Chestertown

Chestertown Real Estate Listings
4746 Cliffs City Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4 Baths
  • 5,174 SqFt

4746 Cliffs City Rd, CHESTERTOWN

$3,400,000
4845 Cliffs City Rd, CHESTERTOWN
  • Farm
  • 7 Beds
  • 8 Baths
  • 9,651 SqFt

4845 Cliffs City Rd, CHESTERTOWN

$3,200,000 ↓ $299,000
4845 Cliffs City Rd, CHESTERTOWN
  • Residential
  • 7 Beds
  • 8 Baths
  • 0 SqFt

4845 Cliffs City Rd, CHESTERTOWN

$3,200,000 ↓ $299,000
New
23791 Ricauds Branch Rd, CHESTERTOWN
  • Farm
  • 3 Beds
  • 2.5 Baths
  • 3,248 SqFt

23791 Ricauds Branch Rd, CHESTERTOWN

$2,925,000
24091 Providence Plantation Ln, CHESTERTOWN
  • Residential
  • 5 Beds
  • 5.5 Baths
  • 5,250 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,650,000 ↓ $145,000
24091 Providence Plantation Ln, CHESTERTOWN
  • Farm
  • 5 Beds
  • 5.5 Baths
  • 5,190 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,650,000 ↓ $145,000
New
8744 S Bayview Dr, CHESTERTOWN
  • Residential
  • 5 Beds
  • 5.5 Baths
  • 6,105 SqFt

8744 S Bayview Dr, CHESTERTOWN

$2,399,000
7250 Pentridge Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 0 SqFt

7250 Pentridge Ln, CHESTERTOWN

$1,850,000
5240 Johnsontown Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 4 Baths
  • 2,656 SqFt

5240 Johnsontown Rd, CHESTERTOWN

$1,650,000
5240 Johnsontown Rd, CHESTERTOWN
  • Farm
  • 4 Beds
  • 4 Baths
  • 2,656 SqFt

5240 Johnsontown Rd, CHESTERTOWN

$1,650,000
8221 Broad Neck Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4.5 Baths
  • 5,794 SqFt

8221 Broad Neck Rd, CHESTERTOWN

$1,275,000
19 Byford Ct, CHESTERTOWN
  • Residential
  • 5 Beds
  • 6 Baths
  • 7,505 SqFt

19 Byford Ct, CHESTERTOWN

$1,195,000

Chestertown Homes for Sale, $300,000 - $400,000

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
205 N Kent St, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1.5 Baths
  • 1,776 SqFt

205 N Kent St, CHESTERTOWN

$394,000 ↓ $5,000
921 N Meadowview Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3 Baths
  • 3,088 SqFt

921 N Meadowview Dr, CHESTERTOWN

$385,000 ↓ $14,000
8858 Orchard Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,338 SqFt

8858 Orchard Dr, CHESTERTOWN

$379,900
319 Fairview Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 2,128 SqFt

319 Fairview Dr, CHESTERTOWN

$375,000
107 S Queen St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,530 SqFt

107 S Queen St, CHESTERTOWN

$374,000 ↓ $21,000
423 Fairview Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,680 SqFt

423 Fairview Dr, CHESTERTOWN

$370,000 ↓ $15,000
9822 Fairlee Cove Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,344 SqFt

9822 Fairlee Cove Dr, CHESTERTOWN

$364,000 ↓ $15,500
20 Pear Tree Point Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,023 SqFt

20 Pear Tree Point Rd, CHESTERTOWN

$364,000 ↑ $14,500
9068 Point Ln, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 800 SqFt

9068 Point Ln, CHESTERTOWN

$349,000
7761 Airy Hill Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,530 SqFt

7761 Airy Hill Rd, CHESTERTOWN

$349,000 ↓ $20,000
101 S Mill St, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2.5 Baths
  • 1,476 SqFt

101 S Mill St, CHESTERTOWN

$348,000
220 Mount Vernon Ave, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,400 SqFt

220 Mount Vernon Ave, CHESTERTOWN

$345,000

Bright MLS Logo© 2019 BRIGHT, All Rights Reserved. Information deemed reliable but not guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Coldwell Banker Chesapeake Real Estate Company participates, and is provided by BRIGHT through a licensing agreement. Real estate listings held by brokerage firms other than Coldwell Banker Chesapeake Real Estate Company are marked with the IDX logo and detailed information about each listing includes the name of the listing broker.The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.

Listing information last updated on November 22nd, 2019 at 4:31pm EST.