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

Chestertown MD Real Estate & Homes for Sale

96 Properties Found

The median home value in Chestertown, MD is $230,450. 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 $230,450. 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 96 properties displayed
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Beds:
3
Baths:
3.00
Sq.Ft.:
1,944
Status:
NEW LISTING
MLS#:
QA10136556
Type:
Single Family
Subdivision:
Reba L Anthony Subdivisi
Lot size:
0.39 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

Custom built brick Cape Cod located on quiet cul de sac on the Queen Anne's side of Chestertown. Walk into town but enjoy all the benefits of Queen Anne County . Launch a kayak at the end of the street. Enjoy the beautiful gardens while sipping coffee in the the sunroom. Remodeled bathrooms include heated towel bars. Whole house gas generator for backup in emergencies. Man cave in backyard.

Beds:
5
Baths:
5.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10135177
Type:
Single Family
Subdivision:
Country
Lot size:
1.94 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Very desirable location close to Chester River. Private wooded lot with a custom built contemporary home with open floor plan. Master on 1st floor with walk in closet, tile shower and Jacuzzi tub. 3 more bedrooms upstairs, and still room for office,craft room, and an additional large family room. PLUS garage space, large workshop, and a fenced in, landscaped, in ground pool.So many options.

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10134241
Type:
Single Family
Subdivision:
Langford Farm
Lot size:
3.43 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Very nice home on the East Fork, Langford Creek. There is a dock with 3+ MLW, w/ electric/water at the dock. Swimming pool, covered deck, mature trees, beautiful yard. Open floor plan inside with living room, family room with fireplace, updated kitchen. Fresh paint, wood floors, new carpet upstairs, 1st floor suite, Water views from most rooms of the home. Nice waterfront!

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
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:
6
Baths:
4.00
Sq.Ft.:
4,048
Status:
Active
MLS#:
KE10130256
Type:
Single Family
Subdivision:
Water Street
Lot size:
0.15 Acres
Year built:
1910
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Eastern Shore home set in Chestertown~s historic district offers glimpses of the Chester River and is a stroll away from the River Walk, shops, dining, walking trails, hospital and Washington College. Traditional home, c.1910 features a lovely front porch, original wood detail, built-ins, private garden and convenient detached 2-car garage. Located 90-minutes from Philadelphia and Wash., D.C.

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
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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:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10124617
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.35 Acres
Year built:
1976
A broker reciprocity listing Courtesy: Rosendale Realty
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GREAT 1400+ SQFT RANCHER ON LARGE CORNER LOT, W/ DECK OVER LOOKING FENCED REAR YARD. HOME HAS BEAUTIFUL HARDWOOD FLOORS, ATTRACTIVE UPDATED KITCHEN, NEW H2O HEATER, HEAT PUMP 2 YEAR OLD AND SEPTIC JUST OVER 4 YEARS OLD. LARGE MASTER BEDROOM WITH GIGANTIC WALK IN CLOSET. CLOSE TO DOWNTOWN CHESTERTOWN YET QAC SCHOOLS. EXTRA STORAGE IN SHED. (VOLUNTARY HOA, COMMUNITY DOCK, PLAY& PICNIC AREA)

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
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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:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10122311
Type:
Single Family
Subdivision:
Kent Acres
Lot size:
0.5 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Real Estate Professionals, Inc.
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3 bedroom 2 bath rancher on nice sized lot now available. Home features hard wood floors and wood burning fireplace.

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
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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:
4
Baths:
3.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
KE10109951
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.95 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
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This water oriented community retreat has all new systems including new Duct work and spray foam insulated walls. Completely redone inside and out, this home offers an open floor plan, first floor master w/bath & walk in closet, large kitchen w/Meganite counters and bamboo/ceramic tile flooring. Enjoy the wildlife in your front yard!

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
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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
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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:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10110233
Type:
Single Family
Subdivision:
Heather Heights
Lot size:
0.8 Acres
Year built:
1978
A broker reciprocity listing Courtesy: Ashley Premier Properties
View additional info

NICE SPACIOUS RANCHER JUST OUTSIDE OF CHESTERTOWN SAYS I NEED A NEW OWNER. HOME HAS LARGE LR, LARGE DR., UPDATED KITCHEN W/ TABLE SPACE. 2 BR W/ LARGE UPDATED MASTER BATH, AN EXTRA ROOM WHICH COULD EASILY BE TURNED INTO A 3RD BR. OUTSIDE IS A CORNER LOT. FARM VIEWS, LARGE WORKSHOP, WITH A/C IN THE OFFICE. .

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:
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:
2
Baths:
1.00
Sq.Ft.:
816
Status:
Active
MLS#:
KE10091449
Type:
Single Family
Subdivision:
None
Lot size:
3.03 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Cute little rancher in the heart of Kent County. Near the wildlife areas and the waters in and around Kent County. Enjoy just over 3 acres of land. New Septic, heater, kitchen and appliances. New Hot water heater too! Stop out and give this one a look... short drive to Chestertown and Rock Hall. Easy to show!

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.

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10080545
Type:
Single Family
Subdivision:
N/A
Lot size:
0.25 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

History, elegance and comfort combine in this well appointed Victorian treasure. Original pocket doors and chestnut moldings. Stunning eat-in kitchen with butcher block island, soapstone counters, cherry wood floors. Second floor screened porch overlooks bird- and butterfly-filled back garden. Three-car garage with full attic for storage. Walk or bike to Chester River, College, downtown.

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