The median home value in Chestertown, MD is $230,000.
the county median home value of $183,500.
The national median home value is $185,800.
The average price of homes sold in Chestertown, MD is $230,000.
Approximately 41.87% of Chestertown homes are owned,
compared to 42.32% rented, while
15.82% 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!
Learn more about Chestertown Real Estate.
Exhale and enjoy a one level living lifestyle near Downtown Chestertown. With 5 bedrooms total, this home offers all pocket doors and an in-law suite with a handicap accessible master bathroom. The other side of the home sits a master bedroom w/ on-suite and 3 other bedrooms. Freshly painted, move in ready with an updated kitchen with newer stainless steel appliances, granite countertop and a large pantry. The oversized garage allows for small boat storage, ATV's or other fun toys. Bring the outdoors in with two sliders, extending the family room onto the screened porch and back yard.
A quintessential 76-acre Eastern Shore waterfront estate built in 1781 & restored in the 90's. Providence Plantation defines Country Elegance with a fabulous 1st flr MBR suite, a new 3BR tenant house, dock with lift & an in-ground pool. A 3rd home may be built to create a family compound. Enjoy the peace and serenity of Eastern Shore outdoor Life. Agent/Owner.
A quintessential 76-acre Eastern Shore waterfront estate built in 1781 & restored in the 90's. Providence Plantation defines Country Elegance with a fabulous 1st floor master bedroom suite, a new 3 BR Tenant House, dock with lift and an in-ground pool. A 3rd home may be built to create a family compound. Enjoy the peace and serenity of the Eastern Shore outdoor life. Owner is Licensed Real Estate Agent.
A true diamond in the rough. Everyone loves a swing on a front porch, it always brings such a welcoming feel and looks so inviting to take a few minutes to relax on. Then into the open foyer with a beautiful stair case that leads to the 3rd floor. Pocket door from parlor to dining area is in wonderful condition. Original trim and molding that you will want to keep for sure. Hardwood flooring is in good condition, light refinish would do the trick . Original doors that are in gorgeous condition with original hardware. This home is ready for renovation with so much good to offer that gives this home so much of its character. Selling As IS.
Move-in ready home in Queen Anne's County, but just a few minutes from Downtown Chestertown! Offering new carpets, paint and landscaping. Desirable split bedroom, single level living floor plan. Large Master suite offers walk in closet and great Master bath with tiled floors, double vanity, separate shower and corner soaking tub! Two additional bedrooms share a full bath with tiled floors. Large kitchen/breakfast area with stone tile floors and wood cabinets opens to screened porch. Open family room with propane fireplace for chilly Fall nights. Separate formal dining room or office space. Oversize 2-car garage and a fully fenced rear yard round out the total package.
Pretty townhome in a four unit building. Very clean, looks brand new. Stainless appliances, a full dry basement with inside access. Sprinkler system, wood floors, community pond with a soothing fountain feature, gazebo. No maintenance. HOA is 150/quarterly. Gorgeous light with loads of windows. Granite countertops, open kitchen/living room with a breakfast bar.
This home shows like a model! Wonderful floor plan makes it a delight and great for entertaining! Gleaming Hardwood floors, vaulted ceilings, upgraded cabinetry throughout. Gourmet kitchen with gas double oven and stainless steel appliances. Great room has lovely views of rear yard and woods and a nice balcony off it. Current owner finished basement with Family Room and bar, a fabulous full bathroom and a bonus room that is currently used as a spare bedroom. Well maintained home ready for your quick settlement!
A country treasure located just outside of Chestertown on 6 open acres with views of 4 acre waterfowl pond. Spacious home with lots of desirable features. Room for animals, hobby crops, a pool, or whatever you want. Recent roof replacement and brand new well. Metal shop building with tractor shed attached. The possibilities are endless!
Over 21 Acres Ready for your Horses & Existing Vineyard- Possible B&B! Entertainer's Delight- Nearly 5600 sq ft, 5 Bedrooms, 3.5 Baths. In-Ground Pool, Large Patio. Fenced Pasture. Large Outbuilding with 2 Stalls, Main-Level Master Suite w/ ADDITIONAL Potential In-Law Bedroom/Rec Room w/ Access to 1/2 Bath & Washer/Dryer, 3- Car Side-Load Garage,. 3 LARGE upper-level Bedrooms!
Iconic Mill Street home, this "Folk Victorian" has been lovingly maintained & thoughtfully upgraded while maintaining the historic features: refinished Heart Pine flooring throughout, crown moulding, chair rails, built-in shelving, & an extra-long claw foot soaking tub . Upgrades include high-velocity HVAC, blown-in insulation (walls, attic, & cellar), granite counters & new cabinetry in the kitchen, tiled bathrooms, dressing room off the Master bedroom with a walk-in closet, & encapsulated cellar. The backyard oasis is private, quiet, & low-maintenance; seasonal trees & plants bloom three seasons of the year. The garden shed & shop is tucked away, but offers great storage & work space. Situated in the heart of Downtown Chestertown, take a peek at this home soon!
Remodeled rancher in Chestertown. New, eat-in kitchen with granite counters, stainless appliances. Hardwood floors. Tile bath. New carpet. Recessed lighting in living room and kitchen. New HVAC, New wiring,plumbing, Large lot. Great home for the price. Just move in.
Affordable home beautifully and thoroughly renovated in 2015 with new roof, kitchen, windows, bathroom, range, dishwasher, washer & dryer. You could own this home for LESS than $950/mo and this INCLUDES taxes & insurance. This is a must see to appreciate everything this house has to offer including the front porch, rear deck and completely fenced yard. TENANT OCCUPIED so please allow 24 hour notice. Investor Buyers - Tenant would like to stay if possible!
300+/- acre waterfront estate with exceptional amenities. Main house with 7,500+/- sq ft, with a retreat feel and open floor plan. Indoor and outdoor pools, high elevation and expansive southern and western views down coveted West Fork Langford Creek. Boat house with 7'+.- MLW, tenant house, historic farm house, antique covered bridge, large barn, waterfowl ponds and 1.5+/- miles of shoreline.
Deeply Discounted Foreclosure Opportunity in Chester Harbor. Property was previously renovated/updated. Large, clean rancher w/ addition in need of TLC. Sold Subject to ground rent if existing seller will not redeem. Assignment of a bank foreclosure, special papers needed for offer. Contact LA. Sold as-is cash or hard money . Conventional w/ 20% down possible. NO FHA . Seller does not guarantee accuracy in this listing, buyer/agent to verify.
Eastern Shore Georgian style home is situated on a serene, rural 10-acres, yet is conveniently located just 2 miles from the colonial town of Chestertown. Designed by the architect, Andrea Lombardini, and built in 2005, the thoughtfully designed interior lends an airy elegance harmoniously linking the sunlit living areas, including the first floor master suite. Taking full advantage of the pastoral views, the home showcases the finest details including random width wood floors, built-ins, high ceilings and a terrace overlooking the naturally beautiful setting. Chestertown offers a river walk, brick lined streets with 18th century homes, galleries, live theater and cafes. It enjoys a vibrant arts community, outdoor educational programs and is home to Washington College. Located about 90-minutes from Washington and Philadelphia.
Bring your water toys and enjoy this cute cottage located approximately 1.5 miles from Quaker Neck Landing! Family/dining area combination has wood floors, a wood burning stove and beamed wood ceiling. First floor bedroom has walk-in closet and hookup for stack-able washer/dryer. Upstairs has a 2nd bedroom and currently used as "the Bunk Room" . The grounds have been well landscaped and there is even an outdoor shower! Use as a retreat, primary home, hunting cabin/cottage, etc. Not too far from Historic downtown Chestertown!!
Raised rancher with 3-bedrooms, 1 1/2 baths, partially-finished basement, deck, 1-car garage, central heat and AC. om a water-privileged community 3 miles from Chestertown. Being Sold AS IS with inspections. Clothes dryer, water softener and microwave are not in working order. Possible investment opportunity.
Gorgeous Home, Energy efficient, upgraded, has a custom sauna in the rec area, a workout room, gorgeous wood floors, and a gourmet kitchen with a sunny breakfast room. There is a beautiful dining room, and office/den, outside has a deck and beautifully landscaped home. This owner had the home built, and paid for many energy efficient upgrades. Welcome to a wonderful lifestyle in Historic Chestertown. Washington College features art, drama, sports and a lifetime learning center. Chestertown is on the Chester River and there are many activities to enjoy!
Stately Colonial Style Home now Available in the Coventry Farms Neighborhood of Chestertown. This Home Features 4 Bedrooms and 2.5 Baths, a Gourmet Kitchen with Breakfast Nook and Separate Dining Room, and Finished Basement with Access to Spacious Back Yard. Seller Financing May Be Available