6,882

Chestertown, MD Homes

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  • /2

    $37,000

    • Land
    • 0.34 Acre
    • $108,824 per Acre

    0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Fish Hatchery Rd Unit MDKE2002848, Chestertown, MD 21620
  • /35

    $359,000 Sold Nov 08, 2024

    • 1,500 Sq Ft
    • $239/SF
    • 82 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    204 Princess Anne Dr, Chestertown, MD 21620

    Welcome home to this 3 BR 2 bath home in Kingstown Manor, situated on 1/2 acre just seconds from the Chester River. Newly refinished flooring throughout! The gorgeous, custom tiled backsplash, updated kitchen includes stainless steel appliances and is open to the dining area with built in bench seating. From the dining area you can exit the rear door onto the patio overlooking the fenced backyard

    Jamil Wright EXP Realty, LLC

    204 Princess Anne Dr, Chestertown, MD 21620
    • /25

      Est $325,728 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,360 Sq Ft

      324 Longfellow Dr, Chestertown, MD 21620

      324 Longfellow Dr, 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
  • /43

    $411,500 Sold Nov 07, 2024

    • 810 Sq Ft
    • $508/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1961

    129 Char Nor Manor Blvd, Chestertown, MD 21620

    Enjoy the serenity of waterfront living in this delightful 2-bedroom, 1-bath ranch home nestled along the scenic Chester River. This cozy retreat offers stunning, uninterrupted views of the water from nearly every room. Imagine spending your mornings sipping coffee on the private dock or screened porch, or relaxing by the warmth of the wood-burning fireplace on cool evenings.The open floor

    Melanie Musser Iron Valley Real Estate of Central PA

    129 Char Nor Manor Blvd, Chestertown, MD 21620
    • /35

      Est $291,648 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,144 Sq Ft

      121 Tuxedo Rd, Chestertown, MD 21620

      121 Tuxedo Rd, Chestertown, MD 21620
  • /2

    $120,000

    • Land
    • 1.80 Acres
    • $66,667 per Acre

    0 Rd, Chestertown, MD 21620

    Live just down the road from Fairlee Creek! Public access is less than a mile away allowing the Chesapeake Bay at your fingertips! Great Oak Marina sits at the inlet of Fairlee Creek and The Bay offering a full service resturant, marina and Tiki Beach Bar. A summer full of entertainment, boating, fishing, crabbing, jet skiing, tubing, skiing or anything else your heart deserves! Public water and

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    0 Rd, Chestertown, MD 21620
  • /35

    $406,000 Sold Nov 07, 2024

    • 1,509 Sq Ft
    • $269/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    813 S Meadowview Dr, Chestertown, MD 21620

    Nestled on the edge of the desirable Crestview neighborhood, this main level living home boasts beautiful hardwood floors, an easy flow perfect for entertaining, an ample screened in porch with views of the wooded back yard, and a walk-out, unfinished basement perfect for a gardening room or enclosed storage. Roof is only a few years young! Open house on Sept. 29th, 1-3pm.

    Liddy Campbell TTR Sotheby's International Realty

    813 S Meadowview Dr, Chestertown, MD 21620
    • /6

      Est $291,851 Not Listed For Sale

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

      210 Creston Rd, Chestertown, MD 21620

      210 Creston Rd, Chestertown, MD 21620
  • /2

    $12,500

    • Land
    • 0.50 Acre
    • $25,000 per Acre

    0 Millbrook Dr, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Millbrook Dr, Chestertown, MD 21620
  • /16

    $215,000 Sold Nov 04, 2024

    • 966 Sq Ft
    • $223/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    112 Snyder Ln, Chestertown, MD 21620

    ***Property back on market due to Buyer Default. ***This move-in ready home has been tastefully updated and is conveniently located close to downtown Chestertown while maintaining the benefits of Queen Anne's County. The primary suite has a spacious en suite bathroom and laundry area. An open floor plan provides plenty of living space and leads to another full bathroom and bedroom. An

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    112 Snyder Ln, Chestertown, MD 21620
    • /33

      Est $453,354 Not Listed For Sale

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

      118 Harlan Loop, Chestertown, MD 21620

      118 Harlan Loop, Chestertown, MD 21620
  • /2

    $9,500

    • Land
    • 0.34 Acre
    • $27,941 per Acre

    0 Buck Neck Landing Rd, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Buck Neck Landing Rd, Chestertown, MD 21620
  • /25

    $299,900 Sold Nov 01, 2024

    • 1,464 Sq Ft
    • $205/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    8489 Broad Neck Rd, Chestertown, MD 21620

    Welcome to this newly updated 3-bedroom, 2-bathroom rancher, conveniently located on Broad Neck Road, just minutes from historic Chestertown! This home offers some nice upgrades such as a brand-new roof, gutters, and HVAC system, ensuring year-round comfort and a full unfinished basement with heating and air conditioning—perfect for extra storage or future expansion. The interior has been

    Jody Baker Cross Street Realtors LLC

    8489 Broad Neck Rd, Chestertown, MD 21620
    • /58

      Est $750,908 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,565 Sq Ft

      105 S Water St, Chestertown, MD 21620

      105 S Water St, Chestertown, MD 21620
  • /19

    $329,900 New Construction

    • 3 Beds
    • 2.5 Baths

    10578 Tonopah Rd, Chestertown, MD 21620

    Imagine waking up to gentle breezes and the promise of waterfront living. That's what awaits you in this brand-new home nestled within the peaceful Worton Creek community of Chesapeake Landing. Forget the cramped feeling of renting – here, you'll find space to breathe and room to grow.Picture yourself hosting friends and family in the bright, open living areas. The kitchen, with its crisp

    David Moore RE/MAX Executive

    10578 Tonopah Rd, Chestertown, MD 21620
  • /37

    $600,000 Sold Nov 01, 2024

    • 3,240 Sq Ft
    • $185/SF
    • 6 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1900

    208 N Queen St, Chestertown, MD 21620

    Welcome to this charming Colonial four square home, nestled on the north end of Queen Street in Chestertown's historic district, just two blocks from the river. Step inside to find a beautifully remodeled kitchen, updated living room, dining room, den which doubles as a library or family room, and a sunlit porch, all on the main level. With high ceilings, intricate detailing, and polished

    Jody Baker Cross Street Realtors LLC

    208 N Queen St, Chestertown, MD 21620
    • /39

      Est $248,485 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,102 Sq Ft

      114 School Rd, Chestertown, MD 21620

      114 School Rd, Chestertown, MD 21620
  • /4

    $15,000 Pending

    • Land
    • 0.48 Acre
    • $31,250 per Acre

    22671 Wood Yard Ln, Chestertown, MD 21620

    Almost half acre of recreational property available between Chestertown and Rock Hall! Best use would be hunting since it is surrounded by woods and farms. There is an existing structure that is a tear down of no value. There appears to be electric run to the property but condition is unknown. The county does not have records of the septic and would need to be perc tested to build on. The back of

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    22671 Wood Yard Ln, Chestertown, MD 21620
  • /17

    $275,000 Sold Oct 29, 2024

    • 1,317 Sq Ft
    • $209/SF
    • 9 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    24105 Chestertown Rd, Chestertown, MD 21620

    Custom quality-built 1970 brick rancher on 0.46 acre lot just outside Chestertown. House features original hardwood floors, stained woodwork, trim moldings and hand built wood kitchen cabinetry. The living room has large bay window and brick wood burning fireplace. Full unfinished basement offers lots of extra storage space with room to expand. Attached carport with storage closets and

    Yvonne Andres Keller Williams Select Realtors of Annapolis

    24105 Chestertown Rd, Chestertown, MD 21620
    • /7

      Est $299,382 Not Listed For Sale

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

      23235 Myers Rd, Chestertown, MD 21620

      23235 Myers Rd, Chestertown, MD 21620
  • /2

    $15,000 Pending

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

    22681 Wood Yard Ln, Chestertown, MD 21620

    Half acre+ secluded wooded lot. The 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. There is a 16' right of way to access which has not been maintained. Buyer to do any due diligence. Could be a great hunting property!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    22681 Wood Yard Ln, Chestertown, MD 21620
  • /6

    $615,000 Sold Oct 25, 2024

    • 2,627 Sq Ft
    • $234/SF
    • 2 Beds
    • 1.5 Baths
    • Built 1998

    305 Hickory Ln, Chestertown, MD 21620

    Perfect Rabbit Creek and Chester River Get-A-Way. Ideal for an avid sportsman, outdoorsman or nature lover, offering you extensive frontage on Rabbit Creek leading out into the Chester River situated on 20 private acres. Offering a serene setting with a good mix of marshland, woods, uplands and a private pond. Bring your canoe/kayak/ john boat/ fishing pole and deer stand. These properties

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    305 Hickory Ln, Chestertown, MD 21620
    • /13

      Est $310,788 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft

      23399 Cloquet Rd, Chestertown, MD 21620

      23399 Cloquet Rd, Chestertown, MD 21620
  • /8

    $79,900 Pending

    • Land
    • 2.20 Acres
    • $36,318 per Acre

    0 Fairlee Rd, Chestertown, MD 21620

    Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. Recorded plat with perc denoted on the plat signed by Health Department Officer in 1994. Lots of wildlife in the area. Perfect location to build your new home back off the road in a convenient location. Maybe even have your own deer stand! Plat is filed in Kent County Land

    William Norris Select Land & Homes, LLC

    0 Fairlee Rd, Chestertown, MD 21620
  • /9

    $135,000 Sold Oct 25, 2024

    • 1,350 Sq Ft
    • $100/SF
    • 24 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1977

    10674 Kasota Rd, Chestertown, MD 21620

    Very affordable with a nice .59 acre lot. A great Re-Hab opportunity. Nicely located Rancher in Chesapeake Landing. Voluntary HOA membership allows access to Worton Creek. Property Backs up to Community Recreational Area with a pond. This is an opportunity to design your new home.

    Richard King Doug Ashley Realtors, LLC

    10674 Kasota Rd, Chestertown, MD 21620
    • /39

      Est $278,358 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,036 Sq Ft

      101 S College Ave, Chestertown, MD 21620

      101 S College Ave, Chestertown, MD 21620
  • /51

    $385,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    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
  • /41

    $435,000 Sold Oct 24, 2024

    • 3,000 Sq Ft
    • $145/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1999

    100 Foxview Ct, Chestertown, MD 21620

    Nestled at the end of a serene cul-de-sac in the desirable Crestview neighborhood, this expansive 3,000-square-foot home resides on a generous 0.63-acre lot, boasting a delightful fusion of comfort and sophistication. Adorned with meticulously landscaped grounds, the outdoor space features a charming fish pond complemented by water features, a convenient shed, an expansive patio, and a deck

    Sarah Ulrick Rock Hall Properties Real Estate

    100 Foxview Ct, Chestertown, MD 21620
    • /12

      Est $290,684 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,756 Sq Ft

      203 Radcliffe Dr, Chestertown, MD 21620

      203 Radcliffe Dr, Chestertown, MD 21620
  • /37

    $285,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    7483 Shortall St, Chestertown, MD 21620

    Discover this delightful, move-in-ready ranch-style home in a peaceful Chestertown setting. Featuring three bedrooms and two bathrooms, this residence boasts recent updates including fresh paint, new flooring, modern stainless steel appliances, and stunning Beechwood butcher block countertops. Enjoy abundant natural light through the beautiful front door and Anderson windows, relax on the back

    David Moore RE/MAX Executive

    7483 Shortall St, Chestertown, MD 21620
  • /37

    $675,000 Sold Oct 21, 2024

    • 2,128 Sq Ft
    • $317/SF
    • 1 Day On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1961

    319 Fairview Dr, Chestertown, MD 21620

    Live authentically. Welcome to your dream waterfront oasis! This charming home, nestled in a serene spot near historic Chestertown, offers the perfect blend of community amenities and private retreat. Boasting three bedrooms and two beautifully designed bathrooms, this property is the epitome of move-in ready.Step inside to discover a host of updates that ensure modern convenience without

    Michelle Schwab Krauss Real Property Brokerage

    319 Fairview Dr, Chestertown, MD 21620
    • /14

      Est $217,184 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,000 Sq Ft

      21385 Pennsylvania Ave, Chestertown, MD 21620

      21385 Pennsylvania Ave, Chestertown, MD 21620
  • /18

    $665,610 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,599 Sq Ft

    3666 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 Services, Inc.

    3666 Gratitude Way, Chestertown, MD 21620
  • /22

    $287,000 Sold Oct 18, 2024

    • 1,420 Sq Ft
    • $202/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    235 Island Lark Way, Chestertown, MD 21620

    Village at Chestertown end-unit two-story townhome with 3 bedrooms and 2.5 bathrooms. The spacious first floor is open-concept consisting of a kitchen, living, and dining area. The thoughtfully designed kitchen comes with stylish gray cabinets, stainless steel appliances, a storage closet and a peninsula island that seats three. The first floor also offers a spacious living area and powder room.

    Derek Eisenberg Continental Real Estate Group

    235 Island Lark Way, Chestertown, MD 21620
    • /24

      Est $283,770 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,234 Sq Ft

      211 Philosophers Terrace, Chestertown, MD 21620

      211 Philosophers Terrace, Chestertown, MD 21620
  • /19

    $675,910 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,868 Sq Ft

    3662 Gratitude Way, Chestertown, MD 21620

    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 primary suites,

    Tineshia Johnson NVR Services, Inc.

    3662 Gratitude Way, Chestertown, MD 21620
  • /4

    $422,000 Sold Oct 18, 2024

    • 1,600 Sq Ft
    • $264/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    231 Blakefield Dr, Chestertown, MD 21620

    3 BEDROOM 2 BATH RANCHER. OPEN FLOOR PLAN. NEW CONSTRUCTION TO START 2024. 1600SF ON 1 ACRE LOT

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    231 Blakefield Dr, Chestertown, MD 21620
    • /36

      Est $914,105 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,352 Sq Ft

      9831 Breezecroft Ln, Chestertown, MD 21620

      9831 Breezecroft Ln, Chestertown, MD 21620
  • /25

    $399,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,811 Sq Ft

    149 Longfellow Dr, Chestertown, MD 21620

    Welcome to your dream home in the charming sought after community of Chester Harbor! This delightful property boasts 3 spacious bedrooms and 2 full updated bathrooms, perfectly designed for comfort and modern living.Step into the huge master bedroom, perfect for all buyers. The finished basement provides versatile additional living space—ideal for a family room, home office, or play

    Isaac Bahary KW Empower

    149 Longfellow Dr, Chestertown, MD 21620

Showing Results 241 - 280, Page 7 of 18

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