 year warranty! The asphalt driveway will ensure a smooth transition home and offer plenty of area for parking. This attached garage provides ample space to keep your vehicles, toys or projects out of the weather and well protected. Equipped with a propane heater and 220 AMP service, you can comfortably stay busy year round. The spacious kitchen provides under cabinet lightening, beautifully crafted seamless quartz countertops and conveys all kitchen appliances. The Living Room and Primary Bedroom are both generous with the space they provide. New carpeting in Primary was installed April of 2024. All 3 bedrooms have desirably spacious closets with ceiling fans throughout. Stepping outside, you'll find plenty of backyard seating and shade underneath the recently installed gazebo. The patio here will also provide ample space for grilling and gathering. The fenced in back yard offers a worry free option of allowing your children (four legged or two) to play freely. Home is equipped with top of the line Fiber Optic Internet services. The Septic System has also been updated with an additional 80' drain field to support any of your in home services.
Property within walking distance to the Chesapeake Bay, Tolchester beach, marina and Shanty. The county says sewer hook up is not available. Multiple lots for sale in Tolchester, all offers considered!
The median home value in Chestertown, MD is $380,000. This is higher than the county median home value of $301,300. The national median home value is $338,100. The average price of homes sold in Chestertown, MD is $380,000. Approximately 42.33% of Chestertown homes are owned, compared to 50.71% rented, while 6.96% are vacant. Chestertown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Chestertown real estate agent to arrange a tour today!
Chestertown, Maryland has a population of 5,557. Chestertown is less family-centric than the surrounding county with 10.61% of the households containing married families with children. The county average for households married with children is 15.86%.
The median household income in Chestertown, Maryland is $44,665. The median household income for the surrounding county is $64,451 compared to the national median of $69,021. The median age of people living in Chestertown is 39.1 years.
The average high temperature in July is 87 degrees, with an average low temperature in January of 25.4 degrees. The average rainfall is approximately 45.1 inches per year, with 13.9 inches of snow per year.