Julie Strickler, RE/MAX Vision Cecil County MD Realtor | Julie Strickler
  • Home
  • SEARCH FOR HOMES
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell Your Home
  • Waterfront Homes
  • Blogs
  • Register
  • /
  • Sign In
Filters Reset
1 Filter
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Reset
1 Filter
1 Filter Applied

Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Days On Site
Advanced
Less Than
Days
Unit Level

SqFt
Switch to Acre
Sqft
Sqft
Lot Size
Switch to Acre
Sqft
Sqft
Price per Sqft
Monthly HOA Fee
Year Built
Stories
Kitchens
Acres
Full Bathrooms
Half Bathrooms
Main Level Bedrooms
Main Level Full Baths
Frontage
Tax Amount
Land Lease Fee
Keyword
Maintenance Fee
Assessed Value

Fireplace Number

Parking Space
Garage Space
Carport Spaces

Open House
Has Picture
New
Hot
Virtual Tour
3D Tour
Price Reduced
Save Search (2)
Save your search to get Alerts
18 Properties
Map

18 Properties Available In Chestertown

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
MD >Chestertown >Chestertown >
Market Insights
210 N QUEEN ST, Chestertown, MD 21620
Open Sat 11AM-1PM

$735,000

210 N QUEEN ST, Chestertown, MD 21620

4 Beds3 Baths2,730 SqFt

MLS# MDKE2006744

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
101 S MILL ST, Chestertown, MD 21620
Open Sat 10AM-12PM

$515,000

101 S MILL ST, Chestertown, MD 21620

2 Beds3 Baths1,476 SqFt

MLS# MDKE2006674

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
109 CEDAR ST, Chestertown, MD 21620
New

$325,000

109 CEDAR ST, Chestertown, MD 21620

3 Beds3 Baths1,397 SqFt

MLS# MDKE2006792

Listed by TTR Sotheby's International Realty

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

$325,000

200 MANOR AVE, Chestertown, MD 21620

4 Beds2 Baths2,198 SqFt

MLS# MDKE2006808

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
105 N WATER ST #2, Chestertown, MD 21620
Active

$475,000

105 N WATER ST #2, Chestertown, MD 21620

2 Beds2 Baths1,011 SqFt

MLS# MDKE2006680

Listed by Northrop Realty

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

$380,000

213 BYFORD DR, Chestertown, MD 21620

4 Beds2 Baths1,277 SqFt

MLS# MDKE2006026

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
304 HADAWAY DR, Chestertown, MD 21620
3D
Under Contract

$309,900

304 HADAWAY DR, Chestertown, MD 21620

4 Beds2 Baths1,325 SqFt

MLS# MDKE2006482

Listed by Redfin Corporation

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

$550,000

103 SUTTON WAY, Chestertown, MD 21620

5 Beds4 Baths3,816 SqFt

MLS# MDKE2006344

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620
Active

$1,600,000

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

7 Beds5 Baths5,400 SqFt

MLS# MDKE2006158

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #1A, Chestertown, MD 21620
Active

$685,000

117 WATER ST N #1A, Chestertown, MD 21620

3 Beds3 Baths3,000 SqFt

MLS# MDKE2006162

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #2A, Chestertown, MD 21620
Active

$375,000

117 WATER ST N #2A, Chestertown, MD 21620

2 Beds1 Bath787 SqFt

MLS# MDKE2006166

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #2B, Chestertown, MD 21620
Active

$350,000

117 WATER ST N #2B, Chestertown, MD 21620

1 Bed1 Bath850 SqFt

MLS# MDKE2006168

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #1B, Chestertown, MD 21620
Active

$200,000

117 WATER ST N #1B, Chestertown, MD 21620

1 Bed1 Bath700 SqFt

MLS# MDKE2006164

Listed by TTR Sotheby's International Realty

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

$499,999

218 CAMELOT DR, Chestertown, MD 21620

5 Beds4 Baths3,932 SqFt

MLS# MDKE2005982

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
311 DEVON DR, Chestertown, MD 21620
Under Contract

$475,000

311 DEVON DR, Chestertown, MD 21620

4 Beds3 Baths3,504 SqFt

MLS# MDKE2005930

Listed by Doug Ashley Realtors, LLC

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

$1,459,000

LITTLE HARBOR WAY #1, Chestertown, MD 21620

3 Beds3 Baths2,231 SqFt

MLS# MDKE2005768

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
105 HIGH ST, Chestertown, MD 21620
Price Dropped by $50K

$1,245,500

105 HIGH ST, Chestertown, MD 21620

5 Beds5 Baths3,243 SqFt

MLS# MDKE2005890

Listed by Coldwell Banker Chesapeake Real Estate Company

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

$1,800,000

LITTLE HARBOR WAY #1, Chestertown, MD 21620

4 Beds4 Baths3,540 SqFt

MLS# MDKE2004992

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
  • 1

explore listings near Chestertown

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
LOGO White Background

Get My App

Julie Strickler, RE/MAX Vision
Julie Strickler
+1(484) 333-3518
julie@stricklerteam.com
2288 Pulaski Highway, North East,, Maryland, 21901, USA

      Home
      SEARCH FOR HOMES
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell Your Home
      Waterfront Homes
      Blogs
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.

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

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

LOGO White Background

Get My App

Julie Strickler, RE/MAX Vision
Julie Strickler
+1(484) 333-3518
julie@stricklerteam.com
2288 Pulaski Highway, North East,, Maryland, 21901, USA

      Home
      SEARCH FOR HOMES
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell Your Home
      Waterfront Homes
      Blogs
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.

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

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