Chestertown

Chestertown Real Estate Listings
6270 Broad Neck Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 3,360 SqFt

6270 Broad Neck Rd, CHESTERTOWN

$10,000,000
4746 Cliffs City Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4 Baths
  • 5,174 SqFt

4746 Cliffs City Rd, CHESTERTOWN

$3,400,000
5750 Honest Point Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 4.5 Baths
  • 6,050 SqFt

5750 Honest Point Ln, CHESTERTOWN

$2,750,000
24091 Providence Plantation Ln, CHESTERTOWN
  • Residential
  • 5 Beds
  • 5.5 Baths
  • 5,250 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,450,000 ↓ $120,000
24091 Providence Plantation Ln, CHESTERTOWN
  • Farm
  • 5 Beds
  • 5.5 Baths
  • 5,190 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,450,000 ↓ $120,000
7250 Pentridge Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 0 SqFt

7250 Pentridge Ln, CHESTERTOWN

$1,650,000 ↓ $200,000
7250 Pentridge Ln, CHESTERTOWN
  • Farm
  • 4 Beds
  • 2.5 Baths
  • 0 SqFt

7250 Pentridge Ln, CHESTERTOWN

$1,650,000
23441 Cacaway Farm Ln, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,479 SqFt

23441 Cacaway Farm Ln, CHESTERTOWN

$925,000
New
10715 Kasota Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3 Baths
  • 3,401 SqFt

10715 Kasota Rd, CHESTERTOWN

$874,500
New
1530 Mcginnes Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 2,858 SqFt

1530 Mcginnes Rd, CHESTERTOWN

$650,000
0 Muirfield Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 0 SqFt

0 Muirfield Dr, CHESTERTOWN

$605,000 ↑ $20,000
114 Washington Ave, CHESTERTOWN
  • Residential
  • 5 Beds
  • 6 Baths
  • 4,100 SqFt

114 Washington Ave, CHESTERTOWN

$595,000

Chestertown Homes for Sale

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 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
215 Richard Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,624 SqFt

215 Richard Dr, CHESTERTOWN

$279,000
206 Rolling Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,728 SqFt

206 Rolling Rd, CHESTERTOWN

$275,000 ↓ $20,000
103 S College Ave, CHESTERTOWN
  • Residential
  • 2 Beds
  • 1.5 Baths
  • 1,536 SqFt

103 S College Ave, CHESTERTOWN

$275,000 ↓ $20,000
116 Washington Ave, CHESTERTOWN
  • Residential
  • 6 Beds
  • 1 Baths
  • 3,016 SqFt

116 Washington Ave, CHESTERTOWN

$274,900
200 Court St, CHESTERTOWN
  • Residential
  • 0 Beds
  • 0 Baths
  • 1,503 SqFt

200 Court St, CHESTERTOWN

$262,000 ↓ $27,900
414 Pine Tree Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,184 SqFt

414 Pine Tree Rd, CHESTERTOWN

$259,900 ↓ $2,600
New
1344 Bowers Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,000 SqFt

1344 Bowers Rd, CHESTERTOWN

$259,900
810 Double Creek Point Road, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,400 SqFt

810 Double Creek Point Road, CHESTERTOWN

$250,000
New
325 Truslow Rd, CHESTERTOWN
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,272 SqFt

325 Truslow Rd, CHESTERTOWN

$249,000
106 E Step Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,400 SqFt

106 E Step Rd, CHESTERTOWN

$245,000
111 Cee Jay Road, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,400 SqFt

111 Cee Jay Road, CHESTERTOWN

$245,000
106 Oak Leaf Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,976 SqFt

106 Oak Leaf Dr, CHESTERTOWN

$239,900

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Listing information last updated on April 17th, 2021 at 1:46pm EDT.