The median home value in Chestertown, MD is $216,000.
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 $216,000.
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.
Beautiful 3 BR, 2BA Rancher situated on a corner lot with mature shade trees. Short walk to Rosin Creek and public boat launch. Corian counters, separate laundry room off the kitchen. Nice 10x15 screened-in porch.
This house is basically brand new! It has been completely renovated from top to bottom. All new stainless steel appliances, hot water heater, central air/heat, large 16x16 back deck, metal roof, siding, flooring, plumbing, you name it! On almost an acre of land with public water/sewer and a 16x12 shed that has electric. The house is located on a private and quiet street away from all the hustle and bustle of town but still a short drive away.
Rarely do you find a true contemporary residence in this traditional area in Kent County on Maryland's Eastern Shore. This architecturally designed house is surrounded by 168 private acres of open fields, virgin woods & ponds. The 3000+ square footage includes soaring beamed ceilings, open kitchen/living area, wood floors, soap stone counters, gourmet kitchen. An exotic European style "woodstove" (far from your ordinary woodstove - see photos) dominates the outstanding design. Multiple French door & casement windows flow to a 700 sq. ft. deck & 1700 slate A& brick patio. A handsome pergola completes the design of the groundsAn exciting contemporary post & beam guest house shares the acreage and is located a private distance away. The open interior design, exposed beamed ceilings & decking compliments the main house design. Pastoral views and farms abound.
Looking for a move in ready home? This is it! Updated kitchen with granite counters and under cabinet lighting. Both baths updated. Wood floors have been refinished. Heat pump installed 5 years ago. New doors and some new windows. Large deck looks over back yard with lots of room for a garden.
This property is now under auction terms. The property is subject to a 5% buyer~s premium pursuant to the Auction Terms & Conditions (minimums may apply). All auction assets will be sold subject to seller approval.This lovely historic home has a lot of potential & appeal, which includes beautiful hard wood floors, silestone counter tops and cherry cabinets in the kitchen. The master suite has a huge walk-in closet with built-ins plus the master bath has a claw foot tub and separate shower. Close to downtown for dining and shopping. Call today to make an appointment to see this great property.
This ranch home is located about five to six minutes outside of Chestertown. Home has new carpet, some new paint. Affordably priced with three bedrooms, 1 bath, and a detached storage shed. Don't be mortgage poor. With a little elbow grease and vision, this can be one cute home!
Experience true luxury in this magnificent Chestertown waterfront residence. Gleeming hardwood floors, high ceilings and well-appointed architectural detail accent the main level open floor plan outfitted with a great room that includes a grand foyer, formal seating area, and living room, gourmet kitchen, and dining space. The wrap-around porch affords more room for entertaining while the surround sound system adds to the acoustic ambiance. In addition to unobstructed expansive views of the Chester River, the large and ample windows provide an abundance of natural light that tastefully compliments the sophisticated paint scheme enjoyed throughout the home. Take the elevator or the stairs and retreat to the master bedroom suite where you can enjoy a bubble bath in the Jacuzzi tub while watching your favorite program or a nightcap in front of the fireplace or out on the private balcony. * Guests can retreat to the en-suite just down the hall. The third level, which can also be accessed by the elevator, features two bedrooms and a jack & jill bathroom. These rooms currently serve as an art studio and office. * Located in Chester River Landing, one of Kent County's most coveted waterfront communities, homeowners enjoy elite privileges with the peace of mind of having low maintenance, which certainly compliments an enthusiastic and active lifestyle. * 114 Little Harbor Way is one of the few with a deeded boat slip offering 4' mlw, detached garage and private off-street brick parking spaces for 2 vehicles. * NOTICE TO BUYERS: Total Finished Square Feet - 3,406, Property Taxes - $8,051.40 + Town Tax - $2,982.00.
166 +/- total acre farm with 66 tillable acres, 75 wooded acres and the remaining in home site, barns, and active gravel pit. The farm offers excellent deer, turkey and waterfowl hunting and has several potential pond sites. Located near Remington Farms and approximately 10 minutes between Rock Hall and Chestertown, this farm is priced to sell at $5,391 an acre! Property lines in aerial photo are approximate.
Live in town as personal residence or continue renting to current or future tenant(s) as investment. Located well for access to all Town conveniences. Large level fully fenced yard that wraps two sides of house.
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.
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!
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.
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.