Homes For Sale in Chestertown, MD with a Basement

23 homes

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COMING SOON 10/16
0.53 ACRES
$495,000
3 Beds
2.5 Baths
1,656 sqft
10 Cedar Chase Ct,
Chestertown, MD 21620
Cross Street Realtors LLC
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5.25 ACRES
$2,895,000
5 Beds
3.5 Baths
5,938 sqft
6324 Quaker Neck Rd,
Chestertown, MD 21620
Cross Street Realtors LLC
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19.81 ACRES
$1,295,000
4 Beds
3.5 Baths
3,383 sqft
8276 Broad Neck Rd,
Chestertown, MD 21620
Select Land & Homes, LLC
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COMING SOON 10/3
0.25 ACRES
$675,000
5 Beds
3 Baths
2,838 sqft
212 Washington Ave,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
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1053.61 ACRES
$38,200,000
4 Beds
2 Baths
2,330 sqft
8184 Rock Hall Rd,
Chestertown, MD 21620
Cross Street Realtors LLC
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3D VIEW
0.63 ACRES
$750,000
3 Beds
2.5 Baths
2,176 sqft
216 Birch Run Rd,
Chestertown, MD 21620
TTR Sotheby's International Realty
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FORECLOSURE
NOTICE OF DEFAULT
4 Beds
2.5 Baths
2,504 sqft
123 Trafford Dr,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
0.25 ACRES
$480,000
3 Beds
2.5 Baths
3,176 sqft
129 Trafford Dr,
Chestertown, MD 21620
Elevated Real Estate Solutions
FOR SALE BY OWNER
3 ACRES
$425,000
4 Beds
2.5 Baths
3,165 sqft
106 Harlan Loop,
Chestertown, MD 21620
2.23 ACRES
$824,900
5 Beds
3.5 Baths
4,353 sqft
8999 Orchard Dr,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
3D VIEW
0.47 ACRES
$325,000
4 Beds
2 Baths
2,198 sqft
200 Manor Ave,
Chestertown, MD 21620
TTR Sotheby's International Realty
0.81 ACRES
$885,000
5 Beds
4 Baths
2,639 sqft
7680 Country Club Ln,
Chestertown, MD 21620
Gunther-McClary Real Estate
0.34 ACRES
$325,000
3 Beds
1 Bath
1,000 sqft
896 Washington Ave,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
3D VIEW
9.2 ACRES
$1,495,000
9 Beds
6.5 Baths
4,776 sqft
8796 Maryland Pkwy,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
3.55 ACRES
$1,375,000
4 Beds
5 Baths
4,257 sqft
22470 Fairgale Farm Ln,
Chestertown, MD 21620
Gunther-McClary Real Estate
3D VIEW
$509,000
5 Beds
3.5 Baths
3,816 sqft
103 Sutton Way,
Chestertown, MD 21620
TTR Sotheby's International Realty
3D VIEW
$685,000
3 Beds
3 Baths
3,000 sqft
117 N Water St #1A,
Chestertown, MD 21620
TTR Sotheby's International Realty
3D VIEW
$375,000
2 Beds
1 Bath
787 sqft
117 N Water St #2A,
Chestertown, MD 21620
TTR Sotheby's International Realty
3D VIEW
$350,000
1 Bed
1 Bath
850 sqft
117 N Water St #2B,
Chestertown, MD 21620
TTR Sotheby's International Realty
3D VIEW
$1,500,000
7 Beds
5 Baths
5,400 sqft
117 N Water St #1A-1B-2B,
Chestertown, MD 21620
TTR Sotheby's International Realty
3D VIEW
$200,000
1 Bed
1 Bath
700 sqft
117 N Water St #1B,
Chestertown, MD 21620
TTR Sotheby's International Realty
0.68 ACRES
$339,000
5 Beds
2.5 Baths
3,371 sqft
6746 Quaker Neck Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
3D VIEW
$1,245,500
5 Beds
4.5 Baths
3,243 sqft
105 High St,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
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Chestertown
Finished Basement
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Real Estate & Homes For Sale Near Chestertown, MD

We found 30 more homes matching your filters just outside Chestertown

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1.5 ACRES
$350,000
2 Beds
2 Baths
1,056 sqft
3520 Goldsboro Rd,
Henderson, MD 21640
RE/MAX Executive
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NEW
COMING SOON 10/15
$549,000
4 Beds
3.5 Baths
3,001 sqft
105 E Brook Dr,
Centreville, MD 21617
RE/MAX Executive
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1.68 ACRES
$489,000
4 Beds
2 Baths
3,048 sqft
32050 River Rd,
Millington, MD 21651
Crown Homes Real Estate
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0.57 ACRES
$539,000
4 Beds
3 Baths
1,780 sqft
222 E Main St,
Sudlersville, MD 21668
Berkshire Hathaway Homeservice Homesale Realty
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OPEN SAT, 10-12PM
3D VIEW
1 ACRE
$425,000
3 Beds
1 Bath
1,540 sqft
249 White Marsh Rd,
Centreville, MD 21617
Real Broker, LLC
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4.74 ACRES
$729,900
4 Beds
3 Baths
2,044 sqft
622 Spaniard Neck Rd,
Centreville, MD 21617
Coldwell Banker Realty
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0.42 ACRES
$549,500
4 Beds
2.5 Baths
2,532 sqft
135 Crossgate Dr,
Church Hill, MD 21623
Coldwell Banker Chesapeake Real Estate Company
0.45 ACRES
$480,000
4 Beds
3 Baths
2,580 sqft
214 Belvedere Ave,
Centreville, MD 21617
Chesapeake Real Estate Associates, LLC
OPEN SAT, 12-2PM
2.28 ACRES
$559,500
3 Beds
2 Baths
2,316 sqft
12613 Walnut Valley Ct,
Worton, MD 21678
Coldwell Banker Chesapeake Real Estate Company
FORECLOSURE
BANK OWNED
0.86 ACRES
$540,500
4 Beds
3.5 Baths
3,720 sqft
151 Fox Den Rd,
Church Hill, MD 21623
Real Estate Professionals, Inc.
1.03 ACRES
$375,000
2 Beds
1.5 Baths
1,440 sqft
224 Ewingtown Rd,
Church Hill, MD 21623
Doug Ashley Realtors, LLC
OPEN SAT, 11-1PM
$399,000
3 Beds
2.5 Baths
1,807 sqft
116 Reeand Ln,
Church Hill, MD 21623
Coldwell Banker Chesapeake Real Estate Company
0.28 ACRES
$515,000
7 Beds
5 Baths
3,836 sqft
11960 Flour Mill St,
Kennedyville, MD 21645
Coldwell Banker Chesapeake Real Estate Company
6.66 ACRES
$1,395,000
4 Beds
2.5 Baths
3,626 sqft
12555 Coopers Ln,
Worton, MD 21678
Coldwell Banker Chesapeake Real Estate Company
3D VIEW
4.01 ACRES
$2,840,000
3 Beds
2 Baths
2,000 sqft
300 Woods Point Rd,
Chester, MD 21619
Tidewater Properties
0.31 ACRES
$199,000
Studio
5,558 sqft
5804 Downey Ave,
Rock Hall, MD 21661
Rock Hall Properties Real Estate
15 ACRES
$289,000
Studio
31001 Chesterville Bridge Rd,
Millington, MD 21651
RE/MAX Executive
1.25 ACRES
$899,000
5 Beds
3.5 Baths
4,342 sqft
143 Thicket Ct,
Centreville, MD 21617
Coldwell Banker Realty
3D VIEW
5.48 ACRES
$895,000
3 Beds
3 Baths
2,102 sqft
24050 Macs Ln,
Worton, MD 21678
Coldwell Banker Chesapeake Real Estate Company
3D VIEW
0.37 ACRES
$575,000
1 Bed
1.5 Baths
1,724 sqft
25133 Wymont Park Rd,
Worton, MD 21678
RE/MAX Chesapeake
3D VIEW
4.39 ACRES
$765,000
4 Beds
3.5 Baths
3,006 sqft
24274 Waterview Dr,
Worton, MD 21678
Coldwell Banker Chesapeake Real Estate Company
3D VIEW
1.48 ACRES
$925,000
5 Beds
4.5 Baths
5,764 sqft
218 Upland Ln,
Centreville, MD 21617
Wilson Realty & Staging LLC
OPEN SUN, 10:30-12:30PM
3D VIEW
1 ACRE
$675,000
3 Beds
2.5 Baths
3,022 sqft
103 Beech Tree Ln,
Centreville, MD 21617
Samson Properties
3D VIEW
0.41 ACRES
$379,900
2 Beds
1 Bath
832 sqft
31673 W Edge Rd,
Millington, MD 21651
Doug Ashley Realtors, LLC
$364,900
3 Beds
2.5 Baths
2,040 sqft
21123 Striper Run,
Rock Hall, MD 21661
Chaney Homes, LLC
3D VIEW
0.43 ACRES
$549,000
6 Beds
5 Baths
4,305 sqft
12712 Still Pond Rd #12714,
Still Pond, MD 21667
Coldwell Banker Chesapeake Real Estate Company
$585,000
4 Beds
3.5 Baths
3,508 sqft
131 Fair Brook Way,
Centreville, MD 21617
Redfin Corp
3D VIEW
$399,000
4 Beds
2 Baths
2,156 sqft
11944 Augustine Herman Hwy,
Kennedyville, MD 21645
Coldwell Banker Chesapeake Real Estate Company
FORECLOSURE
BANK OWNED
0.38 ACRES
$223,000
3 Beds
1.5 Baths
1,440 sqft
26663 Maple Ave,
Still Pond, MD 21667
Real Estate Consultants
$464,000
4 Beds
2.5 Baths
2,776 sqft
138 Cool Meadow Dr,
Centreville, MD 21617
EXP Realty, LLC

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Homes For Sale in Chestertown, MD with a Basement

23 homes

Save Search in Chestertown, MD

We found 30 more homes matching your filters just outside Chestertown

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