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, $400,000 - $500,000

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
New
481 Pear Tree Point Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,512 SqFt

481 Pear Tree Point Rd, CHESTERTOWN

$419,900
New
105 Sutton Way, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 2,064 SqFt

105 Sutton Way, CHESTERTOWN

$415,000
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

$449,000
209 Myers Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,846 SqFt

209 Myers Rd, CHESTERTOWN

$415,000 ↓ $30,000
148 Grant Ct, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,664 SqFt

148 Grant Ct, CHESTERTOWN

$450,000
200 Ashley Ln, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,656 SqFt

200 Ashley Ln, CHESTERTOWN

$425,000

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 7:15am EDT.