7,060

Homes in ZIP Code 21620

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  • /23

    $325,000

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

    205 Pine St, Chestertown, MD 21620

    Chestertown -Charming well maintained, landscaped, brick ranch home located in College Heights. Several blocks from Washington College, Hospital, Churches , restaurants, shopping, downtown, and the Chester River. Full basement with a portion used as a garage and the balance used for mechanical and laundry. There is a chair lift from the basement to the first floor, three bedrooms, living room,

    Herschell Claggett Davis Real Estate, Inc.

    205 Pine St, Chestertown, MD 21620
  • /51

    $370,000 Sold May 08, 2025

    • 1,296 Sq Ft
    • $285/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    8605 Camp Rd, Chestertown, MD 21620

    Your home sweet home retreat - a gorgeous 3 Bedroom 2 Full Bathroom Rancher with attached carport and unfinished basement is available to tour! Major renovations in 2020 and maintained to pristine condition. If you are looking for a place to come home and relax - this is the one! Sit on the front porch and enjoy the afternoon sun, calm surroundings or listen to the birds actively chirping. Head

    Crystal Smith RE/MAX Executive

    8605 Camp Rd, Chestertown, MD 21620
    • /12

      Est $942,473 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,945 Sq Ft

      204 Truslow Farm Ln, Chestertown, MD 21620

      204 Truslow Farm Ln, Chestertown, MD 21620
  • /2

    $15,000

    • Land
    • 0.34 Acre
    • $44,118 per Acre

    0 Cogar Rd Unit MDKE2005472, Chestertown, MD 21620

    Welcome to your serene retreat on Cogar Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot, this delightful home offers a perfect blend of comfort and leisure. Enjoy the vibrant community atmosphere with access to a fabulous clubhouse and a picturesque marina. Whether you're looking to unwind at home or explore the great outdoors, this property is your gateway to a

    Solomon Zaldivar Compass

    0 Cogar Rd Unit MDKE2005472, Chestertown, MD 21620
  • /37

    $290,000 Sold May 08, 2025

    • 1,252 Sq Ft
    • $232/SF
    • 104 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1966

    202 Glen St, Chestertown, MD 21620

    Brick rancher located on the corner of Greenwood and Glen Street in College Heights offers a large screened porch, eat-in kitchen and dining room. Home is convenient to downtown historic Chestertown , Washington College and hospital. Property is served with public water/sewer. Underground oil tank has been removed and the crawlspace is encapsulated.

    Debbie Meikle Doug Ashley Realtors, LLC

    202 Glen St, Chestertown, MD 21620
    • /31

      Est $279,231 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft

      150 Longfellow Dr, Chestertown, MD 21620

      150 Longfellow Dr, Chestertown, MD 21620
  • /2

    $15,000

    • Land
    • 0.34 Acre
    • $44,118 per Acre

    0 Tonopah Rd Unit MDKE2005470, Chestertown, MD 21620

    Welcome to your serene retreat on Tonopah Road in charming Chestertown, MD! Nestled on a generous 15,000 square foot lot, this delightful home offers a perfect blend of comfort and leisure. Enjoy the vibrant community atmosphere with access to a fabulous clubhouse and a picturesque marina. Whether you're looking to unwind at home or explore the great outdoors, this property is your gateway to a

    Solomon Zaldivar Compass

    0 Tonopah Rd Unit MDKE2005470, Chestertown, MD 21620
  • /38

    $289,500 Sold May 05, 2025

    • 1,867 Sq Ft
    • $155/SF
    • 13 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2004

    116 Oak Leaf Dr, Chestertown, MD 21620

    Charming & Move-In ReadyDiscover this beautifully maintained end-unit townhome just minutes from downtown Chestertown! This home has been loved and cared for by the original owners. Offering updated hardwood flooring, carpeting on stairs, fresh paint in the primary living space, a new roof, this ensuring peace of mind for years to come.The spacious master suite features vaulted ceilings, a stall

    Grace Crockett Doug Ashley Realtors, LLC

    116 Oak Leaf Dr, Chestertown, MD 21620
    • /54

      Est $410,610 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,150 Sq Ft

      109 Pear Tree Point Rd, Chestertown, MD 21620

      109 Pear Tree Point Rd, Chestertown, MD 21620
  • /34

    $299,000

    • Studio
    • 1,224 Sq Ft

    866 Washington Ave, Chestertown, MD 21620

    This duplex is a prime investment located on Washington Avenue in historic Chestertown, Maryland, offering many amenities. It is within walking distance of shopping, entertainment, schools, and medical facilities. Unit A is freshly updated with a spacious living room and dining room. The kitchen offers lots of storage and a stackable washer/dryer. It is a 2-bedroom apartment with a full bath. The

    Kathleen Brenton Brenton Realty Group

    866 Washington Ave, Chestertown, MD 21620
  • /34

    $265,000 Sold May 02, 2025

    • 1,114 Sq Ft
    • $238/SF
    • 120 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    118 Char Nor Manor Blvd, Chestertown, MD 21620

    An adorable cottage with water views of the Chester River! Nicely maintained cottage featuring 3 bedrooms, 2 full baths with all the big ticket items completed. Newer Well and Septic, HVAC and newer Metal Roof just leaves you with finishing touches on the interior as you see fit. Currently used as a rental. Also features a detached workshop and detached garage. If you are a boater, bring your

    Rylie Patrick Chesapeake Real Estate Associates, LLC

    118 Char Nor Manor Blvd, Chestertown, MD 21620
    • /26

      Est $379,647 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,477 Sq Ft

      200 Duke of Kent St, Chestertown, MD 21620

      200 Duke of Kent St, Chestertown, MD 21620
  • /10

    $64,895

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • /19

    $230,000 Sold May 01, 2025

    • 1,140 Sq Ft
    • $202/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2022

    107 Chester Arms Dr, Chestertown, MD 21620

    Why rent when you can own for less?!?! Three beds, 2 baths!! This inviting one-level home offers easy one-level living. Featuring luxury vinyl plank flooring , a stylish open kitchen and granite countertops, and a cozy eat-in area that opens to the living room, this home feels very welcoming. The comfortable primary suite features a full bath, while two additional bedrooms provide flexibility

    Casey Scattergood Cross Street Realtors LLC

    107 Chester Arms Dr, Chestertown, MD 21620
    • /42

      Est $313,211 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,092 Sq Ft

      103 Creston Rd, Chestertown, MD 21620

      103 Creston Rd, Chestertown, MD 21620
  • /12

    $165,000

    • Land
    • 5 Acres
    • $30,899 per Acre

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

    Fantastic opportunity to own over 5 acres of buildable, level farmland with two perc approval sites. AG Zoning allows a wide range of residential, outdoor recreational and commercial uses. Property recently surveyed with a custom site plan and ready for your building plans. Property backs to 60+ acre farm in a perpetual forest conservation easement. Right of ways from 213 and neighbors

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
  • /53

    $485,000 Sold May 01, 2025

    • 1,648 Sq Ft
    • $294/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1918

    123 Burchard Sawmill Rd, Chestertown, MD 21620

    This is it! This is the one you and your horse have been dreaming about! Absolutely darling 4+ acre farmette! Charm charm charm plus function function function. Turnkey and ready for your horses, your ponies or your 4-H projects, or all of the above! Built in 1918, this 3 Bedroom American Folk merges vernacular farmhouse (winder staircase, built-in corner cupboard, beautiful curved plaster wall)

    Crystal Pickett EXP Realty, LLC

    123 Burchard Sawmill Rd, Chestertown, MD 21620
    • /67

      Est $586,373 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,407 Sq Ft

      108 Garland Ave, Chestertown, MD 21620

      108 Garland Ave, Chestertown, MD 21620
  • /36

    $299,500

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    106 Wilton Rd, Chestertown, MD 21620

    Charming Updated and Well Maintained Rancher in the Chester Harbor Community of Queen Anne's County Chestertown! This house is the definition of "move-in ready" as the owner has taken tremendous pride in keeping the property updated. Over the years, they've installed new windows, new HVAC unit, new hot water heater, remodeled the kitchen, installed new appliances, painted the interior, added new

    Crystal Smith RE/MAX Executive

    106 Wilton Rd, Chestertown, MD 21620
  • /23

    $352,500 Sold Apr 30, 2025

    • 1,402 Sq Ft
    • $251/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    505 N Kent St, Chestertown, MD 21620

    Charming Rancher in Sought-After Byford Development!Nestled in the desirable Byford Development of Chestertown, this 1,402 sq. ft. rancher sits on a spacious 1/3-acre lot offering comfort, convenience, and opportunity! Featuring 3 bedrooms and 2 full baths, this one-level home boasts a primary suite with double sinks and an oversized shower, as well as a bright enclosed Florida room with vaulted

    Sarah Ulrick Rock Hall Properties Real Estate

    505 N Kent St, Chestertown, MD 21620
    • /34

      Est $435,174 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,067 Sq Ft

      240 Princess Anne Dr, Chestertown, MD 21620

      240 Princess Anne Dr, Chestertown, MD 21620
  • /34

    $325,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft

    10674 Kasota Rd, Chestertown, MD 21620

    Welcome to 10674 Kasota Rd – Your Tranquil Masterpiece on the Chesapeake's Edge. Nestled in the serene enclave of Chesapeake Landing near Chestertown, this charming 2-bed, 1-bath ranch-style home invites you to reimagine rural living on nearly 0.6 acres of lush landscape. With 1,350 sq ft of one–level living, the brick exterior and detached 2–car garage offers timeless appeal and solid bones with

    Andrew Kruzienski Long & Foster Real Estate, Inc.

    10674 Kasota Rd, Chestertown, MD 21620
  • /2

    $57,500 Sold Apr 30, 2025

    • Land
    • 0.45 Acre
    • $127,778 per Acre
    • 185 Days On Market

    113 Pine Cove Ln, Chestertown, MD 21620

    Wonderful opportunity to purchase two established adjoining residential lots within a short walking distance to the Chester River and deep water boat ramp. These two recorded lots were purchased many years ago by a family that vacationed in a home nearby. These lots have not been perc tested but the soil types are conducive to percing and there are homes on the neighboring parcels. Please

    William Norris Select Land & Homes, LLC

    113 Pine Cove Ln, Chestertown, MD 21620
    • /55

      Est $380,834 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,746 Sq Ft

      304 Truslow Rd, Chestertown, MD 21620

      304 Truslow Rd, Chestertown, MD 21620
  • /31

    $195,000

    • 2 Beds
    • 1 Bath
    • 1,269 Sq Ft

    21317 Persimmon Dr, Chestertown, MD 21620

    Gently used 2 bedroom townhome in sought after Tolchester Village! Features a terrific open kitchen with all major 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! Thoughtfully remodeled and it shows

    Michele Palmer Doug Ashley Realtors, LLC

    21317 Persimmon Dr, Chestertown, MD 21620
  • /35

    $479,495 Sold Apr 25, 2025

    • 2,120 Sq Ft
    • $226/SF
    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    720 Aldora Dr Unit 109, Chestertown, MD 21620

    DECORATED MODELS NOW OPEN Luxury 3 Bedroom Villas The layout is welcoming and very functional. Featuring a huge family room, dining area and stunning kitchen. The second floor boasts 3 bedrooms with an owner's suite that includes 2 walk-in closets and private bath which boasts ceramic tile, a double bowl sink, private water closet and seated shower., and an additional bath for family and

    Terri Hill Builder Solutions Realty

    720 Aldora Dr Unit 109, Chestertown, MD 21620
    • /21

      Est $344,831 Not Listed For Sale

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

      112 Pine Chip Rd, Chestertown, MD 21620

      112 Pine Chip Rd, Chestertown, MD 21620
  • /19

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    925 Round Top Rd, Chestertown, MD 21620

    Welcome to this cute-as-a-button home in the water-access community of Chester Harbor! Whether you're starting out, downsizing, or simply looking to simplify your lifestyle, this move-in ready gem offers the perfect balance of comfort, convenience, and charm. Set on a spacious third of an acre lot, this home offers just the right amount of space—three bedrooms, one full bath, and room to grow

    Liddy Campbell TTR Sotheby's International Realty

    925 Round Top Rd, Chestertown, MD 21620
  • /18

    $636,383 Sold Apr 24, 2025

    • 3,599 Sq Ft
    • $177/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    3650 Gratitude Way, Chestertown, MD 21620

    TO BE BUILT......Welcome to Ryan Homes at Gilbert Meadows. Offering ranch style & 2-story single family homes with 1st floor primary suites in Harford County, MD. Minutes to Rte. 22 & I-95 - Starting from the low $500's. Our homes are designed to make your life easier with open and modern designs connecting all the spaces you use most! Plus, our homes all offer all the conveniences of main-level

    Tineshia Johnson NVR, INC.

    3650 Gratitude Way, Chestertown, MD 21620
    • /5

      Est $175,667 Not Listed For Sale

      201 Duke of Kent St, Chestertown, MD 21620

      201 Duke of Kent St, Chestertown, MD 21620
  • /3

    $240,000

    • 2 Beds
    • 1 Bath
    • 1,290 Sq Ft

    624 High St, Chestertown, MD 21620

    Step into the charm of historic Chestertown with this 2BR/1BA home full of potential. Featuring a screened front porch, spacious layout, and rear alley access, this property is perfect for investors or visionary buyers. Located just blocks from Washington College, the Chester River, downtown shopping, and restaurants, this home offers the ideal setting for a full-time residence, Airbnb, or

    Nicole Stephens Tesla Realty Group, LLC

    624 High St, Chestertown, MD 21620
  • /25

    $431,000 Sold Apr 22, 2025

    • 1,766 Sq Ft
    • $244/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 1999

    130 Sheaffer Rd, Chestertown, MD 21620

    Welcome to The Grove in Chestertown, a picturesque location in Queen Anne's county, located just a short drive from Chesapeake College and historic Chestertown.130 Sheaffer Road offers peaceful living on over an acre of land with highlights such as main level bedrooms, an expansive fenced in backyard, two car garage, large shed for additional storage, and more! As you enter through the front

    Biana Arentz Coldwell Banker Realty

    130 Sheaffer Rd, Chestertown, MD 21620
    • /24

      Est $304,704 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,216 Sq Ft

      2607 Mcginnes Rd, Chestertown, MD 21620

      2607 Mcginnes Rd, Chestertown, MD 21620
  • /10

    $74,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • /44

    $560,000 Sold Apr 21, 2025

    • 2,408 Sq Ft
    • $233/SF
    • 115 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1976

    7938 Radcliffe Rd, Chestertown, MD 21620

    This impeccably maintained home is a true standout and has it ALL! With 5 spacious bedrooms - with both main level & upper level primary suites - and 3.5 baths, including a main level primary suite with a walk-in closet featuring a premium wood built-in system, dual vanity, and a double-headed walk-in tiled shower. This home offers both luxury and convenience. The updated kitchen is an ideal

    Liddy Campbell TTR Sotheby's International Realty

    7938 Radcliffe Rd, Chestertown, MD 21620
    • /23

      Est $281,620 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft

      208 Central Dr, Chestertown, MD 21620

      208 Central Dr, Chestertown, MD 21620
  • /2

    $12,000

    • Land
    • 0.34 Acre
    • $35,294 per Acre

    0 Kinglet Rd, Chestertown, MD 21620

    Recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not buildable. Any reasonable offer considered!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Kinglet Rd, Chestertown, MD 21620
  • /36

    $424,900 Sold Apr 18, 2025

    • 1,680 Sq Ft
    • $253/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    206 Springbrook Ln, Millington, MD 21651

    The new construction home you have been waiting for featuring all the builder upgrades! Don't miss out on this opportunity to buy brand new on a 1 plus acre lot for under 425k in QA County, situated on 1.035 private wooded acres this home features an amazing open floor plan with 3 bedrooms and 2 full baths. This home provides ample storage and closest space, including a walk-in pantry, custom

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    206 Springbrook Ln, Millington, MD 21651
    • /25

      Est $367,309 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft

      224 Fey Rd, Chestertown, MD 21620

      224 Fey Rd, Chestertown, MD 21620
  • /42

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,789 Sq Ft

    26875 Mallard Rd, Chestertown, MD 21620

    Discover the luxury of coastal living with this masterpiece waterfront property located in a much sought-after location on the Chester River. When entering the home, you’re immediately greeted in the elegant foyer that opens to a formal dining room to the right, and an office to the left that could easily be converted to a first floor bedroom.The fully renovated chef’s kitchen features

    Lynn Hilfiker Gunther-McClary Real Estate

    26875 Mallard Rd, Chestertown, MD 21620

Showing Results 121 - 160, Page 4 of 18

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