Chestertown, MD Homes For Sale | Real Living Reserve, REALTORS | Real Living Real Estate

Chestertown MD Real Estate & Homes for Sale

128 Properties Found

The median home value in Chestertown, MD is $210,000. 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 $210,000. 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.


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1-25 of 128 properties displayed
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Beds:
3
Baths:
3.00
Sq.Ft.:
2
Status:
NEW LISTING
MLS#:
KE9931852
Type:
Single Family
Subdivision:
Historic Chestertown
Lot size:
0.18 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Eastern Shore home built in 2007 is a block from the Chester River in Chestertown~s historic district. Fine craftsmanship and interior detail evokes a simple, casual elegance in the two-story great room, gourmet kitchen with skylight, dining room and first floor master suite. Property offers enchanting perennial gardens, koi pond and bridge, off-street parking and river views from the front porch.

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE9930010
Type:
Single Family
Subdivision:
Gsm Industries
Lot size:
1 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,496
Status:
NEW LISTING
MLS#:
KE9927220
Type:
Single Family
Subdivision:
Downtown Chestertown
Lot size:
0.03 Acres
Year built:
1735
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Oldest residence in Chestertown. Original structure built in 1735, addition in 1818. Renovation in 2000. On going updates by meticulous owner. Historically certified. Bath and kitchen new in 2000. Subzero, Whirlpool and Jenn-Air appliances. Water heater new in 2014. Toilets and water faucets new. High velocity air delivery on first floor.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9919774
Type:
Single Family
Subdivision:
Mile Tree Village
Lot size:
0.61 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
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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!

Open House:

Tuesday, 5/2 11:00-2:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
2,850
Status:
Active
MLS#:
KE9924017
Type:
Single Family
Subdivision:
Country Club Estates Add
Lot size:
0.78 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
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Beautiful yard complimenting this beautiful Colonial home in Country Club Estates. Both the formal living room and the family room offer gas fireplaces, there are French Doors, a pretty kitchen that's open to the family room, and a screened porch that overlooks a private back yard. Amenities include a laundry room on the bedroom level, walk-in closets, tons of storage, and a potting shed too!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
KE9922622
Type:
Single Family
Subdivision:
Heather Heights
Lot size:
0.69 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Champion Realty, Inc.
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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.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9921828
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.45 Acres
Year built:
2003
A broker reciprocity listing Courtesy: RE/MAX Leading Edge
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SOLD AS-IS Equal Opportunity HUD Case # 241-777489 Visit hudhomestore for bidding Insurability (I E) subject to buyer's appraisal, no post-closing repairs or payments will be made for any reason Visit Sageacq or refer to HUDHomeStore to place an offer, current status, disclosures , and for more HUD homes..HOA/Condo/ Ground Rent / Front Foot Fees if any to be verified by buyer

Beds:
4
Baths:
3.00
Sq.Ft.:
2,864
Status:
Active
MLS#:
KE9918474
Type:
Single Family
Subdivision:
Great Oak Estates
Lot size:
1.03 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
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This meticulously maintained property features a wooded, private rear yard/wildlife sanctuary & offers easy access to the Chesapeake Bay! Ideally located in Great Oak Estates, the marina, golf & sandy beaches are within walking distance. The spacious home offers a main level Master Suite, handicap accessibility, energy-saving solar panels, hardwood floors & custom kitchen w/ cherry cabinets!

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9917093
Type:
Single Family
Subdivision:
Kings Court
Lot size:
1 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Handsome Queen Ann style Victorian across the bridge from Chestertown in northern Queen Ann's county & on a large lot. Spacious house with open kitchen breakfast space and family room.Quiet street near the Chester River. Large rear yard,attached 3 car garage. New Florida room. Entertain and enjoy Eastern Shore living in this charming house.

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9917072
Type:
Single Family
Subdivision:
N/A
Lot size:
0.22 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

This Beaux Art house is European/Mediterranean with a splash of Spanish influence; on the Chester River; in Historic Chestertown. Huge front hall, enormous Great room, River room, attached heated Spa & garden room + skylights. Large Master, sitting room & master bath. 2 car attached garage. Double lot. Enjoy the river from inside or on the Terrace. Unique house in the heart of a special town.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,055
Status:
Active
MLS#:
QA9916618
Type:
Single Family
Subdivision:
Sarah Skipper Lands
Lot size:
0.58 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Champion Realty, Inc.
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Chester River Waterfront with three bedroom two bath rancher.....large family room with fireplace that accesses the 12 X 28 porch overlooking the river.....family room opens into the dining room that faces the river offering the pleasure of waterfront view...100' waterfront...beach for sunbathing or swimming...just minutes from Chestertown

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9915395
Type:
Single Family
Subdivision:
Foxley Manor
Lot size:
0.34 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Champion Realty, Inc.
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This will make a GREAT starter/downsize home at 3 bedrooms and 1.5 baths and 1500 sq ft of living space and about 1/3 acre of yard. This home has a great start with SS Appliances, Orig. Hardwood Floors, A/C, Oil heat and wood-burning insert in Fireplace and few windows have been replaced and basement. Home has seen Lots of Love over the years, but it's time for an update, Priced to Sell "As-Is"!

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9914083
Type:
Single Family
Subdivision:
Crestview
Lot size:
0.95 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Exit Results Realty
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Minutes from historic Downtown Chestertown, almost an acre, home has 3 bedrooms, 2 &1/2 baths, wood floors throughout, corian counter tops and center island, central vacuum, 2 walk-in closets in master, 2 heat pumps, and a reverse osmosis water system. Sit on the large back deck and enjoy the beautiful farmland and pond. Park your RV or boat in the large 44x30 detached garage with a septic drain

Beds:
2
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9912300
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Village Real Estate Company LLC
View additional info

Located in Chester Harbor in Queen Anne's County, this little rancher has a nice yard with a screened back porch off the kitchen, and an attached carport with storage. Come and take a look!

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9912546
Type:
Single Family
Subdivision:
Leonard Caldwell Lands
Lot size:
0.87 Acres
Year built:
1992
A broker reciprocity listing Courtesy: Champion Realty, Inc.
View additional info

Immaculate Energy Efficient, 3 br, 2 ba rancher on cul-de-sac. Situated on 0.87 acres overlooks farmland. Open floor plan. Dining/kitchen combo. Tankless hot water heater. Pellet Stove. Newer HVAC and appliances, NEW ROOF, Handicapped accessible. Deck, fenced rear yard, 2 storage sheds. Paved drive, 1-car detached garage. Close to Washington College,Chester River, downtown shops and restaurants.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9908780
Type:
Single Family
Subdivision:
None
Lot size:
1.57 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Village Real Estate Company LLC
View additional info

Freddie Mac First Look Initiative thru 4/25/17 - owner occupants, qualified non-profits. Investor offers are eligible for review & acceptance after 20 days of listing. AS IS EMD must be cashier check & held by Village Real Estate Company, LLC. All doc/trans taxes/fees paid by buyer.

Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9908253
Type:
Single Family
Subdivision:
Historic District
Lot size:
0.1 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

Completely restored Victorian in historic downtown Chestertown. 2 bedroom, 1 1/2 baths. Beautiful, original hardwood floors, utility room, patio, fenced yard and off street parking. Perfect for first-time home-buyer, retirement home or investment property.

Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9907351
Type:
Mobile Home
Subdivision:
Double Creek Woods
Lot size:
0.47 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Real Estate Professionals, Inc.
View additional info

2 bedroom 2 bath home in Double Creek Woods now available. Home is situated on 0.47 acres and has a detached garage. Home needs some TLC but has a lot of potential and a great price!

Beds:
3
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9906971
Type:
Single Family
Subdivision:
Mt. Pleasant Plantation
Lot size:
2 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

First time ever available! Watch the sunrise over the pond from the first floor master bedroom. Host parties in the spacious great room as guests enjoy there own private suites. Open concept floor plan. Gorgeous views from every window. Trex and mahogany decking. Studio over the detached garage perfect for any hobbyist. Comfortable luxury at a affordable price.Call for a private tour.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,376
Status:
Active
MLS#:
KE9887833
Type:
Single Family
Subdivision:
Beautiful Quaker Neck Peninsula
Lot size:
30.8 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Maryland Heritage Properties
View additional info

RARE OPPORTUNITY to be on beautiful Quaker Neck Peninsula at an affordable price. Rolling 30 acres with 2011 dock on Philip Creek, 2011 septic system, open fields, woods. CRP Program. Ag. Tax Credits. Live or enlarge comfortable farmhouse Great location minutes to Chestertown in the County of Kent. Ideal for weekends for relief from urban life or year-round living.Washington College here.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9903674
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Fenced in back yard, detached one car garage, a three bedroom, 2 bath home with a large family room, dining room, living room. Front porch overlooks a nice front yard. Paved driveway. Fence in back yard is a privacy fence. New carpet in the living room, hallway, and new flooring in the kitchen. Most of the appliances are newer. The septic replaced in 2011. Owner has worked hard inside!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,526
Status:
Active
MLS#:
QA9902899
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.54 Acres
Year built:
1970
A broker reciprocity listing Courtesy: The Hogans Agency Inc.
View additional info

Brick and siding rancher with access to Rosin Creek in the water privileged community of Chester Harbor. Large Florida/Sun Room, Master Bath with Jacuzzi tub and skylights, wood floors, fireplace with wood stove insert, and a Family Room too! There is a community beach and picnic area and Round Top Park within walking distance. New Septic system in 2011. Tenants in place until June 1st.

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9902515
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.51 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Charles Real Estate
View additional info

To be offered by public auction June 10 at 1 pm. List price is suggested open bid. 4BR/2BA Cottage on +/- 0.5 Acres in a rural farm type setting, rehabbed in 2011 w/ complete renovation of kitchen; new cabinets & ss appliances, washer/dryer, new BA~s w/ upgraded fixtures, main level has Walnut hdwd flrs, new heat/ac unit installed in 2010, bsmt&deck in backyard w/ country surroundings SOLD AS-IS

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9899887
Type:
Single Family
Subdivision:
Chestertown
Lot size:
1.66 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Champion Realty, Inc.
View additional info

Rancher on 1.66 -/+ acres, hardwood floors, deck, ready to move in too. Dining room has built in china cabinet. Call today to schedule a showing.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9899208
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.45 Acres
Year built:
1995
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Located in Chesapeake Landing. There is a community area with docks and boat launch. This home has new paint, new carpet & new laminate floors, new siding, soffit, gutters, kitchen counter tops & faucet. All electrical outlets & switches were also just replaced. Heat pump supply both heating and cooling & were installed new in December 2013. Bring your boat and enjoy the good life on the "Shore"!

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1-25 of 128 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.

Chestertown MD Real Estate Listings Provided By:

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1768 Business Center Drive Ste. 320
Reston, VA 20190
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