Chestertown, MD Homes for Sale - Chestertown Real Estate | Compass

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1-40 of 79 Homes

$349,900 | 109 Wilton Road | Chester Harbor

Coming Soon

$349,900

109 Wilton Road
Chestertown, MD 21620

3

Beds

2

Baths

1,392

Sq. Ft.

$395,000 | 204 Pine Cove Lane

Coming Soon

Open: 1/4 12:00PM - 02:00PM

$395,000

204 Pine Cove Lane
Chestertown, MD 21620

3

Beds

2.5

Baths

2,167

Sq. Ft.

$349,000 | 149 Longfellow Drive | Chester Harbor

$349,000

149 Longfellow Drive
Chestertown, MD 21620

3

Beds

2

Baths

1,811

Sq. Ft.

$235,000 | 210 Hilltop Lane | Chestertown

$235,000

210 Hilltop Lane
Chestertown, MD 21620

3

Beds

2.5

Baths

1,200

Sq. Ft.

$318,500 | Haacke Drive | Chestertown

$318,500

Haacke Drive
Chestertown, MD 21620

-

Beds

-

Baths

-

Sq. Ft.

$135,000 | 7121 Quaker Neck Road

$135,000

7121 Quaker Neck Road
Chestertown, MD 21620

3

Beds

1

Bath

930

Sq. Ft.

$349,999 | Scheeler Road | Chestertown

$349,999

Scheeler Road
Chestertown, MD 21620

-

Beds

-

Baths

-

Sq. Ft.

$49,000 | 22681 Wood Yard Lane

$49,000

22681 Wood Yard Lane
Chestertown, MD 21620

-

Beds

-

Baths

-

Sq. Ft.

$165,000 | 204 Spring Road

$165,000

204 Spring Road
Chestertown, MD 21620

0

Beds

1

Bath

759

Sq. Ft.

$307,000 | 202 Glen Street | College Heights

$307,000

202 Glen Street
Chestertown, MD 21620

3

Beds

1

Bath

1,252

Sq. Ft.

$389,900 | 109 Grant Court

$389,900

109 Grant Court
Chestertown, MD 21620

3

Beds

2

Baths

1,344

Sq. Ft.

$322,000 | 305 Longfellow Drive | Kingstown

$322,000

305 Longfellow Drive
Chestertown, MD 21620

4

Beds

2

Baths

1,470

Sq. Ft.

$10,000 | 362 And 363 Klamath Road | Chesapeake Landing

$10,000

362 And 363 Klamath Road
Chestertown, MD 21620

-

Beds

-

Baths

-

Sq. Ft.

$369,000 | 107 Dutchess Road | Chester Harbor

$369,000

107 Dutchess Road
Chestertown, MD 21620

3

Beds

2

Baths

1,380

Sq. Ft.

$479,500 | 220 Blakefield Drive

New Construction

$479,500

220 Blakefield Drive
Chestertown, MD 21620

3

Beds

2.5

Baths

1,900

Sq. Ft.

$475,000 | 24543 Chestertown Road

$475,000

24543 Chestertown Road
Chestertown, MD 21620

3

Beds

2

Baths

3,280

Sq. Ft.

$299,000 | 100 Acorn Drive | Chestertown

$299,000

100 Acorn Drive
Chestertown, MD 21620

3

Beds

2.5

Baths

1,930

Sq. Ft.

$999,000 | 26865 Mallard Road

$999,000

26865 Mallard Road
Chestertown, MD 21620

5

Beds

3

Baths

3,355

Sq. Ft.

$365,000 | 109 Secor Road | Chester Harbor

$365,000

109 Secor Road
Chestertown, MD 21620

3

Beds

2

Baths

1,560

Sq. Ft.

$698,000 | 11040 Kylie Lane

Open: 1/18 12:00PM - 04:00PM

$698,000

11040 Kylie Lane
Chestertown, MD 21620

4

Beds

3.5

Baths

3,684

Sq. Ft.

$585,000 | 7938 Radcliffe Road

$585,000

7938 Radcliffe Road
Chestertown, MD 21620

5

Beds

3.5

Baths

2,408

Sq. Ft.

$199,900 | 21355 Lynn Lane

$199,900

21355 Lynn Lane
Chestertown, MD 21620

2

Beds

1

Bath

1,098

Sq. Ft.

$399,000 | 117 North Water Street, Unit 2A | Chestertown

$399,000

117 North Water Street, Unit 2A
Chestertown, MD 21620

2

Beds

1

Bath

787

Sq. Ft.

$579,000 | 103 Landing Lane | Chestertown

Virtual Tour

$579,000

103 Landing Lane
Chestertown, MD 21620

2

Beds

2.5

Baths

2,100

Sq. Ft.

$348,000 | 117 North Water Street, Unit 3B | Chestertown

$348,000

117 North Water Street, Unit 3B
Chestertown, MD 21620

1

Bed

1

Bath

652

Sq. Ft.

$649,900 | 110 Birch Run Road | Chestertown

$649,900

110 Birch Run Road
Chestertown, MD 21620

4

Beds

3

Baths

2,672

Sq. Ft.

$289,900 | 116 Island Lark Way | Chestertown

Open: 1/5 11:00AM - 01:00PM

$289,900

116 Island Lark Way
Chestertown, MD 21620

3

Beds

2.5

Baths

1,420

Sq. Ft.

$425,000 | 349 High Street | Chestertown

$425,000

349 High Street
Chestertown, MD 21620

7

Beds

3.5

Baths

3,664

Sq. Ft.

$425,000 | 349 High Street | Chestertown

$425,000

349 High Street
Chestertown, MD 21620

-

Beds

-

Baths

3,664

Sq. Ft.

$1,450,000 | 23393 Cacaway Farm Lane

Virtual Tour

$1,450,000

23393 Cacaway Farm Lane
Chestertown, MD 21620

3

Beds

3.5

Baths

4,446

Sq. Ft.

$779,000 | 212 Landing Lane | Chestertown

New Construction

$779,000

212 Landing Lane
Chestertown, MD 21620

3

Beds

3.5

Baths

2,200

Sq. Ft.

$725,000 | Landing Lane, Unit 37 | Chestertown

New Construction

$725,000

Landing Lane, Unit 37
Chestertown, MD 21620

3

Beds

2.5

Baths

1,964

Sq. Ft.

$785,000 | Landing Lane, Unit 41 | Chestertown

New Construction

$785,000

Landing Lane, Unit 41
Chestertown, MD 21620

3

Beds

2.5

Baths

2,200

Sq. Ft.

$799,000 | Landing Lane, Unit 40 | Chestertown

New Construction

$799,000

Landing Lane, Unit 40
Chestertown, MD 21620

3

Beds

2.5

Baths

2,200

Sq. Ft.

$995,000 | 230 South Water Street, Unit 1 | Chestertown

New Construction

$995,000

230 South Water Street, Unit 1
Chestertown, MD 21620

3

Beds

3.5

Baths

2,490

Sq. Ft.

$790,000 | 3 Muirfield Drive

New Construction

$790,000

3 Muirfield Drive
Chestertown, MD 21620

3

Beds

2.5

Baths

-

Sq. Ft.

$854,000 | Little Harbor Way, Unit 20 | Chestertown

New Construction

$854,000

Little Harbor Way, Unit 20
Chestertown, MD 21620

3

Beds

2.5

Baths

1,964

Sq. Ft.

$1,449,000 | Little Harbor Way, Unit 1 | Chestertown

New Construction

$1,449,000

Little Harbor Way, Unit 1
Chestertown, MD 21620

3

Beds

3.5

Baths

2,315

Sq. Ft.

$864,000 | Little Harbor Way, Unit 19 | Chestertown

New Construction

$864,000

Little Harbor Way, Unit 19
Chestertown, MD 21620

3

Beds

2.5

Baths

1,964

Sq. Ft.

$349,000 | 6744 Church Hill Road

$349,000

6744 Church Hill Road
Chestertown, MD 21620

3

Beds

1

Bath

1,298

Sq. Ft.