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Chestertown MD Real Estate & Homes for Sale

13 Properties Found

The median home value in Chestertown, MD is $245,000. This is higher than 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 $245,000. 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.


Sort Results:
1–13 of 13 properties displayed
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Page 1 of 1    Prev | Next
Beds:
2
Baths:
3.00
Sq.Ft.:
1,808
Status:
Active
MLS#:
KE10336364
Type:
Single Family
Subdivision:
Just Outside Chestertown
Lot size:
7.89 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Wooded and private, this 7+ acre property offers something for everyone! Main level living at its best with an updated kitchen offering chef's appliances and tile floors, random width Brazilian Cherry floors, radiant heat throughout the whole house, Florida room, multi-level decks and in-ground pool, plus a detached 3-bay garage with finished guest apartment and workshop.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,782
Status:
Active
MLS#:
KE10335969
Type:
Single Family
Subdivision:
Tolchester Estates
Lot size:
0.37 Acres
Year built:
1943
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

The Eastern Shore Lifestyle awaits you in this charming water view home, perfectly situated to enjoy the stunning views of the Chesapeake Bay and its sunsets! The 3 bed, 2 bath Cape Cod has been meticulously maintained and renovated to offer an updated kitchen with granite counters, hardwood floors throughout the main level, new carpet and bathroom upstairs and a new roof.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10331488
Type:
Single Family
Subdivision:
None
Lot size:
1.45 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Douglas Realty LLC
View additional info

Nice Home! Plenty of living space a must see! Almost an acre and a half, three car garage/workshop, floored attic w/inside access,(could be extra living space). Mold remediation recently done in crawl space w/5 year warranty. Brand new septic approved for 4 bedrooms. This home won't be on the market long! As Is addendum required.

Beds:
1
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10329495
Type:
Single Family
Subdivision:
Chestertown
Lot size:
4 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Coldwell Banker Residential Brokerage-Annapolis
View additional info

Nice 4 acre parcel of land with small cottage. Cottage needs complete rehabilitation or removal. Working well on property has been tested within the last year. No septic. Utility easement through back of property. Nice location on quiet street. Nice piece of land at a great price. Build your own home on this quiet parcel. Land alone is accessed at $60,000 / $15,000 per acre.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,934
Status:
Active
MLS#:
KE10289289
Type:
Single Family
Subdivision:
Fairgale Properties
Lot size:
20.18 Acres
Year built:
2018
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Build your waterfront dream home on this little slice of heaven, offering the best of both worlds with 20+ acre of farmland and fringe woodlands on Fairlee Creek, with deeded slip at the private community dock with deep water! Hunting, fishing, horses, waterfront homestead...there are so many possibilities to enjoy the Eastern Shore lifestyle! Pictures show options & upgrades that can be built.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
KE10260577
Type:
Single Family
Subdivision:
Tolchester Estates
Lot size:
0.37 Acres
Year built:
2009
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Eat crabs on the large screened porch and enjoy the beautiful sunsets and Chesapeake Bay views...the Eastern Shore Lifestyle is just waiting for you to enjoy! The floor plan allows water views throughout the kitchen w/ island breakfast bar, and the open living and dining areas. Energy efficient, 9-years young house and systems are perfect for second home and first time purchasers alike.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
KE10255793
Type:
Single Family
Subdivision:
Downtown Chestertown
Lot size:
0.19 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

A sanctuary in Downtown Chestertown, this contemporary Craftsman home offers the best of both worlds...a private garden retreat and easy, walk-able access to enjoy all this charming town has to offer! Architectural details & an open design, with a stunning array of windows to invite an abundance of natural light, new appliances, gas fireplace, radiant heat & tankless water heater. Move in ready!

Beds:
2
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10235681
Type:
Single Family
Subdivision:
Historic Chestertown
Lot size:
0.1 Acres
Year built:
1900
A broker reciprocity listing Courtesy: RE/MAX Executive
View additional info

ADORABLE and AFFORDABLE! This is town living at it's finest. Walk to local restaurants, shops, Chester River, enjoy festivals and tranquility. Escape the hustle and bustle and enjoy everything historic Chestertown has to offer. This cozy home boasts hardwood floors and a LARGE eat in kitchen. This has been used an income producing Air BnB and used as a great escape from the Western Shore.

Beds:
2
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10235663
Type:
Single Family
Subdivision:
Historic Chestertown
Lot size:
0.12 Acres
Year built:
1900
A broker reciprocity listing Courtesy: RE/MAX Executive
View additional info

This home will AMAZE you! Open floor plan with gorgeous built ins. Kitchen renovation with large kitchen island, granite counters, ss appliances, with a view that you won't find any where else in town! The in-ground pool makes this house the ONE! Get out of the hustle and bustle, come home and sit back and relax and let your worries go away. OVERSIZED bedrooms with OVERSIZED bathrooms!

Beds:
5
Baths:
6.00
Sq.Ft.:
5,190
Status:
Active
MLS#:
KE10206626
Type:
Single Family
Subdivision:
None
Lot size:
76.07 Acres
Year built:
1781
A broker reciprocity listing Courtesy: Brandywine Fine Properties Sothebys INTL Realty
View additional info

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 flr MBR suite, a new 3BR tenant house, dock with lift & an in-ground pool. Enjoy the peace and serenity of Eastern Shore outdoor life. Agent/Owner

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10219667
Type:
Single Family
Subdivision:
None
Lot size:
0.4 Acres
Year built:
1961
A broker reciprocity listing Courtesy: RE/MAX Associates
View additional info

Additional updates completed! Great renovation! 3 bedroom, 2 bath home. Open concept living featuring vaulted ceilings, gleaming hard wood floors, granite counters, new cabinets and stainless steel appliances, recessed lighting, french doors to deck, new siding, new roof. Private location. Come see this great home!

Beds:
1
Baths:
2.00
Sq.Ft.:
1,015
Status:
Active
MLS#:
KE10089392
Type:
Condo/Townhouse
Subdivision:
Water Street Condo
Year built:
1900
A broker reciprocity listing Courtesy: Brandywine Fine Properties Sothebys INTL Realty
View additional info

This beautiful condo is located directly on the Chester River in the historic district of Chestertown. Watch tall ships glide by, stroll to the shops and galleries and walk to local restaurants. Park your car; your pied-a'-terre is in the center of this beautiful historic, vibrant town. #6 is complete with a bright chef's kitchen and french doors opening onto porch overlooking the river.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9983012
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.03 Acres
Year built:
1924
A broker reciprocity listing Courtesy: J2 Real Estate
View additional info

Simply charming 3BR/2.5BA ideally located a block and a half b/t the water and historic downtown. Character abounds featuring HWF throughout, great floorplan/flow, fantastic light, SS appliances, eat-in breakfast nook, wetbar, spa-like master suite w/walk-in closet, clawfoot tub, exposed brick, finished artist loft, and abundant basement storage. Fabulous rear garden with masonary stone tiles.

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

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