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Chestertown, MD
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127 Properties Available

127 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Newest Listings
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111 KENT ST S, Chestertown, MD 21620
1/29
Open Sat 11AM-2PM

$450,000

2 Beds3 Baths1,632 SqFt

111 KENT ST S, Chestertown, MD 21620

MLS# MDKE2007120

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
103 METCALF RD, Chestertown, MD 21620
1/16
Open Thu 5:30PM-6:30PM

$259,900

3 Beds3 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2007148

Listed by Real Broker, LLC - Chester

Bright MLS (BMLS)
108 N WATER ST, Chestertown, MD 21620
1/43
New

$1,125,000

5 Beds4 Baths3,031 SqFt

108 N WATER ST, Chestertown, MD 21620

MLS# MDKE2007214

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
201 GARLAND WAY, Chestertown, MD 21620
1/8
New

$375,000

4 Beds3 Baths2,886 SqFt

201 GARLAND WAY, Chestertown, MD 21620

MLS# MDKE2007232

Listed by ERA Martin Associates

Bright MLS (BMLS)
229 MERGANSER DR, Chestertown, MD 21620
New

$50,000

1 Bed1 Bath924 SqFt

229 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2019248

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
7570 MUIRFIELD DR, Chestertown, MD 21620
1/26
New

$895,000

4 Beds3 Baths2,546 SqFt

7570 MUIRFIELD DR, Chestertown, MD 21620

MLS# MDKE2007246

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
317 ROLLING RD, Chestertown, MD 21620
1/8
Pending

$229,900

3 Beds2 Baths2,344 SqFt

317 ROLLING RD, Chestertown, MD 21620

MLS# MDKE2007226

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
403 CALVERT ST, Chestertown, MD 21620
1/22
New

$135,000

3 Beds2 Baths1,136 SqFt

403 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2007244

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
7545 QUAKER NECK RD, Chestertown, MD 21620
1/18
Active

$175,000

3 Beds1 Bath1,360 SqFt

7545 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2007230

Listed by Thurston Wyatt Real Estate, LLC

Bright MLS (BMLS)
8668 ELM RD, Chestertown, MD 21620
Coming Soon

$349,900

4 Beds2 Baths1,440 SqFt

8668 ELM RD, Chestertown, MD 21620

MLS# MDKE2007218

Listed by Kevin Dey Realty

Bright MLS (BMLS)
7655 JAMES LN, Chestertown, MD 21620
1/50
Active

$519,900

3 Beds3 Baths2,475 SqFt

7655 JAMES LN, Chestertown, MD 21620

MLS# MDKE2007208

Listed by RE/MAX Advantage Realty

Bright MLS (BMLS)
8986 ORCHARD DR, Chestertown, MD 21620
1/56
Active

$679,900

3 Beds4 Baths3,228 SqFt

8986 ORCHARD DR, Chestertown, MD 21620

MLS# MDKE2007150

Listed by Benson & Mangold, LLC

Bright MLS (BMLS)
24607 CHESTERTOWN RD, Chestertown, MD 21620
1/28
Active

$365,000

3 Beds3 Baths2,294 SqFt

24607 CHESTERTOWN RD, Chestertown, MD 21620

MLS# MDKE2007204

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
8901 S BAYVIEW DR, Chestertown, MD 21620
1/51
Active

$525,000

3 Beds3 Baths1,833 SqFt

8901 S BAYVIEW DR, Chestertown, MD 21620

MLS# MDKE2007118

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
21338 VIRGINIA AVE, Chestertown, MD 21620
1/47
Active

$400,000

2 Beds2 Baths1,000 SqFt

21338 VIRGINIA AVE, Chestertown, MD 21620

MLS# MDKE2007194

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
10 CEDAR CHASE CT, Chestertown, MD 21620
1/39
Active

$495,000

3 Beds3 Baths1,656 SqFt

10 CEDAR CHASE CT, Chestertown, MD 21620

MLS# MDKE2007124

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
331 DEVON DR, Chestertown, MD 21620
1/78
Active

$499,999

4 Beds4 Baths3,506 SqFt

331 DEVON DR, Chestertown, MD 21620

MLS# MDKE2007134

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
106 HARLAN LOOP, Chestertown, MD 21620
1/68
Active

$425,000

4 Beds3 Baths3,165 SqFt

106 HARLAN LOOP, Chestertown, MD 21620

MLS# MDKE2007190

Listed by Douglas Realty LLC

Bright MLS (BMLS)
203 MANOR AVE, Chestertown, MD 21620
1/28
Under Contract

$296,000

3 Beds2 Baths1,248 SqFt

203 MANOR AVE, Chestertown, MD 21620

MLS# MDKE2007180

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
234 N KENT ST, Chestertown, MD 21620
1/41
Under Contract

$300,000

5 Beds2 Baths1,802 SqFt

234 N KENT ST, Chestertown, MD 21620

MLS# MDKE2007128

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
LITTLE HARBOR WAY #1, Chestertown, MD 21620
1/29
Active

$1,800,000

4 Beds4 Baths3,540 SqFt

LITTLE HARBOR WAY #1, Chestertown, MD 21620

MLS# MDKE2007154

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
8820 CUMBERLAND ST, Chestertown, MD 21620
1/24
Price Dropped by $31K
3D

$281,500

3 Beds2 Baths1,080 SqFt

8820 CUMBERLAND ST, Chestertown, MD 21620

MLS# MDKE2007156

Listed by RE/MAX Advantage Realty

Bright MLS (BMLS)
329 UNION CHURCH RD, Chestertown, MD 21620
1/142
Price Dropped by $19K

$549,900

4 Beds3 Baths2,464 SqFt

329 UNION CHURCH RD, Chestertown, MD 21620

MLS# MDQA2018610

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
105 N WATER ST #3, Chestertown, MD 21620
1/51
Price Dropped by $30K

$459,000

2 Beds2 Baths1,098 SqFt

105 N WATER ST #3, Chestertown, MD 21620

MLS# MDKE2007112

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
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Weichert Realtors

Jason Gareau License ID: 18126

+1(609) 929-4486 jason@thejasongareauteam.com

107 Taunton Blvd, Medford, NJ 08055, USA

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Weichert Realtors

Jason Gareau License ID: 18126

+1(609) 929-4486 jason@thejasongareauteam.com

107 Taunton Blvd, Medford, NJ 08055, USA

  • Home
  • About
    1. About Us
  • Contact
  • Listings
    1. All Listings
    2. Featured Listings
  • Neighborhoods
    1. Indian Mills
    2. Tabernacle
    3. Vincentown
    4. Mount Laurel
    5. Marlton
    6. Medford Lakes
    7. Medford
  • Reviews
  • Selling
    1. Sell My Home
    2. Home Valuation
  • Blogs

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.