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Chestertown MD Real Estate & Homes for Sale

135 Properties Found

The median home value in Chestertown, MD is $232,000 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 , is $. 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 Chestertown real estate agent to arrange a tour today !
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$189,000

218 Concord Road Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
QA10030659
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.428 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Rosendale Realty
View additional info

UPDATED AND MOVE IN READY. GREAT HOME WITH BEAUTIFUL FENCED REAR YARD AND SCREENED PORCH TO ENJOY MORNING COFFEE OR RELAXING EVENINGS. CONVENIENTLY LOCATED TO DOWNTOWN CHESTERTOWN, YET STILL IN QAC SCHOOLS. COUNTY PARK JUST A MILE OR SO DOWN THE ROAD. COMMUNITY HAS SMALL PARK AND WATER PRIV. THROUGH VOLUNTARY HOA.

$70,000

10252 Fairlee Road Chestertown, MD 21620

Beds:
2
Baths:
1.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10029542
Type:
Other
Subdivision:
Fairlee
Lot size:
2 Acres
Year built:
1948
A broker reciprocity listing Courtesy: Champion Realty, Inc.
View additional info

Two Acres. Parcel is approved for holding tanks, some funding available. Re build existing house or build new. Call office for more details. Handyman Special!

$159,000

126 Char Nor Manor Boulevard Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
QA10028532
Type:
Single Family
Subdivision:
Char Nor Manor
Lot size:
0.3444 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Real Estate Professionals, Inc.
View additional info

Exciting opportunity, 3 Bedroom 1.5 Bath detached home. Screened in porch. Large lot. Property sold in as-is condition,

$399,900

212 Birch Run Road Chestertown, MD 21620

Beds:
5
Baths:
5.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10027754
Type:
Single Family
Subdivision:
Mile Tree Village
Lot size:
0.3902 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Spectacular property in Mile Tree Village!! This 5 bedroom 3 1/2 bath house has had an extensive remodel to include a 1st floor master suite with private bath, 2 walk-in closets & sitting room, walk-in pantry, mudroom, in-law suite with full bath, large kitchen/family room w/ gas fireplace, screened in porch, 2 car garage w/ work are, private back yard with stone patio, and many other upgrades!!

$269,000

118 Elm Street Chestertown, MD 21620

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
KE10027710
Type:
Single Family
Subdivision:
College Heights
Lot size:
0.2583 Acres
Year built:
1945
A broker reciprocity listing Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Beautiful home in the college heights neighborhood. This newer cape cod offers 3 bedrooms and 2 1/2 baths with a large open floor plan. There is a 1st floor master with bath, nice backyard, and detached 1 car garage or work shop area. Centrally located with close proximity of the college campus, hospital, shopping, and downtown chestertown.

$234,900

406 Cannon Street Chestertown, MD 21620

Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10014283
Type:
Duplex
Subdivision:
Chestertown
Lot size:
0.2061 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Doug Ashley Realtors, LLC
View additional info

Nice Duplex for sale, presently in process of being lead paint certified, certificate should be available soon. Three bedrooms, 1.5 baths on one side. Included is parcel 1203, .12 acre. Tidy front yards, fenced, one of the units has a deck, the other has a first floor bedroom. Hardwood floors under carpet. With a bit of TLC, this has tons of possibilities! More picture coming of other unit.

$310,000

211 Campus Avenue E Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
1,994
Status:
Active
MLS#:
KE10014709
Type:
Single Family
Subdivision:
Byford Development
Lot size:
0.4304 Acres
Year built:
1962
A broker reciprocity listing Courtesy: Maryland Heritage Properties
View additional info

Stylish brick one-level living residence.w/ lovely "curb-appeal". Traditional floor plan includes beautifully maintained wood floors, screened porch & fireplace. Improved with thoughtful details & amenities including SOLAR electric & rain barrels. Ext.entry to office. Just blocks from all daily needs, cultural events, Fountain Park & Chester River. Block from Hospital & Washington College.

$995,000

6858 Pentridge Court Chestertown, MD 21620

Open House:

Sunday, 8/20 1:30-4:00PM

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10005230
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, granite countertops. First Floor Master. Water views from most rooms of the home. Nice waterfront!

$39,900

116 Wood Duck Lane Chestertown, MD 21620

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10011965
Type:
Mobile Home
Subdivision:
Duck Neck
Lot size:
0.6414 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Village Real Estate Company LLC
View additional info

Great Private Wooded Lot with mobile home in Queen Anne's County! Large front deck for relaxation. Open floor plan with fireplace, three bedrooms and one bath. Come take a look, you might just fall in LOVE!

$624,000

9104 Point Lane Chestertown, MD 21620

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10011782
Type:
Single Family
Subdivision:
Tolchester Estates
Lot size:
0.893 Acres
Year built:
1952
A broker reciprocity listing Courtesy: RE/MAX First Choice
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Welcome to Castle Point! This 3,100+ square foot home features 5 huge bedrooms, 3.5 baths, tons of natural lights, water views from every angle, multiple private balconies, and rec room. Master bathroom boasts a huge soaking tub, ceramic shower with bench and dual shower heads both with relaxing water views. Spend your evenings sitting around your stone fire pit on your private slice of heaven!

$275,000

223 Devon Drive Chestertown, MD 21620

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10011742
Type:
Single Family
Subdivision:
Coventry Farms
Lot size:
0.2841 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Davis Real Estate, Inc.
View additional info

Nice Colonial Home in Coventry Farm Subdivision with town amenities. 4 bedrooms, 2 1/2 baths, living room, family room with gas fireplace, separate dining room and washer and dryer on the second floor. Partial unfinished walk out basement to back yard bordered by woods. All major appliances. Water and Sewer fee is $79.00 per quarter.

$329,000

203 Pondview Court Chestertown, MD 21620

Beds:
4
Baths:
3.00
Sq.Ft.:
2,020
Status:
Active
MLS#:
KE10011713
Type:
Single Family
Subdivision:
Crestview
Lot size:
0.674 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Cross Street Realtors LLC
View additional info

This is a happy home in a wonderful community! New roof, owned solar that pays for the electric, high-end LED lighting, Nest thermostats & detectors, new water filter & tx system (including RO), Whirlpool appliances, premium ceiling fans, garage cabinets & work table, even the faucets, door knobs and hinges are upgraded! Large yard, modern aesthetic, and energy efficient. A pretty perfect house!

$159,000

118 Char Nor Manor Boulevard Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10011636
Type:
Single Family
Subdivision:
Char Nor Manor
Lot size:
0.3444 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!

$110,000

707 High Street Chestertown, MD 21620

Beds:
3
Baths:
1.00
Sq.Ft.:
1,055
Status:
Active
MLS#:
KE10010651
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.062 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.

$325,000

25800 Collins Avenue Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
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. AS IS with Inspection.

$675,000

216 River Road Chestertown, MD 21620

Beds:
3
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
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:"

$126,000

211 Kennedy Drive Chestertown, MD 21620

Beds:
5
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10009107
Type:
Single Family
Subdivision:
Washington Park
Lot size:
0.526 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.

$449,500

106 1/2 Water Chestertown, MD 21620

Open House:

Saturday, 8/19 11:00-1:00PM

Beds:
3
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10007587
Type:
Single Family
Subdivision:
Downtown Chestertown
Lot size:
0.1383 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!

$179,900

7434 Cedar Road Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10007570
Type:
Single Family
Subdivision:
Quaker Estates
Lot size:
0.3444 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!!!

$279,000

8473 Broad Neck Road Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
2,240
Status:
Active
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!

$749,900

228 River Road Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10004714
Type:
Single Family
Subdivision:
Sarah Skipper Lands
Lot size:
0.851 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.

$25,000

101 Lynchburg Street Chestertown, MD 21620

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10005191
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.0147 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.

$324,900

804 Meadowview Drive S Chestertown, MD 21620

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE10004132
Type:
Single Family
Subdivision:
Crestview
Lot size:
0.551 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!

$110,000

110 Wilton Road Chestertown, MD 21620

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10002805
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.3444 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

$240,000

240 Duke Of Kent Street Chestertown, MD 21620

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA10000593
Type:
Single Family
Subdivision:
Kingstowne Manor
Lot size:
0.4591 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.

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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.

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