6,886

Chestertown, MD Homes

Section Image
    • 235 Burchard Sawmill Rd, Chestertown, MD 21620
      235 Burchard Sawmill Rd, Chestertown, MD 21620
      235 Burchard Sawmill Rd, Chestertown, MD 21620
      /24

      Est $232,990 Not Listed For Sale

      235 Burchard Sawmill Rd, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1930
      235 Burchard Sawmill Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7% Below List Price
      • $289/SF
      • 115 Days On Market

      Last Sold Price $250,000

      Last Listing Agent John Carroll Village Real Estate Company LLC

  • 0 Buck Neck Landing Rd, Chestertown, MD 21620
    0 Buck Neck Landing Rd, Chestertown, MD 21620
    /2

    $10,000

    • Land
    • 0.55 Acre
    • $18,182 per Acre

    0 Buck Neck Landing Rd, Chestertown, MD 21620

    Lot 60, 61, 62. No perc on file at this time. Property was tested years ago and did not perc.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually, community members have access to both Worton Wharf and Mill Creek Marinas. Ramps provide small craft access to Worton Creek.

    Michelle Abplanalp Rosendale Realty

    0 Buck Neck Landing Rd, Chestertown, MD 21620
  • 508 Cannon St, Chestertown, MD 21620
    508 Cannon St, Chestertown, MD 21620
    508 Cannon St, Chestertown, MD 21620
    /20

    $150,000 Sold Jun 06, 2025

    508 Cannon St, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 2,240 Sq Ft
    • Built 1921

    Last Sold Summary

    • $67/SF
    • 0 Days On Market

    Current Estimated Value $163,317

    Last Listing Agent Deborah Dawkins Coldwell Banker Realty

    508 Cannon St, Chestertown, MD 21620
    • 205 Deep Landing Rd, Chestertown, MD 21620
      205 Deep Landing Rd, Chestertown, MD 21620
      205 Deep Landing Rd, Chestertown, MD 21620
      /49

      Est $427,555 Not Listed For Sale

      205 Deep Landing Rd, Chestertown, MD 21620

      • 4 Beds
      • 1 Bath
      • 1,456 Sq Ft
      • Built 1957
      205 Deep Landing Rd, Chestertown, MD 21620

      Last Sold Summary

      • 50% Above List Price
      • $196/SF
      • 6 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Christopher Nolte Coldwell Banker Realty

  • 0 Spinnaker Rd, Chestertown, MD 21620
    0 Spinnaker Rd, Chestertown, MD 21620
    /2

    $38,000

    • Land
    • 0.56 Acre
    • $67,857 per Acre

    0 Spinnaker Rd, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Spinnaker Rd, Chestertown, MD 21620
  • 0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    /5

    $11,000 Sold May 29, 2025

    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620

    • Land
    • 0.34 Acre
    • $32,353 per Acre

    Last Sold Summary

    • 371 Days On Market

    Last Listing Agent Adam Shpritz Ashland Auction Group LLC

    0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620
    • 101 Char Nor Manor Blvd, Chestertown, MD 21620
      101 Char Nor Manor Blvd, Chestertown, MD 21620
      101 Char Nor Manor Blvd, Chestertown, MD 21620
      /8

      Est $368,867 Not Listed For Sale

      101 Char Nor Manor Blvd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,156 Sq Ft
      • Built 1965
      101 Char Nor Manor Blvd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $285/SF
      • 1 Day On Market

      Last Sold Price $330,000

      Last Listing Agent Samantha Powell Keller Williams Real Estate - Media

  • 204 Rolling Rd, Chestertown, MD 21620
    204 Rolling Rd, Chestertown, MD 21620
    204 Rolling Rd, Chestertown, MD 21620
    /31

    $345,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    204 Rolling Rd, Chestertown, MD 21620

    Live with ease in this beautifully updated and maintained one floor home in downtown Chestertown. The current owners put a large addition on the house that includes a family room with wood burning stove, sunroom, and primary suite with en suite bathroom and walk in closet. A large laundry room on the main floor and updated kitchen with tons of counter space were other valuable design updates. The

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    204 Rolling Rd, Chestertown, MD 21620
  • 111 Cee Jay Rd, Chestertown, MD 21620
    111 Cee Jay Rd, Chestertown, MD 21620
    111 Cee Jay Rd, Chestertown, MD 21620
    /38

    $349,000 Sold Oct 16, 2025

    111 Cee Jay Rd, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2021

    Last Sold Summary

    • $249/SF
    • 10 Days On Market

    Current Estimated Value $359,201

    Last Listing Agent Michelle Abplanalp Rosendale Realty

    111 Cee Jay Rd, Chestertown, MD 21620
    • 305 Pine Tree Rd, Chestertown, MD 21620
      305 Pine Tree Rd, Chestertown, MD 21620
      305 Pine Tree Rd, Chestertown, MD 21620
      /17

      Est $226,420 Not Listed For Sale

      305 Pine Tree Rd, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 826 Sq Ft
      • Built 1961
      305 Pine Tree Rd, Chestertown, MD 21620

      Last Sold Summary

      • 13% Below List Price
      • $315/SF
      • 298 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

  • 35 Landing Ln, Chestertown, MD 21620
    35 Landing Ln, Chestertown, MD 21620
    35 Landing Ln, Chestertown, MD 21620
    /26

    $786,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    35 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like

    Julia Hilfiker Gunther-McClary Real Estate

    35 Landing Ln, Chestertown, MD 21620
  • 10575 Hyala Ct, Chestertown, MD 21620
    10575 Hyala Ct, Chestertown, MD 21620
    10575 Hyala Ct, Chestertown, MD 21620
    /22

    $359,000 Sold Jul 31, 2025

    10575 Hyala Ct, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 2003

    Last Sold Summary

    • $181/SF
    • 5 Days On Market

    Current Estimated Value $362,213

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    10575 Hyala Ct, Chestertown, MD 21620
    • 139 Church Meadow Ct, Chestertown, MD 21620
      139 Church Meadow Ct, Chestertown, MD 21620
      139 Church Meadow Ct, Chestertown, MD 21620
      /71

      Est $541,107 Not Listed For Sale

      139 Church Meadow Ct, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2008
      139 Church Meadow Ct, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $183/SF
      • 3 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Scott Hogan Long & Foster

  • 611 Cannon St, Chestertown, MD 21620
    611 Cannon St, Chestertown, MD 21620
    611 Cannon St, Chestertown, MD 21620
    /18

    $275,000

    • 2 Beds
    • 1.5 Baths
    • 920 Sq Ft

    611 Cannon St, Chestertown, MD 21620

    This 2-bedroom, 1.5-bath bungalow offers a bright, open layout with updates throughout. The home features a sun-filled front room, an eat-in kitchen with new butcher block seating and updated appliances, and a fully renovated bathroom with new tile and a modern vanity. A rear utility room with laundry provides extra storage and access to a small backyard—perfect for gardening or relaxing

    Hayley Norris Select Land & Homes, LLC

    611 Cannon St, Chestertown, MD 21620
  • 304 Hilltop Ln, Chestertown, MD 21620
    304 Hilltop Ln, Chestertown, MD 21620
    304 Hilltop Ln, Chestertown, MD 21620
    /31

    $215,000 Sold Sep 26, 2025

    304 Hilltop Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,199 Sq Ft
    • Built 2005

    Last Sold Summary

    • $179/SF
    • 34 Days On Market

    Current Estimated Value $223,419

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    304 Hilltop Ln, Chestertown, MD 21620
    • 109 Coleman Dr, Chestertown, MD 21620
      109 Coleman Dr, Chestertown, MD 21620
      109 Coleman Dr, Chestertown, MD 21620
      /49

      Est $419,979 Not Listed For Sale

      109 Coleman Dr, Chestertown, MD 21620

      • 4 Beds
      • 3 Baths
      • 1,792 Sq Ft
      • Built 1988
      109 Coleman Dr, Chestertown, MD 21620

      Last Sold Summary

      • 3% Above List Price
      • $228/SF
      • 1 Day On Market

      Last Sold Price $409,000

      Last Listing Agent Ken Roderick Chesapeake Real Estate Associates, LLC

  • 0 Tonopah Rd Unit MDKE2005564, Chestertown, MD 21620
    0 Tonopah Rd Unit MDKE2005564, Chestertown, MD 21620
    /2

    $40,000 Under Contract

    • Land
    • 0.34 Acre
    • $117,647 per Acre

    0 Tonopah Rd Unit MDKE2005564, Chestertown, MD 21620

    Lots 287 and 288 on Tonopah Rd. in Chestertown. 15,000 sq/ft, .344 acres. Approved perc site on file. The HO Association is voluntary. For an annual fee of $40 water access is offered to the boat ramp and Worton Creek. Marina and Boat slips are available through application for an extra fee. Check with Listing Agent for more information about the community.

    Jo Ann Edwards The Hogans Agency

    0 Tonopah Rd Unit MDKE2005564, Chestertown, MD 21620
  • 9190 N Bayview Ave, Chestertown, MD 21620
    9190 N Bayview Ave, Chestertown, MD 21620
    9190 N Bayview Ave, Chestertown, MD 21620
    /38

    $285,000 Sold Sep 05, 2025

    9190 N Bayview Ave, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1969

    Last Sold Summary

    • $246/SF
    • 12 Days On Market

    Current Estimated Value $305,336

    Last Listing Agent Hayley Norris Select Land & Homes, LLC

    9190 N Bayview Ave, Chestertown, MD 21620
    • 105 Coleman Dr, Chestertown, MD 21620
      105 Coleman Dr, Chestertown, MD 21620
      105 Coleman Dr, Chestertown, MD 21620
      /45

      Est $455,055 Not Listed For Sale

      105 Coleman Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,128 Sq Ft
      • Built 1988
      105 Coleman Dr, Chestertown, MD 21620

      Last Sold Summary

      • 3% Above List Price
      • $207/SF
      • 2 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Jenn Klarman Long & Foster

  • 0 Elm St Unit MDKE2003590, Chestertown, MD 21620
    0 Elm St Unit MDKE2003590, Chestertown, MD 21620
    0 Elm St Unit MDKE2003590, Chestertown, MD 21620
    /3

    $20,000 Under Contract

    • Land
    • 0.09 Acre
    • $222,222 per Acre

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620

    One parcel comprised of 2 cleared lots in Tolchester Estates. The community is on the Chesapeake Bay and the residents have access to the beach and there is a marina close by.County states water/sewer allocation is available. Buyer to confirm with due diligence.

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620
  • 110 S Mill St, Chestertown, MD 21620
    110 S Mill St, Chestertown, MD 21620
    110 S Mill St, Chestertown, MD 21620
    /39

    $695,000 Sold Nov 05, 2025

    110 S Mill St, Chestertown, MD 21620

    • 3 Beds
    • 3.5 Baths
    • 2,492 Sq Ft
    • Built 1900

    Last Sold Summary

    • $279/SF
    • 7 Days On Market

    Current Estimated Value $681,541

    Last Listing Agent John Burke Gunther-McClary Real Estate

    110 S Mill St, Chestertown, MD 21620
    • 236 Duke of Kent St, Chestertown, MD 21620
      236 Duke of Kent St, Chestertown, MD 21620
      236 Duke of Kent St, Chestertown, MD 21620
      /29

      Est $408,968 Not Listed For Sale

      236 Duke of Kent St, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,780 Sq Ft
      • Built 1994
      236 Duke of Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $202/SF
      • 1 Day On Market

      Last Sold Price $359,000

      Last Listing Agent Jody Baker Cross Street Realtors LLC

  • 0 Cromwell Clark Rd, Chestertown, MD 21620
    0 Cromwell Clark Rd, Chestertown, MD 21620
    0 Cromwell Clark Rd, Chestertown, MD 21620
    /19

    $3,000,000

    • Land
    • 87.34 Acres
    • $34,349 per Acre

    0 Cromwell Clark Rd, Chestertown, MD 21620

    Potential for Residential Development!87 Acre land tract that is annexed into the town of Chestertown and is served with municipal services. The property is zoned residential (R-3 and R-4) and has been previously studied for residential development. The 44± acres of farmland are surrounded by a forested buffer that may nicely serve the future layout and privacy of a residential community.

    BRIAN MORRIS The Land Group

    0 Cromwell Clark Rd, Chestertown, MD 21620
  • 107 Chester Arms Dr, Chestertown, MD 21620
    107 Chester Arms Dr, Chestertown, MD 21620
    107 Chester Arms Dr, Chestertown, MD 21620
    /19

    $230,000 Sold May 01, 2025

    107 Chester Arms Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 2022

    Last Sold Summary

    • $202/SF
    • 14 Days On Market

    Current Estimated Value $249,118

    Last Listing Agent Casey Scattergood Cross Street Realtors LLC

    107 Chester Arms Dr, Chestertown, MD 21620
    • 117 Primrose Rd, Chestertown, MD 21620
      117 Primrose Rd, Chestertown, MD 21620
      117 Primrose Rd, Chestertown, MD 21620
      /15

      Est $358,763 Not Listed For Sale

      117 Primrose Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,460 Sq Ft
      • Built 1972
      117 Primrose Rd, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $132/SF
      • 112 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Herschell Claggett Davis Real Estate, Inc.

  • 0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
    /2

    $10,000

    • Land
    • 0.34 Acre
    • $29,412 per Acre

    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620

    Build Your Dream Home on Two Expansive Lots in Chesapeake Landing!15,000 SQFT of prime land combining Lots 191 & 192 on the south side of Clarissa Road, Block 2 of Chesapeake Landing, all under one tax ID. This is a rare opportunity to design and build your custom home in a sought-after community where nearby homes are selling in the high $600Ks!Enjoy the charm of Chestertown living, just

    Rena Champaco Samson Properties

    0 Clarissa Rd Unit MDKE2005786, Chestertown, MD 21620
  • 0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
    /12

    $162,000 Sold Nov 10, 2025

    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620

    • Land
    • 5.34 Acres
    • $30,337 per Acre

    Last Sold Summary

    • 64 Days On Market

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
    • 205 Creston Rd, Chestertown, MD 21620
      205 Creston Rd, Chestertown, MD 21620
      205 Creston Rd, Chestertown, MD 21620
      /22

      Est $341,015 Not Listed For Sale

      205 Creston Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,338 Sq Ft
      • Built 1975
      205 Creston Rd, Chestertown, MD 21620

      Last Sold Summary

      • 1% Above List Price
      • $252/SF
      • 16 Days On Market

      Last Sold Price $337,000

      Last Listing Agent Jarnell Foster Benson & Mangold, LLC

  • 23698 L Rd, Chestertown, MD 21620
    23698 L Rd, Chestertown, MD 21620
    23698 L Rd, Chestertown, MD 21620
    /5

    $24,000

    • Land
    • 2.6 Acres
    • $9,231 per Acre

    23698 L Rd, Chestertown, MD 21620

    Property record consists of two lots for a total of 2.6 Acres zoned Village. Please notify listing agent if you intend to walk the property.

    Joe Howerton Taylor Properties

    23698 L Rd, Chestertown, MD 21620
  • 22570 Bay Shore Rd, Chestertown, MD 21620
    22570 Bay Shore Rd, Chestertown, MD 21620
    22570 Bay Shore Rd, Chestertown, MD 21620
    /73

    $435,000 Sold Sep 30, 2025

    22570 Bay Shore Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • Built 2003

    Last Sold Summary

    • $243/SF
    • 42 Days On Market

    Current Estimated Value $447,993

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    22570 Bay Shore Rd, Chestertown, MD 21620
    • 313 River Rd, Chestertown, MD 21620
      313 River Rd, Chestertown, MD 21620
      313 River Rd, Chestertown, MD 21620
      /35

      Est $397,055 Not Listed For Sale

      313 River Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,080 Sq Ft
      • Built 1964
      313 River Rd, Chestertown, MD 21620

      Last Sold Summary

      • 4% Above List Price
      • $183/SF
      • 3 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • 201 N Lynchburg St, Chestertown, MD 21620
    201 N Lynchburg St, Chestertown, MD 21620
    201 N Lynchburg St, Chestertown, MD 21620
    /13

    $795,000

    • 2 Baths
    • 2,045 Sq Ft

    201 N Lynchburg St, Chestertown, MD 21620

    Currently used as a church and in the Downtown Residential R-5 zoning. This sale also includes 5 additional residential lots.

    John Ford RE/MAX Associates-Hockessin

    201 N Lynchburg St, Chestertown, MD 21620
  • 10640 Watonga Rd, Chestertown, MD 21620
    10640 Watonga Rd, Chestertown, MD 21620
    10640 Watonga Rd, Chestertown, MD 21620
    /31

    $305,000 Sold Apr 01, 2025

    10640 Watonga Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1995

    Last Sold Summary

    • $255/SF
    • 2 Days On Market

    Current Estimated Value $316,395

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    10640 Watonga Rd, Chestertown, MD 21620
    • 124 Edmore Rd, Chestertown, MD 21620
      124 Edmore Rd, Chestertown, MD 21620
      124 Edmore Rd, Chestertown, MD 21620
      /28

      Est $279,903 Not Listed For Sale

      124 Edmore Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1974
      124 Edmore Rd, Chestertown, MD 21620

      Last Sold Summary

      • 11% Above List Price
      • $239/SF
      • 2 Days On Market

      Last Sold Price $252,000

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • 0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620
    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620
    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620
    /7

    $5,000

    • Land
    • 0.37 Acre
    • $13,514 per Acre

    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 3/16/2026 @ 10:00 AM. Bidding ends 3/18/2026 @ 12:20 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to all the attractions in Chestertown, Maryland. It offers easy

    Adam Shpritz Ashland Auction Group LLC

    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620
  • 411 Greenwood Ave, Chestertown, MD 21620
    411 Greenwood Ave, Chestertown, MD 21620
    411 Greenwood Ave, Chestertown, MD 21620
    /32

    $415,000 Sold Jan 07, 2026

    411 Greenwood Ave, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,676 Sq Ft
    • Built 2003

    Last Sold Summary

    • $248/SF
    • 1 Day On Market

    Current Estimated Value $423,577

    Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    411 Greenwood Ave, Chestertown, MD 21620
    • 729 Rosin Dr, Chestertown, MD 21620
      729 Rosin Dr, Chestertown, MD 21620
      729 Rosin Dr, Chestertown, MD 21620
      /32

      Est $316,094 Not Listed For Sale

      729 Rosin Dr, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1975
      729 Rosin Dr, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $275/SF
      • 5 Days On Market

      Last Sold Price $289,900

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • 21324 Persimmon Dr, Chestertown, MD 21620
    21324 Persimmon Dr, Chestertown, MD 21620
    21324 Persimmon Dr, Chestertown, MD 21620
    /17

    $152,000

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

    21324 Persimmon Dr, Chestertown, MD 21620

    2 level townhome in sought after Tolchester Village! Features a terrific open kitchen with stainless steel appliances, nice living room/dining room combination with a slider to the patio. Bedrooms are good sized and have vaulted ceilings! Tolchester Village is a quaint community that underwent a complete renovation in 2021. Public water and sewer! Common areas include a playground. Affordable,

    JT Powell Coldwell Banker Realty - Washington

    21324 Persimmon Dr, Chestertown, MD 21620
  • 118 Char Nor Manor Blvd, Chestertown, MD 21620
    118 Char Nor Manor Blvd, Chestertown, MD 21620
    118 Char Nor Manor Blvd, Chestertown, MD 21620
    /34

    $265,000 Sold May 02, 2025

    118 Char Nor Manor Blvd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • Built 1965

    Last Sold Summary

    • $238/SF
    • 120 Days On Market

    Current Estimated Value $275,210

    Last Listing Agent Rylie Patrick Chesapeake Real Estate Associates, LLC

    118 Char Nor Manor Blvd, Chestertown, MD 21620
    • 201 Tamarack Rd, Chestertown, MD 21620
      201 Tamarack Rd, Chestertown, MD 21620
      201 Tamarack Rd, Chestertown, MD 21620
      /50

      Est $348,362 Not Listed For Sale

      201 Tamarack Rd, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 1,225 Sq Ft
      • Built 1973
      201 Tamarack Rd, Chestertown, MD 21620

      Last Sold Summary

      • 2% Above List Price
      • $279/SF
      • 1 Day On Market

      Last Sold Price $342,000

      Last Listing Agent Petra Quinn Realty Navigator

Showing Results 241 - 280, Page 7 of 18

Maryland Kent County Chestertown

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group