6,881

Chestertown, MD Homes

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  • /37

    $564,500 Sold Aug 19, 2024

    • 1,467 Sq Ft
    • $385/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    217 Radcliffe Dr, Chestertown, MD 21620

    Beautifully maintained home tucked away on a quiet cul-de-sac but still within walking distance to downtown shops, restaurants, and riverfront. Open floor plan with 9ft ceilings in the living room. 3 bedrooms and 2 full bath with a 2 car attached garage. Covered front porch, secluded screened-in rear porch. Nicely landscaped. Schedule your personal tour!

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    217 Radcliffe Dr, Chestertown, MD 21620
    • /55

      Est $607,670 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
  • /7

    $5,000

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

    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620

    ONLINE AUCTION: Bidding begins 5/13/2025 @ 10:00 AM. Bidding ends 5/15/2025 @ 12:25 PM. List Price is Suggested Opening Bid. 4 Lots available for sale as package in Kent County, MD. on Fish Hatchery Rd, Bunting Rd, Beltram Rd, and Towhee Rd. Call for details. Lot of Land located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown,

    Adam Shpritz Ashland Auction Group LLC

    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620
  • /13

    $221,000 Sold Aug 15, 2024

    • Land
    • 5 Acres
    • $41,231 per Acre
    • 7 Days On Market

    8842 Fairlee Rd, Chestertown, MD 21620

    Here's a chance to build your dream home just minutes from historic Chestertown or Rock Hall. There was a house fire on this property and the remains have been taken away leaving only a pole barn on over 5 acres that was once used as an orchard and is now mainly cleared. Public Water and Sewer are huge benefits to the design and construction process. The oversized pole barn was recently put up

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    8842 Fairlee Rd, Chestertown, MD 21620
    • /46

      Est $539,169 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,264 Sq Ft

      7898 Radcliffe Rd, Chestertown, MD 21620

      7898 Radcliffe Rd, Chestertown, MD 21620
  • /2

    $10,000

    • Land
    • 0.09 Acre
    • $111,111 per Acre

    0 Texas Ave, Chestertown, MD 21620

    POST AUCTION: MAKE AN OFFER! Lot of land in Tolchester Beach, Maryland located within Kent County. Nearby attractions include Tolchester Marina and +/- 7 miles to all the attractions in Rock Hall, Maryland. Easy Access to Major Traffic Artery Rock Hall Road. Deposit: $5,000.

    Adam Shpritz Ashland Auction Group LLC

    0 Texas Ave, Chestertown, MD 21620
  • /50

    $342,000 Sold Aug 14, 2024

    • 1,225 Sq Ft
    • $279/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    201 Tamarack Rd, Chestertown, MD 21620

    Discover the charm and tranquility of this inviting ranch-style home, perfectly situated on the Queen Anne's County side of Chestertown, Maryland. Just steps from Rosin Creek, this property offers not only spacious living but also exciting opportunities for canoeing, boating, fishing, and crabbing on the beautiful Chester River.Step inside to find large, airy bedrooms, a generously sized

    Petra Quinn Realty Navigator

    201 Tamarack Rd, Chestertown, MD 21620
    • /44

      Est $592,845 Not Listed For Sale

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

      5564 Quaker Neck Landing Rd, Chestertown, MD 21620

      5564 Quaker Neck Landing 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
  • /41

    $365,000 Sold Aug 13, 2024

    • 1,789 Sq Ft
    • $204/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    23120 Club Terrace, Chestertown, MD 21620

    Discover your dream home nestled in a serene water-privileged community with exclusive access to a boat ramp, a small marina, and picturesque walking trails. This inviting 3-bedroom, 2-bath residence offers an ideal blend of comfort, convenience, and outdoor living, all situated on a generous 1-acre property composed of two separate parcels.Enjoy the spacious primary suite with new carpet, a

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    23120 Club Terrace, Chestertown, MD 21620
    • /27

      Est $303,022 Not Listed For Sale

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

      10791 Foreston Rd, Chestertown, MD 21620

      10791 Foreston Rd, Chestertown, MD 21620
  • /29

    $252,400 Sold Aug 12, 2024

    • 1,408 Sq Ft
    • $179/SF
    • 118 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    332 Truslow Rd, Chestertown, MD 21620

    Well maintained 2 bedroom 1 bath Colonial on .69 acres with winter water views of Fishing Creek! Features Include: Screened Porch * 1-Car Attached Garage * Tilt-in Insulated Double Pane Windows * Large Living / Dining Room Combo with Brick Accented Gas Fireplace * Updated Kitchen with Stainless Steel Appliances * Separate Laundry Room off Kitchen * 2 Generous Sized Upper Level Bedrooms + a

    James Blackwell Blackwell Real Estate, LLC

    332 Truslow Rd, Chestertown, MD 21620
    • /24

      Est $414,886 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,316 Sq Ft

      247 Devon Dr, Chestertown, MD 21620

      247 Devon Dr, Chestertown, MD 21620
  • /24

    $718,000 Sold Aug 09, 2024

    • 1,376 Sq Ft
    • $522/SF
    • 16 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1973

    415 Fairview Dr, Chestertown, MD 21620

    Eastern Shore of Maryland Waterfront Cottage is perched on the banks of Rosin Creek in Queen Anne’s County. Cozy, comfortable home welcomes you with wrap-around waterviews in a serene wooded setting. With convenient single level living, the three bedroom one-and-half bath home offers an open flowing floorplan bright with natural light and custom wood detail. Relax and enjoy views from the

    Richard Budden Coldwell Banker Chesapeake Real Estate Company

    415 Fairview Dr, Chestertown, MD 21620
    • /49

      Est $835,719 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,382 Sq Ft

      10761 Kasota Rd, Chestertown, MD 21620

      10761 Kasota Rd, Chestertown, MD 21620
  • /2

    $40,000 Sold Aug 05, 2024

    • Land
    • 4.03 Acres
    • $9,926 per Acre
    • 26 Days On Market

    0 Georgetown Rd SE Unit MDKE2004164, Chestertown, MD 21620

    Wow 4 acres of privacy and public utilities available! Located just outside of Chestertown in Fairlee. Accessible through a 50' right of way shown in survey. Buyer to verify right of way and utilities. Call today!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Georgetown Rd SE Unit MDKE2004164, Chestertown, MD 21620
    • /50

      Est $694,520 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,147 Sq Ft

      8930 Orchard Dr, Chestertown, MD 21620

      8930 Orchard Dr, Chestertown, MD 21620
  • /33

    $305,000 Sold Aug 02, 2024

    • 1,404 Sq Ft
    • $217/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    10550 Klamath Rd, Chestertown, MD 21620

    Immerse yourself in waterfront living at this captivating Cape Cod in the sought-after Chesapeake Landing community! Embrace serenity with 3 bedrooms and 2 full baths, including a luxurious main-floor primary suite. Brand new luxury vinyl plank flooring flows throughout, creating a cohesive and modern feel. Unwind in the light-filled living area or prepare culinary delights in the updated kitchen

    David Moore RE/MAX Executive

    10550 Klamath Rd, Chestertown, MD 21620
    • /50

      Est $451,138 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,204 Sq Ft

      246 Devon Dr, Chestertown, MD 21620

      246 Devon Dr, Chestertown, MD 21620
  • /32

    $289,900 Sold Jul 30, 2024

    • 1,056 Sq Ft
    • $275/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1975

    729 Rosin Dr, Chestertown, MD 21620

    Wonderful home with kitchen, dining and living room in an open floor plan. Laminate flooring through most of the house. Granite counters and island in the kitchen area with some recessed lighting and stainless appliances. Bathroom has been updated. A side deck with handicap ramp and a rear deck that overlooks the privacy fenced backyard. A new roof will be installed in the next several

    Doug Ashley Doug Ashley Realtors, LLC

    729 Rosin Dr, Chestertown, MD 21620
    • /26

      Est $510,303 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,216 Sq Ft

      207 E Campus Ave, Chestertown, MD 21620

      207 E Campus Ave, Chestertown, MD 21620
  • /23

    $370,000 Sold Jul 25, 2024

    • 729 Sq Ft
    • $508/SF
    • 77 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1886

    117 N Water St Unit 3A, Chestertown, MD 21620

    A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own

    John Burke Gunther-McClary Real Estate

    117 N Water St Unit 3A, Chestertown, MD 21620
    • /22

      Est $206,918 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft

      614 High St, Chestertown, MD 21620

      614 High St, Chestertown, MD 21620
  • /2

    $12,500 Sold Jul 24, 2024

    • Land
    • 1.00 Acre
    • $12,500 per Acre
    • 85 Days On Market

    0 Buck Neck Rd Unit MDKE2003864, Chestertown, MD 21620

    1-acre vacant lot in Chesapeake Landing off of Buck Neck Rd. Not perc approved. You have access to the public boat ramp in Chesapeake Landing and possible deer hunting opportunities.

    Hayley Norris Select Land & Homes, LLC

    0 Buck Neck Rd Unit MDKE2003864, Chestertown, MD 21620
    • /14

      Est $381,513 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,722 Sq Ft

      203 Pine St, Chestertown, MD 21620

      203 Pine St, Chestertown, MD 21620
  • /8

    $1,275,000 Sold Jul 18, 2024

    • 2,420 Sq Ft
    • $527/SF
    • 3 Beds
    • 2.5 Baths
    • Built 1948

    545 Fey Rd, Chestertown, MD 21620

    Waterfront property on the Chester River on Queen Anne's side of Chestertown.

    Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    545 Fey Rd, Chestertown, MD 21620
    • /21

      Est $197,996 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft

      612 High St, Chestertown, MD 21620

      612 High St, 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
    • /72

      Est $844,212 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,743 Sq Ft

      7996 Aldan Dr, Chestertown, MD 21620

      7996 Aldan Dr, 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
    • /22

      Est $292,377 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,388 Sq Ft

      211 Manor Ave, Chestertown, MD 21620

      211 Manor Ave, 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
    • /56

      Est $772,473 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,414 Sq Ft

      10258 Mill Hollow Ln, Chestertown, MD 21620

      10258 Mill Hollow Ln, 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
    • /12

      Est $743,602 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,430 Sq Ft

      8042 Brices Mill Rd, Chestertown, MD 21620

      8042 Brices Mill Rd, 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
    • /17

      Est $248,086 Not Listed For Sale

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

      10755 Glenola Rd, Chestertown, MD 21620

      10755 Glenola Rd, 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
    • /25

      Est $338,130 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
  • /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

Showing Results 361 - 400, Page 10 of 18

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