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

Chestertown MD Real Estate & Homes for Sale

87 Properties Found

The median home value in Chestertown, MD is $219,450. 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 $219,450. 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 87 properties displayed
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Beds:
2
Baths:
3.00
Sq.Ft.:
1,608
Status:
NEW LISTING
MLS#:
KE10162707
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.07 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Authentic Victorian thoughtfully restored in 2014 into the modern "in-town" retreat that proudly stands today. This distinguished residence will impress discerning buyers and appeal to the aesthetically mined.The kitchen is conveniently located between the dining area and large screened porch, which provides ample opportunities to entertain...also - detached 2-story carriage house w/kitchenette!

Beds:
1
Baths:
1.00
Sq.Ft.:
696
Status:
Active
MLS#:
QA10159347
Type:
Single Family
Subdivision:
None
Lot size:
1 Acres
Year built:
1948
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Secluded Acre bordered by Woods in QA's County with a Chestertown Address - Less than 2 miles from Downtown! Whether you are looking to build a primary residence, construct a new home to lease out or have the ability to rehab the existing home.... this is one incredible investment opportunity! Large detached garage with concrete foundation could prove to be quite useful during construction!

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10154572
Type:
Single Family
Subdivision:
None
Lot size:
1 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Village Real Estate Company LLC
View additional info

Queen Anne's County, convenient to Rt 301, this rancher has three bedrooms and a bath,and has a wood stove. It sits on a half acre, backing to woods and is priced to sell. A buyer with cash or a renovation loan can get this property into good shape in no time. Call today to schedule a showing!

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10152733
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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Custom water front with the greatest of great rooms, accented by reclaimed VT barn hardwood floors and wood burning fireplace. Well designed kitchen opens onto main living and entertainment space, office and laundry nearby. First floor master bedroom and bath with both tub and walk in shower. Sweeping lawn to generous waterfront which includes a pier with boat lift, 4+MLW. Room for a pool too!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
QA10144025
Type:
Single Family
Subdivision:
The Flyway
Lot size:
1 Acres
Year built:
1996
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Must See!! Beautifully maintained 4 bedroom 3 bath house located in the coveted Flyway Neighborhood. The home offers new hardwood floor, updated master bath, gas fireplace insert, new entry door, freshly painted, 2 car garage and fenced in backyard. Call to schedule your showing today.

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10143372
Type:
Single Family
Subdivision:
Coventry Farms
Lot size:
0.23 Acres
Year built:
2009
A broker reciprocity listing Courtesy: Brenton and Clark Realty LLC
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Like New and alot of bang for your buck....4 bedrooms, 2.5 baths, open floor plan Colonial, spacious, bright & airy kitchen overlooking florida room and family room, separate dining room, living room or office/library, nice master bedroom w/ walk-in closet bath w/ double vanity, full unfinished basement and attached garage. Definitely a must see

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10144058
Type:
Single Family
Subdivision:
Country Club Estates
Lot size:
0.46 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
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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
Baths:
2.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
KE10143728
Type:
Single Family
Subdivision:
Downtown Chestertown
Lot size:
0.03 Acres
Year built:
1735
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
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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

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10138121
Type:
Single Family
Subdivision:
Char Nor Manor
Lot size:
0.34 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Real Estate Professionals, Inc.
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Exciting opportunity, 3 Bedroom 1.5 Bath detached home. Screened in porch. Large lot. Property needs renovation/repairs and is sold in as-is condition

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10132711
Type:
Townhouse
Subdivision:
Calvert Homes
Lot size:
0.05 Acres
Year built:
1992
A broker reciprocity listing Courtesy: RE/MAX Sails Inc.
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MOVE IN READY TOWNHOME WITH COVERED PARKING! Newly updated w/ new carpet and paint throughout, spacious living room, eat-in kitchen w/ sliders to rear yard, main level half bath, Master bedroom w/ dual entry bath, and 2 additional bedrooms, large rear fenced yard, and off street parking with carport!

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10129950
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.07 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Maryland REO Realty, LLC
View additional info

Charming older home in historic district. In need of TLC but has lots of charming details, wood floors, living room w/fireplace, formal dining room and large Family Room addition that opens to deck and fenced backyard. Short distance to the college, waterfront, shopping & restaurants in quaint downtown area. Buyer to pay 100% of transfer taxes. DHCD property.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
QA10129196
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Well maintained rancher on a corner lot located in Chester Harbor. Wood and ceramic floors throughout this warm and cozy home along with crown molding. Full basement currently used as a laundry room, exercise room and storage. Easily upgrade this space to practically double your living space. This would make a great family home with water access to the Chester river for the boat owners.

Beds:
2
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10123658
Type:
Single Family
Subdivision:
None
Lot size:
1.27 Acres
Year built:
1961
A broker reciprocity listing Courtesy: Village Real Estate Company LLC
View additional info

How about a place in the country? This rancher is on over an acre with a detached garage and just 4 miles outside of Chestertown. Definitely worth a look.

Beds:
5
Baths:
2.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
KE10121895
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.16 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
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Lovingly restored historic home close to downtown and College.Upgraded mechanicals, plumbing, electric and windows. Interesting and unique architectural details, built-ins, clawfoot tub,hardwood floors, open living/dining room. 3 zones heating, window a/c. included. see documents for the full list of upgrades.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10118687
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.14 Acres
Year built:
2015
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

A beautiful historically inspired all-new home on Queen St. in Chestertown. Open Floor Plan; Large Kitchen and a Living/Dining Room with Gas Fireplace; 1st floor Master Bedroom; 1-Car Garage; Screened Rear Porch; Hardi-Plank siding; Automatic Sprinklers; Anderson windows; Zoned high efficiency HVAC; Tankless on-demand hot water. Just one block from the Chester River and 2 blocks from Town Center.

Beds:
2
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10119481
Type:
Single Family
Subdivision:
None
Lot size:
0.78 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

This custom built home has GREAT BONES! Wood burning stove insert w/ heatilator, partially finished basement w/ full bath, attached 2 car garage, 3 season porch, gorgeous hardwood floors, & HUGE rooms... all in a GORGEOUS setting. Large detached garage & garden shed. Surrounded by farmland & across the street from the Chesapeake Farms wildlife area. Ready for your upgrades/vision!

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10104410
Type:
Single Family
Subdivision:
Historic Chestertown
Lot size:
12.35 Acres
Year built:
1800
A broker reciprocity listing Courtesy: Maryland Heritage Properties
View additional info

Amazing sense of peace emphasized by the quiet of authentic 18th c.brick architecture. Methodically restored honoring its origins and yet made comfortable with 21st c. amenities. Lovely WF cove on Lankford Creek. Minutes from Chestertown on highy desirable Quaker Neck peninsula. Surrounded by farmland. Several important outbuildings offer many lifestyle opportunities. Rare 13 ac.offering!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,944
Status:
Active
MLS#:
KE10110944
Type:
Single Family
Subdivision:
College Heights
Lot size:
0.4 Acres
Year built:
1959
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Just shy of 2,000 sf, this home has everything you need - updated quality kitchen, large basement partially finished, wood & ceramic tile floors throughout the main level, central heat & air newly installed in 2015, french doors, solid brick exterior... All conveniently located within walking distance to Washington College, the Hospital, shopping, restaurants & grocery store!

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10109379
Type:
Townhouse
Subdivision:
Chestertown
Lot size:
0.06 Acres
Year built:
1969
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

This townhouse has fresh interior paint, new carpet, new laminate flooring and an updated bath! Easy to maintain with brick and aluminum siding. Back yard is fenced. Close to downtown Chestertown and across the street from Garnett Elementary School.

Beds:
5
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10102902
Type:
Single Family
Subdivision:
Sarah Skipper Lands
Lot size:
1 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Brenton and Clark Realty LLC
View additional info

Spacious 5 bedroom, 2.5 bath dutch colonial on large corner lot, beautiful new kitchen, dining w/ beam ceiling & wood stove, family room, den/office, laundry room, fenced backyard, storage shed and 1 car garage...recent upgrades include HVAC (dual zoned), septic, some flooring, paint, front door, roof-only 12 years old.... Just minutes to the Chester River and to Downtown Historic Chestertown

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10099367
Type:
Single Family
Subdivision:
Washington Park
Lot size:
0.67 Acres
Year built:
1966
A broker reciprocity listing Courtesy: Village Real Estate Company LLC
View additional info

Affordable ranch home in need of some love. Would make an excellent investment. Large living room, updated kitchen, and HUGE backyard with shed! Schedule your showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10095064
Type:
Single Family
Subdivision:
Great Oak Estates
Lot size:
1.03 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Pristine and move in ready! So much to love including custom cherry cabinets, hardwoods, main floor master, open floor plan, gas fire, spacious walk in attic storage/bonus room, solar panels. Backs to woods with extensive perennial plantings and small pond. If you love nature this is your spot! Amenities include 9 hole golf course, pool, marina, and boat slips available. Handicap accessible.

Beds:
5
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10094679
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.25 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

Grand old Chestertown Colonial. High ceilings, beautiful moldings with all the craftsmanship of yesteryear. Huge yard with two car detached garage/workshop. Close to the college and downtown.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10089985
Type:
Single Family
Subdivision:
Byford Development
Lot size:
0.34 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Perfect one level living in this brick rancher located just a few blocks from Washington College. Living room has fireplace with built-in bookcase. Dining room has built-in corner cupboard. Freshly painted interior. You will spend most of your time in the rear Florida/sun room that over looks your semi-private backyard.

Beds:
2
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

Beautiful Waterfront Condo in Historic Chestertown. Fabulous views of the Chester River with a deeded boat slip directly in front of the property. Historic Building with a gourmet kitchen that opens to a porch with stunning views of the Chester River. Fantastic landscaped yard with a sitting area for all.

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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.

Chestertown MD Real Estate Listings Provided By:

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1768 Business Center Drive Ste. 320
Reston, VA 20190
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