Chestertown

Chestertown Real Estate Listings
New
240 Round Top Landing Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 4,804 SqFt

240 Round Top Landing Rd, CHESTERTOWN

$3,995,000
23829 E Fork Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 4.5 Baths
  • 3,342 SqFt

23829 E Fork Dr, CHESTERTOWN

$1,989,000 ↓ $211,000
22900 Handy Point Road Handy Point Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4 Baths
  • 4,885 SqFt

22900 Handy Point Road Handy Point Rd, CHESTERTOWN

$1,765,000 ↓ $35,000
201 N Water St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 4.5 Baths
  • 5,195 SqFt

201 N Water St, CHESTERTOWN

$1,725,000 ↓ $175,000
New
22956 Fairgale Farm Ln, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4.5 Baths
  • 6,459 SqFt

22956 Fairgale Farm Ln, CHESTERTOWN

$1,525,000
Little Harbor Way #1, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,315 SqFt

Little Harbor Way #1, CHESTERTOWN

$1,499,000
331 Park Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,184 SqFt

331 Park Ln, CHESTERTOWN

$1,200,000
131, 133 And 129 Flatland Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 4,684 SqFt

131, 133 And 129 Flatland Rd, CHESTERTOWN

$1,095,000 ↓ $100,000
230 S Water St #1, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,490 SqFt

230 S Water St #1, CHESTERTOWN

$995,000
226 S Water St, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 0 SqFt

226 S Water St, CHESTERTOWN

$995,000
228 S Water St, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 0 SqFt

228 S Water St, CHESTERTOWN

$950,000
Landing Ln #25, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 2,784 SqFt

Landing Ln #25, CHESTERTOWN

$949,900

Chestertown Homes for Sale, $200,000 - $300,000

All Listings $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
10605 Tonopah Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,248 SqFt

10605 Tonopah Rd, CHESTERTOWN

$299,900
332 Truslow Rd, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,408 SqFt

332 Truslow Rd, CHESTERTOWN

$299,900
103 Trafford Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,944 SqFt

103 Trafford Dr, CHESTERTOWN

$299,900
27370 Morgnec Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,008 SqFt

27370 Morgnec Rd, CHESTERTOWN

$299,000
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
235 Island Lark Way, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,365 SqFt

235 Island Lark Way, CHESTERTOWN

$279,990
245 Island Lark Way, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,365 SqFt

245 Island Lark Way, CHESTERTOWN

$275,990 ↑ $6,000
New
703 High St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 1.5 Baths
  • 1,200 SqFt

703 High St, CHESTERTOWN

$275,000
316 Roosevelt Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,200 SqFt

316 Roosevelt Dr, CHESTERTOWN

$274,900 ↓ $25,000
305 Pine Tree Rd, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 826 SqFt

305 Pine Tree Rd, CHESTERTOWN

$265,000 ↓ $10,000
New
23315 Sandpiper Rd, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,272 SqFt

23315 Sandpiper Rd, CHESTERTOWN

$259,000

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 March 28th, 2024 at 3:03pm EDT.