7,032

Homes in ZIP Code 21620

Section Image
  • 9925 Flatland Rd, Chestertown, MD 21620
    9925 Flatland Rd, Chestertown, MD 21620
    /2

    $180,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,368 Sq Ft

    9925 Flatland Rd, Chestertown, MD 21620

    As - Is

    Jordan Larigan LPT Realty, LLC

    9925 Flatland Rd, Chestertown, MD 21620
  • 108 Primrose Rd, Chestertown, MD 21620
    108 Primrose Rd, Chestertown, MD 21620
    108 Primrose Rd, Chestertown, MD 21620
    /49

    $392,500 Sold Jan 28, 2026

    108 Primrose Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Above List Price
    • $228/SF
    • 76 Days On Market

    Current Estimated Value $500,323

    Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    108 Primrose Rd, Chestertown, MD 21620
    • 411 Fairview Dr, Chestertown, MD 21620
      411 Fairview Dr, Chestertown, MD 21620
      411 Fairview Dr, Chestertown, MD 21620
      /30

      Est $552,282 Not Listed For Sale

      411 Fairview Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1977
      411 Fairview Dr, Chestertown, MD 21620

      Last Sold Summary

      • 15% Below List Price
      • $386/SF
      • 27 Days On Market

      Last Sold Price $649,000

      Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

  • Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    /6

    $10,000

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

    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620

    POST AUCTION: MAKE AN OFFER! Lot of Land located outside of Chestertown, Maryland within Kent County. Nearby attractions include Warton Creek Marina, Warton Creek, Attractions along Chesapeake Bay, & +/- 7 Miles to downtown Chestertown, Maryland. Easy Access to Major Traffic Artery Fairlee Road. Deposit: $5,000.

    Adam Shpritz Ashland Auction Group LLC

    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
  • 0 Fairlee Rd, Chestertown, MD 21620
    0 Fairlee Rd, Chestertown, MD 21620
    0 Fairlee Rd, Chestertown, MD 21620
    /8

    $50,000 Sold May 16, 2025

    0 Fairlee Rd, Chestertown, MD 21620

    • Land
    • 2.2 Acres
    • $22,727 per Acre

    Last Sold Summary

    • 159 Days On Market

    Last Listing Agent William Norris Select Land & Homes, LLC

    0 Fairlee Rd, Chestertown, MD 21620
    • 240 Princess Anne Dr, Chestertown, MD 21620
      240 Princess Anne Dr, Chestertown, MD 21620
      240 Princess Anne Dr, Chestertown, MD 21620
      /34

      Est $455,901 Not Listed For Sale

      240 Princess Anne Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,067 Sq Ft
      • Built 2003
      240 Princess Anne Dr, Chestertown, MD 21620

      Last Sold Summary

      • 6% Below List Price
      • $235/SF
      • 23 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Denis Gasper Benson & Mangold, LLC

  • 8276 Broad Neck Rd, Chestertown, MD 21620
    8276 Broad Neck Rd, Chestertown, MD 21620
    8276 Broad Neck Rd, Chestertown, MD 21620
    /82

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,383 Sq Ft

    8276 Broad Neck Rd, Chestertown, MD 21620

    Wait until you see this! Impecably maintained brick house on nearly 20 acres, overlooking a pond with tons of privacy. 2 large outbuildings. High-end upgrades and fixtures. The house has 4 bedrooms and 3.5 baths. A primary owner's suite on the main floor and an additional owner's suite on the second floor. Beautiful hardwood floors throughout. The main floor features a bar room and an office.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    8276 Broad Neck Rd, Chestertown, MD 21620
  • 7653 Broad Neck Rd, Chestertown, MD 21620
    7653 Broad Neck Rd, Chestertown, MD 21620
    7653 Broad Neck Rd, Chestertown, MD 21620
    /39

    $375,000 Sold Jan 08, 2026

    7653 Broad Neck Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 1,790 Sq Ft
    • Built 1987

    Last Sold Summary

    • $209/SF
    • 41 Days On Market

    Current Estimated Value $373,075

    Last Listing Agent Brian Petzold Benson & Mangold, LLC

    7653 Broad Neck Rd, Chestertown, MD 21620
    • 209 Princess Anne Dr, Chestertown, MD 21620
      209 Princess Anne Dr, Chestertown, MD 21620
      209 Princess Anne Dr, Chestertown, MD 21620
      /26

      Est $405,568 Not Listed For Sale

      209 Princess Anne Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 2001
      209 Princess Anne Dr, Chestertown, MD 21620

      Last Sold Summary

      • 2% Above List Price
      • $224/SF
      • 45 Days On Market

      Last Sold Price $398,000

      Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

  • 112 Elm St, Chestertown, MD 21620
    112 Elm St, Chestertown, MD 21620
    112 Elm St, Chestertown, MD 21620
    /19

    $269,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,356 Sq Ft

    112 Elm St, Chestertown, MD 21620

    Sought after location in College Heights. Short walk to downtown Chestertown and Parks. This cozy rancher is a diamond in the rough and is ready for new owners! located on a safe and quiet street, with public water and sewer with municipal pickups. Don't miss your opportunity to live in a great location! Being sold as is and priced accordingly.

    Brian Whitaker Coldwell Banker Waterman Realty

    112 Elm St, Chestertown, MD 21620
  • 4671 Cliffs City Rd, Chestertown, MD 21620
    4671 Cliffs City Rd, Chestertown, MD 21620
    4671 Cliffs City Rd, Chestertown, MD 21620
    /47

    $800,000 Sold Feb 20, 2026

    4671 Cliffs City Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,783 Sq Ft
    • Built 1967

    Last Sold Summary

    • $449/SF

    Current Estimated Value $891,576

    Last Listing Agent John Rolfes Cummings & Co. Realtors

    4671 Cliffs City Rd, Chestertown, MD 21620
    • 112 Pine Chip Rd, Chestertown, MD 21620
      112 Pine Chip Rd, Chestertown, MD 21620
      112 Pine Chip Rd, Chestertown, MD 21620
      /21

      Est $352,339 Not Listed For Sale

      112 Pine Chip Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft
      • Built 1978
      112 Pine Chip Rd, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $260/SF
      • 68 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Mary Fielding Coldwell Banker Chesapeake Real Estate Company

  • 0 Beltram Rd, Chestertown, MD 21620
    0 Beltram Rd, Chestertown, MD 21620
    0 Beltram Rd, Chestertown, MD 21620
    /6

    $5,000

    • Land
    • 0.34 Acre
    • $14,706 per Acre

    0 Beltram Rd, 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 @ 12:25 PM. The list price is the suggested opening bid. Deposit: $5,000. Lot of Land located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown, Maryland. Property is Vacant. Easy

    Adam Shpritz Ashland Auction Group LLC

    0 Beltram Rd, Chestertown, MD 21620
  • 249 Duke of Kent St, Chestertown, MD 21620
    249 Duke of Kent St, Chestertown, MD 21620
    249 Duke of Kent St, Chestertown, MD 21620
    /28

    $343,600 Sold Mar 26, 2025

    249 Duke of Kent St, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft
    • Built 2000

    Last Sold Summary

    • $221/SF
    • 14 Days On Market

    Current Estimated Value $355,250

    Last Listing Agent Lee Wolff FSBO Broker

    249 Duke of Kent St, Chestertown, MD 21620
    • 1316 Ewingtown Rd, Chestertown, MD 21620
      1316 Ewingtown Rd, Chestertown, MD 21620
      1316 Ewingtown Rd, Chestertown, MD 21620
      /60

      Est $634,020 Not Listed For Sale

      1316 Ewingtown Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 2,476 Sq Ft
      • Built 2002
      1316 Ewingtown Rd, Chestertown, MD 21620

      Last Sold Summary

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

      Last Sold Price $625,000

      Last Listing Agent Travis Gray Engel & Völkers Annapolis

  • 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

    Charming 3-bedroom, 2-bath rancher in the desirable Chester Harbor community. Situated on a spacious 0.76-acre lot, this home offers comfortable one-level living with a bright layout, private primary suite, and plenty of outdoor space to enjoy. Detached two-car garage provides ample storage and parking. Conveniently located just minutes from historic downtown Chestertown, marinas, shops, and

    Amy Larrauri Chesapeake Real Estate Associates, LLC

    109 Wilton Rd, Chestertown, MD 21620
  • 109 2nd St, Chestertown, MD 21620
    109 2nd St, Chestertown, MD 21620
    109 2nd St, Chestertown, MD 21620
    /9

    $75,000 Sold Dec 08, 2025

    109 2nd St, Chestertown, MD 21620

    • Land
    • 1.8 Acres
    • $41,667 per Acre

    Last Sold Summary

    • 49 Days On Market

    Current Estimated Value $84,667

    Last Listing Agent Adam Shpritz Ashland Auction Group LLC

    109 2nd St, Chestertown, MD 21620
    • 2607 Mcginnes Rd, Chestertown, MD 21620
      2607 Mcginnes Rd, Chestertown, MD 21620
      2607 Mcginnes Rd, Chestertown, MD 21620
      /24

      Est $311,826 Not Listed For Sale

      2607 Mcginnes Rd, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 1,216 Sq Ft
      • Built 1978
      2607 Mcginnes Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $239/SF
      • 5 Days On Market

      Last Sold Price $290,267

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • 23043 Bay Shore Spur, Chestertown, MD 21620
    23043 Bay Shore Spur, Chestertown, MD 21620
    23043 Bay Shore Spur, Chestertown, MD 21620
    /27

    $325,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,630 Sq Ft

    23043 Bay Shore Spur, Chestertown, MD 21620

    Located in the small Eastern Shore town of Fairlee, this spacious Bi-level sits on 1.65 acres of cleared land, just a short 10-minute drive to both Chestertown and Rock Hall. The home offers 3 bedrooms and 2 bathrooms, with a finished lower level for additional living space. A large sunroom with cathedral ceilings and walls of windows is the heart of the home, filling the space with natural

    Robin Fithian Rock Hall Properties Real Estate

    23043 Bay Shore Spur, Chestertown, MD 21620
  • 143 Char Nor Manor Blvd, Chestertown, MD 21620
    143 Char Nor Manor Blvd, Chestertown, MD 21620
    143 Char Nor Manor Blvd, Chestertown, MD 21620
    /66

    $868,000 Sold Oct 15, 2025

    143 Char Nor Manor Blvd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,073 Sq Ft
    • Built 2001

    Last Sold Summary

    • $419/SF
    • 12 Days On Market

    Current Estimated Value $872,785

    Last Listing Agent Barbara McCaffrey Redfin Corp

    143 Char Nor Manor Blvd, Chestertown, MD 21620
    • 208 Central Dr, Chestertown, MD 21620
      208 Central Dr, Chestertown, MD 21620
      208 Central Dr, Chestertown, MD 21620
      /23

      Est $282,226 Not Listed For Sale

      208 Central Dr, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1978
      208 Central Dr, Chestertown, MD 21620

      Last Sold Summary

      • 21% Above List Price
      • $209/SF
      • 4 Days On Market

      Last Sold Price $234,000

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • 23055 Old Fairlee Rd, Chestertown, MD 21620
    23055 Old Fairlee Rd, Chestertown, MD 21620
    23055 Old Fairlee Rd, Chestertown, MD 21620
    /26

    $330,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft

    23055 Old Fairlee Rd, Chestertown, MD 21620

    OPEN HOUSE SATURDAY 3/7/26 FROM 11am-1pm HOPE TO SEE YOU THERE !!!Enjoy easy single-story living in this well-maintained 3-bedroom, 2-bath home situated on a 1⁄2-acre lot backing to peaceful farmland. Offering privacy and scenic views, this property blends comfort, space, and thoughtful upgrades throughout. Recent improvements include vinyl siding, a newer roof, and luxury vinyl plank

    Deborah Callahan Benson & Mangold, LLC

    23055 Old Fairlee Rd, Chestertown, MD 21620
  • 0 Georgetown Rd SE Unit MDKE2005448, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005448, Chestertown, MD 21620
    /2

    $30,000 Sold Aug 29, 2025

    0 Georgetown Rd SE Unit MDKE2005448, Chestertown, MD 21620

    • Land
    • 0.83 Acre
    • $36,145 per Acre

    Last Sold Summary

    • 11 Days On Market

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Georgetown Rd SE Unit MDKE2005448, Chestertown, MD 21620
    • 112 Sheaffer Rd, Chestertown, MD 21620
      112 Sheaffer Rd, Chestertown, MD 21620
      112 Sheaffer Rd, Chestertown, MD 21620
      /48

      Est $520,717 Not Listed For Sale

      112 Sheaffer Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,864 Sq Ft
      • Built 1989
      112 Sheaffer Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $170/SF
      • 52 Days On Market

      Last Sold Price $486,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • 22681 Wood Yard Ln, Chestertown, MD 21620
    22681 Wood Yard Ln, Chestertown, MD 21620
    /2

    $15,000

    • Land
    • 0.52 Acre
    • $28,846 per Acre

    22681 Wood Yard Ln, Chestertown, MD 21620

    Half acre+ secluded wooded lot. There used to be a house on the property but county does not have well or septic records so buyer would need to perform perc test to build. There appears to be electric run to lot and there is a 16' right of way to access. Buyer to do any due diligence. Could be a great hunting property surrounded by woods and farmland!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    22681 Wood Yard Ln, Chestertown, MD 21620
  • 129 N Queen St, Chestertown, MD 21620
    129 N Queen St, Chestertown, MD 21620
    129 N Queen St, Chestertown, MD 21620
    /38

    $575,000 Sold Jun 06, 2025

    129 N Queen St, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,296 Sq Ft
    • Built 1920

    Last Sold Summary

    • $250/SF
    • 19 Days On Market

    Current Estimated Value $598,782

    Last Listing Agent William Norris Select Land & Homes, LLC

    129 N Queen St, Chestertown, MD 21620
    • 224 Fey Rd, Chestertown, MD 21620
      224 Fey Rd, Chestertown, MD 21620
      224 Fey Rd, Chestertown, MD 21620
      /25

      Est $388,096 Not Listed For Sale

      224 Fey Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 1988
      224 Fey Rd, Chestertown, MD 21620

      Last Sold Summary

      • 1% Above List Price
      • $256/SF
      • 1 Day On Market

      Last Sold Price $385,000

      Last Listing Agent Richard Budden Coldwell Banker Chesapeake Real Estate Company

  • 23110 Old Fairlee Rd, Chestertown, MD 21620
    23110 Old Fairlee Rd, Chestertown, MD 21620
    23110 Old Fairlee Rd, Chestertown, MD 21620
    /29

    $339,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,805 Sq Ft

    23110 Old Fairlee Rd, Chestertown, MD 21620

    Turnkey Perfection! Fully Renovated Ranch Home in Desirable Fairlee! Prepare to be impressed by this stunning ranch home that has undergone a complete, top-to-bottom renovation! Offering 1800 sq. ft. of newly renovated finished interior space, this property is much bigger than it looks and provides true move-in ready convenience with zero deferred maintenance. Upgrades Inside & Out! Enjoy peace

    Thomas Huston Real Broker LLC

    23110 Old Fairlee Rd, Chestertown, MD 21620
  • 128 Edmore Rd, Chestertown, MD 21620
    128 Edmore Rd, Chestertown, MD 21620
    128 Edmore Rd, Chestertown, MD 21620
    /59

    $392,500 Sold Oct 30, 2025

    128 Edmore Rd, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 2,568 Sq Ft
    • Built 1976

    Last Sold Summary

    • $153/SF
    • 180 Days On Market

    Current Estimated Value $393,638

    Last Listing Agent Lauren Matera Berkshire Hathaway HomeServices PenFed Realty

    128 Edmore Rd, Chestertown, MD 21620
    • 340 Pine Tree Rd, Chestertown, MD 21620
      340 Pine Tree Rd, Chestertown, MD 21620
      340 Pine Tree Rd, Chestertown, MD 21620
      /22

      Est $206,974 Not Listed For Sale

      340 Pine Tree Rd, Chestertown, MD 21620

      • Studio
      • 1,080 Sq Ft
      • Built 1920
      340 Pine Tree Rd, Chestertown, MD 21620

      Last Sold Summary

      • 18% Above List Price
      • $162/SF
      • 14 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Leigh Lawson Metro Bay Realty

  • 349 & 351 High St, Chestertown, MD 21620
    349 & 351 High St, Chestertown, MD 21620
    349 & 351 High St, Chestertown, MD 21620
    /47

    $395,000 Under Contract

    • Studio
    • 3,664 Sq Ft

    349 & 351 High St, Chestertown, MD 21620

    A Rare Opportunity in the Heart of Historic Chestertown Discover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment Districts. Owned by the same family for over 50 years, this multi-family property sits on a generous double lot known historically as the Laurence Lots—featured on original town maps and steeped in local heritage. Brimming with character

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    349 & 351 High St, Chestertown, MD 21620
  • 9048 Georgetown Rd, Chestertown, MD 21620
    9048 Georgetown Rd, Chestertown, MD 21620
    /2

    $45,000 Sold Mar 26, 2025

    9048 Georgetown Rd, Chestertown, MD 21620

    • Land
    • 1.21 Acres
    • $37,190 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 713 Days On Market

    Current Estimated Value $48,284

    Last Listing Agent Beverly Sloane Benson & Mangold, LLC

    9048 Georgetown Rd, Chestertown, MD 21620
    • 206 Tamarack Rd, Chestertown, MD 21620
      206 Tamarack Rd, Chestertown, MD 21620
      206 Tamarack Rd, Chestertown, MD 21620
      /16

      Est $378,205 Not Listed For Sale

      206 Tamarack Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1973
      206 Tamarack Rd, Chestertown, MD 21620

      Last Sold Summary

      • 19% Above List Price
      • $203/SF
      • 8 Days On Market

      Last Sold Price $317,000

      Last Listing Agent Alyson Anderson Allfirst Realty, Inc.

  • 8750 Georgetown Rd, Chestertown, MD 21620
    8750 Georgetown Rd, Chestertown, MD 21620
    8750 Georgetown Rd, Chestertown, MD 21620
    /25

    $334,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    8750 Georgetown Rd, Chestertown, MD 21620

    Price Improvement = Even More Value! Discover the perfect blend of space, privacy, and comfort at this well-maintained 3-bedroom, 2-bath, 1,900 square foot home, situated on a full acre with public water and sewer, no HOA, and a detached garage with electric! The right wing of the house has two bedrooms and a full bathroom. The left wing has the master bedroom that includes a spacious full

    Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    8750 Georgetown Rd, Chestertown, MD 21620
  • 730 Aldora Dr Unit 114, Chestertown, MD 21620
    730 Aldora Dr Unit 114, Chestertown, MD 21620
    730 Aldora Dr Unit 114, Chestertown, MD 21620
    /34

    $508,954 Sold Dec 04, 2025

    730 Aldora Dr Unit 114, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 2,570 Sq Ft
    • Built 2025

    Last Sold Summary

    • $198/SF
    • 10 Days On Market

    Last Listing Agent Terri Hill Builder Solutions Realty

    730 Aldora Dr Unit 114, Chestertown, MD 21620
    • 118 Hilltop Dr, Chestertown, MD 21620
      118 Hilltop Dr, Chestertown, MD 21620
      118 Hilltop Dr, Chestertown, MD 21620
      /28

      Est $490,857 Not Listed For Sale

      118 Hilltop Dr, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 2,188 Sq Ft
      • Built 2000
      118 Hilltop Dr, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $197/SF
      • 3 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Norma Coursey Benson & Mangold, LLC

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

    $9,000

    • Land
    • 0.34 Acre
    • $26,471 per Acre

    0 Kinglet Rd, Chestertown, MD 21620

    All offers considered! Investors- this lot could possibly have public utilities available in the future! Currently a recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not currently buildable.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Kinglet Rd, Chestertown, MD 21620
  • 104 Iris Rd, Chestertown, MD 21620
    104 Iris Rd, Chestertown, MD 21620
    104 Iris Rd, Chestertown, MD 21620
    /36

    $379,000 Sold Jan 30, 2026

    104 Iris Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 2006

    Last Sold Summary

    • $223/SF
    • 11 Days On Market

    Current Estimated Value $375,146

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    104 Iris Rd, Chestertown, MD 21620
    • 228 Concord Rd, Chestertown, MD 21620
      228 Concord Rd, Chestertown, MD 21620
      228 Concord Rd, Chestertown, MD 21620
      /26

      Est $338,930 Not Listed For Sale

      228 Concord Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 1974
      228 Concord Rd, Chestertown, MD 21620

      Last Sold Summary

      • 4% Above List Price
      • $217/SF
      • 25 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

  • 37 Landing Ln, Chestertown, MD 21620
    37 Landing Ln, Chestertown, MD 21620
    37 Landing Ln, Chestertown, MD 21620
    /24

    $765,900 New Construction

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

    37 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 bath

    Julia Hilfiker Gunther-McClary Real Estate

    37 Landing Ln, Chestertown, MD 21620

Showing Results 161 - 200, Page 5 of 18

Maryland Kent County Chestertown 21620

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