Chestertown
Market InsightsChestertown has 40 active listings and the average listing price is $759,000. The typical home in Chestertown has 3.3 beds, 2.9 baths, and is 2,175.1 SqFt. Land-only listings are excluded to provide accurate averages for price, size, beds, and baths
54 homes for sale in Chestertown
3 Beds2 Baths1,136 SqFt1/22 22New$135,000
403 CALVERT ST, Chestertown, MD 21620
MLS# MDKE2007244
Listed by Chesapeake Real Estate Associates, LLC

4 Beds3 Baths2,504 SqFt1/45 45Price Dropped by $5K$370,000
123 TRAFFORD DR, Chestertown, MD 21620
MLS# MDKE2006970
Listed by Chesapeake Real Estate Associates, LLC

3 Beds4 Baths2,472 SqFt1/92 92Price Dropped by $29K$799,900
106 QUEEN ST S, Chestertown, MD 21620
MLS# MDKE2006152
Listed by Chesapeake Real Estate Associates, LLC

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Active$445
302 PARK ROW #BASEMENT OFFICE 3, Chestertown, MD 21620
MLS# MDKE2006008
Listed by Chesapeake Real Estate Associates, LLC

2 Beds3 Baths1,632 SqFt1/29 29Open Sat 11AM-2PM
3 Beds3 Baths1,280 SqFt1/16 16Open Thu 5:30PM-6:30PM$259,900
103 METCALF RD, Chestertown, MD 21620
MLS# MDKE2007148
Listed by Real Broker, LLC - Chester

5 Beds4 Baths3,031 SqFt1/43 43New$1,125,000
108 N WATER ST, Chestertown, MD 21620
MLS# MDKE2007214
Listed by Cross Street Realtors LLC

4 Beds3 Baths2,886 SqFt1/8 8New
3 Beds3 Baths1,656 SqFt1/39 39Active$495,000
10 CEDAR CHASE CT, Chestertown, MD 21620
MLS# MDKE2007124
Listed by Cross Street Realtors LLC

4 Beds4 Baths3,506 SqFt1/78 78Active$499,999
331 DEVON DR, Chestertown, MD 21620
MLS# MDKE2007134
Listed by Coldwell Banker Chesapeake Real Estate Company

4 Beds3 Baths3,165 SqFt1/68 68Active
4 Beds4 Baths3,540 SqFt1/29 29Active$1,800,000
LITTLE HARBOR WAY #1, Chestertown, MD 21620
MLS# MDKE2007154
Listed by Gunther-McClary Real Estate

2 Beds2 Baths1,098 SqFt1/51 51Price Dropped by $30K$459,000
105 N WATER ST #3, Chestertown, MD 21620
MLS# MDKE2007112
Listed by Coldwell Banker Chesapeake Real Estate Company

3 Beds1 Bath960 SqFt1/30 30Price Dropped by $10K
3 Beds2 Baths1,140 SqFt1/34 34Price Dropped by $4K
2 Beds1 Bath806 SqFt1/17 17Active$1,195,000
300 AND 302 S MILL ST, Chestertown, MD 21620
MLS# MDKE2006850
Listed by Coldwell Banker Chesapeake Real Estate Company

2 Beds2 Baths1,036 SqFt1/35 35Price Dropped by $10K$359,000
101 S COLLEGE AVE, Chestertown, MD 21620
MLS# MDKE2006918
Listed by Doug Ashley Realtors, LLC

3 Beds3 Baths2,176 SqFt1/52 52Price Dropped by $20K$730,000
216 BIRCH RUN RD, Chestertown, MD 21620
MLS# MDKE2006896
Listed by TTR Sotheby's International Realty

3 Beds3 Baths3,176 SqFt1/15 15Active$480,000
129 TRAFFORD DR, Chestertown, MD 21620
MLS# MDKE2006878
Listed by Elevated Real Estate Solutions

3 Beds2 Baths1,280 SqFt1/10 10Active$259,900
115 METCALF RD, Chestertown, MD 21620
MLS# MDKE2006826
Listed by Real Broker, LLC - Chester

3 Beds2 Baths3,920 Sqft Lot1/10 10Active$264,900
121 METCALF RD, Chestertown, MD 21620
MLS# MDKE2006678
Listed by Real Broker, LLC - Chester

3 Beds2 Baths1,280 SqFt1/26 26Active
3 Beds3 Baths1,900 SqFt1/26 26Active
2 Beds1 Bath1,296 SqFt1/3 3Price Dropped by $6K
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