Chestertown

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

240 Round Top Landing Rd, CHESTERTOWN

$3,995,000
8974 S Bayview Dr, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 3,232 SqFt

8974 S Bayview Dr, CHESTERTOWN

$2,395,000
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

$1,449,000 ↓ $50,000
22956 Fairgale Farm Ln, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4.5 Baths
  • 6,459 SqFt

22956 Fairgale Farm Ln, CHESTERTOWN

$1,360,000 ↓ $100,000
New
9220 N Bayview Ave, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,028 SqFt

9220 N Bayview Ave, 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
7755 Waterview Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 4,730 SqFt

7755 Waterview Ln, CHESTERTOWN

$975,000
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, $300,000 - $400,000

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
117 N Water St #3a, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 729 SqFt

117 N Water St #3a, CHESTERTOWN

$395,000
New
214 Richard Dr, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2.5 Baths
  • 1,723 SqFt

214 Richard Dr, CHESTERTOWN

$385,000
117 N Water St N #3b, CHESTERTOWN
  • Residential
  • 1 Beds
  • 1 Baths
  • 652 SqFt

117 N Water St N #3b, CHESTERTOWN

$385,000 ↑ $10,000
New
1 Reed Ct, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 1,854 SqFt

1 Reed Ct, CHESTERTOWN

$379,000
208 Byford Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,045 SqFt

208 Byford Dr, CHESTERTOWN

$365,000 ↓ $20,000
New
23530 Clarissa Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,812 SqFt

23530 Clarissa Rd, CHESTERTOWN

$345,000
New
201 Tamarack Rd, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,225 SqFt

201 Tamarack Rd, CHESTERTOWN

$342,000
707 Round Top Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,296 SqFt

707 Round Top Rd, CHESTERTOWN

$340,000
310 Longfellow Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,560 SqFt

310 Longfellow Dr, CHESTERTOWN

$329,000 ↓ $6,000
New
8858 Georgetown Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,300 SqFt

8858 Georgetown Rd, CHESTERTOWN

$325,000
New
112 Pine Chip Road, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,248 SqFt

112 Pine Chip Road, CHESTERTOWN

$325,000
9062 Fairlee Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,344 SqFt

9062 Fairlee Rd, CHESTERTOWN

$325,000 ↓ $10,000

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 23rd, 2024 at 4:15am EDT.