6,882

Chestertown, MD Homes

Section Image
    • 101 School Rd, Chestertown, MD 21620
      101 School Rd, Chestertown, MD 21620
      101 School Rd, Chestertown, MD 21620
      /39

      Est $346,056 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,424 Sq Ft

      101 School Rd, Chestertown, MD 21620

      101 School Rd, Chestertown, MD 21620
    • 109 S College Ave, Chestertown, MD 21620
      109 S College Ave, Chestertown, MD 21620
      109 S College Ave, Chestertown, MD 21620
      /24

      Est $227,907 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,216 Sq Ft

      109 S College Ave, Chestertown, MD 21620

      109 S College Ave, Chestertown, MD 21620
    • 3 Byford Ct, Chestertown, MD 21620
      3 Byford Ct, Chestertown, MD 21620
      3 Byford Ct, Chestertown, MD 21620
      /25

      Est $532,644 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,557 Sq Ft

      3 Byford Ct, Chestertown, MD 21620

      3 Byford Ct, Chestertown, MD 21620
    • 212 N Queen St, Chestertown, MD 21620
      212 N Queen St, Chestertown, MD 21620
      212 N Queen St, Chestertown, MD 21620
      /69

      Est $880,292 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 3,756 Sq Ft

      212 N Queen St, Chestertown, MD 21620

      212 N Queen St, Chestertown, MD 21620
    • 208 N Lynchburg St, Chestertown, MD 21620
      208 N Lynchburg St, Chestertown, MD 21620
      208 N Lynchburg St, Chestertown, MD 21620
      /16

      Est $210,704 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,026 Sq Ft

      208 N Lynchburg St, Chestertown, MD 21620

      208 N Lynchburg St, Chestertown, MD 21620
    • 401 N Kent St, Chestertown, MD 21620
      401 N Kent St, Chestertown, MD 21620
      401 N Kent St, Chestertown, MD 21620
      /30

      Est $330,654 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 850 Sq Ft

      401 N Kent St, Chestertown, MD 21620

      401 N Kent St, Chestertown, MD 21620
    • 403 N Kent St, Chestertown, MD 21620
      403 N Kent St, Chestertown, MD 21620
      403 N Kent St, Chestertown, MD 21620
      /24

      Est $409,880 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,250 Sq Ft

      403 N Kent St, Chestertown, MD 21620

      403 N Kent St, Chestertown, MD 21620
    • 205 N Water St, Chestertown, MD 21620
      205 N Water St, Chestertown, MD 21620
      205 N Water St, Chestertown, MD 21620
      /32

      Est $946,686 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,426 Sq Ft

      205 N Water St, Chestertown, MD 21620

      205 N Water St, Chestertown, MD 21620
    • 108 Maple Ave, Chestertown, MD 21620
      108 Maple Ave, Chestertown, MD 21620
      108 Maple Ave, Chestertown, MD 21620
      /12

      Est $506,145 Not Listed For Sale

      • 5 Beds
      • 1.5 Baths
      • 2,460 Sq Ft

      108 Maple Ave, Chestertown, MD 21620

      108 Maple Ave, Chestertown, MD 21620
    • 355 Calvert St, Chestertown, MD 21620
      355 Calvert St, Chestertown, MD 21620
      355 Calvert St, Chestertown, MD 21620
      /13

      Est $185,897 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,140 Sq Ft

      355 Calvert St, Chestertown, MD 21620

      355 Calvert St, Chestertown, MD 21620
    • 207 Glen St, Chestertown, MD 21620
      207 Glen St, Chestertown, MD 21620
      207 Glen St, Chestertown, MD 21620
      /42

      Est $413,885 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,236 Sq Ft

      207 Glen St, Chestertown, MD 21620

      207 Glen St, Chestertown, MD 21620
    • 301 Lincoln Dr, Chestertown, MD 21620
      301 Lincoln Dr, Chestertown, MD 21620
      301 Lincoln Dr, Chestertown, MD 21620
      /16

      Est $266,094 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft

      301 Lincoln Dr, Chestertown, MD 21620

      301 Lincoln Dr, Chestertown, MD 21620
    • 102 Lincoln Dr, Chestertown, MD 21620
      102 Lincoln Dr, Chestertown, MD 21620
      102 Lincoln Dr, Chestertown, MD 21620
      /24

      Est $278,769 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,404 Sq Ft

      102 Lincoln Dr, Chestertown, MD 21620

      102 Lincoln Dr, Chestertown, MD 21620
    • 10577 Millbrook Dr, Chestertown, MD 21620
      10577 Millbrook Dr, Chestertown, MD 21620
      10577 Millbrook Dr, Chestertown, MD 21620
      /32

      Est $309,736 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,132 Sq Ft

      10577 Millbrook Dr, Chestertown, MD 21620

      10577 Millbrook Dr, Chestertown, MD 21620
    • 10609 Klamath Rd, Chestertown, MD 21620
      10609 Klamath Rd, Chestertown, MD 21620
      10609 Klamath Rd, Chestertown, MD 21620
      /23

      Est $292,193 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft

      10609 Klamath Rd, Chestertown, MD 21620

      10609 Klamath Rd, Chestertown, MD 21620
    • 10561 Millbrook Dr, Chestertown, MD 21620
      10561 Millbrook Dr, Chestertown, MD 21620
      10561 Millbrook Dr, Chestertown, MD 21620
      /26

      Est $269,275 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,050 Sq Ft

      10561 Millbrook Dr, Chestertown, MD 21620

      10561 Millbrook Dr, Chestertown, MD 21620
    • 27985 River Rd, Chestertown, MD 21620
      27985 River Rd, Chestertown, MD 21620
      27985 River Rd, Chestertown, MD 21620
      /6

      Est $176,801 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 912 Sq Ft

      27985 River Rd, Chestertown, MD 21620

      27985 River Rd, Chestertown, MD 21620
    • 112 Riverside Terrace Unit 5, Chestertown, MD 21620
      112 Riverside Terrace Unit 5, Chestertown, MD 21620
      112 Riverside Terrace Unit 5, Chestertown, MD 21620
      /18

      Est $258,600 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft

      112 Riverside Terrace Unit 5, Chestertown, MD 21620

      112 Riverside Terrace Unit 5, Chestertown, MD 21620
    • 0 Foxchase Dr, Chestertown, MD 21620
      0 Foxchase Dr, Chestertown, MD 21620
      0 Foxchase Dr, Chestertown, MD 21620
      /29

      Not Listed For Sale

      0 Foxchase Dr, Chestertown, MD 21620

      0 Foxchase Dr, Chestertown, MD 21620
    • 0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      /13

      Not Listed For Sale

      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620

      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
    • 104 W Campus Ave, Chestertown, MD 21620
      104 W Campus Ave, Chestertown, MD 21620
      104 W Campus Ave, Chestertown, MD 21620
      /36

      Est $354,578 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 2,884 Sq Ft

      104 W Campus Ave, Chestertown, MD 21620

      104 W Campus Ave, Chestertown, MD 21620
    • 245 Island Lark Way, Chestertown, MD 21620
      245 Island Lark Way, Chestertown, MD 21620
      245 Island Lark Way, Chestertown, MD 21620
      /27

      Est $280,666 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      245 Island Lark Way, Chestertown, MD 21620

      245 Island Lark Way, Chestertown, MD 21620
    • 247 Island Lark Way, Chestertown, MD 21620
      247 Island Lark Way, Chestertown, MD 21620
      247 Island Lark Way, Chestertown, MD 21620
      /27

      Est $267,040 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      247 Island Lark Way, Chestertown, MD 21620

      247 Island Lark Way, Chestertown, MD 21620
    • 251 Island Lark Way, Chestertown, MD 21620
      251 Island Lark Way, Chestertown, MD 21620
      251 Island Lark Way, Chestertown, MD 21620
      /27

      Est $273,013 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      251 Island Lark Way, Chestertown, MD 21620

      251 Island Lark Way, Chestertown, MD 21620
    • 253 Island Lark Way, Chestertown, MD 21620
      253 Island Lark Way, Chestertown, MD 21620
      253 Island Lark Way, Chestertown, MD 21620
      /27

      Est $274,291 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      253 Island Lark Way, Chestertown, MD 21620

      253 Island Lark Way, Chestertown, MD 21620
    • 424 Chester River Heights Rd, Chestertown, MD 21620
      424 Chester River Heights Rd, Chestertown, MD 21620
      424 Chester River Heights Rd, Chestertown, MD 21620
      /31

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,491 Sq Ft

      424 Chester River Heights Rd, Chestertown, MD 21620

      424 Chester River Heights Rd, Chestertown, MD 21620
    • 0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620
      0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620
      0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620
      /3

      Not Listed For Sale

      0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620

      0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620
    • 10044 John Carvill (4th Point) Rd, Chestertown, MD 21620
      10044 John Carvill (4th Point) Rd, Chestertown, MD 21620
      10044 John Carvill (4th Point) Rd, Chestertown, MD 21620
      /85

      Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,477 Sq Ft

      10044 John Carvill (4th Point) Rd, Chestertown, MD 21620

      10044 John Carvill (4th Point) Rd, Chestertown, MD 21620
    • 237 Island Lark Way, Chestertown, MD 21620
      237 Island Lark Way, Chestertown, MD 21620
      237 Island Lark Way, Chestertown, MD 21620
      /27

      Est $268,150 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,356 Sq Ft

      237 Island Lark Way, Chestertown, MD 21620

      237 Island Lark Way, Chestertown, MD 21620
    • 241 Island Lark Way, Chestertown, MD 21620
      241 Island Lark Way, Chestertown, MD 21620
      241 Island Lark Way, Chestertown, MD 21620
      /27

      Est $267,512 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,356 Sq Ft

      241 Island Lark Way, Chestertown, MD 21620

      241 Island Lark Way, Chestertown, MD 21620
    • 243 Island Lark Way, Chestertown, MD 21620
      243 Island Lark Way, Chestertown, MD 21620
      243 Island Lark Way, Chestertown, MD 21620
      /27

      Est $280,126 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,356 Sq Ft

      243 Island Lark Way, Chestertown, MD 21620

      243 Island Lark Way, Chestertown, MD 21620
    • 239 Island Lark Way, Chestertown, MD 21620
      239 Island Lark Way, Chestertown, MD 21620
      239 Island Lark Way, Chestertown, MD 21620
      /27

      Est $269,117 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,356 Sq Ft

      239 Island Lark Way, Chestertown, MD 21620

      239 Island Lark Way, Chestertown, MD 21620
    • 21321 Persimmon Dr, Chestertown, MD 21620
      21321 Persimmon Dr, Chestertown, MD 21620
      21321 Persimmon Dr, Chestertown, MD 21620
      /13

      Est $158,538 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,232 Sq Ft

      21321 Persimmon Dr, Chestertown, MD 21620

      21321 Persimmon Dr, Chestertown, MD 21620
    • 318 Landing Ln Unit 30, Chestertown, MD 21620
      318 Landing Ln Unit 30, Chestertown, MD 21620
      318 Landing Ln Unit 30, Chestertown, MD 21620
      /39

      Est $711,654 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths

      318 Landing Ln Unit 30, Chestertown, MD 21620

      318 Landing Ln Unit 30, Chestertown, MD 21620
    • 407 S Cross St Unit 4, Chestertown, MD 21620
      407 S Cross St Unit 4, Chestertown, MD 21620
      407 S Cross St Unit 4, Chestertown, MD 21620
      /30

      Est $633,284 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,183 Sq Ft

      407 S Cross St Unit 4, Chestertown, MD 21620

      407 S Cross St Unit 4, Chestertown, MD 21620
    • 0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620
      0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620
      0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620
      /44

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft

      0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620

      0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620
    • 401 S Cross St Unit 1, Chestertown, MD 21620
      401 S Cross St Unit 1, Chestertown, MD 21620
      401 S Cross St Unit 1, Chestertown, MD 21620
      /29

      Est $602,717 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,181 Sq Ft

      401 S Cross St Unit 1, Chestertown, MD 21620

      401 S Cross St Unit 1, Chestertown, MD 21620
    • 105 N Water St Unit 4, Chestertown, MD 21620
      105 N Water St Unit 4, Chestertown, MD 21620
      105 N Water St Unit 4, Chestertown, MD 21620
      /31

      Est $536,375 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,011 Sq Ft

      105 N Water St Unit 4, Chestertown, MD 21620

      105 N Water St Unit 4, Chestertown, MD 21620
    • 119 Court St, Chestertown, MD 21620
      119 Court St, Chestertown, MD 21620
      119 Court St, Chestertown, MD 21620
      /19

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,280 Sq Ft

      119 Court St, Chestertown, MD 21620

      119 Court St, Chestertown, MD 21620
    • 113 Court St, Chestertown, MD 21620
      113 Court St, Chestertown, MD 21620
      113 Court St, Chestertown, MD 21620
      /4

      Est $212,857 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      113 Court St, Chestertown, MD 21620

      113 Court St, Chestertown, MD 21620

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