7,012

Homes in ZIP Code 21620

Section Image
  • 619 Cannon St, Chestertown, MD 21620
    619 Cannon St, Chestertown, MD 21620
    619 Cannon St, Chestertown, MD 21620
    /9

    $190,500 Sold Jul 22, 2025

    619 Cannon St, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 882 Sq Ft
    • Built 1983

    Last Sold Summary

    • $216/SF
    • 50 Days On Market

    Current Estimated Value $201,070

    Last Listing Agent Sarah King Cross Street Realtors LLC

    619 Cannon St, Chestertown, MD 21620
    • 111 Manor Ave, Chestertown, MD 21620
      111 Manor Ave, Chestertown, MD 21620
      111 Manor Ave, Chestertown, MD 21620
      /44

      Est $409,963 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      111 Manor Ave, Chestertown, MD 21620

      111 Manor Ave, Chestertown, MD 21620
  • 7521 Pine Ave, Chestertown, MD 21620
    7521 Pine Ave, Chestertown, MD 21620
    7521 Pine Ave, Chestertown, MD 21620
    /24

    $250,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    7521 Pine Ave, Chestertown, MD 21620

    Priced to sell! This 3-bedroom, 1-bath rancher in Quaker Estates offers convenient living just minutes from downtown Chestertown. Features include an oversized pole building with cement floors and electric, plus a long blacktop driveway for plenty of parking. Bring your vision for this home to life and add instant equity with cosmetic updates! It has been lovingly maintained with a newer roof and

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    7521 Pine Ave, Chestertown, MD 21620
  • 206 Barroll Dr, Chestertown, MD 21620
    206 Barroll Dr, Chestertown, MD 21620
    206 Barroll Dr, Chestertown, MD 21620
    /35

    $438,000 Sold Sep 30, 2025

    206 Barroll Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1986

    Last Sold Summary

    • $241/SF
    • 52 Days On Market

    Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    206 Barroll Dr, Chestertown, MD 21620
    • 631 High St, Chestertown, MD 21620
      631 High St, Chestertown, MD 21620
      631 High St, Chestertown, MD 21620
      /9

      Est $246,052 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,234 Sq Ft

      631 High St, Chestertown, MD 21620

      631 High St, Chestertown, MD 21620
  • 0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
    /7

    $89,500

    • Land
    • 3.92 Acres
    • $22,832 per Acre

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620

    Nearly 4 Acres of Wooded Privacy!Bring your vision to life on this beautiful, almost 4-acre parcel surrounded by nature. The water and sewer allocation has already been paid—a $16,200 value! The lot is mostly level with a few natural clearings throughout, offering several great options for a home site. The rear portion of the property is designated palustrine forested shrub wetlands, though

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
  • 111 Elm St, Chestertown, MD 21620
    111 Elm St, Chestertown, MD 21620
    111 Elm St, Chestertown, MD 21620
    /12

    $212,000 Sold Dec 30, 2024

    111 Elm St, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,275 Sq Ft
    • Built 1959

    Last Sold Summary

    • $166/SF
    • 16 Days On Market

    Current Estimated Value $237,939

    Last Listing Agent Andy Batch Keller Williams Select Realtors of Annapolis

    111 Elm St, Chestertown, MD 21620
    • 207 N Queen St, Chestertown, MD 21620
      207 N Queen St, Chestertown, MD 21620
      207 N Queen St, Chestertown, MD 21620
      /44

      Est $598,574 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,244 Sq Ft

      207 N Queen St, Chestertown, MD 21620

      207 N Queen St, Chestertown, MD 21620
  • 109 Wilton Rd, Chestertown, MD 21620
    109 Wilton Rd, Chestertown, MD 21620
    109 Wilton Rd, Chestertown, MD 21620
    /31

    $344,900

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    109 Wilton Rd, Chestertown, MD 21620

    Welcome to this charming 3-bedroom, 2-bathroom rancher, offering the perfect blend of comfort and convenience with one-level living in the desirable Chester Harbor community. Set on a spacious .76-acre lot on the Queen Anne's side of the Chester River, this home is ideally situated in a water-oriented neighborhood, perfect for boating enthusiasts and nature lovers alike. The home boasts a large

    Amy Larrauri Chesapeake Real Estate Associates, LLC

    109 Wilton Rd, Chestertown, MD 21620
  • 123 Burchard Sawmill Rd, Chestertown, MD 21620
    123 Burchard Sawmill Rd, Chestertown, MD 21620
    123 Burchard Sawmill Rd, Chestertown, MD 21620
    /53

    $485,000 Sold May 01, 2025

    123 Burchard Sawmill Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,648 Sq Ft
    • Built 1918

    Last Sold Summary

    • $294/SF
    • 4 Days On Market

    Current Estimated Value $483,735

    Last Listing Agent Crystal Pickett EXP Realty, LLC

    123 Burchard Sawmill Rd, Chestertown, MD 21620
    • 7694 Waterview Ln, Chestertown, MD 21620
      7694 Waterview Ln, Chestertown, MD 21620
      7694 Waterview Ln, Chestertown, MD 21620
      /13

      Est $831,755 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,322 Sq Ft

      7694 Waterview Ln, Chestertown, MD 21620

      7694 Waterview Ln, Chestertown, MD 21620
  • 0 Redfield Rd Unit MDKE2002842, Chestertown, MD 21620
    0 Redfield Rd Unit MDKE2002842, Chestertown, MD 21620
    /2

    $38,000

    • Land
    • 0.34 Acre
    • $111,765 per Acre

    0 Redfield Rd Unit MDKE2002842, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Redfield Rd Unit MDKE2002842, Chestertown, MD 21620
  • 105 Parma Rd, Chestertown, MD 21620
    105 Parma Rd, Chestertown, MD 21620
    105 Parma Rd, Chestertown, MD 21620
    /28

    $322,000 Sold Nov 14, 2025

    105 Parma Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1992

    Last Sold Summary

    • $261/SF
    • 5 Days On Market

    Last Listing Agent Norma Coursey Benson & Mangold, LLC

    105 Parma Rd, Chestertown, MD 21620
    • 10705 Tilden Ln, Chestertown, MD 21620
      10705 Tilden Ln, Chestertown, MD 21620
      10705 Tilden Ln, Chestertown, MD 21620
      /50

      Est $1,345,762 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,345 Sq Ft

      10705 Tilden Ln, Chestertown, MD 21620

      10705 Tilden Ln, Chestertown, MD 21620
  • 121 Primrose Rd, Chestertown, MD 21620
    121 Primrose Rd, Chestertown, MD 21620
    121 Primrose Rd, Chestertown, MD 21620
    /22

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 2,034 Sq Ft

    121 Primrose Rd, Chestertown, MD 21620

    Welcome to 121 Primrose Road, a spacious two-story residence offering 2,034 square feet on a .345-acre lot. This well-built home delivers comfort, functionality, and potential in a peaceful setting just outside downtown Chestertown. Inside, you’ll find three bedrooms and two full baths upstairs plus a convenient half bath on the main level. The main floor features a bright living area, a classic

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    121 Primrose Rd, Chestertown, MD 21620
  • 7988 Aldan Dr, Chestertown, MD 21620
    7988 Aldan Dr, Chestertown, MD 21620
    7988 Aldan Dr, Chestertown, MD 21620
    /56

    $759,000 Sold Jul 01, 2025

    7988 Aldan Dr, Chestertown, MD 21620

    • 5 Beds
    • 3 Baths
    • 3,394 Sq Ft
    • Built 2000

    Last Sold Summary

    • $224/SF
    • 2 Days On Market

    Current Estimated Value $758,830

    Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    7988 Aldan Dr, Chestertown, MD 21620
    • 215 Devon Dr, Chestertown, MD 21620
      215 Devon Dr, Chestertown, MD 21620
      215 Devon Dr, Chestertown, MD 21620
      /30

      Est $366,864 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft

      215 Devon Dr, Chestertown, MD 21620

      215 Devon Dr, Chestertown, MD 21620
  • 726 Aldora Dr, Chestertown, MD 21620
    726 Aldora Dr, Chestertown, MD 21620
    726 Aldora Dr, Chestertown, MD 21620
    /35

    $485,960 Sold Oct 31, 2025

    726 Aldora Dr, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 2,120 Sq Ft
    • Built 2025

    Last Sold Summary

    • $229/SF
    • 14 Days On Market

    Last Listing Agent Terri Hill Builder Solutions Realty

    726 Aldora Dr, Chestertown, MD 21620
    • 110 Camelot Dr, Chestertown, MD 21620
      110 Camelot Dr, Chestertown, MD 21620
      110 Camelot Dr, Chestertown, MD 21620
      /69

      Est $518,815 Not Listed For Sale

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

      110 Camelot Dr, Chestertown, MD 21620

      110 Camelot Dr, Chestertown, MD 21620
  • 10624 Millbrook Dr, Chestertown, MD 21620
    10624 Millbrook Dr, Chestertown, MD 21620
    10624 Millbrook Dr, Chestertown, MD 21620
    /20

    $246,000 Sold Aug 15, 2025

    10624 Millbrook Dr, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1988

    Last Sold Summary

    • $246/SF
    • 17 Days On Market

    Current Estimated Value $241,239

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    10624 Millbrook Dr, Chestertown, MD 21620
    • 103 Trafford Dr, Chestertown, MD 21620
      103 Trafford Dr, Chestertown, MD 21620
      103 Trafford Dr, Chestertown, MD 21620
      /31

      Est $355,254 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,944 Sq Ft

      103 Trafford Dr, Chestertown, MD 21620

      103 Trafford Dr, Chestertown, MD 21620
  • 206 Springbrook Ln, Millington, MD 21651
    206 Springbrook Ln, Millington, MD 21651
    206 Springbrook Ln, Millington, MD 21651
    /36

    $424,900 Sold Apr 18, 2025

    206 Springbrook Ln, Millington, MD 21651

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 2025

    Last Sold Summary

    • $253/SF
    • 3 Days On Market

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    206 Springbrook Ln, Millington, MD 21651
    • 208 N Mill St, Chestertown, MD 21620
      208 N Mill St, Chestertown, MD 21620
      208 N Mill St, Chestertown, MD 21620
      /41

      Est $392,105 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,537 Sq Ft

      208 N Mill St, Chestertown, MD 21620

      208 N Mill St, Chestertown, MD 21620
  • 213 N Queen St, Chestertown, MD 21620
    213 N Queen St, Chestertown, MD 21620
    213 N Queen St, Chestertown, MD 21620
    /3

    $675,000 Sold Jun 25, 2025

    213 N Queen St, Chestertown, MD 21620

    • 2 Beds
    • 2.5 Baths
    • 1,945 Sq Ft
    • Built 1904

    Last Sold Summary

    • $347/SF
    • 2 Days On Market

    Current Estimated Value $668,063

    Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

    213 N Queen St, Chestertown, MD 21620
    • 503 N Kent St, Chestertown, MD 21620
      503 N Kent St, Chestertown, MD 21620
      503 N Kent St, Chestertown, MD 21620
      /26

      Est $365,171 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,566 Sq Ft

      503 N Kent St, Chestertown, MD 21620

      503 N Kent St, Chestertown, MD 21620
  • 9194 N Bayview Ave, Chestertown, MD 21620
    9194 N Bayview Ave, Chestertown, MD 21620
    9194 N Bayview Ave, Chestertown, MD 21620
    /45

    $705,000 Sold Sep 26, 2025

    9194 N Bayview Ave, Chestertown, MD 21620

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 1939

    Last Sold Summary

    • $483/SF
    • 19 Days On Market

    Last Listing Agent John Burke Gunther-McClary Real Estate

    9194 N Bayview Ave, Chestertown, MD 21620
    • 202 Byford Dr, Chestertown, MD 21620
      202 Byford Dr, Chestertown, MD 21620
      202 Byford Dr, Chestertown, MD 21620
      /34

      Est $405,180 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      202 Byford Dr, Chestertown, MD 21620

      202 Byford Dr, Chestertown, MD 21620
  • 10705 Millbrook Dr, Chestertown, MD 21620
    10705 Millbrook Dr, Chestertown, MD 21620
    10705 Millbrook Dr, Chestertown, MD 21620
    /43

    $262,500 Sold May 29, 2025

    10705 Millbrook Dr, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft
    • Built 1988

    Last Sold Summary

    • $125/SF
    • 87 Days On Market

    Current Estimated Value $374,044

    Last Listing Agent Edward Kowalski EXP Realty, LLC

    10705 Millbrook Dr, Chestertown, MD 21620
    • 7755 Waterview Ln, Chestertown, MD 21620
      7755 Waterview Ln, Chestertown, MD 21620
      7755 Waterview Ln, Chestertown, MD 21620
      /65

      Est $1,037,519 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,730 Sq Ft

      7755 Waterview Ln, Chestertown, MD 21620

      7755 Waterview Ln, Chestertown, MD 21620
  • 101 Rivershore Rd, Chestertown, MD 21620
    101 Rivershore Rd, Chestertown, MD 21620
    /2

    $1,125,000 Sold Jun 10, 2025

    101 Rivershore Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft
    • Built 1950

    Last Sold Summary

    • $572/SF

    Current Estimated Value $1,004,039

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    101 Rivershore Rd, Chestertown, MD 21620
    • 9088 Point Ln, Chestertown, MD 21620
      9088 Point Ln, Chestertown, MD 21620
      9088 Point Ln, Chestertown, MD 21620
      /69

      Est $1,263,054 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,426 Sq Ft

      9088 Point Ln, Chestertown, MD 21620

      9088 Point Ln, Chestertown, MD 21620
  • 200 Fey Rd, Chestertown, MD 21620
    200 Fey Rd, Chestertown, MD 21620
    200 Fey Rd, Chestertown, MD 21620
    /18

    $375,000 Sold Oct 10, 2025

    200 Fey Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • Built 1996

    Last Sold Summary

    • $239/SF
    • 19 Days On Market

    Last Listing Agent Erik Hoferer Long & Foster Real Estate, Inc.

    200 Fey Rd, Chestertown, MD 21620
    • 7920 Carriage Ln, Chestertown, MD 21620
      7920 Carriage Ln, Chestertown, MD 21620
      7920 Carriage Ln, Chestertown, MD 21620
      /22

      Est $507,044 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,764 Sq Ft

      7920 Carriage Ln, Chestertown, MD 21620

      7920 Carriage Ln, Chestertown, MD 21620
  • 205 Pine St, Chestertown, MD 21620
    205 Pine St, Chestertown, MD 21620
    205 Pine St, Chestertown, MD 21620
    /23

    $296,337 Sold Sep 30, 2025

    205 Pine St, Chestertown, MD 21620

    • 3 Beds
    • 1.5 Baths
    • 2,212 Sq Ft
    • Built 1955

    Last Sold Summary

    • $134/SF
    • 32 Days On Market

    Last Listing Agent Herschell Claggett Davis Real Estate, Inc.

    205 Pine St, Chestertown, MD 21620
    • 209 E Campus Ave, Chestertown, MD 21620
      209 E Campus Ave, Chestertown, MD 21620
      209 E Campus Ave, Chestertown, MD 21620
      /34

      Est $490,107 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,397 Sq Ft

      209 E Campus Ave, Chestertown, MD 21620

      209 E Campus Ave, Chestertown, MD 21620
  • 716 Aldora Dr, Chestertown, MD 21620
    716 Aldora Dr, Chestertown, MD 21620
    716 Aldora Dr, Chestertown, MD 21620
    /35

    $510,184 Sold May 29, 2025

    716 Aldora Dr, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 2,120 Sq Ft
    • Built 2025

    Last Sold Summary

    • $241/SF
    • 0 Days On Market

    Last Listing Agent Terri Hill Builder Solutions Realty

    716 Aldora Dr, Chestertown, MD 21620
    • 25819 Collins Ave, Chestertown, MD 21620
      25819 Collins Ave, Chestertown, MD 21620
      25819 Collins Ave, Chestertown, MD 21620
      /55

      Est $635,614 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,952 Sq Ft

      25819 Collins Ave, Chestertown, MD 21620

      25819 Collins Ave, Chestertown, MD 21620
  • 10715 Kasota Rd, Chestertown, MD 21620
    10715 Kasota Rd, Chestertown, MD 21620
    10715 Kasota Rd, Chestertown, MD 21620
    /49

    $960,000 Sold Aug 27, 2025

    10715 Kasota Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,401 Sq Ft
    • Built 2005

    Last Sold Summary

    • $282/SF
    • 5 Days On Market

    Current Estimated Value $958,914

    Last Listing Agent Sarah King Cross Street Realtors LLC

    10715 Kasota Rd, Chestertown, MD 21620
    • 9545 Chantilly Farm Ln, Chestertown, MD 21620
      9545 Chantilly Farm Ln, Chestertown, MD 21620
      9545 Chantilly Farm Ln, Chestertown, MD 21620
      /64

      Est $1,437,636 Not Listed For Sale

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

      9545 Chantilly Farm Ln, Chestertown, MD 21620

      9545 Chantilly Farm Ln, Chestertown, MD 21620
  • 200 Hoffman Ln, Chestertown, MD 21620
    200 Hoffman Ln, Chestertown, MD 21620
    200 Hoffman Ln, Chestertown, MD 21620
    /8

    $360,000 Sold Jun 27, 2025

    200 Hoffman Ln, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • Built 1957

    Last Sold Summary

    • $319/SF
    • 15 Days On Market

    Current Estimated Value $405,700

    Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    200 Hoffman Ln, Chestertown, MD 21620

Showing Results 361 - 400, Page 10 of 18

Maryland Kent County Chestertown 21620

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