Chestertown, MD Homes For Sale | Real Living At Home | Real Living Real Estate

Chestertown MD Real Estate & Homes for Sale

120 Properties Found

The median home value in Chestertown, MD is $220,750. This is higher than the county median home value of $180,000. The national median home value is $177,414. The average price of homes sold in Chestertown, MD is $220,750. Approximately 37.21% of Chestertown homes are owned, compared to 43.01% rented, while 19.78% 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.


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Beds:
3
Baths:
2.00
Sq.Ft.:
1,232
Status:
NEW LISTING
MLS#:
KE9821421
Type:
Single Family
Subdivision:
Quaker Estates
Lot size:
0.34 Acres
A broker reciprocity listing Courtesy: Rosendale Realty
View additional info

TO BE BUILT. ANOTHER GREAT STICK BUILT HOME AT AN AFFORDABLE PRICE. 1232 SQFT RANCHER COMPLETE 90-120 FROM PERMIT. GREAT OPEN KITCHEN AND LIVING ROOM, NICE APPLIANCE PACKAGE, STILL TIME TO PICK FLOOR PLAN, CABINETS, COUNTERS, FLOORING, AND COLOR. THIS PROPERTY IS A GREAT OPTION FOR MOST ANY BUYER. OTHER LOTS AND PLANS AVAILABLE. LOT 38 PIC IS AN ARTIST RENDITION. MHBR #3717

Beds:
2
Baths:
2.00
Sq.Ft.:
1,280
Status:
NEW LISTING
MLS#:
KE9819544
Type:
Condo/Townhouse
Subdivision:
Historic Chestertown
Year built:
1986
A broker reciprocity listing Courtesy: Maryland Heritage Properties
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Off the beaten track but within Historic District. Located on Chester River w/WV & water access. Attractive open floor plan condo. Wood floors, fireplace, soaring bedrooms ceilings with loft or French doors to water view balcony. Convenient to shops, cultural events, Fountain Park. Just blocks to Washington College. Priced to sell.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE9818795
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.15 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
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Almost finished!! Construction should be completed by January 2017. The Hardiplank siding has already been started and the wood flooring will be finished soon. Amazing 2" x 6" exterior wall construction with a concrete crawl space, fire suppression system, open floor plan and small back porch. Master bedroom on the main level with double vanities and walk in closet. Shared driveway. MHBR #846

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9816637
Type:
Single Family
Subdivision:
Great Oak Estates
Lot size:
7.03 Acres
Year built:
1990
A broker reciprocity listing Courtesy: EXIT Preferred Realty LLC
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LIke the Bay? Private pier on the Chesapeake just steps away from this 4 Bed / 4 Bath home on 7 acres in a well established and much sought after location, large year round guest home and garage, stately waterfront home site in a park-like setting, with private dock, free use of the Great Oak golf course. It is waiting to be restored to its former glory. Online Auction coming soon at Xome.

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9815244
Type:
Single Family
Subdivision:
Washington Park
Lot size:
0.58 Acres
Year built:
1966
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co
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Great starter home or rental property located within close proximity to shopping and downtown Chestertown. The home offers 3 bedrooms and 1 full bath in good shape, hardwood floors, new concrete driveway, and nice yard. This home has real potential and charm!! Call to schedule your showing!!

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9807082
Type:
Rental/Lease
Subdivision:
Quaker Neck
Lot size:
0.68 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
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Impeccably maintained 4 bed/2.5 bath home with potential income unit attached! Currently occupied & rented as a thriving deli/general store, but could be perfectly utilized as a florists shop, taxidermists, mechanic/car parts store... you name it! On over a half acre, this idyllic property is set in the prestigious Quaker Neck neighborhood yet only about 5 miles from Downtown Ctown!

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9812757
Type:
Single Family
Subdivision:
Chesmar
Lot size:
0.67 Acres
Year built:
1951
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
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Great views of the Chester River are yours with this sturdy brick home located in Chesmar. This home needs some updating but could be a great getaway or full time residence. An underground sprinkler system helps keep the lawn looking great. Only minutes from Historic downtown Chestertown. If you love great water views, and a peaceful setting, this has potential. Can't beat the location!

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9809588
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.2 Acres
Year built:
1953
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
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Residential/Commercial. Perfect move in ready for home and or business. Wood flooring original and in great condition all freshly painted with neutral colors. This property can have multiple uses. Fully finished basement and four bay garage/shed behind house. Pull in driveway goes straight back and circles around. Come see and lets get the possibilities moving forward.

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9809279
Type:
Single Family
Subdivision:
College Heights
Lot size:
0.31 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Village Real Estate Company LLC
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Split foyer with three bedrooms, one bath. Unfinished lower level. Nice lot with fenced back yard and a detached two car garage. Sold Strictly AS-IS. The house is a big project for sure but it's in a nice location in College Heights.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9807404
Type:
Single Family
Subdivision:
Coventry Farms
Lot size:
0.69 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co
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Beautiful home with open floor plan. The living room features wood floors, vaulted ceiling and gas fireplace. Kitchen has a pretty breakfast nook that looks over the back yard. Split bedroom design offers privacy for the MBR. Full basement is partially finished w/ a powder room and lots of storage on the unfinished side. Large deck and back yard that backs up to open space. Not part of HOA.

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9805964
Type:
Single Family
Subdivision:
Crumpton Area
Lot size:
0.46 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
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With a little paint and some cleaning up this home will be a show piece! There are 4 bedrooms, 2 baths, a large kitchen/dining area, a huge family room with cathedral beamed ceiling and wood stove for supplemental heat and there is even an office. The deck overlooks a semi-private backyard. The garage/workshop is ready for you to complete with tons of storage above the garage. Tenant occupied.

Beds:
3
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9805708
Type:
Single Family
Subdivision:
None
Lot size:
1.73 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co
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Private setting just 2 miles from Chestertown, property offers gracious lifestyle in a home that's ideal for entertaining with an abundance of amenities - from the inviting open floor plan to the boathouse & deck, dock with deep water, fenced yard, brick patio, & terraced gardens - all adjoining rolling woods & farmland. Master has his & her bathrooms, or easily 2 Masters. Owner licensed agent.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,520
Status:
Active
MLS#:
KE9805606
Type:
Duplex
Subdivision:
None
Lot size:
0.21 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co
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Excellent Investment opportunity, Cannon St , Chestertown. Older Duplex in the Historic District on a large lot in what is fast becoming one of C'Towns more fashionable addresses, backs to Rails to Trails. This property has unlimited potential for redevelopment with the possibility of three home sites. An attached duplex currently stands on the property. This is a really great investment opp.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9801884
Type:
Single Family
Subdivision:
N/A
Lot size:
0.06 Acres
Year built:
1760
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co
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The Banning House; Exceptional & unusual circa 1760. Much attention paid to preserving original features while bringing the house into 21st century comforts and amenities. Double front porches, off street parking, rear fenced patio & accompanying Ice House ,Rear sunroom, Glimpse of the Chester River. Walk to coffee, shops, restaurants, river & Washington College; all charm & no traffic.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9797831
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.06 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Freshly painted inside with wood flooring in many rooms. The main level has a living room, dining room, kitchen and enclosed front porch and there is even a power room just off the kitchen. The upstairs has 3 bedrooms and 1 bath. There is a small back yard with a small 1 car garage. Very cozy and located in the Historic District! Close to Washington College and downtown Chestertown!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,049
Status:
Active
MLS#:
KE9796782
Type:
Single Family
Subdivision:
Fairgale Properties
Lot size:
20.06 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

1 of a kind Alton Darling Custom built home on a 20 acre waterfront horse farm (1,000' water frontage) in Kent County's prestigious Fairgale Farm community! Garage doors flank the insulated 4 stall barn w/electric outlets, lighting, ample storage/carriage room, insulated tack & lounge rms, observaton deck, etc. Hunting is permitted on this farm (refer to restrictions), deeded boat slip w/4' MLW, .

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9795358
Type:
Single Family
Subdivision:
Langford Farm
Lot size:
4.42 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
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An exquisite custom built home w/ incredible architectural detail! Reclaimed VT barn hardwood floors; 1st floor master w/ luxurious ensuite bath & walk-in closets; gourmet kitchen; sweeping river views from almost every room; pier w/ boat lift, floating dock & 4+ MLW depth; 3 bay garage w/ breezeway; whole-house backup generator; too many more to list! Private, but only 10 min to Downtown!

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9791278
Type:
Single Family
Subdivision:
Orchard Hill
Lot size:
1.83 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co
View additional info

Beautifully built contemporary Cape Cod with many custom features. Open floor plan with wide plank heart pine flooring. Extremely well designed property melds the best of contemporary features and floor plan with traditional architecture. Spacious deck with cedar Trex and hard scaped patio.A carriage house style outbuilding and a 1.83 acre lot in one of Chestertown's most sought after addresses.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,568
Status:
Active
MLS#:
QA9790253
Type:
Single Family
Subdivision:
Pear Tree Point
Lot size:
0.71 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co
View additional info

Nice corner lot just across the street from the community access to the Chester River. Established plantings, screened in porch, detached garage and one floor living. Needs cosmetic work and some updating, but it offers a great opportunity to make it your own. Just minutes from Chestertown, shops, restaurants and Washington College.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
QA9775922
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1977
A broker reciprocity listing Courtesy: The Hogans Agency Inc.
View additional info

This listing includes 909 and 913 Round Top (1802013169) & (1802013177) which is a buildable lot to the right of the property equaling .68 acres for both. There is a deck outside the sliding doors in the DR which houses a hot tub. New Kitchen floor and cabinets, new floors in DR and LR, new hot water heater. Short distance to downtown Chestertown and Hospital. Two properties for the price of one!

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9786592
Type:
Other
Subdivision:
Chester Harbor
Lot size:
0.47 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co
View additional info

Recent upgrades and renovations make this waterfront cottage a great investment. Picture yourself on a quiet evening sitting in front of the fire looking out at the water, or entertaining friends in the open floor plan from your newly remodeled kitchen. This is a great property and a great value. New flooring, new heat pump with central air, and fresh paint all add to the charm of this cottage.

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9786179
Type:
Single Family
Subdivision:
Coventry Farms
Lot size:
0.33 Acres
Year built:
2006
A broker reciprocity listing Courtesy: J. Melvin Premier Properties
View additional info

This sprawling 4500+ sq ft colonial awaits you, featuring floor to ceiling stone fireplace in the 2 story family room, formal living & dining rooms, library, breakfast/sunroom, island in gourmet kitchen, 2 car garage, fenced yard, huge basement with rough in, master super bath w/ separate shower & soaking tub, mud room, tray ceiling in master bedroom, recessed lights, wood floors, the list goes on

Beds:
3
Baths:
2.00
Sq.Ft.:
1,404
Status:
Active
MLS#:
KE9784034
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.34 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Co, LLC
View additional info

Open House Sat. 10/22 from 11-1. Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, plenty of closet space, laminate flooring, and a private secluded fenced lot. Located in a water oriented neighborhood with community boat ramp and pier and nearby restaurants and marina. Move here an enjoy all the Eastern Shore has to offer!

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9783654
Type:
Single Family
Subdivision:
Country
Lot size:
5 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Private location in Queen Anne's County, but convenient to Chestertown. Wooded lot, possibility of subdivision, home is large, open, with many upgrades, such as new master bath, screened in gazebo with electric, large decking system in front of house. Ceramic tile, hardwood, fish pond, two car detached garage with workshop. Truly a delight.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9780739
Type:
Single Family
Subdivision:
Pine Cove
Lot size:
0.5 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Brenton and Clark Realty LLC
View additional info

Under Construction, 80% complete, Country Living, open floor plan rancher on 1/2 acre overlooking farmland, 3 bedrooms 2 baths, master bedroom with full bath (his and her sinks) & spacious walk-in closet, kitchen with breakfast bar/nook, spacious living room, separate laundry/mudroom and attached garage....walking distance to Chester River (Deep Landing Boat Ramp)....More pics coming soon

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The data on this web site comes in part from Metropolitan Regional Information Systems (MRIS). The listings presented on behalf of MRIS may come from many different brokers but all MRIS listings may not be visible on this site. Information is believed to be reliable, but not guaranteed.

Chestertown MD Real Estate Listings Provided By:

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4600 North Park Avenue, Suite 100
Chevy Chase, MD 20815
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