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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

$3,750,000 ↓ $245,000
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
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
Little Harbor Way #19, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,964 SqFt

Little Harbor Way #19, CHESTERTOWN

$864,000
Little Harbor Way #20, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,964 SqFt

Little Harbor Way #20, CHESTERTOWN

$854,000
Landing Ln #40, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,200 SqFt

Landing Ln #40, CHESTERTOWN

$799,000
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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
473 Pear Tree Point Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,512 SqFt

473 Pear Tree Point Rd, CHESTERTOWN

$399,900
477 Pear Tree Point Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,512 SqFt

477 Pear Tree Point Rd, CHESTERTOWN

$399,900
221 River Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 2 Baths
  • 2,240 SqFt

221 River Rd, CHESTERTOWN

$399,000 ↓ $26,000
117 Water St N #2a, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 787 SqFt

117 Water St N #2a, CHESTERTOWN

$399,000 ↓ $16,000
107 Char Nor Manor Blvd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3 Baths
  • 2,128 SqFt

107 Char Nor Manor Blvd, CHESTERTOWN

$390,000 ↓ $59,000
109 Grant Ct, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,344 SqFt

109 Grant Ct, CHESTERTOWN

$389,900
409 Riverview Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,800 SqFt

409 Riverview Rd, CHESTERTOWN

$387,500 ↓ $10,000
117 Primrose Road Primrose Road Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,460 SqFt

117 Primrose Road Primrose Road Rd, CHESTERTOWN

$385,000
107 Dutchess Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,380 SqFt

107 Dutchess Rd, CHESTERTOWN

$369,000
109 Secor Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,560 SqFt

109 Secor Rd, CHESTERTOWN

$365,000
125 Primrose Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,102 SqFt

125 Primrose Rd, CHESTERTOWN

$358,000 ↓ $40,000
New
106 Silver Heel Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,672 SqFt

106 Silver Heel Rd, CHESTERTOWN

$355,000

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Listing information last updated on December 8th, 2024 at 6:30am EST.