Chestertown

Chestertown Real Estate Listings
7755 Waterview Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 4,730 SqFt

7755 Waterview Ln, CHESTERTOWN

$1,350,000
22153 1st Point Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 3,153 SqFt

22153 1st Point Rd, CHESTERTOWN

$1,075,000
5712 Langford Bay Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,652 SqFt

5712 Langford Bay Rd, CHESTERTOWN

$885,000
117 High St, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 3,226 SqFt

117 High St, CHESTERTOWN

$875,000
9831 Breezecroft Ln, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,352 SqFt

9831 Breezecroft Ln, CHESTERTOWN

$835,000
114 N Water St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 3,640 SqFt

114 N Water St, CHESTERTOWN

$715,000 ↓ $34,000
106 Queen St S, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,296 SqFt

106 Queen St S, CHESTERTOWN

$695,000
8999 Orchard Dr, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3.5 Baths
  • 3,478 SqFt

8999 Orchard Dr, CHESTERTOWN

$625,000
New
116 N Queen St, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,110 SqFt

116 N Queen St, CHESTERTOWN

$550,000
115 Pintail Rd, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1.5 Baths
  • 1,144 SqFt

115 Pintail Rd, CHESTERTOWN

$549,000 ↓ $41,000
311 Mayfair Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,700 SqFt

311 Mayfair Dr, CHESTERTOWN

$539,000 ↓ $10,000
117 N Queen St, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,820 SqFt

117 N Queen St, CHESTERTOWN

$535,000

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

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
Over $1,000,000
123 N Queen St, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,659 SqFt

123 N Queen St, CHESTERTOWN

$487,500
10165 John Carvill Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,774 SqFt

10165 John Carvill Rd, CHESTERTOWN

$479,000
New
112 Sheaffer Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 2.5 Baths
  • 2,864 SqFt

112 Sheaffer Rd, CHESTERTOWN

$462,000
218 Camelot Dr, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3.5 Baths
  • 3,932 SqFt

218 Camelot Dr, CHESTERTOWN

$459,500
314 Devon Dr, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 3,420 SqFt

314 Devon Dr, CHESTERTOWN

$450,000
3 Reed Ct, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,828 SqFt

3 Reed Ct, CHESTERTOWN

$439,000
New
101 Pine Tree Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,848 SqFt

101 Pine Tree Rd, CHESTERTOWN

$430,000
New
207 E Campus Ave, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,216 SqFt

207 E Campus Ave, CHESTERTOWN

$425,000
New
208 Leeds Ct, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3 Baths
  • 2,260 SqFt

208 Leeds Ct, CHESTERTOWN

$420,000
New
105 Holly Ct, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,285 SqFt

105 Holly Ct, CHESTERTOWN

$415,000
331 Devon Dr, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 3,834 SqFt

331 Devon Dr, CHESTERTOWN

$414,900 ↓ $10,000

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Listing information last updated on May 24th, 2022 at 8:16am EDT.