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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, $500,000 - $600,000

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
25285 Foxchase Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,010 SqFt

25285 Foxchase Dr, CHESTERTOWN

$599,000 ↓ $16,000
7938 Radcliffe Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3.5 Baths
  • 2,408 SqFt

7938 Radcliffe Rd, CHESTERTOWN

$585,000
103 Landing Ln, CHESTERTOWN
  • Residential
  • 2 Beds
  • 2.5 Baths
  • 2,100 SqFt

103 Landing Ln, CHESTERTOWN

$579,000 ↓ $20,999
New
234 Blakefield Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,400 SqFt

234 Blakefield Dr, CHESTERTOWN

$553,500
116 Pine Chip Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 2,767 SqFt

116 Pine Chip Rd, CHESTERTOWN

$549,000 ↓ $10,000

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Listing information last updated on December 8th, 2024 at 6:45am EST.