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Neighborhood: Chestertown, Chestertown, MD
Listing Status: Active
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53 Properties Available In Chestertown

53 Properties Available In Chestertown

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MD >Chestertown >Chestertown >
Market Insights
201 N LYNCHBURG ST, Chestertown, MD 21620
1/13
New

$500,000

4,342 Sqft Lot

201 N LYNCHBURG ST, Chestertown, MD 21620

MLS# MDKE2006844

Listed by RE/MAX Associates-Hockessin

Bright MLS (BMLS)
201 N LYNCHBURG ST #LOTS 4, 5, 6 & 7, Chestertown, MD 21620
1/3
New

$300,000

0.1 Acres

201 N LYNCHBURG ST #LOTS 4, 5, 6 & 7, Chestertown, MD 21620

MLS# MDKE2006846

Listed by RE/MAX Associates-Hockessin

Bright MLS (BMLS)
115 METCALF RD, Chestertown, MD 21620
1/10
Open Tue 5PM-7PM

$259,900

3 Beds2 Baths1,280 SqFt

115 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006826

Listed by Real Broker, LLC - Chester

Bright MLS (BMLS)
200 MANOR AVE, Chestertown, MD 21620
1/34
New

$325,000

4 Beds2 Baths2,198 SqFt

200 MANOR AVE, Chestertown, MD 21620

MLS# MDKE2006808

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
121 METCALF RD, Chestertown, MD 21620
1/10
Active

$264,900

3 Beds2 Baths3,920 Sqft Lot

121 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006678

Listed by Real Broker, LLC - Chester

Bright MLS (BMLS)
200-204 HIGH ST, Chestertown, MD 21620
1/58
Active

$2,300,000

6,000 Sqft Lot

200-204 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006810

Listed by Taylor Properties

Bright MLS (BMLS)
903 WASHINGTON AVE #4, Chestertown, MD 21620
1/9
Active

$1,350

0.8 Acres Lot

903 WASHINGTON AVE #4, Chestertown, MD 21620

MLS# MDKE2006832

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
305 ROOSEVELT DR, Chestertown, MD 21620
Active

$60,000

0.61 Acres

305 ROOSEVELT DR, Chestertown, MD 21620

MLS# MDKE2006830

Listed by Taylor Properties

Bright MLS (BMLS)
104 MAPLE AVE #4, Chestertown, MD 21620
1/12
Active

$1,920

2 Beds2 Baths900 SqFt

104 MAPLE AVE #4, Chestertown, MD 21620

MLS# MDKE2006806

Listed by Real Broker, LLC - Annapolis

Bright MLS (BMLS)
409 CALVERT ST, Chestertown, MD 21620
1/9
Active

$155,000

3 Beds2 Baths1,192 SqFt

409 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006794

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
351 CALVERT ST, Chestertown, MD 21620
1/19
Active

$2,000

3 Beds1 Bath1,122 SqFt

351 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006734

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
104 CONLEY DR, Chestertown, MD 21620
1/27
Price Dropped by $7K

$239,900

3 Beds2 Baths1,280 SqFt

104 CONLEY DR, Chestertown, MD 21620

MLS# MDKE2006686

Listed by Cummings & Co. Realtors

Bright MLS (BMLS)
104 ACORN DR, Chestertown, MD 21620
1/26
Price Dropped by $9K

$275,000

3 Beds3 Baths1,900 SqFt

104 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006668

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
234 N COLLEGE AVE, Chestertown, MD 21620
1/3
Price Dropped by $10K

$90,000

2 Beds1 Bath1,296 SqFt

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006670

Listed by Cummings & Co Realtors

Bright MLS (BMLS)
110 PROSPECT ST, Chestertown, MD 21620
1/6
Price Dropped by $5K

$69,900

3 Beds2 Baths2,210 SqFt

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626

Listed by ANR Realty, LLC

Bright MLS (BMLS)
213 BYFORD DR, Chestertown, MD 21620
1/39
Active

$380,000

4 Beds2 Baths1,277 SqFt

213 BYFORD DR, Chestertown, MD 21620

MLS# MDKE2006026

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
522 HIGH ST, Chestertown, MD 21620
1/15
Price Dropped by $49K

$350,000

2 Beds3 Baths1,518 SqFt

522 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006614

Listed by Benson & Mangold, LLC

Bright MLS (BMLS)
128 N QUEEN ST #3, Chestertown, MD 21620
1/10
Active

$1,450

1 Bed1 Bath900 SqFt

128 N QUEEN ST #3, Chestertown, MD 21620

MLS# MDKE2006574

Listed by Brenton Realty Group

Bright MLS (BMLS)
104 MAPLE AVE #6, Chestertown, MD 21620
1/27
Active

$1,920

2 Beds2 Baths900 SqFt

104 MAPLE AVE #6, Chestertown, MD 21620

MLS# MDKE2006408

Listed by Real Broker, LLC - Annapolis

Bright MLS (BMLS)
226 S WATER ST, Chestertown, MD 21620
1/31
Open Sat 11AM-1PM

$898,000

3 Beds4 Baths2,172 SqFt

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
327 CANNON ST, Chestertown, MD 21620
1/39
Active

$1,300,000

2,076 Sqft Lot

327 CANNON ST, Chestertown, MD 21620

MLS# MDKE2006104

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
103 SUTTON WAY, Chestertown, MD 21620
1/53
Active

$550,000

5 Beds4 Baths3,816 SqFt

103 SUTTON WAY, Chestertown, MD 21620

MLS# MDKE2006344

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
106 QUEEN ST S, Chestertown, MD 21620
1/92
Price Dropped by $36K

$829,000

3 Beds4 Baths2,472 SqFt

106 QUEEN ST S, Chestertown, MD 21620

MLS# MDKE2006152

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
302 PARK ROW #BASEMENT 2, Chestertown, MD 21620
1/7
Active

$395

302 PARK ROW #BASEMENT 2, Chestertown, MD 21620

MLS# MDKE2006180

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
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Menkiti Group
MG Residential

+1(202) 750-8000 contactus@mgresidential.com

3401 8th St NE, Washington, DC, 20017-1747, USA

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All Menkiti - Logos [Recovered]-16All Menkiti - Logos [Recovered]-19
    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Market Snapshot
      Reviews
    • Featured Listings
      About The Team
    • Buy
      1. Listing Search
      2. Calculator
      Contact Us
Menkiti Group
MG Residential

+1(202) 750-8000 contactus@mgresidential.com

3401 8th St NE, Washington, DC, 20017-1747, USA

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.