Chestertown

Chestertown Real Estate Listings
141 Round Top Creek Ln, CHESTERTOWN
  • Farm
  • 0 Beds
  • 0 Baths
  • 0 SqFt

141 Round Top Creek Ln, CHESTERTOWN

$1,950,000
7755 Waterview Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 4,730 SqFt

7755 Waterview Ln, CHESTERTOWN

$1,350,000
23393 Cacaway Farm Ln, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 4,446 SqFt

23393 Cacaway Farm Ln, CHESTERTOWN

$1,295,000
New
22770 Fairgale Farm Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3 Baths
  • 2,535 SqFt

22770 Fairgale Farm Ln, CHESTERTOWN

$1,275,000
226 S Water St, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 0 SqFt

226 S Water St, CHESTERTOWN

$995,000
230 S Water St #1, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,490 SqFt

230 S Water St #1, CHESTERTOWN

$995,000
22153 1st Point Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 3,153 SqFt

22153 1st Point Rd, CHESTERTOWN

$985,000 ↓ $90,000
228 S Water St, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 0 SqFt

228 S Water St, CHESTERTOWN

$950,000
New
10258 Mill Hollow Ln, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3 Baths
  • 3,414 SqFt

10258 Mill Hollow Ln, CHESTERTOWN

$639,900
New
8930 Orchard Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 3,147 SqFt

8930 Orchard Dr, CHESTERTOWN

$569,900
115 Pintail Rd, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1.5 Baths
  • 1,144 SqFt

115 Pintail Rd, CHESTERTOWN

$549,000 ↓ $41,000
329 Union Church Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 2,464 SqFt

329 Union Church Rd, CHESTERTOWN

$519,000 ↓ $10,900

Chestertown Homes for Sale, $100,000 - $200,000

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 $900,000 - $1,000,000
Over $1,000,000
336 Truslow Rd, CHESTERTOWN
  • Residential
  • 1 Beds
  • 1 Baths
  • 600 SqFt

336 Truslow Rd, CHESTERTOWN

$199,900 ↓ $29,600
8899 Georgetown Rd, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1 Baths
  • 966 SqFt

8899 Georgetown Rd, CHESTERTOWN

$161,250 ↓ $5,000

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Listing information last updated on September 24th, 2022 at 7:45pm EDT.