The median home value in Chestertown, MD is $319,990.
the county median home value of $249,900.
The national median home value is $308,980.
The average price of homes sold in Chestertown, MD is $319,990.
Approximately 44% of Chestertown homes are owned,
compared to 42% rented, while
14% are vacant.
Chestertown real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Chestertown real estate agent to arrange a tour
Learn more about Chestertown Real Estate.
The front entrance, of this impeccably maintained and lovingly cared for rancher located in Byford Heights, is shaded by a magnificent oak tree. After entering the foyer, a quick look around will find gleaming wood floors and mini-splits in most rooms. The kitchen opens to a family/dining room combination and flows to the spacious 17' X 16' tile floored screened porch. There is even a patio area, if you want to entertain outdoors. Need an office? The large den will fit the bill! Both bathrooms have skylights and are soaked in natural light . The entire home has been freshly painted and ready for you to just move right in. Need room for storage? The pull down stairs in the two car garage lead to a floored attic area. Speaking of the garage.......the interior measurements are 22' x 21' which will give you plenty of room for two vehicles. If you like fresh air then open the windows and turn on the whole house fan. The seller added an attached shed for storing lawn equipment and gardening tools. Just minutes from historic downtown Chestertown and Washington College. This is a rare offering in an amazing setting!
Half acre, Parcel 354, lots 447,448,449 Buck Neck road. Chesapeake Landing, County has no record of perc test being done. Great opportunity for the entrepreneur. Check with Kent county health dept for confirmation and the perc test process. Nice wooded lot. Marina and restaurants nearby.
Come by this lovely BRAND NEW town home in Historic Chestertown, available for move in by early November. This home features Luxury Vinyl Flooring throughout, White Shaker Cabinets, Granite Counters, Spacious Living Room, Eat in Kitchen area, covered patio off the kitchen, spacious bedrooms including a large primary bedroom suite and much more! These homes are selling faster than they can be built, so come by today and take advantage of this opportunity while it lasts. There are only a few of these homes left ! Special financing programs available, including Zero Down payment loans and closing costs assistance programs so you can own this home for less than renting. Home is delivered at the asking price the way you see it in the photos with the exception of the siding color, which may be different.
Beautiful waterfront estate for rent! Available immediately to qualified tenant at $5000 per month for a 12 months or more or $6000 per month for short term, 3 months-12 months. Home is in excellent condition and furnished. Boat slip with 10,000 lb lift is available at community dock. Marvelous views of Fairlee Creek and abundant wildlife to enjoy. Convenient location within a short country drive to Historic Chestertown and Rock Hall. Call for more details!
Welcome to this newly renovated home with stunning upgrades throughout! This charming, easy-living home, in Chestertown, MD has all new LVP flooring, paint and drywall, a brand-new kitchen featuring sleek grey cabinets, stainless steel appliances, a deep sink, backsplash, and quarts countertops. The bathroom boasts a beautifully tiled shower. New washer and dryer on the main floor, and beautiful windows to let in an abundance of natural light. Enjoy almost an acre of land with plenty of room to enjoy the quiet outdoors. This home is located in Queen Anneâs County, close to rt 301, making for a short commute 25 minutes to Middletown, DE, 35 minutes to the Chesapeake Bay Bridge, and lots of local amenities near by.
Saturday, 10/14 11:00-1:00PM
One of the last available 1920s houses available in downtown Chestertown that is ready to be lived in and priced to support a 21st century renovation and possible expansion. The nearly sold-out Cannon Square masterpieces ($700,000 +/-) are neighboring this 100 year-old gem ready to become a jewel of Cannon Street.
Whether you envision building your dream home or are seeking a hunting retreat, this secluded lot offers options. Situated on 42.598 acres of select cut woodland, this property is a nature lover's dream, offering endless outdoor recreation possibilities and abundant wildlife. Existing house and barns are tear downs, do not enter. Make it yours today!
This spacious Colonial home in Coventry Farms is within the town limits of Historical Chestertown in Kent County on the Eastern Shore of Maryland. Its location is conveniently located to many waterways for watercraft pleasure, marinas, public beach, dining, cultural activities and Washington College. The two-story open front foyer home of over 3000 SF offers an open floor plan which includes a sun room with an abundance of natural light overlooking the in-ground pool in the fenced rear yard. The home also offers a separate/formal dining room, finished rec room on the lower level and a 2-car attached garage. This three bedroom, two and one-half bath home is the perfect space for family and entertaining friends.
This contemporary waterfront property offers the perfect blend of modern living and waterfront serenity. The open floor plan affords views of Mill Creek from every room. The first floor features a three sided fireplace, a gorgeous great room with floor to ceiling windows/doors, gourmet kitchen which opens to the dining area, plus two bedrooms and two full baths. Upstairs you have a cozy loft area perfect for curling up with a book or for tv. There's also another bedroom and full bath and an office with a balcony looking over Mill Creek. Most of the furniture will convey! If you enjoy outdoor living this property is for you. There's a screened porch - the perfect setting for a crab feast! Plus a wrap around deck for relaxing and entertaining. The property includes private access to Mill Creek, making it perfect for boating, kayaking, and other water activities. And for those needing deeper water you will find Worton Creek Marina right around the bend! UPDATE: The health department has confirmed that it is possible to put a garage on the parcel where the septic system is located
Kent County Health Dept has no record of perc
Custom built house on the East Fork of Langford Creek set on 8+ acres with a private dock. This is the first time the house has been for sale; original owners. It was built by Patrick Jones and designed by architects Dunning & Dunning from Swathmore, PA. Beautiful sunsets. It captures the lay out of the property and celebrates the water from every window. There is deep water (4.5 MLW, buyer to verify). 7-ton boat lift. Sunken living room with vaulted ceiling. White Oak floors through much of the house. Designed for outdoor living. There is a deck, screened in porch, covered front porch. 2 car garage off the kitchen. Storage area above the garage with separate outside access. Huge basement, partially finished. Plenty of room for guests, a workshop, and a garage door for all the toys. Shown by appointment only. No drive by's please. High speed internet.
Nestled within the desirable community of College Heights, this charming Colonial-style home offers the perfect blend of classic design and modern convenience. Step inside to discover a well-designed floor plan that seamlessly integrates both form and function. The spacious living room features hardwood floors, large windows that flood the space with natural light, and a cozy fireplace that's perfect for chilly evenings. The updated kitchen offers an abundance of storage and prep space and opens to the formal dining room, both with original hardwood floors. Retreat to the three generous bedrooms, each designed to offer a peaceful haven for rest and relaxation. The master suite features a private bathroom two closets. This property also includes a two-car garage, dual zone heating and cooling, and a basement that offers ample storage space or potential for customization to fit your needs, as well as a screened back porch and large deck area, and a fenced back yard. This home has been lovingly cared for, with updates that blend seamlessly with its classic character. You'll find peace of mind in knowing that it's move-in ready.
Bask in the beauty of this incredible 1920s home in downtown Chestertown! At 2890 square feet, this freshly painted 5 bedroom, 3.5 bathroom property has tons of space and an oversized lot featuring a secluded backyard with mature trees, fire pit, and off-street parking, most of which are very rare to find downtown! The many updates include a brand new HVAC system and hot water heater; updated electric, new slider doors, cooktop, combination wall ovens, dishwasher, and 2nd floor bath fixtures along with a meticulously restored stairway in the entry hall. Other features include original hardwood floors on the first floor & stairway & newel post, some original windows, refinished floors on first floor, original hardwood floors on the second floor, freshly painted and repaired dormers, privacy fence, revitalized front door, and much more! Aside from the fantastic interior space, you'll fall in love with the charming front porch and lovely balcony off the second story primary bedroom. The exterior is further improved with new topsoil, grass seed, fertilizer, straw, and flowers. 204 N Mill is located on a quiet street close to downtown shops, Washington College, waterfront, restaurants, farmer's market and shopping. Whether a residence or an AirBnb, this home has endless possibilities!
Classic 2 story located in Chestertown Historic District steps away from downtown shopping and restaurants ! Deep back yard with large shade tree. Large kitchen, separate dining room, and front living room just off the front porch. 2 or 3 bedrooms possible. Very aggressive pricing for historic district !
Priced To Sell Fast! Charming Updated 1 Level Rambler, Spacious Kitchen with QUARTZ Counters, Stainless Steel Appliances, Spacious Bedrooms, New Custom Paint, Updated Bathrooms, New Flooring, New Lighting, Fenced Backyard, Storage Shed, Much More!! Close to Schools, Shopping, and Commuter Routes. This Will Not Last!
Build on almost an acre with the water & sewer allocation paid for & just steps away from the public ramp at Fairlee Creek! Trailer your toy & enjoy the perfect spot for tubing, skiing, wakeboarding, knee boarding, kayaking, paddle boarding, crabbing or whatever your heart desires. Great Oak Marina & Jelly Fish Joelâs sits at the head of the creek with easy access to the Chesapeake Bay! Enjoy the public beach where you can swim, eat, drink & listen to a band! Anchor out for the day or dock at Jellyâs! Rock Hall & Historic Chestertown are just a short drive away. * 45 minutes to Middletown DE * 1 hour to Easton MD * 1 hr 20 minutes to Philadelphia Airport * 1 hr 45 minutes to BWI Airport
THIS CHARMING HOME OFFERS A COZY LIVING SPACE THAT MAXIMIZES EFFICIENCY! Its modern 2023 renovations provide an inviting atmosphere with plenty of natural lighting throughout! The home features a primary bedroom with attached bath, kitchen with plenty of storage space, and a back yard patio, great for relaxing or entertaining! Minutes from local Rock Hall marinas, Waterman's Crab House, Harbor Shack, and other dining, this home is perfect for a full-time residence or vacation home.
One of the last buildable lots in Chestertown with public sewer and water hookup available. Cleared and ready to build your dream home. No historic district regulations. Rear lot line was adjusted in 2021 allowing 16 more feet to build behind the beautiful Japanese Maple tree. Just a few minutes walk to the heart of downtown. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Wonder at the historic architecture and enjoy local shopping, restaurants, art galleries, music stores, and waterfront walkways and parks. Chestertown is home to many festivals and the local Farmer's Market on Saturdays. 30 minutes to Middletown, Delaware and tax-free shopping. 90 minutes to Baltimore and/or Washington, D.C. 60 minutes to Philadelphia. 90 minutes to Delaware Beaches. Survey from 2021 on file.
Chesapeake Landing has a voluntary Home Owners Association which offers access to Worton Creek. Parcel has failed perc.
This hidden gem is ready for its new owner!
8.27 +/- acres in Queen Anne's County ready for your dream home! One perk approved building site and two more pending the next "wet season" for testing. This size residential lot is hard to come by and with the possibility for more than one building site! Existing structure on property is of no value.
Why RENT???? Invest in your future. Wonderful opportunity to obtain a well maintained single family home with water/beach/boat ramp access. Locate on off of the main road and surrounded by wooded lots on all but one side. Home is a split bedroom design with 2 full baths. Many updates were done in 2021. Seller is willing to consider settlement assistance with acceptable offer. Currently tenant occupied - photos are prior to occupancy. Please DO NOT enter drive- showings are by appointment only.
New home, under construction, this two-story Jefferson is an open-concept townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with beautiful white cabinets. stainless steel appliances, a storage closet and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal space to entertain. The first floor also offers a powder room. The second floor has three large bedrooms, each with plenty of closet space, a hall bathroom, a linen closet, and a laundry closet with an included washer and dryer. The ownerâs suite offers privacy away from the other bedrooms and features its own full bathroom and a walk-in closet. The included white blind package and the exclusive Smart HomeÂ® package will give you complete peace of mind. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.
Lot 5- A one acre building lot in the desirable Prestwick community on the golf course. No builder tie-in. Public sewer and well water. Surrounded by mature beech trees. Roads will have final paving after the last few lots are sold. Prestwick is a 12 lot community next to Chester River Yacht and Country Club, 4 miles from Chestertown. A perfect place to build your dream home.
New townhome, under construction in the Village at Chestertown! This two-story Jefferson is an open-concept townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with stylish white cabinets. stainless steel appliances, a storage closet and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal space to entertain. The first floor also offers a powder room. The second floor has three large bedrooms, each with plenty of closet space, a hall bathroom, a linen closet, and a laundry closet with an included washer and dryer. The ownerâs suite offers privacy away from the other bedrooms and features its own full bathroom and a walk-in closet. The included white blind package and the exclusive Smart HomeÂ® package will give you complete peace of mind living in your new home. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.