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 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
New
5772 Johnsontown Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,344 SqFt

5772 Johnsontown Rd, CHESTERTOWN

$350,000
9816 Fairlee Road, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,624 SqFt

9816 Fairlee Road, CHESTERTOWN

$499,000 ↓ $21,000
New
24581 Willow Oak Ln, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,352 SqFt

24581 Willow Oak Ln, CHESTERTOWN

$149,000
New
21357 Belair, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,008 SqFt

21357 Belair, CHESTERTOWN

$339,000
331 Park Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,184 SqFt

331 Park Ln, CHESTERTOWN

$1,200,000
New
234 Blakefield Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,400 SqFt

234 Blakefield Dr, CHESTERTOWN

$553,500
New
231 Blakefield Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,600 SqFt

231 Blakefield Dr, CHESTERTOWN

$422,000
134 Char Nor Manor Blvd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,128 SqFt

134 Char Nor Manor Blvd, CHESTERTOWN

$429,000 ↓ $20,000
8757 Orchard Dr, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2.5 Baths
  • 2,210 SqFt

8757 Orchard Dr, CHESTERTOWN

$498,000 ↓ $31,000
209 Myers Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,846 SqFt

209 Myers Rd, CHESTERTOWN

$380,000 ↓ $35,000
9020 Cumberland St, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,150 SqFt

9020 Cumberland St, CHESTERTOWN

$297,000 ↓ $12,900
870 Washington Ave, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,454 SqFt

870 Washington Ave, CHESTERTOWN

$285,000

Bright MLS Logo© 2024 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 May 3rd, 2024 at 3:03am EDT.