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

Chestertown MD Real Estate & Homes for Sale

142 Properties Found

The median home value in Chestertown, MD is $227,500. 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 $227,500. 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.


Sort Results:
1–25 of 142 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 of 6    Prev | Next
Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
QA10011636
Type:
Single Family
Subdivision:
Char Nor Manor
Lot size:
0.34 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Cute as a button and move in ready! Completely renovated 3 bedroom/2 bath with extra guest cottage/bedroom out back. Large eat in kitchen. Freshly painted and decorated. 1 car detached garage with loft. Secluded lot with water views of the Chester River. Furniture conveys with right offer. This one won't last!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,055
Status:
NEW LISTING
MLS#:
KE10010651
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.06 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

3 bedroom home.Can be purchased separately or as a package with the two adjoining lots.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10010130
Type:
Single Family
Subdivision:
Country Club Estates
Lot size:
1.27 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Located in the Country Club Estates on a corner lot surrounded by mature trees, near the Chester River Yacht and Country Club and close to Chestertown's historic downtown. Remodeled kitchen, dining room, living room, family room, screened porch, 3 bedrooms, 2 full baths, work room and basement garage.

Open House:

Saturday, 7/22 12:00-2:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
2,200
Status:
NEW LISTING
MLS#:
QA10009368
Type:
Single Family
Subdivision:
N/A
Lot size:
1.29 Acres
Year built:
1954
A broker reciprocity listing Courtesy: Rosendale Realty
View additional info

BRICK RANCHER, REDONE FROM TOP TO BOTTOM, WITH GREAT CONTEMPORARY FLARE. YOU MUST SEE IT TO BELIEVE IT. AWESOME VIEWS OF THE RIVER & HISTORIC CHESTERTOWN. ENJOY COFFEE OR COCKTAILS WITH A VIEW, TAKE A DIP IN THE POOL, HOP ON YOUR BOAT & ENJOY EASTERN SHORE LIFE TO THE MAX. NEW FLOOR PLAN, HVAC, KITCHENS, BATHS, WINDOWS, ELECTRIC, PLUMBING, SEPTIC SYSTEM, PAINT FLOORING.... PIER "AS IS:"

Beds:
5
Baths:
3.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10009107
Type:
Single Family
Subdivision:
Washington Park
Lot size:
0.53 Acres
Year built:
2001
A broker reciprocity listing Courtesy: RE/MAX First Choice
View additional info

HUD Case 241-795326. Spacious rancher in Washington Park just minutes from Historic Chestertown! Enjoy this 5 bedroom, 3 bath home with a large yard. Great opportunity to build equity with your personal upgrades! Home is being sold strictly as-is. Buyer to verify ground rent, HOA, fees, & front foot fees if applicable. No trespassing. All showings must have an appointment with a Realtor.

Beds:
3
Baths:
4.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10007587
Type:
Single Family
Subdivision:
Downtown Chestertown
Lot size:
0.14 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Select Land & Homes, LLC
View additional info

One of the most intriguing and unique properties in downtown Chestertown! This fully renovated barn is tucked off the street giving the property a rare private setting in the downtown location. This 3 bed 3.5 bath home contains a slate open ceiling foyer, built in bookshelves, wet bar, pine wood floors, 2 car garage, slate patio and even an elevator. A special property unlike any other in town!

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10007570
Type:
Single Family
Subdivision:
Quaker Estates
Lot size:
0.34 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Blue Heron Realty, Inc.
View additional info

Recently RENOVATED, this home features a security system, hardwood floors, stainless steel appliances, beautifully tiled bathrooms, rich cherry cabinets & ALL of the furnishings, curtains, rods & dishes!!! Luscious green, large lot featuring a concrete pad..great for outdoor entertaining, a shed & a carport! You won't be disappointed with this gem!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,240
Status:
NEW LISTING
MLS#:
KE10007168
Type:
Single Family
Subdivision:
Walker Lamb
Lot size:
2.1 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Select Land & Homes, LLC
View additional info

Great convenient location just outside of Chestertown with spacious lot and ample room for pets, garden, pool, ect.! Spacious home with many recent upgrades. Large eat in Kitchen, huge second family room w/ new wood stove. Separate shop building with electric. Well priced! Wonderful yard and large rear deck!

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10004714
Type:
Single Family
Subdivision:
Sarah Skipper Lands
Lot size:
0.85 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Sweeping views of the Chester River can be experienced from most rooms in this exquisitely renovated Contemporary home! Updates in past 7 years include new HVAC, new roof, new kitchen, new master bath, new 2nd bath, new Trex deck and more! The open floor plan is perfect for formal or casual entertaining. 95'+/- dock with 3'+/- MLW. No flood insurance! Across the river from Historic Chestertown.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10005191
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.01 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Attention all Tiny House enthusiast - this could be your opportunity to live in Chestertown! The lot is 639 sq. ft. with an existing 240 sq. ft. cottage. It already has town water and sewer. Check with town for replacement possibilities. Close to Washington College, shops, restaurants and the Chester River. Bring your plans and your imagination! Cottage not safe - enter at your own risk.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10004132
Type:
Single Family
Subdivision:
Crestview
Lot size:
0.55 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Cummings & Co. Realtors
View additional info

BEAUTIFUL HOME WITH PLENTY OF LIGHT AT THE END OF A LOVLEY CUL-DE-SAC. ENJOY YOUR VERY OWN FENCED IN YARD WITH A DECK THATS GREAT FOR ENTERTAINING. MASTER BEDROOM IS ON THE MAIN FLOOR. DON'T FORGET ABOUT THE POSSIBLE 4TH BEDROOM OR OFFICE UPSTAIRS. 2 CAR GARAGE AND A LARGE FRONT YARD AS WELL. HOUSE CONVEYS WITH 4 SECURITY CAMERAS WITH LIVE VIDEO FEED COME SEE FOR YOURSELF!

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10002805
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1975
A broker reciprocity listing Courtesy: RE/MAX Leading Edge
View additional info

SOLD AS-IS Equal Opportunity HUD Case # 241-968070 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 buye

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10000593
Type:
Single Family
Subdivision:
Kingstowne Manor
Lot size:
0.46 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Wyble Enterprises
View additional info

4-bedroom residence convenient to Chestertown, medical facilities, marinas, restaurants, and Washington College. Private setting with low maintenance exterior. Enjoy in-town accessibility, yet live in a rural setting.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10000453
Type:
Single Family
Subdivision:
Royston Shores
Lot size:
0.43 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Enjoy all the Chester River has to offer from this beautiful waterfront home. Two levels of decks and screened in porch overlook the dock and farmland beyond. The house has many recent upgrades including new kitchen,cork floors and systems. Master bedroom is on first floor with two huge bedrooms upstairs. Sit back and relax in the family room facing the water and watch the abundant wildlife.

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9999618
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.35 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Douglas Realty LLC
View additional info

CHARMING 3 BR RANCHER IN WATER ORIENTED CHESTER HARBOR-QUEEN ANNES COUNTY SCHOOLS-RECENTLY REPLACED SIDING AND GUTTERS/DOWNSPOUTS-NEW WINDOW SHUTTERS--BEAUTIFUL HARDWOOD FLOORS AND CROWN MOLDING THROUGHOUT-REMODELED KITCHEN WITH ADDED COUNTER SPACE-ENCLOSED REAR PORCH WITH SEPARATE LAUNDRY AREA-LEVEL YARD WITH NEWER DECK AND BRICK PATIO-MINUTES FROM PUBLIC BOAT RAMP/PARK AND HISTORIC CHESTERTOWN!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
QA9999467
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Coldwell Banker Residential Brokerage
View additional info

Move in condition! Freshly painted and ready to go! Open floor plan. Kitchen recently remodeled with new cabinets, counters, appliances, wood floor, recessed lighting. Remodeled bath; large level lot with fenced back yard and storage shed. Septic upgraded in 2015. Multi-car driveway. Water oriented community and close to Round Top Park. Close to shopping and downtown Chestertown.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9994764
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

Spectacular Ranch style home on sizable semi-private lot is situated in the popular water accessible community of Chester Harbor. Newly painted bedrooms and Jack & Jill bathroom accessible from living room, kitchen and bedroom. With only a few minor upgrades, this affordable Queen Anne's County gem could be that forever home you've been looking for.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,792
Status:
Active
MLS#:
KE9992394
Type:
Single Family
Subdivision:
Walker Lamb
Lot size:
2.1 Acres
Year built:
1988
A broker reciprocity listing Courtesy: The Hogans Agency Inc.
View additional info

Well maintained 3 bedroom, 2&1/2 bath rancher on 2.10 acres. Sprawling lawn with beautiful, mature landscaping and fruit trees out back LARGE workshop with water, heat and electric. Plenty of storage in attached 2 car garage. East facing screened in back porch. Just a short distance to launch your boat for fishing and crabbing. Minutes from historic Chestertown, Washington College and hospital.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9992879
Type:
Single Family
Subdivision:
Leonard Caldwell Lands
Lot size:
1.58 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

SALE IS SUBJECT TO EXISTING LEASE THROUGH February 2020 @ $1,200/mo, which could be your rental income! This spacious Cape Cod (2,136 sf of finished living space) has been updated and improved over the years and is meticulously maintained by the current tenants....granite countertops, ceramic tile, 5 burner gas cooktop, 2 car garage, fully fenced rear yard!

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9990064
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.32 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Coldwell Banker Waterman Realty
View additional info

A nice little rancher that while not updated, appears to be in good condition. There is a nice screened porch with a wheelchair ramp on the rear, a nice shady yard on a high, well drained lot.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,869
Status:
Active
MLS#:
KE9989156
Type:
Single Family
Subdivision:
College Heights
Lot size:
0.81 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Wyble Enterprises
View additional info

Spacious well-maintained home on large, landscaped corner lot within walking distance of hospital, schools, Washington College, parks, public tennis courts and other town amenities. This four-bedroom home includes attractive kitchen, dining room, family room, living room with fireplace, central air, utility room and cedar-lined storage closet.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
QA9988885
Type:
Single Family
Subdivision:
Sarah Skipper Lands
Lot size:
0.51 Acres
Year built:
1978
A broker reciprocity listing Courtesy: The Hogans Agency Inc.
View additional info

THERE IS SO MUCH MORE THAN WHAT MEETS THE EYE - 4 BR, 2 BA, custom Kitchen cabinets, stainless steel appliances, wood stove that heats the whole main level, mature landscaping, gardens, instant HWH, built in air compressor and generator, DRY basement with plenty of storage, 3 level living - main floor, second floor and basement. Shed has electric and power door opener. Water oriented community.

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9988524
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.11 Acres
Year built:
1900
A broker reciprocity listing Courtesy: The Hogans Agency Inc.
View additional info

Spacious and affordable home located near the heart of Chestertown. Walking distance to fine arts, restaurants and waterfront. Great location, close to elementary school and Washington College. Hardwood throughout with a large eat-in kitchen and recently renovated bathroom. Sizeable yard and on street parking.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9987143
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Keller Williams Select Realtors
View additional info

Just remodeled! This beautiful 3 bedroom 2 bath home has 2 master suites! Open floor plan. Large bedrooms and closets. New kitchen with granite counters, ceramic tile, new appliances. All new ceramic tile baths. New HVAC, roof, paint, carpet, fixtures. Bonus room can be office or den. Large fenced yard. Detached, 2 car garage. Covered deck. Fenced rear yard. Professionally landscaped.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9983012
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.03 Acres
Year built:
1924
A broker reciprocity listing Courtesy: J2 Real Estate
View additional info

Simply charming 3BR/2.5BA ideally located a block and a half b/t the water and historic downtown. Character abounds featuring HWF throughout, great floorplan/flow, fantastic light, SS appliances, eat-in breakfast nook, wetbar, spa-like master suite w/walk-in closet, clawfoot tub, exposed brick, finished artist loft, and abundant basement storage. Fabulous rear garden with masonary stone tiles.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 of 6    Prev | Next
1–25 of 142 properties displayed
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:

Real Living At Home
4600 North Park Avenue, Suite 100
Chevy Chase, MD 20815
Email Us | Visit our Real Estate Website

How may I help you?

Get property information, schedule a showing or find an agent





captcha image

We respect your privacy