The median home value in Chestertown, MD is $225,000.
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 $225,000.
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.
Super 2 zoneheat/AC house! Large great room w/cathedral ceilings is wonderful for entertaining. Remodeled kitchen opens to the great room. This 3 bedroom 2 bath home is accented w/wood floors throughout. The spacious living room is accented w/a fireplace for when the cooler evenings set in.The two car carport provides vehicles from the weather. The back yard is private and has a very nice patio
This builder owned and renovated house was meant to be a forever home! All upgrades are custom and completed with care! Custom crown molding and trim were hand made. The kitchen has custom cabinets w/ concrete counters, hand hewn red oak floors and black walnut plank ceilings w/ chrome recessed lighting. Too many upgrades and custom features to mention! Within 5 miles of a Marina!
BEAUTIFULLY RENOVATED HOME W/NEW ENERGY EFFICIENT WNDWS, NEW ROOF, UPDATED KIT INCLUDING GRANITE COUNTERS & SS APPL., NEW FLOORING & NEW BATHS INCLUDING TILE FLOORS, HUGE LIVING ROOM W/WOOD BURNING FIREPLACE, GARAGE, GREAT DECK, CENTRAL HEATING & AIR, LOVELY YARD, PLUS PUBLIC WATER & SEWER AND NO ASSESSMENT!
Incredible views and direct access to the scenic Chester River less than 5 minutes from Historic Chestertown. Wonderful inground pool overlooking the river plus dock, boatlifts, BOATHOUSE, sandy beach and 300 feet of waterfront on 1.6 acre park-like lot. New BAT septic and complete set of architectural drawings so you can make a spectacular renovation of this solid home!
Pristine Victoria Model. Immaculate home with beautiful updates and custom finishes throughout this one owner home. Fresh modern paint in Low/No VOC, open kitchen, family and 2-story great room with Pellet burning Fireplace, oak hardwoods and more. The lower level is finished with full bath, kitchenette, game room for teens, parents or Au-pair. Close to Marina's. This home shines above the rest!
Great Potential. This fixer-upper is located within walking distance of the college, downtown, and the town waterfront. It also has great investment potential as a rental or office space. Currently used as a rental with a month to month lease in place.
The John L Stam House, circa 1860, is a beautifully restored Gothic Revival Victorian. Currently run as a B&B there are 4 guest rooms with full baths and an additional 2 BR in the owners quarters. The first floor features original faux painted fireplaces, hand painted plastered ceilings, and "Jenny Doors" leading to a gracious veranda. A recently added water feature enhances the beautiful gardens
Rehab/investor potential for this single family home in Historic district of Chestertown. 2 level, 2 bedroom/1 bath home. Living room and separate dining room.Home needs repairs. Property sold as-is. Cash or rehab loans only. $177 management fee charged to buyer's agent. Submit offers thru propoffers.
Gorgeous farm house full of rustic charm situated on 4 acres! Built in the late 1800's, the farm home boasts a handcrafted wood staircase, original hardwood floors throughout, formal living & dining rooms, huge kitchen, spacious bedroom sizes and finished attic with gorgeous view of front pasture. Property offers a newer stable with 2 stalls & water, hay barn and potting shed. Bring your horses!
Huge colonial in sought after Coventry Farms, featuring: 5 bedrooms plus a den, 2.5 bathrooms, family room & bright morning room off the gourmet kitchen, formal dining room, formal living room, hardwood floors, recreation room in basement, 2 car garage, lot backs to woods for privacy, rough in for 3rd full bath in basement, crawl space & large unfinished room in basement for storage! HOME WARRANTY
Loads of upgrades have already been done on this 3 story traditional farm house. Located on spacious 2 acres and only minutes from down town Chestertown. Room to add bathroom/s or extend kitchen. Lots of charm with wood burning stove and fireplace. Cozy side porch, 3 outbuildings/sheds, gravel drive, updated windows, insulation, new deep well, and much more!
Low maintenance, interior town home close enough to walk to all Chestertown amenities. Recent upgrades of interior painting, laminate floor installation, kitchen cabinet redo., tree trimming, new second floor & Stairs wall to wall carpeting. Park off street in rear. Consistent market rental history for investor buyers.
Beautiful 5 Bedroom, 2 1/2 bath home in desirable Coventry Farms just outside Chestertown. This home has a large backyard, A 2-car Garage, Family Room, Dining Room, huge Kitchen and Laundry Room with washer/dryer off of the Kitchen. A Fabulous Master Bedroom and Bath and 4 large bedrooms are upstairs; A huge basement can be finished into a Family/Play room.
Single level living in water access community & walk to marina. Great location and very close to Chesapeake Bay, min drive to Great Oak Landing Marina, Club & Golf Course. Make this your Dream home as primary or vacation home. Perfect with large lot & Front Porch for lazy summer evening. Need little TLC and Septic is failed but has great potential & equity. Hurry won~t stay long in the market.
Large home with four roomy bedrooms, a family room with a wood stove, built in cabinets and the screened porch is just off the family room. Overlooks a private, pretty back yard. Living room has a wood burning brick fireplace. Large dining room, nice generous kitchen with door that leads out to a brick patio. Full basement, a one car side facing garage. Located in Byford Heights.
Stunning renovation, well thought out and designed! A must-see within walking distance to Historic Chestertown. Great for weekend retreats or year round living with this outdoor oasis. Off-street parking included.
The perfect Downtown Chestertown renovation! Refinished hardwood floors throughout the 1st floor, two master suites, backyard patio oasis, central A/C, cedar siding, butcher block kitchen countertops, plus many extras! This home is ready to host your next cocktail party on the back patio or dinner party in the spacious dining room! Have easy access to all the activities hosted Downtown!
THIS IS IT! Just what you are looking for. Completely updated inside with appliances, heat/AC, flooring, bathroom, kitchen, beautiful bow window for lots of natural lighting, new closet doors and shelving, new ceiling fans, new siding, and more, on a large almost 2-acre lot, complete with public water & sewer. Bring the family and visit your new home. Don't let this one get away. See today!
Perfect 10!!! This custom-built Waterfront dream home boasts every upgrade and high-end touch you can imagine! Nearly 3600 sq ft, main level living at crest of hill overlooking scenic Chester River- Walk-out basement has over 2500 sq ft and ample natural light- Rental/guest house offers 3br's/1full bath (subject- existing lease)- Used residentially- zoned 'suburban commercial'- many possibilities!
Quintessential Eastern Shore Waterfront Farm is set on 42-acres with 690 ft. of water frontage and long views of Langford Creek. Inviting tree-lined drive leads to the lovely, well-maintained home, c.1800. Property features rip-rap shoreline, 33-tillable acres, outbuildings and garage. Enjoy the local wildlife, hunting or water activities. Adjacent 11-acre private waterfront lot is also available.
Stunning 5BR, 3.5BA custom Georgian residence perfect for relaxing & entertaining. Close to Town/Marina/Country Club. Designer molding details, open kitchen w/granite/stainless app, built in Media cabinet, widow's walk w/water view, huge screened porch overlooks lush backyard. Custom carved fireplace. Hardwood floors. French doors. Italian rose marble foyer and dining rm. Agent owner.
Historically certified Buck Bacchus House reverently restored. This iconic house has offered its residents a perfect setting for quiet and relaxing times as well as enchanting dinner parties in its' candlelit dining room. The chef of the house has the option of a beautifully crafted galley kitchen, authentic cooking fireplace in living room or the outside grill. The attention to detail says it all
Designed as a passive solar home in Chestertown's Mile Tree Village with water views! Has a newly renovated kitchen and master bath with walk-in bath tub; 3 bedrooms, screened porch overlooking the river, oversize 2 car garage. Convenient one story living!. Includes the adjacent lot (227 Birch Run Road).Walk to Washington College and downtown Chestertown. Property being sold AS IS!
Immaculate very well maintained 3 BR 2 BA home sited on .69 parcel that is bordered w/evergreens offering back yard & rear deck privacy w/views of the Chester River. This lovely home offers new hardwood floors, a raised hearth gas burning fireplace, attached two car garage, large rear Trex deck w/vinyl railing & a landscape-designed yard. Property is walking distance to the river & Country Club.