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, $100,000 - $200,000

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
614 High St, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1.5 Baths
  • 1,064 SqFt

614 High St, CHESTERTOWN

$195,000
New
612 High St, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1.5 Baths
  • 1,064 SqFt

612 High St, CHESTERTOWN

$185,000
21321 Persimmon Dr, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,232 SqFt

21321 Persimmon Dr, CHESTERTOWN

$155,000
New
24581 Willow Oak Ln, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,352 SqFt

24581 Willow Oak Ln, CHESTERTOWN

$149,000

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Listing information last updated on March 28th, 2024 at 12:46pm EDT.