ScriptName: 'listinglanding' Chestertown, MD Homes For Sale | Long and Foster

Chestertown MD Real Estate & Homes For Sale

129 Properties Found

The median home value in Chestertown, MD is $187,800. 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 $187,800. 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.

1 - 25 of 129 Properties Displayed
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Beds:
7
Sq.Ft.:
5,080
MLS#:
KE9750203
Baths:
4 Full/1 Half
Status:
NEW LISTING
Type:
Single Family
Subdivision:
Historic Chestertown
Year built:
1903
Lot size:
0.45 Acres
A broker reciprocity listing

This spacious, grand residence offers MUCH potential. Centrally located in Hist. Dist. One block to Washington College. At one time improved for a B&B w/commercial style kitchen. Large rooms, high ceilings. Original details include Entrance Foyer w/oak stairway to 3rd floor & flpce. Property includes independent brick guest/owners' detached apt (now leased). Explore dividing lot into 2 parcels.

Open House: Saturday, 8/27 11:00-1:00PM

More Open House Info >

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9746808
Baths:
1 Full/1 Half
Status:
NEW LISTING
Type:
Single Family
Subdivision:
Foxley Manor
Year built:
1967
Lot size:
0.37 Acres
A broker reciprocity listing

Well cared for, roomy rancher in Foxley Manor, Large living with wood burning fireplace, dining room, kitchen-family room combination with wood stove insert in wood burning fireplace. Freshly painted and pretty hardwood floors . Fully fenced back yard and screened porch.

Beds:
6
Sq.Ft.:
4,048
MLS#:
KE9740308
Baths:
3 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Downtown Chestertown
Year built:
1910
Lot size:
0.15 Acres
A broker reciprocity listing

A Grand Old Dame! A classic American Foursquare on Water Street with all of the original historical architectural appointments. In very good condition with a peek-a-boo view of the Chester River. Enjoy the private backyard w/ a screened porch and an oversized detached double car garage. Relax on the front veranda and watch the world go by.Call for an appointment to preview now.

Beds:
3
Sq.Ft.:
n/a
MLS#:
QA9736430
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
Chester Harbor
Year built:
1974
Lot size:
0.34 Acres
A broker reciprocity listing

You'll love this house! New carpet, paint in & out, flooring, kitchen & baths, ss appliances, low-e tilt-in windows. Huge deck for BBQ's in private yard backing to woods. 2 FP. 2 car garage & gravel semi-circular driveway for easy parking. Can add more living space in basement. On Cul-de-Sac a few houses from water. Well/septic inspected & in good working order. Won't last long! Water Access

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9735428
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
Chesapeake Landing
Year built:
1992
Lot size:
0.65 Acres
A broker reciprocity listing

Solid Home! Open kitchen/dining room, nice enclosed porch, large living room, three bedrooms and 2 baths. There is an additional storage shed on the property as well as an attached two car garage. Nice location. You can join the HOA for $100.00 a month, you have access to the water. Thee is a marina in the community as well as a nice restaurant. Great location!

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9734081
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
Chesapeake Landing
Year built:
1970
Lot size:
0.53 Acres
A broker reciprocity listing

Just what you were looking for! One level home in water access Chesapeake Landing! Home features granite counter tops in the kitchen, hardwood floors throughout, and side addition with huge family room and bonus room. Outdoor storage sheds, playhouse, and summertime gazebo! Come make this one shine! This is a Fannie Mae HomePath Property.

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9733674
Baths:
3 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Langford Farm
Year built:
1994
Lot size:
7.48 Acres
A broker reciprocity listing

Desirable 7+ Acre property on Langford Farm on Broadneck; enough room for some corn & hay; only about 7 miles from Chestertown. House flows well, much attention to detail, creative use of space; great for entertaining. Wonderful large 4 seasons room. Split Master & Guest bedrooms. Screened porch with hot tub off Master. Large deck.Garage attached by short breezeway. Let this house speak to you.

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9730234
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
Chestertown
Year built:
1955
Lot size:
1.77 Acres
A broker reciprocity listing

Chestertown rancher with attached garage on 1.7 acres. Two levels, walk-out basement and workshop area, with overhead door. In Town limits.

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9730201
Baths:
2 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Country Club Estates
Year built:
1957
Lot size:
0.92 Acres
A broker reciprocity listing

Beautiful contemporary house in Country Club Estates; featuring cherry floors, crown molding, chair railing, Sunroom, wood stove, and pretty landscaping. Property also includes a workshop, wine cellar, office space, washer & dryer, and fenced in yard. Close proximity to town college and The Chester River Yacht & Country Club. This is a must see!!!

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9725795
Baths:
1 Full
Status:
Active
Type:
Single Family
Subdivision:
Georgetown
Year built:
1900
Lot size:
0.5 Acres
A broker reciprocity listing

Minutes from Marina, Shopping, Library etc. Buyer to verify Utilities, HOA, etc. Enter at your own risk. "Significant repairs needed or possible tear down & rebuild. Sold Strictly As-Is." Owner Financing Available. Brand New Home Built on lot could easily sell for 200k+

Beds:
3
Sq.Ft.:
n/a
MLS#:
QA9725565
Baths:
1 Full
Status:
Active
Type:
Single Family
Subdivision:
None
Year built:
1955
Lot size:
1 Acres
A broker reciprocity listing

Great starter home, backs to woods for extra privacy. Easy commute to many locations just off of 301. New roof in 2015. Central heat and air condition, large kitchen. Laundry room. Needs some cosmetics, but should pass VA, FHA, USDA loans. Call today

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9723553
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
Chesapeake Estates
Year built:
1970
Lot size:
0.46 Acres
A broker reciprocity listing

3 Bedroom rancher available in Chestertown. Home needs work, but features 0.46 acre lot and a detached garage/shed. Great price on this fixer-upper!

Beds:
4
Sq.Ft.:
n/a
MLS#:
KE9722935
Baths:
3 Full
Status:
Active
Type:
Single Family
Subdivision:
Crestview
Year built:
2002
Lot size:
0.99 Acres
A broker reciprocity listing

Crestview Community at the edge of Chestertown. Convenient to Grocery, hardware & convenience stores. Near movies, Washington College, marinas & downtown. Lots of space for families & pets, backs to pond & farm fields. Main level is open for kitchen, eating & entertaining. Upper level has 3 bedrooms & 2 baths. Lower level is walk-out & has family room, bedroom area & bath. Spacious rooms & yards.

Beds:
5
Sq.Ft.:
3,486
MLS#:
KE9718513
Baths:
3 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Historic Chestertown
Year built:
1890
Lot size:
0.16 Acres
A broker reciprocity listing

Immaculately restored & maintained 3,486 SF Victorian located in the heart of Chestertown, 206 Water Street is regarded as one of the finest renovations in the historic district. Consisting of an open plan gourmet kitchen & great room, separate breakfast rm, dining rm, library, and an abundance of natural light, the home captures all of the modern day amenities with old world appeal.

Beds:
4
Sq.Ft.:
n/a
MLS#:
KE9716783
Baths:
4 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Venaringham G.P. 1
Year built:
1994
Lot size:
65.52 Acres
A broker reciprocity listing

Incredible Chester River Gentleman's Farm complete with all the amenities! Private location very close to the conveniences of Chestertown! Natural setting with 2 ponds, woodland, tillable acreage, and marshland. All kinds of wildlife and hunting opportunities. Property and improvements are in excellent condition and very well maintained. Dock with boat lift. Co-listed with Sassafras River Realty.

Beds:
4
Sq.Ft.:
n/a
MLS#:
KE9716570
Baths:
3 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Crestview
Year built:
1993
Lot size:
0.71 Acres
A broker reciprocity listing

Make no mistake...this is one incredible home! You will enjoy your choice of a 1st or 2nd floor master bedroom, amazingly spacious living room with fireplace, kitchen with plenty of table space, if you prefer not to use the formal dining room, a full 60'x33' unfinished basement, a deck & all season's room that over looks the community pond & a beautifully landscaped yard with an irrigation system.

Beds:
3
Sq.Ft.:
1,404
MLS#:
KE9715419
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
Chesapeake Landing
Year built:
2003
Lot size:
0.52 Acres
A broker reciprocity listing

Quiet neighborhood. Walking distance from Marina & Restaurant. Well maintained home with deck and pretty yard.

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9709827
Baths:
1 Full
Status:
Active
Type:
Single Family
Subdivision:
Tolchester Estates
Year built:
1951
Lot size:
0.36 Acres
A broker reciprocity listing

The house and Parcels 530 and 531 are included in this sale making the sale equal to.36 acres. Roof is approximately 11 years old. Could be a starter home or a great vacation home as well. It's close to the Chesapeake Bay and a short distance to Chestertown and Rock Hall. House has been renovated and cute as a button! Come take a look!

Beds:
4
Sq.Ft.:
n/a
MLS#:
KE9708786
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
None
Year built:
1989
Lot size:
2.05 Acres
A broker reciprocity listing

Peaceful living at it's best. Only minutes from town, shopping, community center, and parks. This home has so much to offer with 2 acres of private, beautifully landscaped yard that is tree lined and partially fenced. Extra garage and barn with lean to in addition to the already attached 2 car garage. Lots of space inside and out to suite everyone. COME VISIT YOUR NEW HOME

Beds:
3
Sq.Ft.:
n/a
MLS#:
KE9707447
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
Broad Neck
Year built:
1978
Lot size:
3.33 Acres
A broker reciprocity listing

Move in ready, home sits on 3.33 +/- acres with a barn. Enjoy the country setting, watching the wildlife. This 3 br, 2 ba home has lots to offer. Call for an appointment today.

Beds:
5
Sq.Ft.:
3,045
MLS#:
KE9696404
Baths:
2 Full
Status:
Active
Type:
Single Family
Subdivision:
Worton
Year built:
1790
Lot size:
2.65 Acres
A broker reciprocity listing

Waterfront brick Colonial, c.1790 Kings Grant cottage, on 2.65 acres,over 3,045 fin sw ft current construction not complete.Possible five bedrooms, two or three baths, full basement. Most of the original Colonial features remain. 400 ft water front, good view of Worton Creek. Surrounded by other expensive waterfront homes. Marina just across the creek. 4 ft mlw. Now priced to sell! Historic home.

Beds:
3
Sq.Ft.:
n/a
MLS#:
QA9696918
Baths:
1 Full
Status:
Active
Type:
Single Family
Subdivision:
1
Year built:
1979
Lot size:
0.96 Acres
A broker reciprocity listing

Excellent opportunity to own this large home with spacious rooms throughout. Ample living area leading to rear porch, kitchen with separate dining room, ceramic bathroom. Large lot with space for entertaining, Conveniently located with short driving to US-301 Route.

Beds:
4
Sq.Ft.:
n/a
MLS#:
KE9695821
Baths:
3 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Country Club Estates
Year built:
1994
Lot size:
0.46 Acres
A broker reciprocity listing

Beautiful home placed along the 13th fairway of the Chester River Yacht & Country Club. Sit in the pool, porch, hot tub, enjoy the manicured golf course with views of the Chester River in the distance.1st & 2nd floor masters sitting room,washer/dryer on each floor. 9' ceilings, oak floors,den & withdrawing room, good flow for entertaining. Just relax and enjoy; right here!

Beds:
3
Sq.Ft.:
1,428
MLS#:
KE9694958
Baths:
1 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Historic District
Year built:
1880
Lot size:
0.04 Acres
A broker reciprocity listing

Victorian located in the heart of the Chestertown Historic District. Also zoned for professional and business offices. Close to shops, art, dining and a block and a half from the riverfront. 3 br, 1.5 bath, wood burning fireplace off of the living room and hardwood throughout. Cared for and upgraded by the owners.

Beds:
4
Sq.Ft.:
2,301
MLS#:
KE9693261
Baths:
3 Full/1 Half
Status:
Active
Type:
Single Family
Subdivision:
Water Street
Year built:
1900
Lot size:
0.19 Acres
A broker reciprocity listing

Amazing newly renovated home overlooking the Chester River in Chestertown's Historic District. With true attention to detail this home offers beautiful light and open spaces. There is a professionally landscaped garden with pool and pool house which could also be a guest house. An easy walk to downtown shops and restaurants. The house has two master suites and is both elegant and comfortable.

1 - 25 of 129 Properties Displayed
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1 - 25 of 129 Properties Displayed
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.