Welcome to 119 Darden Road, a lovely ranch-style home nestled in Chestertown, MD. This charming residence offers 3 cozy bedrooms and 2 bathrooms across 1,424 square feet of living space, perfect for comfortable living. The eat-in kitchen, complete with a handy stove, sets the stage for delightful meals and gatherings. Enjoy the warm ambiance of a fireplace in the spacious living room, enhanced by recessed lighting. Step outside to a large deck overlooking a 15,000 square foot lot, perfect for relaxation and entertainment. This home features a playground and tennis court access for leisurely afternoons. With an attached garage, air conditioning, and in-building laundry, convenience is at your fingertips. Water enthusiasts will appreciate the nearby water access, while pickleball fans can enjoy a game on the community court. Situated in a friendly neighborhood, this home combines comfort with a variety of amenities to suit your lifestyle. Whether you’re cozying up by the fireplace or exploring the outdoors, 119 Darden Road is ready to welcome you home!
Motivated Sellers!!! Welcome to 121 Primrose Road, a spacious two-story residence offering 2,034 square feet on a .345-acre lot. This well-built home delivers comfort, functionality, and potential in a peaceful setting just outside downtown Chestertown. Inside, you’ll find three bedrooms and two full baths upstairs plus a convenient half bath on the main level. The main floor features a bright living area, a classic dining space, and a large all-seasons room off the kitchen—perfect for gatherings or relaxing year-round. The full basement offers a blank slate, ready to finish as a recreation room, workshop, or extra storage. A brand-new septic system provides peace of mind, while the attached two-car garage and expansive back deck add everyday convenience. Situated on the Queen Anne’s County side of Chestertown, this property keeps you close to the shops, restaurants, and waterfront charm of downtown while offering the privacy of a quiet neighborhood.
Beautifully done! A MUST see! UPGRADED 2023-built Smart Home, tucked into a quiet and friendly Chestertown community. Thoughtfully enhanced throughout, the kitchen shines with new quartz countertops, a stylish backsplash, upgraded sink and faucet, and added cabinetry with elegant hardware. Fresh light fixtures bring a warm glow to the living spaces, while the laundry room offers added function with quartz surfaces and extra storage. The powder room has been transformed with a stunning vanity and modern fixtures. The second floor offers four spacious bedrooms and two full baths. As a bonus, this property is a smart home, offering comfort and convenience at your fingertips. Just a short drive to multiple marinas in Rock Hall and an easy drive to Philadelphia and Washington, D.C.
?? ?? Like-New Chestertown Ranch: Pristine Condition, Ready Today! $250K ?? Skip the construction drama! Step into this stunning, move-in-ready 3-bedroom, 2-bath ranch at 100 Metcalf Rd, Chestertown, MD 21620 for just $250,000! ? Your Dream Home Checklist: ? * NO HOA! Freedom & Savings! ?? * One-Level Living: Easy breezy! ????? * Open Concept: Perfect for entertaining! ??? The heart of the home is the spectacular eat-in kitchen! You'll love the white shaker cabinets, dazzling granite countertops, and sleek stainless steel appliances. ?? The main areas feature gorgeous LVP flooring, while cozy carpet warms the bedrooms. Step outside to your private covered patio for morning coffee ? or evening relaxation. ?? With a generous 5,914 sq ft lot, there's plenty of room for fun! ?? Retreat to your private primary suite ?? with a spa-like en-suite and walk-in shower. ?? Embrace the Chestertown Life! ? This prime spot is minutes from historic downtown charm! Enjoy the weekly farmers market ??, shops, galleries ???, and waterfront festivals like the famous Downrigging Weekend ?. This golden opportunity won't last long! Be the first to call this exquisite property "home." ?? Your new beginning starts here! ??
Welcome home to relaxed Eastern Shore living in the waterfront community of Chesapeake Landing. This beautifully updated 2,140 sq ft Cape Cod offers the perfect blend of charm and modern comfort with 3 bedrooms, 2.5 baths, and a welcoming floor plan designed for everyday life. The main level features new flooring throughout, a spacious living area, formal dining room, and a renovated country kitchen with new appliances, new counters, and plenty of space for gathering. A main-level bedroom adds flexibility for guests or one-level living. Enjoy morning coffee or evening sunsets on the back deck overlooking the open, cleared 0.39-acre lot—perfect for gardening or outdoor fun. Additional highlights include a 2-car garage and access to community amenities with a beach, fishing pier, and pavilion. Just minutes from historic downtown Chestertown, you’ll love being close to local shops, dining, marinas, and all the charm of Eastern Shore living.
Charming Move-In Ready Colonial in the Heart of Town This beautifully updated Colonial blends timeless character with modern comfort. Ideally located within walking distance of local restaurants, shops, and the scenic waterfront, it offers the perfect combination of charm and convenience. The exterior showcases classic Colonial appeal with vibrant shutters, fresh paint, new roof, gutters, doors, and Andersen double-hung tilting sash windows.The welcoming front porch overlooks manicured flower beds that enhance curb appeal, while the private backyard provides the perfect setting for weekend gatherings and cookouts or just outdoor relaxation. Inside, the home has been thoughtfully renovated from top to bottom. Recent updates include a Mitsubishi Mini-Split heating and cooling system,Rinnai propane instant hot water heater, and 200-amp electrical service with all-new wiring, fixtures, and recessed lighting throughout. The kitchen is a true showstopper that is completely transformed with new cabinetry, quartz countertops, a center island, stainless steel appliances, and a vented range hood. Refinished rustic hardwood floors run throughout the main level, seamlessly blending old world craftsmanship with modern design. A separate Laundry room features a new washer and dryer with Electric Hookups. Upstairs, you’ll find comfortable bedrooms with Shaw carpeting and pet-proof padding and a beautifully updated bathrooms featuring tiled walls and floors, new vanity, and modern fixtures. The dry basement offers a wide step entrance from Laundry Room with excellent storage space, a new 200-amp electric panel, vapor barrier, and plenty of room for a workshop or home gym or Man Cave. Enjoy the best of in-town living with everything you need just a short stroll away. Schedule your tour today and fall in love with this move-in ready gem
Welcome to this stunning 2023 built home — a move-in ready, three-story residence offering 5 bedrooms and 3.5 baths across 2,615 sq ft of thoughtfully designed space. The first floor features an open layout with a spacious family room, dining area, and bright, well-appointed kitchen. This level also includes a convenient first-floor laundry and a powder room. The kitchen is equipped with stainless appliances, a large corner pantry, and a generous peninsula. Upstairs, the owner’s suite offers a walk-in closet and an en-suite bath with a double vanity and walk-in shower. Three additional bedrooms share a full hall bath, also with a double vanity for added convenience. The third floor provides the fifth bedroom, another full bath, and a flexible space ideal for an office, playroom, media room or storage. Extras you’ll love: modern smart features, a fully fenced yard, and a backyard upgraded with pavers and a concrete patio, perfect for grilling, entertaining, or relaxing outdoors. Plenty of closets and storage space. With everything already complete, this home blends comfort, convenience, and style.
Welcome to 304 Hadaway Dr. This classic home has been completely reimagined and is ready for it's next chapter. Entering the home you will immediately notice the beautifully refinished original hardwood floors. As you make your way down the hallway past the newly renovated hall bath with custom tile and designer fixtures, you will find 3 spacious bedrooms. The large family room transitions into a perfectly sized dining room and conveniently placed laundry center. The kitchen is absolutely stunning, with stainless Steele appliances, granite countertops, 42" cabinets and new hardwood floors. Moving into the large primary en suit bedroom, you will fall in love with the spa like bath with a large granite vanity, custom tiled stand up shower and tile floors. The home has a brand new 30 year architectural shingle roof, new windows, furnace, water heater, flush mount lights and the whole house has been painted on the interior and exterior with Sherwin Williams designer color collection. Enjoy the large and lush front and back yards, and large driveway. All within walking distance to Washington College and the beautiful and historic town of Chestertown.
This masterpiece is finally complete. Rebuilt in 1863, the Tilley Residence showcases classic Second Empire style on one of Chestertown’s most prominent corners, neighboring Widehall and the Custom House. Expertly restored in 2024–2025 by one of Kent County’s premier builders, the home offers new HVAC, electrical, plumbing, roofing, flooring, and a refreshed open layout. Custom kitchen and baths balance modern comfort with timeless character. A grand three-story staircase and arched entryways welcome you inside. The front porch overlooks town and offers water views. The primary suite includes a fireplace, walk-in closet, and a tiled shower room with views from two sides. The Mansard roof provides a full third floor, and the basement includes a great wine cellar opportunity plus ample storage. A fenced rear yard, off-street parking, and a detached garage complete this rare offering—historic charm blended with modern amenities.
This 2-bedroom, 1.5-bath bungalow offers a bright, open layout with updates throughout. The home features a sun-filled front room, an eat-in kitchen with new butcher block seating and updated appliances, and a fully renovated bathroom with new tile and a modern vanity. A rear utility room with laundry provides extra storage and access to a small backyard—perfect for gardening or relaxing outdoors. Located within walking distance to Downtown Chestertown’s restaurants, shops, farmers market, and waterfront, this property is a great opportunity to enjoy convenient in-town living.
Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
Motivated sellers - bring us an offer! This historic 1916 home is charming inside and out. They don’t build houses like this anymore! Featuring 4 bedrooms and 2 full baths, this home is adjacent to Washington College and a short stroll to downtown Chestertown. Three finished levels and high ceilings make the home feel roomier than the square footage suggests. Gorgeous original heart-pine hardwood floors and beautiful molding run throughout. The mahogany-floored porch has interchangeable screens and windows, easily converting from a screen porch into a sunroom. New 6’ pressure-treated pine fence provides privacy in the backyard, perfect for children or pets to enjoy. Adjacent to the fence, the lot also has a driveway with off-street parking for two vehicles. Calling those with green thumbs - a separate fenced garden is ready for your flowers, fruits, and veggies to be planted this spring! In summer 2025, owners completed $60,000 in updates, including a new roof and fully updated electrical wiring as well as fresh interior paint. (As the electrician noted, much to his chagrin, this house is SOLIDLY built - plaster walls were difficult to get through - and have since been professionally patched!) All upgrades were intended to be enjoyed by current homeowners, but they are regretfully moving to be closer to a new job. After updates, home appraised for over $500,000. Instant equity for a lucky buyer!
**To be built! Welcome to this beautifully designed 2,231 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room, with gas fireplace ,to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, walk-in closets, and doors to the private waterfront deck. Two additional bedrooms share a full bath. the upstairs is complemented by a convenient second-floor laundry. Enjoy broad water views and breathtaking sunrises over the Chester River. The covered porch and expansive windows create a seamless connection to the outdoors, enhancing the waterfront lifestyle of this sought-after community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! Nestled in the sought-after Chester River Landing community, this home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
Turnkey Perfection! Fully Renovated Ranch Home in Desirable Fairlee! Prepare to be impressed by this stunning ranch home that has undergone a complete, top-to-bottom renovation! Offering 1800 sq. ft. of newly renovated finished interior space, this property is much bigger than it looks and provides true move-in ready convenience with zero deferred maintenance. Upgrades Inside & Out! Enjoy peace of mind knowing the entire house has been meticulously updated with major systems and aesthetic finishes, including: Exterior: New Roof, New Siding, New Windows, and a crisp, modern look. Mechanicals: Brand New Heater, New Central A/C, New Plumbing, New Electrical Service, and a New Hot Water Heater. Interior Finishes: New Flooring and fresh, tasteful New Paint throughout. The heart of the home is the all-new, open-concept kitchen, perfect for entertaining and daily life: New Cabinets, Granite Countertops, Tile Backsplash, Stainless Steel Appliance Package. The fully renovated bathroom shines with a new tub/shower featuring elegant tiled walls and floor, new fixtures, and a stylish new vanity. A separate, dedicated laundry room within the house provides excellent convenience and extra storage space, a powder room or second full bath could be easily added to this room as well. The versatile layout includes a second living area that can easily be utilized as a Fourth Bedroom or a dedicated Home Office, adapting to your needs. Out back, you'll find: A beautiful Paver Patio for outdoor dining and relaxation. Plenty of room for parking. A Large, Detached Two-Car Garage is a massive bonus! The garage has its own new roof, siding, windows, electric, and new electric doors, making it perfect for a workshop, home business, hobbyist, or simply superior storage. Don't lift a finger—simply turn the key and start living! This is an unparalleled opportunity for a like-new home in a great Fairlee location. Note: Seller is a licensed Maryland Realtor. Schedule your showing today!
Gobbler Hill, circa 1858 with an addition built in 1989, sits like a jewel atop one of the highest points in Kent County. Listed on the National Historic Registry, the transitional architecture is an excellent example of late Greek Revival to early Italianate. The property consists of four parcels totaling over 65 acres. Wildlife abounds on the fields of native prairie grasses, wild flowers, woods, approximately 20 tilled acres and a large pond. Impeccable attention was payed to maintaining the historic character of both the interior and exterior. From the Lincrusta wall covering, 19th century faux wood finishing, plaster medallions, white and sugar pine wood floors and crown molding on the 11 ft. ceilings to the monumental copper roof, the thoughtful restoration is stunning. The newer addition beautifully blends into the original section adding modern conveniences and natural light. The library boasts black walnut bookshelves constructed by a local craftsman. Well maintained grounds offer gardens, mature trees, a classic poured concrete in ground pool with inlaid tile and stunning views. This unique, lovingly restored piece of Kent County history is now looking for a new steward to guide it into its next chapter.
Welcome to Pheasantfield Farm, a 21- acre equestrian estate beautifully nestled on the Chester River. Fantastic location, ample privacy, and yet only a short drive, or boat ride, to historic Chestertown. The main home boasts 4 bedrooms and two and a half baths. The primary bedroom has a lovely view of the river, two walk-in closets and a large attached full bath. The spacious ranch-style home offers plenty of space for entertaining. Enjoy meals on the front porch, overlooking the Chester River. The property has extensive recent improvements between 2021-2024. New roof on the main house, guest house and horse barn. All new BAT septic system. The guest house, garage and horse barn have been newly power washed and painted. New American Standard dual fuel propane furnace with heat pump back up. New central AC/heat heat pump system. New on-demand hot water heater in guest house. The main home has an whole house generator with dedicated 500 gal propane tank. Completed in 2003, the 34x40 center aisle cedar horse barn with three light & airy 12x12 stalls offering sliding doors to center aisle and exterior. 8x12 tack room, electric, water and a full loft. With heavy custom wood gates to allow extra ventilation for exterior doors. 16'x 34' run-in area at back of barn with sliding doors on 3 sides, opening to multiple pasture options. Pasture is fenced by 3-rail wood horse fence with "no climb" galvanized wire. The property offers a 1 bedroom 1 bath guesthouse with a kitchen and living area. Next to the guesthouse is the oversized 4 car garage including a 19x30 workshop with heat, water and electric, plus a bonus heated office or storage area above. additionally there is a small barn to house a tractor and other farm equipment While not on the farm, enjoy exploring the Chester River! The private dock includes an electric boat lift, floating dock, and sun or swimming deck. Spend evenings watching the sunsets on the sundeck or easily launch a kayak off of the floating dock. Discover the many possibilities of Pheasantfield Farm, an exceptional waterfront escape in Queen Anne's County!
Step into the charm of historic Chestertown with this 2BR/1BA home full of potential. Featuring a screened front porch, spacious layout, and rear alley access, this property is perfect for investors or visionary buyers. Located just blocks from Washington College, the Chester River, downtown shopping, and restaurants, this home offers the ideal setting for a full-time residence, Airbnb, or long-term rental. With some renovation, you can restore it's original character and create serious value in a highly walkable, waterfront community. Sold as-is. No repairs will be made by Seller. Bring your contractor and your imagination— historic opportunity awaits!
Beautiful home in a prime location! Prestwick offers ample privacy while only a short distance from Historic District Chestertown and just off of the Chester River Yacht and Country Club's 10th tee. Recently constructed in 2023, the house offers three bedrooms, oak floors throughout, a gourmet kitchen, and ample room for entertaining, all on one floor! The kitchen was completed with stainless steel appliances, propane range and range hood, sizable island and countertop space, and a butler's pantry that adds functionality and organization. Enjoy summer meals and views of the trees on the spacious screened porch, or enjoy winter evenings inside by the fireplace. Two large guest bedrooms share a full bathroom, plus there is an extra room for an office, gym, or playroom. The primary bedroom has a massive walk-in closet and a beautifully finished bathroom with a walk-in shower. The spacious laundry area leads to the two-car garage with a walk-up attic space for extra storage. Prestwick offers the best of eastern shore living with small-town charm, yet it is only 1 to 2 hours from Wilmington, Philadelphia, Baltimore, and Washington, DC. Join the Chester River Yacht & Country Club and gain access to great golfing, club pool, marina (with boat slips), and boat a ramp. Located a short distance from the town marina or the many county-owned boat ramps. This property is a must-see; every aspect was thoughtfully considered to create a living space that is both functional and breathtaking.
NO HOA OR FRONT FEES: Welcome to 251 Devon Drive located in the desirable Coventry Farms neighborhood. When entering the paved circular driveway, you will find the property meticulously landscaped. The inviting curb appeal welcomes you into the home's foyer where you will find a living room to the left and formal dining room to the right. The foyer then leads you into a spacious kitchen that features a peninsula island with a breakfast bar and cabinetry that offers ample storage and workspace including a separate pantry. Off from the kitchen is a room overlooking the back yard that offers access to the back yard. The primary suite is privately located in rear of home being complete with shower stall, tub, large vanity as well as a linen closet. The two additional bedrooms are located on the opposite wing of home offering separation. The finished basement is quite a highlight with a six-foot glass walk-out door onto the large rear private patio that overlooks an open wooded area that features mature trees, flowering shrubs and perennials. The pleasure of seeing deer and wild turkey stroll through and the morning sound of birds offers a peaceful retreat. Now to come back inside the basement, you will find it amazing. The main room coming in is very large being open to a kitchenette. The large room having a gas fireplace is presently used as a game room. The game room opens to a sitting room with half-bath access. There are additional rooms in the basement that includes a large workshop and another sizable room that could be used as a theatre room, work-out room or for whatever the need may be. The stairs from the basement up into the main level includes a chair lift. The home has a generator and solar panels for energy efficiency, as well as a yard sprinkler system and soaker hoses to keep the landscaping looking its best. This home being located in the historic town of Chestertown offers convenience to the Chester River, cultural festivities, waterfront parks, rail-trail, The Farmers Market, YMCA, hospital, shops and Washington College. The public record reflects the main level being 2135 SF with the lower level being 1800 S.F.
INTOWN Investor Special! This 4-bedroom, 1.5-bath bungalow is full of potential and ready for your vision. Situated on a large, private lot at the end of a quiet street, the home offers solid bones and a detached garage/workshop area that is hard to find! Located just minutes from Chestertown and Washington College. Plenty of space and character, it’s a rare opportunity to create something special in a desirable location. Adjacent to the The Wayne Gilchrest Trail , which is a popular walking trail in Chestertown, MD, also known as the Chestertown Rail Trail. It's a paved, multi-use path that follows the route of a former railway line, connecting various parts of the town. The trail offers scenic views of the Chester River and surrounding areas, and it's a great place for walking, biking, and enjoying nature. Whether you're looking to flip, rent, or restore and make it your own, this property has endless possibilities. The layout provides room to reimagine the interior, while the surrounding lot offers privacy/seclusion for your outdoor events. Enjoy the charm of nearby Chestertown with its shops, dining, waterfront, and vibrant community. With its location, lot size, and upside potential, this diamond in the rough is a smart investment you won't want to miss. Sold AS – IS…
This duplex is a prime investment located on Washington Avenue in historic Chestertown, Maryland, offering many amenities. It is within walking distance of shopping, entertainment, schools, and medical facilities. Unit A is freshly updated with a spacious living room and dining room. The kitchen offers lots of storage and a stackable washer/dryer. It is a 2-bedroom apartment with a full bath. The floors are refinished hardwood. Unit B is a studio-style apartment with a full kitchenette. The 1-bedroom with a wooded view is a pleasant living space. A full bath is off the kitchen. It also offers access to a clean basement for extra storage. This rare find is a prime real estate investment for a home-based business, rental property, In-law suite, college students, or may even be easily converted back to a single-family home. You could live on one side and rent the other! The possibilities are. endless. The Chester River and parks are right up the street for fishing/boating. Washington College is less than 1 mile away! Call for more details!
Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.
Investor Special – Charming Colonial in Prime Chestertown Location! Welcome to 234 N College Ave, an adorable colonial full of character and potential, nestled in the heart of historic Chestertown. This short sale opportunity is a rare find for savvy investors or buyers ready to bring their vision to life. With classic colonial charm, this property offers the perfect canvas for renovation or restoration. Located near downtown Chestertown’s shops, restaurants, and waterfront, the location can’t be beat. Original architectural details, a cozy layout, and timeless curb appeal make this home a standout gem waiting to be polished. Don't miss your chance to invest in one of Maryland’s most beloved small towns. Sold as-is. Cash or renovation loans preferred.
Welcome to 10674 Kasota Rd – Your Tranquil Masterpiece on the Chesapeake's Edge. Nestled in the serene enclave of Chesapeake Landing near Chestertown, this charming 2-bed, 1-bath ranch-style home invites you to reimagine rural living on nearly 0.6 acres of lush landscape. With 1,350 sq ft of one–level living, the brick exterior and detached 2–car garage offers timeless appeal and solid bones with breathtaking updates. Backing to a tranquil community recreation area and pond; Worton Creek access with optional HOA privileges means kayaking, fishing, or lakeside lounging are just steps away. Sprawling grounds offer plenty of room for gardening, play, or adding outbuildings—yet you're just minutes from Chestertown’s antique charm, local eateries, and historic flair. Take a short drive to stroll historic High Street’s boutiques or enjoy seasonal festivals like the Chestertown Tea Party. Boating, waterfront dining, and a strong sense of community make this more than a home—it’s a lifestyle. Thoughtfully Renovated: This gem is beautifully renovated and 100% move in ready, you can move in with confidence knowing that every detail was taken care of from the roof to the HVAC. Updates include: New Roof on both the house and the garage New Tankless Hot Water Heater New Windows New Updated Kitchen New Flooring New Updated Bathroom New Electrical Panel New AC New Heater New Trex Deck New Garage Doors New Siding Updated Sump Pump in the Crawl Space. Schedule your tour today!
Chestertown is located in Maryland. 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.
