Chestertown
Market InsightsChestertown has 44 active listings and the average listing price is $678,000. The typical home in Chestertown has 3.2 beds, 2.7 baths, and is 2,046.6 SqFt. Land-only listings are excluded to provide accurate averages for price, size, beds, and baths
60 homes for sale in Chestertown
3 Beds2 Baths1,248 SqFt1/28 28Open Sat 11AM-2PM$296,000
203 MANOR AVE, Chestertown, MD 21620
MLS# MDKE2007180
Listed by Coldwell Banker Chesapeake Real Estate Company

3 Beds2 Baths1,280 SqFt1/10 10Open 10/15 6PM-7PM$259,900
115 METCALF RD, Chestertown, MD 21620
MLS# MDKE2006826
Listed by Real Broker, LLC - Chester

3 Beds4 Baths2,472 SqFt1/92 92Open 11/1 1PM-3PM$829,000
106 QUEEN ST S, Chestertown, MD 21620
MLS# MDKE2006152
Listed by Chesapeake Real Estate Associates, LLC

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

4 Beds3 Baths3,165 SqFt1/68 68New
5 Beds2 Baths1,802 SqFt1/41 41New$325,000
234 N KENT ST, Chestertown, MD 21620
MLS# MDKE2007128
Listed by TTR Sotheby's International Realty

5 Beds3 Baths2,838 SqFt1/39 39Active$675,000
212 WASHINGTON AVE, Chestertown, MD 21620
MLS# MDKE2007016
Listed by Coldwell Banker Chesapeake Real Estate Company

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

3 Beds3 Baths1,280 SqFt1/16 16Active$259,900
103 METCALF RD, Chestertown, MD 21620
MLS# MDKE2007148
Listed by Real Broker, LLC - Chester

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 52Active$750,000
216 BIRCH RUN RD, Chestertown, MD 21620
MLS# MDKE2006896
Listed by TTR Sotheby's International Realty

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

4 Beds2 Baths2,198 SqFt1/34 34Active$325,000
200 MANOR AVE, Chestertown, MD 21620
MLS# MDKE2006808
Listed by TTR Sotheby's International Realty

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 3Active
3 Beds4 Baths2,172 SqFt1/31 31Active$898,000
226 S WATER ST, Chestertown, MD 21620
MLS# MDKE2006354
Listed by Gunther-McClary Real Estate

5 Beds4 Baths3,816 SqFt1/53 53Price Dropped by $41K$509,000
103 SUTTON WAY, Chestertown, MD 21620
MLS# MDKE2006344
Listed by TTR Sotheby's International Realty

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