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
New
10262 John Carvill Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 2 Baths
  • 3,788 SqFt

10262 John Carvill Rd, CHESTERTOWN

$1,600,000
23393 Cacaway Farm Ln, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 4,446 SqFt

23393 Cacaway Farm Ln, CHESTERTOWN

$1,450,000
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

$1,275,000 ↓ $25,000
New
26865 Mallard Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3 Baths
  • 3,355 SqFt

26865 Mallard Rd, CHESTERTOWN

$999,000
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
307 Washington Ave, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 3,355 SqFt

307 Washington Ave, CHESTERTOWN

$879,000
Little Harbor Way #19, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,964 SqFt

Little Harbor Way #19, CHESTERTOWN

$864,000

Chestertown Homes for Sale, $400,000 - $500,000

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
New
24543 Chestertown Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 3,280 SqFt

24543 Chestertown Rd, CHESTERTOWN

$499,000
106 Church Aly, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1.5 Baths
  • 1,416 SqFt

106 Church Aly, CHESTERTOWN

$495,000
126 Hilltop Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,733 SqFt

126 Hilltop Dr, CHESTERTOWN

$480,990 ↓ $15,000
New
401 Oriole Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 2.5 Baths
  • 1,936 SqFt

401 Oriole Rd, CHESTERTOWN

$440,000
221 River Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 2 Baths
  • 2,240 SqFt

221 River Rd, CHESTERTOWN

$425,000
349 High St, CHESTERTOWN
  • Residential
  • 7 Beds
  • 3.5 Baths
  • 3,664 SqFt

349 High St, CHESTERTOWN

$425,000
142 Church Meadow Ct, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,426 SqFt

142 Church Meadow Ct, CHESTERTOWN

$409,000 ↓ $10,000

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Listing information last updated on November 3rd, 2024 at 5:30pm EST.