The median home value in Chestertown, MD is $270,000.
the county median home value of $207,500.
The national median home value is $266,648.
The average price of homes sold in Chestertown, MD is $270,000.
Approximately 43% of Chestertown homes are owned,
compared to 42% rented, while
15% 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
today! Learn more about Chestertown Real Estate.
Beautiful Charming Colonial on over 4.5+ acre's - secluded wooded lot (some cleared areas) in Queen Anne's County - Lot #1 is 2 acres and already perc approved for additional build - Lot #2 - 2.55 wooded acre lot holds charming 4 bedroom 3 bath custom built colonial with unique features and updates throughout - 2600+ square feet - Beautiful brick fireplace with gleaming cherry hardwood floors - New carpet just installed - open floor plan with formal dining room and large eat in country kitchen - Room for an in-home office or keep as additional recreational area - luxury master suite with loft, walk in closet and private en-suite master bath - charming claw tub and separate shower offer relaxation after a long day - Laundry on Upper floor for added convenience - Work from home in your built in Studio on the main floor and when your done....float in the above ground pool and entertain off the large paver patio just off the back sliders - Relax on a beautiful wrap around front porch - Nature abounds - NO HOA RESTRICTIONS - Room to indulge your backyard desires - Perfect location with minutes to 301 - Downtown Chestertown - Centreville or The Bay Bridge
If you have always dreamed of a home with a big front porch and character, you truly need to see this lovely American Foursquare (circa 1925) located within Chestertown Historic District, and still within walking distance of downtown. Owned for over 38 years, this much-loved home features a welcoming front porch with a swing, charming built-ins, and a wood-burning fireplace. There is exceptional light throughout the home from the attic to the basement. The roof was replaced in 2018 and a new oil hot water heater (furnace) has been installed. The lot is level and a blank canvas for green fingers. The owners have always parked in front of the home as the street is wide, but there is plenty of room to add a driveway and garage should you wish. The kitchen and main bathroom are a fantastic opportunity to infuse your style as you begin your new chapter in this home.
CUTE AS A BUTTON RANCHER. REDONE TOP TO BOTTOM AND READY FOR NEW OWNERS. GREAT LOCATION JUST ACROSS THE BRIDGE FROM CHESTERTOWN, YET STILL IN QAC. UPDATED KITCHEN WITH STAINLESS STEEL APPLIANCES, UPDATED BATHROOM, NEW VINYL LAMINATE FLOORING AND CARPET IN THE BEDROOMS, FRESH PAINT, NEW ROOF, NEW SIDING. NEW HEAT PUMP PLUS BASEBOARD BACK UP. FINAL UPDATES BEING COMPLETED TO PORCH AND STOOP. NICE HALF ACRE YARD CLOSE TO ALL THE CHESTERTOWN SHOPPING, AND SOCIAL EVENTS. SELLER DESIRES HOME BE ACTIVE ON THE MARKET FOR A MINUMIM OF 5 DAYS
Own for less than the cost to rent. This Chestertown townhouse is the perfect spot for those looking for low maintenance living and convenience to local shops, schools, and coming soon new YMCA. The fenced rear yard allows for outdoor entertaining, play or a spot for the four legged family members. Inside the main level host the living room. kitchen and half bath. Upper level has three bedrooms and full bath. New HVAC, some fresh paint and sewer and water lines replaced. Well worth a look if you are just starting out, downsizing or starting over. ** More phots to come**
INVESTOR OPPORTUNITY. Great rental property in a college town. Well maintained, updated and reasonably priced home located near the heart of Chestertown. Walking distance to fine arts, restaurants and waterfront. Potential space for a half bathroom off of the dining room. Safe location, close to elementary school. Hardwood throughout, and a fenced-in backyard with a 10 x 20 storage shed. Perfect for a new family or someone looking to downsize. A rare find. Sold As-Is.
Come & take a look at this Gorgeous Waterfront Contemporary Custom Built Cape style home on Mill Creek. This beautiful home boasts of 4-5 Bedrooms, 3 Full baths with radiant heat floors, a 2nd floor bonus room for the family to relax, play pool, watch TV, or can double as a guest bedroom. An open yet cozy floor plan with a wood burning fireplace, showcase the floor to ceiling Anderson windows and doors which afford fabulous views of the beautiful Mill Creek. The sunlit, formal dining room shows off the random width, hardwood, red oak floors throughout which extend from the foyer and dining room into the Great room for entertaining in style. One of the two 1st floor bedrooms opens to the composite wrap around deck welcoming the morning sun. Have your coffee overlooking the water, on the front porch, or choose to have it in the Amish built kitchen or breakfast area which feature tile floors, custom cabinets, and beautiful water views. The first floor laundry, for convenience, is located just off the kitchen hallway which leads to the heated & air conditioned, oversized 2 car garage with plenty of workbenches for your projects and tools. The private dock with 3-4 ft MLW, an 8000 lb lift, swim platform, and slips for another boat, allows for plenty of water sports, fishing , crabbing or boating. More pictures to come....
Cozy ranch style lakefront cottage on large lot with beautiful hardwood floors - one half mile from Public Landing Marina. Scenic views and wildlife abound with outstanding fishing on the the lake. A must see - your enjoyment awaits!
Located on a quiet street convenient to schools, hospital, parks and within walking distance to Chestertown's historic Arts& Entertainment district, this beautifully maintained rancher is waiting for your customization. This cozy rancher offers a beautiful sun room with views of the spacious backyard and mature shade trees. There's even a winter view of the Chester River. A cozy living room with wood-burning fireplace and a formal dining room complete the living space. Primary bedroom has an en suite bath with shower. Remaining two bedrooms are served by a family bath.
Well maintained 4 BD 2 BA ranch in College Heights. Office, wood floors throughout with an attached garage and a detached garage/shop. Nice deck out back and beautiful mature trees. Close to the Historic District, Washington College, shops and restaurants. Tenant occupied so advanced notice needed.
Temp of the market, till renters move out.-Looking to be away from it all, but close to amenities? Then you have found your home. Home is 1152 sq. ft. of main living on 3 acres, plus an additional .50 ac lot in front. Both lots are level. Main level living with large bright living room, country kitchen with dining area, and laundry closet. 3 bedrooms and 2 full baths. Front porch and back decking. Privacy and Location, Location, Locations. Short drive to Great Oak Landing Marina/Golf Club, Water, Speedway, and downtown Chestertown for shopping, restaurants, and pier. Stone throw to Rock Hall and Delaware. Please note -this home is not a mobile home as stated on tax records. The home is AS-IS and has renters on a month-to-month basis. Do not enter the property without an appointment. Septic was just pumped and inspected.
Renovated ranch ! New HVAC, roof, windows, kitchen and appliances, baths, paint and flooring. White kitchen with granite countertops opens to large table space. Wood-like flooring throughout the entire home, perfect for easy care. Fenced rear yard and driveway parking. Move in condition !
Beautiful 4 bedroom 2 bath in lovely Chestertown. Under Construction, but will be done within 1.5-2 months. An open kitchen to allow for all of the family to gather. Separate laundry room off of the kitchen. Master Bedroom has 2 large closets. This home has everything you need! Large family room, with lots of natural lighting. Settlement on date of completion.
Chestertown - This 3 bedroom 2 bath home sits in a beautiful family neighborhood walking distance from the Washington College campus. This home has had new windows installed, new gutters, a new water heater and new laminate flooring in the kitchen and dining room all within the last 2 years. A new central air and heating system was installed within the last 5 years. The solar panels produce plenty of energy and have no outstanding lease. There is a large back deck off the family room entrance perfect for entertaining. The back deck opens up to a large fenced in backyard. This home offers a Jack and Jill bath in addition to the master suite that has an attached dressing room. There is a full unfinished basement and a large attic with outside stair access that offers additional storage. The large living room offers plenty of space for family time in addition to the family room with a wood burning fireplace. The washer and dryer are on the main level of the house. An attached carport provides protection for your vehicle. Call today for your private showing!
You will appreciate peaceful living in this waterfront community on the Chester River just minutes from historic Chestertown. A light-filled and spacious open floor plan is wonderful for enjoying the elegant interior amenities. You will also want to sun bathe or swim in the lovely pool, walk the shell walking paths throughout the community and along the shoreline, go kayaking from the community launching area, or take a bike ride or walk into town. Lots of ways to enjoy the care-free Eastern Shore lifestyle! Boat slip available. 3 bedrooms, 2 1/2 baths and includes a garage. Gigabit fiber internet available.
Home appears liveable but needs some cosmetic love. Electric has been disconnected. Big lot...only 1 1/2 blocks from the community beach. Sellers used to vacation here but have not lived in the house or been to the house in a very long time.
PENTRIDGE WOODS FARM, in an unspoiled corner of MarylandÃ¢ s Eastern Shore, could be a weekend refugeÃ¢ or your forever family home. On almost 170 private acres, with a modern and comfortable main house and a contemporary guest cottage down the road, this low-maintenance property has tilled fields, two ponds, and a dense forest. Pentridge Lane neighbors are a friendly community of mostly waterfront homes. Nearby Chestertown offers cultural and athletic events at Washington College, golf and sailing at the informal country club, a renowned farmers market on Saturdays, live music and theatre venues, a hospital, good schools, coffee shops and restaurants, and a thriving arts community. The area has long been a major sailing and cycling destination and is rapidly becoming an equestrian center. While Kent County fiercely preserves its agricultural heritage, it is less than a two-hour drive from Washington, Baltimore or Philadelphia and not much farther from the NYC area. The main house, designed by a Yale Architecture School grad as a modern farmhouse with a full basement, has four bedrooms, 2 ÃÂ½ baths, a large detached garage, and an interior courtyard garden. The center of the soaring open-plan main floor is a massive double-sided Finnish soapstone fireplace that divides the kitchen from the sitting area, with French doors opening onto the deck and brick courtyard. This floor also has a dining room/library, two bedrooms and a study/fourth bedroom. The second floor consists of a huge media room or studio and a large en-suite master bedroom. The distinctive two-story guesthouse (a short drive or ten minute walk from the main house) has a large deck and windows that wrap around the corners of the cube-shaped building. The guesthouse is currently a rental property but could easily revert to the owner's personal use. About eighty acres are farmed under a shared profit/loss arrangement by a local farmer (qualifying the owner for agricultural property tax benefits). The forest is prime deer-hunting terrain, also generating revenue. Because strict Kent County zoning laws protect agricultural land and the Chesapeake Bay watershed, this farm can never be subdivided and the deed also designates the woods as an avian refuge. As a result, the farm is home to resident and migratory birds, an oversupply of deer, as well as foxes, rabbits and other small animals. Weekend residents can enjoy all the farm offers with hardly any work, as the farming and garden maintenance are now done by trusted local people. But Pentridge Woods Farm would welcome more active participation by engaged owners, who might want to add an organic vegetable garden, experiment with different market crops, build a stable and keep horses, or establish their own vineyard. The possibilities are endless. Note: the listing agentÃ¢ s website has an aerial video and more info/photos. PLEASE NOTE; All Buyer agents MUST attend all showings and inspections before and after Contract. All appointments must to requested by AGENT, not clients.
Formerly used as a house of worship, this property is zoned Village which could allow for many different uses including a residence. The building is almost 2000 sq. ft. with a large open room and raised stage with a ramp. There are no stairs or pews. There are men's and women's restrooms with double vanities and the other rooms that could be bedrooms or kitchen. The parking lot is located in the rear. It is situated on 1.9 acres, backs to the trees and the views from the front are farm fields. There are many possible uses for the property including, but not limited too, single family dwelling, offices, retail, restaurant, personal service establishment and many more. Some uses are subject to a site plan review.
Charming Chestertown Four Square Colonial - FULLY RENOVATED! On over a half acre with mature trees and specimen plantings this classic early 20th century home exudes warmth and character. A full top to bottom incredible renovation updates this awesome home while preserving its best features. Refinished pine wood floors in a dark stain showcasing the zebra like wood grain, classic colonial floorplan with adaptable use spaces for modern living, exposed brick and high ceilings throughout are just some of the original features that have been highlighted in this fabulous renovation. The many recent renovation updates include new central heating and A/C, new roof, all new windows and doors, new wiring and breaker box with all new fixtures and outlets, new plumbing to all baths and kitchen, new gutters soffit and exterior trim wrapped in aluminum for ease of maintenance, and brand new modern kitchen and baths complete the package for this energy efficient 21st century home. A dry full basement offers additional storage or hobby area, as well as a unique exterior shed with large windows making for a nice potting shed in the rear. The backyard is the perfect spot for a garden and is just waiting for its new owner to make it a real showplace! Covered front porch and rear brick patio open onto the new expansive driveway with parking for 4-5 vehicles easily. All of this and in a super convenient location just across the bridge from Chestertown in northern Queen Anne's County. Homes like this are rare in today's market so call us today to schedule your showing NOW!
The Chester River is just across the open space of Wilmer Park, from this townhome! The living room, with vaulted ceiling, fireplace and sky lights, is bright and roomy. Relax on the rear deck, tend to your flowers in the tidy garden or sit in your rocker on the front porch and watch people as they enjoy Wilmer Park. Gleaming wood floors are throughout the main level. There is a main level bedroom and full bath on main level. There is a den area on 2nd level that would make a great office or open up the wall and have sitting room off of the bedroom, as it was originally designed. Easy stroll to the Chester River and the Chestertown Marina. This is a great place to hang your hat part time or full time.
*UNDER CONSTRUCTION* House to be ready within 1.5-2 months Quiet and peaceful Eastern Shore living. 4 Bedroom 2 Full baths. Wonderful price in this competitive market to get what you want.. Very open floor plan with the entry, living room, dinning room and kitchen. Lot conveniently located to all the major routes, only minutes away from Downtown Chestertown and Centreville. A short easy commute to Middletown, Dover, Annapolis, DC, and the beaches. Located in QA County school district. Lot size not accurate. A bit over .5
Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but high end modern upgrades, you will be living the life of luxury. Spacious rooms, magnificent views of the Chester River and your private dock and sandy beach. Exposed beams, scalamandre wallpaper, and multiple fireplaces. First floor owners suite featuring private laundry area, walk-in closet, gas fireplace and remodeled bath with soaking tub. Second floor owner's suite with additional laundry area and remodeled bath. Breezeway to the garage. House has had major remodels in 2000 and 2020. Town sewer. Not far from town but the property has a private feel. Come and be amazed!! All buyers must be pre-approved.
CONTRACT FELL THROUGH. HOUSE WILL BE COMPLETE WITHIN THE NEXT WEEK OR SO. Photos are of model home. Your very own chance to own new construction, at a great price. Open kitchen, dining, and living area. 4 bedrooms, 2 full baths. Front, side, and back door. Very clean layout. Kitchen appliances included, wonderful laundry area. Located 45 minutes from the bay bridge, in a rural area. Quiet and peaceful living! . A short easy commute to Middletown, Dover, Annapolis, DC, and the beautiful beaches. Located in QA County School District. Minutes away from downtown Chestertown and Centreville.
Don't miss your chance to own in Great Oak Landing. Make this summer a new beginning by the Bay. Play a round on the 9-hole executive golf course or enjoy the summer heat at the pool. Ask friends to join you for a drink at The Landing Restaurant or Jellyfish Joel's Beach Bar before heading to the sandy beach for a sunset bonfire. This is the the Eastern Shore Bay life at its best, just 20 minutes from historic Chestertown and 1.5 hours from Philadelphia. Access to amenities is optional HOA. Spacious colonial with wrap around porch and all the southern charm you need. Large living room with brick fireplace and eat in kitchen with Corian Counters. Off the kitchen there's a sunroom and a separate screened porch for afternoons in. First floor also features a formal dining room, laundry room and full bath. Upstairs you'll find 2 bedrooms, a large hall bath and the master suite with private bathroom and walk in closet. The property also has a 2 car garage with extra 3rd bay perfect for storage or a hobby room.
A blank canvas with strong bones... The home was taken down to the studs, beams stabilized, windows restored, Spanish Cedar front door, restored staircase restored... ENTER AT YOUR OWN RISK, INDEMNIFICATION AGREEMENT MUST BE SIGNED PRIOR TO ENTRY.