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Chestertown

Chestertown Real Estate Listings
23829 E Fork Dr, CHESTERTOWN
  • Residential
  • 4 Beds
  • 4.5 Baths
  • 3,342 SqFt

23829 E Fork Dr, CHESTERTOWN

$2,200,000
201 N Water St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 4.5 Baths
  • 5,195 SqFt

201 N Water St, CHESTERTOWN

$1,725,000 ↓ $175,000
Little Harbor Way #1, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,315 SqFt

Little Harbor Way #1, CHESTERTOWN

$1,499,000
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
10761 Kasota Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,382 SqFt

10761 Kasota Rd, CHESTERTOWN

$875,000
Landing Ln #12, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,200 SqFt

Landing Ln #12, CHESTERTOWN

$815,000
Landing Ln #11, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,200 SqFt

Landing Ln #11, CHESTERTOWN

$805,000
7979 Sandy Bottom Rd, CHESTERTOWN
  • Residential
  • 6 Beds
  • 3.5 Baths
  • 3,696 SqFt

7979 Sandy Bottom Rd, CHESTERTOWN

$799,900 ↓ $70,100
207 N Queen St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,244 SqFt

207 N Queen St, CHESTERTOWN

$799,000 ↓ $20,900
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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
105-s Water St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 2,565 SqFt

105-s Water St, CHESTERTOWN

$769,500
112 S Mill St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 2,683 SqFt

112 S Mill St, CHESTERTOWN

$739,000
Landing Ln #37, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,964 SqFt

Landing Ln #37, CHESTERTOWN

$725,000
318 Landing Ln #30, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2.5 Baths
  • 0 SqFt

318 Landing Ln #30, CHESTERTOWN

$695,000 ↓ $90,000
407 S Cross St #4, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,183 SqFt

407 S Cross St #4, CHESTERTOWN

$625,000 ↓ $34,000
223 S Queen St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,004 SqFt

223 S Queen St, CHESTERTOWN

$575,000 ↓ $23,500
7920 Carriage Ln, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,764 SqFt

7920 Carriage Ln, CHESTERTOWN

$495,000 ↑ $10,000
204 Mill St, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3.5 Baths
  • 2,890 SqFt

204 Mill St, CHESTERTOWN

$474,900 ↓ $25,000
129 Trafford Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,176 SqFt

129 Trafford Dr, CHESTERTOWN

$460,000
209 E Campus Ave, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,397 SqFt

209 E Campus Ave, CHESTERTOWN

$449,000
110 Camelot Dr, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3.5 Baths
  • 3,200 SqFt

110 Camelot Dr, CHESTERTOWN

$439,900 ↓ $10,000
209 Blakefield Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 0 SqFt

209 Blakefield Dr, CHESTERTOWN

$413,500 ↓ $6,900

Bright MLS Logo© 2023 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 September 24th, 2023 at 6:45pm EDT.