7,033

Homes in ZIP Code 21620

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    • /20

      Est $321,580 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      5772 Johnsontown Rd, Chestertown, MD 21620

      5772 Johnsontown Rd, Chestertown, MD 21620
  • /20

    $780,000 Sold Jul 15, 2024

    • 31 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    7514 Muirfield Dr, Chestertown, MD 21620

    Live in Luxury in this brand new home that seamlessly blends indoor-outdoor living with its prime location on nestled just off of the 10th tee box of the Chester River Yacht and Country club. Enjoy the convenience of this 3 bedroom, plus extra room for office, gym or playroom, 2.5 bath home full of light with a modern open floor plan with one floor living. Harwood Oak floors throughout whole

    John Burke Gunther-McClary Real Estate

    7514 Muirfield Dr, Chestertown, MD 21620
    • /17

      Est $255,718 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,237 Sq Ft

      10755 Glenola Rd, Chestertown, MD 21620

      10755 Glenola Rd, Chestertown, MD 21620
  • /15

    $333,000 Sold Jul 10, 2024

    • 1,300 Sq Ft
    • $256/SF
    • 3 Beds
    • 2 Baths
    • Built 2024

    8858 Georgetown Rd, Chestertown, MD 21620

    Welcome to your new home. Quality new construction built with meticulous attention to detail. This 3 bedroom/2 bath home is clean and sleek with modern, tasteful upgrades and a color palette. Every appliance and amenity is brand new, from the HVAC to the bathroom vanities and recessed lighting. Any chef would be thrilled with this substantial kitchen offering granite counters, built-in

    Andy Batch Keller Williams Select Realtors of Annapolis

    8858 Georgetown Rd, Chestertown, MD 21620
    • /25

      Est $313,771 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      8550 Caulks Field Rd, Chestertown, MD 21620

      8550 Caulks Field Rd, Chestertown, MD 21620
  • /32

    $245,000 Sold Jul 09, 2024

    • 960 Sq Ft
    • $255/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    129 Manor Ave, Chestertown, MD 21620

    Cute rancher located in Foxley Manor. Laminate flooring through most of the house. There is an oversized 1 car detached garage that has room for a small handyman space. Nice backyard with a hot tub. Close to everything Chestertown has to offer.

    Doug Ashley Doug Ashley Realtors, LLC

    129 Manor Ave, Chestertown, MD 21620
    • /42

      Est $305,702 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,855 Sq Ft

      626 High St, Chestertown, MD 21620

      626 High St, Chestertown, MD 21620
  • /33

    $279,900 Sold Jul 09, 2024

    • 1,326 Sq Ft
    • $211/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    10589 Klamath Rd, Chestertown, MD 21620

    Come by this lovely 3 BR Cape Cod in quiet, waterfront community of Chesapeake Landing located just off Worton Creek in beautiful, near historic Chestertown. Large eat-in kitchen area. Traditional dining room or separate home office area. Main floor Primary bedroom with full bathroom. Brand New Roof & gutters 2024. Hot water heater, well pump, appliances and flooring are all new within last 5

    David Moore RE/MAX Executive

    10589 Klamath Rd, Chestertown, MD 21620
    • /28

      Est $246,687 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft

      403 E Campus Ave, Chestertown, MD 21620

      403 E Campus Ave, Chestertown, MD 21620
  • /18

    $290,000 Sold Jul 03, 2024

    • 1,056 Sq Ft
    • $275/SF
    • 9 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1976

    124 Wilton Rd, Chestertown, MD 21620

    MOVE IN READY !!! Charming 3/1 ranch home nestled in a water-oriented community of Chester Harbor. Perfect for those who love being close to the Bay and all it has to offer. This recently updated property boasts modern amenities and a cozy atmosphere, offering the ideal blend of comfort and convenience. Embrace the coastal lifestyle with opportunities for boating,

    Jeff Guthrie Cross Street Realtors LLC

    124 Wilton Rd, Chestertown, MD 21620
    • /8

      Est $432,604 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft

      219 Philosophers Terrace, Chestertown, MD 21620

      219 Philosophers Terrace, Chestertown, MD 21620
  • /18

    $337,600 Sold Jul 01, 2024

    • 1,144 Sq Ft
    • $295/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1986

    120 Edmore Rd, Chestertown, MD 21620

    Welcome to this delightful three bedroom home on the Queen Anne's County side of Chestertown. Located in a friendly neighborhood this home is close to parks, shopping and dining. Charming, comfortable rancher with attached two car garage and many upgrades. A 14X20 back porch with state-of-the-art triple casement windows that you can adjust to three different levels. New items include HVAC,

    Beth Green Doug Ashley Realtors, LLC

    120 Edmore Rd, Chestertown, MD 21620
    • /4

      Est $466,408 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,693 Sq Ft

      928 Gateway Dr, Chestertown, MD 21620

      928 Gateway Dr, Chestertown, MD 21620
  • /24

    $267,250 Sold Jul 01, 2024

    • 2,088 Sq Ft
    • $128/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1927

    23795 Lands End Rd, Chestertown, MD 21620

    BRING YOUR BOAT - this gem is located 3/4 Mile to Cliff City's Public Landing. OFFER SUBMISSION DEADLINE - MONDAY, JUNE 3RD AT 12:00 NOON.This country farmhouse, a solid residence constructed in c. 1900 with period details intact, is bordered by lush landscape (both natural and decorative), offers a fenced yard, large shed with electric, whole house Generac Generator... exposed

    Stacy Kendall Cross Street Realtors LLC

    23795 Lands End Rd, Chestertown, MD 21620
    • /34

      Est $674,124 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,683 Sq Ft

      112 S Mill St, Chestertown, MD 21620

      112 S Mill St, Chestertown, MD 21620
  • /44

    $365,000 Sold Jul 01, 2024

    • 2,045 Sq Ft
    • $178/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1976

    208 Byford Dr, Chestertown, MD 21620

    Lovely Cape Cod in desirable Byford Heights. First-floor Primary Bedroom and Bathroom. 2 large bedrooms with full Bathroom on 2nd floor. Beautiful Hardwood floors. Easy flowing floor plan guides you from bright living room to the dining room and then the kitchen. The Kitchen has lots of quality cabinets and space for a kitchen table. The kitchen overlooks the Family Room with Fireplace for cozy

    Mary Fielding Coldwell Banker Chesapeake Real Estate Company

    208 Byford Dr, Chestertown, MD 21620
    • /59

      Est $931,152 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 6,334 Sq Ft

      954 High St, Chestertown, MD 21620

      954 High St, Chestertown, MD 21620
  • /27

    $320,000 Sold Jul 01, 2024

    • 1,560 Sq Ft
    • $205/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    310 Longfellow Dr, Chestertown, MD 21620

    Look no more. This home is cute as a button and packs a ton of recent upgrades. . Starting from the top down: New roof, updated heating, hot water heater, wood flooring, kitchen counters, primary bathroom, encapsulated crawl space. This home is move in ready and has so much to offer. Great floor plan, covered front porch, fenced rear yard ready for pets, gardens, fire pits. The home

    Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    310 Longfellow Dr, Chestertown, MD 21620
    • /40

      Est $371,505 Not Listed For Sale

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

      7653 Broad Neck Rd, Chestertown, MD 21620

      7653 Broad Neck Rd, Chestertown, MD 21620
  • /22

    $435,000 Sold Jun 28, 2024

    • 2,464 Sq Ft
    • $177/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1991

    807 S Meadowview Dr, Chestertown, MD 21620

    Still scheduling showings and would entertain backup offers! Please come and see the home & property! -- This IMPECCABLY maintained home has SO much to offer... main level living, family room, formal living room, home office, FOUR bedrooms, two and a half baths, a HUGE primary suite with a walk-in closet and tiled shower, partial walkout basement, massive back deck with tons of room for a crab

    Liddy Campbell TTR Sotheby's International Realty

    807 S Meadowview Dr, Chestertown, MD 21620
    • /41

      Est $450,969 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,422 Sq Ft

      203 Leeds Ct, Chestertown, MD 21620

      203 Leeds Ct, Chestertown, MD 21620
  • /30

    $398,000 Sold Jun 28, 2024

    • 1,854 Sq Ft
    • $215/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1988

    1 Reed Ct, Chestertown, MD 21620

    You are invited to come see this beautiful NEW LISTING in quaint Chestertown located on a lovely corner lot and offering great off-street parking for 4+ cars accessed from a rear entry alley way. This well-maintained split foyer features 3 Bedrooms and 2 Full Baths on the main level and a 4th Bedroom and additional half bath on the lower level. You'll love the quality appointments to include

    Carol Tinnin RE/MAX Leading Edge

    1 Reed Ct, Chestertown, MD 21620
    • /15

      Est $220,339 Not Listed For Sale

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

      7509 Sunburst Ave, Chestertown, MD 21620

      7509 Sunburst Ave, Chestertown, MD 21620
  • /8

    $128,000 Sold Jun 28, 2024

    • Land
    • 3.76 Acres
    • $34,043 per Acre
    • 726 Days On Market

    0 Annie Crow Rd Unit MDKE2001556, Chestertown, MD 21620

    Back on the market: Buyer got cold feet the day of settlement. Tranquil countryside parcel perc approved and ready for you to build your dream home. Partially wooded and surrounded by farmland on a quiet road. Just minutes outside Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Enjoy the historic homes, local shopping,

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    0 Annie Crow Rd Unit MDKE2001556, Chestertown, MD 21620
    • /39

      Est $307,772 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,444 Sq Ft

      100 Malone Ave, Chestertown, MD 21620

      100 Malone Ave, Chestertown, MD 21620
  • /86

    $2,395,000 Sold Jun 27, 2024

    • 3,232 Sq Ft
    • $741/SF
    • 19 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2011

    8974 S Bayview Dr, Chestertown, MD 21620

    Built on a 40-foot bluff overlooking the Chesapeake Bay facing west for nightly sunsets, this is a tour-de-force of design and luxury on the Eastern Shore of Maryland, with truly stunning views from every room. Follow your dreams with this resort-like property as a primary or secondary home. Drive along the maple-lined lighted drive to 1.5 acres of award-winning, irrigated, landscaped grounds

    Richard Keaveney Cross Street Realtors LLC

    8974 S Bayview Dr, Chestertown, MD 21620
    • /57

      Est $544,440 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,693 Sq Ft

      206 Leeds Ct, Chestertown, MD 21620

      206 Leeds Ct, Chestertown, MD 21620
  • /13

    $350,000 Sold Jun 26, 2024

    • 2,153 Sq Ft
    • $163/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1952

    7671 Waterview Ln, Chestertown, MD 21620

    Chestertown Rancher in Country Club Estates! This rancher overlooks the golf course with distant water views. Amenities include fireplace, 2 car detached garage, storage building, wood floors, dining room, circular driveway, and laundry room. This is a Fannie Mae Homepath property. Submit all offers on Homepath site. Downtown Chestertown with restaurants and shops is a short drive away.

    Aaron Butler Real Estate Consultants

    7671 Waterview Ln, Chestertown, MD 21620
    • /42

      Est $302,907 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,879 Sq Ft

      114 Oak Leaf Dr, Chestertown, MD 21620

      114 Oak Leaf Dr, Chestertown, MD 21620
  • /28

    $269,975 Sold Jun 26, 2024

    • 1,376 Sq Ft
    • $196/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    106 Pine St, Chestertown, MD 21620

    Clean, classic mid-century style ranch with REAL wood floors. archways, knotty pine kitchen, a big front porch, large yard, off-street parking and bonus alley access in rear with possible room for a detached garage (buyer to verify) New upgraded electrical service and GFCI outlets, fresh paint, floors refinished and more. Walk to conveniences from this move-in ready charmer in upper Chestertown.

    Beth Ostrander Doug Ashley Realtors, LLC

    106 Pine St, Chestertown, MD 21620
    • /18

      Est $460,463 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,260 Sq Ft

      208 Leeds Ct, Chestertown, MD 21620

      208 Leeds Ct, Chestertown, MD 21620
  • /32

    $345,000 Sold Jun 25, 2024

    • 1,812 Sq Ft
    • $190/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1993

    23530 Clarissa Rd, Chestertown, MD 21620

    Welcome to 23530 Clarissa Road! This well maintained home is established on a beautifully situated lot located within the water access community of Chesapeake Landing. You'll be greeted here by vibrant greens, found flourishing through mature surrounding woods and meticulously cared for landscaping. Find your seat and enjoy peace in nature as an abundance of wildlife can be heard and seen

    Andrew Meikle Doug Ashley Realtors, LLC

    23530 Clarissa Rd, Chestertown, MD 21620
    • /35

      Est $380,086 Not Listed For Sale

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

      220 N Kent St, Chestertown, MD 21620

      220 N Kent St, Chestertown, MD 21620
  • /41

    $645,000 Sold Jun 25, 2024

    • 2,866 Sq Ft
    • $225/SF
    • 179 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1900

    106-1 N Water St Unit 1/2, Chestertown, MD 21620

    This former horse barn was converted in 1990 into a well-crafted personal residence. In early 2018, the current stewards retained acclaimed contractors Taylor Loughry to apply their craftsmanship to a large portion of the house. The most delightfully unique characteristic of this 4-5 bedroom, 3 and 1/2 bath home with attached two car garage is its' private, landscaped lot accessed by a gravel

    Richard Keaveney Cross Street Realtors LLC

    106-1 N Water St Unit 1/2, Chestertown, MD 21620
    • /49

      Est $2,029,761 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,033 Sq Ft

      22600 Fairgale Farm Ln, Chestertown, MD 21620

      22600 Fairgale Farm Ln, Chestertown, MD 21620
  • /32

    $324,000 Sold Jun 21, 2024

    • 1,505 Sq Ft
    • $215/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    22939 Bay Shore Rd, Chestertown, MD 21620

    Welcome to your Eastern Shore haven! This charming property boasts recent updates and in a prime location, offering the perfect blend of modern comfort and public water access to Fairlee Creek & the Chesapeake Bay!Enjoy the 6ft privacy fence that enhances the privacy and security, allowing a safe haven for pets and family or easily store your boat with the double gate entrance. Enjoy the

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    22939 Bay Shore Rd, Chestertown, MD 21620
    • /54

      Est $397,978 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft

      204 Richard Dr, Chestertown, MD 21620

      204 Richard Dr, Chestertown, MD 21620
  • /12

    $1,000,000 Sold Jun 21, 2024

    • 2,945 Sq Ft
    • $340/SF
    • 9 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1917

    204 Truslow Farm Ln, Chestertown, MD 21620

    Extraordinary opportunity to purchase the estate of Clorea Truslow—the cherished namesake of Truslow Rd. For generations, this land has been held dear by the Truslow family, and now, for the first time, it is being offered for sale, presenting a once-in-a-lifetime chance to make it your own.Nestled just across the river from the vibrant events of the Sulatana, Downrigging, Tea Party

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    204 Truslow Farm Ln, Chestertown, MD 21620
    • /4

      Est $342,797 Not Listed For Sale

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

      115 School Rd, Chestertown, MD 21620

      115 School Rd, Chestertown, MD 21620
  • /7

    $500,000 Sold Jun 21, 2024

    • Land
    • 3.23 Acres
    • $154,799 per Acre
    • 77 Days On Market

    210 Truslow Farm Ln, Chestertown, MD 21620

    Discover the opportunity to claim your own piece of history with this 3 acre waterfront parcel on Truslow Farm, the beloved namesake of Truslow Rd., now available for sale for the first time. Situated amidst the serene beauty of this cherished farm, this parcel represents a few of the last untouched waterfront canvases, eagerly awaiting your imagination to bring them to life.For years,

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    210 Truslow Farm Ln, Chestertown, MD 21620

Showing Results 401 - 440, Page 11 of 18

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