Chestertown Homes for Sale

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

707 Round Top Rd, CHESTERTOWN

$340,000
1006 Twin Ct, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,800 SqFt

1006 Twin Ct, CHESTERTOWN

$340,000 ↓ $20,000
New
202 Byford Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,632 SqFt

202 Byford Dr, CHESTERTOWN

$339,900
New
21357 Belair, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,008 SqFt

21357 Belair, CHESTERTOWN

$339,000
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

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Listing information last updated on March 28th, 2024 at 8:30am EDT.