Chestertown

Chestertown Real Estate Listings
6270 Broad Neck Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 3,360 SqFt

6270 Broad Neck Rd, CHESTERTOWN

$10,000,000
4746 Cliffs City Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4 Baths
  • 5,174 SqFt

4746 Cliffs City Rd, CHESTERTOWN

$3,400,000
5750 Honest Point Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 4.5 Baths
  • 6,050 SqFt

5750 Honest Point Ln, CHESTERTOWN

$2,750,000
24091 Providence Plantation Ln, CHESTERTOWN
  • Residential
  • 5 Beds
  • 5.5 Baths
  • 5,250 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,450,000 ↓ $120,000
24091 Providence Plantation Ln, CHESTERTOWN
  • Farm
  • 5 Beds
  • 5.5 Baths
  • 5,190 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,450,000 ↓ $120,000
7250 Pentridge Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 0 SqFt

7250 Pentridge Ln, CHESTERTOWN

$1,650,000 ↓ $200,000
7250 Pentridge Ln, CHESTERTOWN
  • Farm
  • 4 Beds
  • 2.5 Baths
  • 0 SqFt

7250 Pentridge Ln, CHESTERTOWN

$1,650,000
23441 Cacaway Farm Ln, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,479 SqFt

23441 Cacaway Farm Ln, CHESTERTOWN

$925,000
New
10715 Kasota Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3 Baths
  • 3,401 SqFt

10715 Kasota Rd, CHESTERTOWN

$874,500
New
1530 Mcginnes Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 2,858 SqFt

1530 Mcginnes Rd, CHESTERTOWN

$650,000
0 Muirfield Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 0 SqFt

0 Muirfield Dr, CHESTERTOWN

$605,000 ↑ $20,000
114 Washington Ave, CHESTERTOWN
  • Residential
  • 5 Beds
  • 6 Baths
  • 4,100 SqFt

114 Washington Ave, CHESTERTOWN

$595,000

Chestertown Homes for Sale

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 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
115 School Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,356 SqFt

115 School Rd, CHESTERTOWN

$235,000
209 Edmore Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,222 SqFt

209 Edmore Rd, CHESTERTOWN

$224,900
23730 Handy Point Rd, CHESTERTOWN
  • Residential
  • 0 Beds
  • 2 Baths
  • 1,998 SqFt

23730 Handy Point Rd, CHESTERTOWN

$219,000
102 Conley Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,280 SqFt

102 Conley Dr, CHESTERTOWN

$184,900
New
104 Conley Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,280 SqFt

104 Conley Dr, CHESTERTOWN

$180,000
125 Conley Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,280 SqFt

125 Conley Dr, CHESTERTOWN

$171,000
New
612 High St, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,064 SqFt

612 High St, CHESTERTOWN

$150,000
511 High, CHESTERTOWN
  • Residential
  • 0 Beds
  • 0 Baths
  • 1,286 SqFt

511 High, CHESTERTOWN

$150,000
614 High St, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,064 SqFt

614 High St, CHESTERTOWN

$129,500
21317 Persimmon Dr #23, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,269 SqFt

21317 Persimmon Dr #23, CHESTERTOWN

$121,900 ↑ $2,000
New
21363 Indiana Ave, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1 Baths
  • 896 SqFt

21363 Indiana Ave, CHESTERTOWN

$69,900

Bright MLS Logo© 2021 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 April 17th, 2021 at 1:03pm EDT.