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100 Properties
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100 Properties Available In Chestertown

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MD >Chestertown >
Market Insights
7425 WILKINS LN, Chestertown, MD 21620
Open 7/20 12PM-2PM

$320,000

7425 WILKINS LN, Chestertown, MD 21620

3 Beds2 Baths1,341 SqFt

MLS# MDKE2005418

Listed by Realty ONE Group Unlimited

Bright MLS (BMLS)
10674 KASOTA RD, Chestertown, MD 21620
Open 7/20 1PM-3PM

$325,000

10674 KASOTA RD, Chestertown, MD 21620

2 Beds1 Bath1,350 SqFt

MLS# MDKE2005402

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
24607 CHESTERTOWN RD, Chestertown, MD 21620
Open Sat 10AM-12PM

$365,000

24607 CHESTERTOWN RD, Chestertown, MD 21620

3 Beds3 Baths2,294 SqFt

MLS# MDKE2005240

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
209 RIVERSHORE RD, Chestertown, MD 21620
New

$815,000

209 RIVERSHORE RD, Chestertown, MD 21620

2 Beds2 Baths1,401 SqFt

MLS# MDQA2013938

Listed by Douglas Realty LLC

Bright MLS (BMLS)
304 HILLTOP LN, Chestertown, MD 21620
New

$209,900

304 HILLTOP LN, Chestertown, MD 21620

3 Beds3 Baths1,199 SqFt

MLS# MDKE2005440

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
132 PROSPECT ST, Chestertown, MD 21620
New

$69,900

132 PROSPECT ST, Chestertown, MD 21620

2 Beds1 Bath910 SqFt

MLS# MDKE2005444

Listed by ANR Realty, LLC

Bright MLS (BMLS)
165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
New

$499,000

165 CHAR NOR MANOR BLVD, Chestertown, MD 21620

4 Beds3 Baths2,258 SqFt

MLS# MDQA2013956

Listed by RE/MAX Executive

Bright MLS (BMLS)
206 S WATER ST, Chestertown, MD 21620
Active

$699,000

206 S WATER ST, Chestertown, MD 21620

4 Beds4 Baths2,008 SqFt

MLS# MDKE2005362

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
106 WILTON RD, Chestertown, MD 21620
Active

$299,500

106 WILTON RD, Chestertown, MD 21620

3 Beds1 Bath1,056 SqFt

MLS# MDQA2013930

Listed by RE/MAX Executive

Bright MLS (BMLS)
134 CHAR NOR MANOR BLVD, Chestertown, MD 21620
Active

$325,000

134 CHAR NOR MANOR BLVD, Chestertown, MD 21620

3 Beds1 Bath1,128 SqFt

MLS# MDQA2013988

Listed by Meredith Fine Properties

Bright MLS (BMLS)
201 BIRCH RUN RD, Chestertown, MD 21620
Active

$495,000

201 BIRCH RUN RD, Chestertown, MD 21620

3 Beds2 Baths1,588 SqFt

MLS# MDKE2005380

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
300 HICKORY LN, Chestertown, MD 21620
Active

$1,297,000

300 HICKORY LN, Chestertown, MD 21620

5 Beds4 Baths3,640 SqFt

MLS# MDQA2013388

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
7514 MUIRFIELD DR, Chestertown, MD 21620
Active

$797,000

7514 MUIRFIELD DR, Chestertown, MD 21620

3 Beds3 Baths2,522 SqFt

MLS# MDKE2005370

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
206 BARROLL DR, Chestertown, MD 21620
Price Dropped by $10K

$480,000

206 BARROLL DR, Chestertown, MD 21620

3 Beds2 Baths1,820 SqFt

MLS# MDKE2005094

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
21317 PERSIMMON DR, Chestertown, MD 21620
Active

$195,000

21317 PERSIMMON DR, Chestertown, MD 21620

2 Beds1 Bath1,269 SqFt

MLS# MDKE2005356

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
925 ROUND TOP RD, Chestertown, MD 21620
Active

$300,000

925 ROUND TOP RD, Chestertown, MD 21620

3 Beds1 Bath1,056 SqFt

MLS# MDQA2013044

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
624 HIGH ST, Chestertown, MD 21620
Active

$240,000

624 HIGH ST, Chestertown, MD 21620

2 Beds1 Bath1,290 SqFt

MLS# MDKE2005274

Listed by Tesla Realty Group, LLC

Bright MLS (BMLS)
7961 QUAKER NECK RD, Chestertown, MD 21620
Active

$1,550,000

7961 QUAKER NECK RD, Chestertown, MD 21620

5 Beds4 Baths4,167 SqFt

MLS# MDKE2005090

Listed by Compass

Bright MLS (BMLS)
21082 WYOMING AVE, Chestertown, MD 21620
Active

$1,550,000

21082 WYOMING AVE, Chestertown, MD 21620

3 Beds4 Baths2,699 SqFt

MLS# MDKE2005016

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
236 MERGANSER DR, Chestertown, MD 21620
Price Dropped by $66K

$147,000

236 MERGANSER DR, Chestertown, MD 21620

1 Bed1 Bath900 SqFt

MLS# MDQA2013084

Listed by Thurston Wyatt Real Estate, LLC

Bright MLS (BMLS)
26889 MORGNEC RD, Chestertown, MD 21620
Price Dropped by $66K

$799,000

26889 MORGNEC RD, Chestertown, MD 21620

2 Beds2 Baths1,966 SqFt

MLS# MDKE2005060

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
5179 QUAKER NECK RD, Chestertown, MD 21620
Price Dropped by $20K

$559,900

5179 QUAKER NECK RD, Chestertown, MD 21620

1 Bed1 Bath1,148 SqFt

MLS# MDKE2005028

Listed by Hyatt & Company Real Estate, LLC

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

$1,459,000

LITTLE HARBOR WAY #1, Chestertown, MD 21620

3 Beds3 Baths2,315 SqFt

MLS# MDKE2004992

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
300 HILLTOP LN, Chestertown, MD 21620
Price Dropped by $15K

$220,000

300 HILLTOP LN, Chestertown, MD 21620

3 Beds3 Baths1,200 SqFt

MLS# MDKE2005004

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
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      Home
      Buy
      1. View All Listings
      2. Steps to Buying Your Home
      Sell
      1. Steps to Sell Your Home
      2. Home Valuation
      3. Sold Listings
      About
      1. Contact Us
      2. About
      Renovate Now
      Simply Elite Exclusives
      1. Client Events
      2. Testimonials
      3. Military Relocation
      4. 30 Day Guarantee
      5. VIP Buyer Program
      6. Referrals
      7. Our Preferred Partners
      8. Market Reports
      Join Us At LPT
      1. Learn More About LPT
LPT Realty

Joseph & Danielle Dedekind

+1(703) 244-8787 joe@simplyelitehometeam.com

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defaultUntitled design (99)New-MRP-Logojpg-removebg-preview (1)
      Home
      Buy
      1. View All Listings
      2. Steps to Buying Your Home
      Sell
      1. Steps to Sell Your Home
      2. Home Valuation
      3. Sold Listings
      About
      1. Contact Us
      2. About
      Renovate Now
      Simply Elite Exclusives
      1. Client Events
      2. Testimonials
      3. Military Relocation
      4. 30 Day Guarantee
      5. VIP Buyer Program
      6. Referrals
      7. Our Preferred Partners
      8. Market Reports
      Join Us At LPT
      1. Learn More About LPT
LPT Realty

Joseph & Danielle Dedekind

+1(703) 244-8787 joe@simplyelitehometeam.com

TREC Consumer Protection Notice

TREC Information About Brokerage Services

Get My App

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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.