12,155

Kent, MD Homes

Section Image
    • 114 W Cross St, Galena, MD 21635
      114 W Cross St, Galena, MD 21635
      114 W Cross St, Galena, MD 21635
      /18

      Est $230,090 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,088 Sq Ft

      114 W Cross St, Galena, MD 21635

      114 W Cross St, Galena, MD 21635
  • 103 Adela Way, Chestertown, MD 21620
    103 Adela Way, Chestertown, MD 21620
    103 Adela Way, Chestertown, MD 21620
    /90

    $615,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 5,576 Sq Ft

    103 Adela Way, Chestertown, MD 21620

    Looking for a large spacious home in a lovely neighborhood that is close to downtown & shopping, then look no further! 3 Floors of living space, 4 - possibly 5 Bedrooms, 3 Full & 1 -1/2 Baths. As you enter into the foyer with space up to the top floor, brightly lit with a chandelier and oak wood flooring you can access the formal dining room and the formal living room on each side. Moving

    Barbara McPhail Douglas Realty LLC

    103 Adela Way, Chestertown, MD 21620
  • 24576 Langford Rd, Chestertown, MD 21620
    24576 Langford Rd, Chestertown, MD 21620
    24576 Langford Rd, Chestertown, MD 21620
    /60

    $725,000 Sold Aug 05, 2025

    • 4,023 Sq Ft
    • $180/SF
    • 134 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    24576 Langford Rd, Chestertown, MD 21620

    Designed by noted architectural historian and restoration consultant, Michael Bourne, Highfield exemplifies a deep appreciation and intimate knowledge of historic architectural composition and its elements. With its steep pitch hip roof, catslide roof slope on one end, tall chimney, and enclosed front entry, in form and style, Highfield is reminiscent of the vernacular farmhouses of southeastern

    Nancy McGuire Maryland Heritage Properties

    24576 Langford Rd, Chestertown, MD 21620
    • 101 S Kent St, Chestertown, MD 21620
      101 S Kent St, Chestertown, MD 21620
      101 S Kent St, Chestertown, MD 21620
      /23

      Est $407,690 Not Listed For Sale

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

      101 S Kent St, Chestertown, MD 21620

      101 S Kent St, Chestertown, MD 21620
  • 21090 W Sharp St Unit 112, Rock Hall, MD 21661
    21090 W Sharp St Unit 112, Rock Hall, MD 21661
    21090 W Sharp St Unit 112, Rock Hall, MD 21661
    /28

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft

    21090 W Sharp St Unit 112, Rock Hall, MD 21661

    Spectacular Chesapeake Bay waterview condo located in the heart of Rock Hall. Beautiful upgrades include LVP flooring, tile bathrooms, kitchen cabinets, backsplash, granite countertops and appliances, plus new electric fireplace. Relax on the recently refinished Bayview deck or cuddle up next to the fireplace. The convenience of condo living lets you enjoy all the festivals and fun Rock Hall has

    Cindy Genther Rock Hall Properties Real Estate

    21090 W Sharp St Unit 112, Rock Hall, MD 21661
  • 5738 Beach Rd, Rock Hall, MD 21661
    5738 Beach Rd, Rock Hall, MD 21661
    5738 Beach Rd, Rock Hall, MD 21661
    /46

    $585,000 Sold Aug 05, 2025

    • 2,819 Sq Ft
    • $208/SF
    • 209 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1943

    5738 Beach Rd, Rock Hall, MD 21661

    Spectacular Chesapeake Bay views from this in-town Rock Hall waterfront home. The 2800+ sq.ft. home features 3-4 bedrooms, 3 bathrooms and a layout that's great for large groups or multifamily gatherings. The house has a new (2024) roof, new kitchen appliances, fresh paint and some new flooring. Outside, the large water-side yard was recently graded and seeded, and a new fishing pier was

    Cindy Genther Rock Hall Properties Real Estate

    5738 Beach Rd, Rock Hall, MD 21661
    • 116 N Queen St, Chestertown, MD 21620
      116 N Queen St, Chestertown, MD 21620
      116 N Queen St, Chestertown, MD 21620
      /54

      Est $631,751 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,110 Sq Ft

      116 N Queen St, Chestertown, MD 21620

      116 N Queen St, Chestertown, MD 21620
  • 7729 Country Club Ln, Chestertown, MD 21620
    7729 Country Club Ln, Chestertown, MD 21620
    7729 Country Club Ln, Chestertown, MD 21620
    /18

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    7729 Country Club Ln, Chestertown, MD 21620

    Country Club Estates - Live Where You Play – Just 1.5 Miles from Downtown Chestertown!Enjoy the ease of one-level living in a prime location near the Chester River Yacht & Country Club, where club members enjoy golf, poolside afternoons, and clubhouse dining are just a short walk away. The interior spanning 2,280 square feet offers a comfortable, continuous flow that makes everyday living

    Stacy Kendall Cross Street Realtors LLC

    7729 Country Club Ln, Chestertown, MD 21620
  • 21899 Lovers Ln, Rock Hall, MD 21661
    21899 Lovers Ln, Rock Hall, MD 21661
    21899 Lovers Ln, Rock Hall, MD 21661
    /13

    $150,000 Sold Aug 04, 2025

    • 800 Sq Ft
    • $188/SF
    • 26 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1961

    21899 Lovers Ln, Rock Hall, MD 21661

    Why rent when you can own this renovated and move-in ready 2BR/1BA mobile home located minutes from the heart of Rock Hall. Enjoy peaceful living with bonus features like a covered rear porch, shed, and a wooden children's play set — perfect for relaxing or entertaining. Set on a quiet lot with easy access to marinas, the Chesapeake Bay, and everything the Eastern Shore has to offer. Ideal

    Nicole Stephens Tesla Realty Group, LLC

    21899 Lovers Ln, Rock Hall, MD 21661
    • 107 Adela Way, Chestertown, MD 21620
      107 Adela Way, Chestertown, MD 21620
      107 Adela Way, Chestertown, MD 21620
      /31

      Est $529,810 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,406 Sq Ft

      107 Adela Way, Chestertown, MD 21620

      107 Adela Way, Chestertown, MD 21620
  • 907 N Meadowview Dr, Chestertown, MD 21620
    907 N Meadowview Dr, Chestertown, MD 21620
    907 N Meadowview Dr, Chestertown, MD 21620
    /33

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    907 N Meadowview Dr, Chestertown, MD 21620

    Welcome to 907 N Meadowview Drive, a beautifully maintained home in the sought-after Crestview community of Chestertown. Situated on a spacious .707-acre lot, this 3-bedroom, 2.5-bath home offers 1,842 square feet of comfortable living space.Step inside to find a bright and inviting living room anchored by a cozy pellet stove, ideal for chilly evenings. The eat-in kitchen provides plenty

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    907 N Meadowview Dr, Chestertown, MD 21620
  • 304 Hadaway Dr, Chestertown, MD 21620
    304 Hadaway Dr, Chestertown, MD 21620
    304 Hadaway Dr, Chestertown, MD 21620
    /36

    $250,000 Sold Jul 31, 2025

    • 1,325 Sq Ft
    • $189/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    304 Hadaway Dr, Chestertown, MD 21620

    It doesn’t get any more hometown than this new offering right smack in the heart of hometown Chestertown! It’s peaceful, it’s rural and it looks like a Norman Rockwell this town. This is the Eastern Shore at its finest with plenty amenities close to town and countless activities for those sportsman who like to hunt fish and crab. That’s what we do out here and you have the Chester River right in

    Joseph Craig Cummings & Co. Realtors

    304 Hadaway Dr, Chestertown, MD 21620
    • 105 Sutton Way, Chestertown, MD 21620
      105 Sutton Way, Chestertown, MD 21620
      105 Sutton Way, Chestertown, MD 21620
      /43

      Est $426,799 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,064 Sq Ft

      105 Sutton Way, Chestertown, MD 21620

      105 Sutton Way, Chestertown, MD 21620
  • 10165 John Carvill Rd, Chestertown, MD 21620
    10165 John Carvill Rd, Chestertown, MD 21620
    10165 John Carvill Rd, Chestertown, MD 21620
    /20

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    10165 John Carvill Rd, Chestertown, MD 21620

    Beautiful Brick Rancher in Great Oak Estates – Chestertown, MDNestled on 1.33 acres in the desirable Great Oak Estates community, just a short walk or golf cart drive to Safe Harbor Great Oak Landing marina, restaurant and golf course. This spacious 2,700 sq. ft. brick rancher blends timeless craftsmanship with classic Eastern Shore charm. Built with solid construction, the home features

    Daniel Hercher Chesapeake Real Estate Associates, LLC

    10165 John Carvill Rd, Chestertown, MD 21620
  • 7682 Waterview Ln, Chestertown, MD 21620
    7682 Waterview Ln, Chestertown, MD 21620
    7682 Waterview Ln, Chestertown, MD 21620
    /32

    $645,000 Sold Jul 31, 2025

    • 2,240 Sq Ft
    • $288/SF
    • 2 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1989

    7682 Waterview Ln, Chestertown, MD 21620

    Lovely colonial in Country Club Estates. The property goes back to Country Club Lane. 3 bedrooms and 3 full baths. One of the full baths is on the first floor so there is potential for a main floor bedroom. Screened-in porch overlooking the landscaped yard. 2 gas fireplaces. Open kitchen to family room. Mature landscaping. Nicely set back from the road. Well water, public sewer. Side

    Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    7682 Waterview Ln, Chestertown, MD 21620
    • 335 Devon Dr, Chestertown, MD 21620
      335 Devon Dr, Chestertown, MD 21620
      335 Devon Dr, Chestertown, MD 21620
      /44

      Est $514,458 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,874 Sq Ft

      335 Devon Dr, Chestertown, MD 21620

      335 Devon Dr, Chestertown, MD 21620
  • 1 Bayview Rd Unit 11A, Betterton, MD 21610
    1 Bayview Rd Unit 11A, Betterton, MD 21610
    1 Bayview Rd Unit 11A, Betterton, MD 21610
    /37

    $380,000

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    1 Bayview Rd Unit 11A, Betterton, MD 21610

    FULLY-FURNISHED WATERFRONT HOME FOR SALE: Enjoy the best of Eastern Shore living in this fully furnished 2-bedroom, 2-bath waterfront home, just steps from a 600-foot sandy beach and the association dock. A 30-foot-wide veranda offers panoramic Chesapeake Bay views—perfect for morning coffee, a crab feast, or sunset cocktail gatherings. Inside, hardwood floorings flow through the main living

    Thomas Lee EXP Realty, LLC

    1 Bayview Rd Unit 11A, Betterton, MD 21610
  • 113 Cedarwood Dr, Galena, MD 21635
    113 Cedarwood Dr, Galena, MD 21635
    113 Cedarwood Dr, Galena, MD 21635
    /40

    $350,000 Sold Jul 31, 2025

    • 1,416 Sq Ft
    • $247/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    113 Cedarwood Dr, Galena, MD 21635

    Welcome to this charming 3-Bedroom, 2-Bath Cape Cod home nestled in the desirable Dogwood Village community in Galena. With only one previous owner, this meticulously maintained property offers exceptional move-in ready condition and fantastic curb appeal.The main level features the first of three bedrooms, complete with a large walk-in closet and full hall bath, a cozy living room, and a

    Mrs. Brittany Fox RE/MAX Chesapeake

    113 Cedarwood Dr, Galena, MD 21635
    • 20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661
      20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661
      20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661
      /4

      Est $503,359 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,400 Sq Ft

      20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661

      20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661
  • 201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    /23

    $470,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    201 Birch Run Rd, Chestertown, MD 21620

    This Mid Century Modern is located in Mile Tree Village, one of Chestertown's most coveted neighborhoods. One floor living makes things a breeze with this open and easy floor plan. Serious structural updates have been performed on the home, the crawl space has been encapsulated, and the kitchen and bathrooms have been remodeled. The home was also recently had the entire exterior painted and much

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    201 Birch Run Rd, Chestertown, MD 21620
  • 22652 McKinleyville Rd, Rock Hall, MD 21661
    22652 McKinleyville Rd, Rock Hall, MD 21661
    22652 McKinleyville Rd, Rock Hall, MD 21661
    /63

    $473,000 Sold Jul 31, 2025

    • 2,112 Sq Ft
    • $224/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    22652 McKinleyville Rd, Rock Hall, MD 21661

    Welcome to your private Eastern Shore escape! Nestled on 8.36 tranquil acres just outside the charming waterfront town of Rock Hall and only 20 minutes from historic Chestertown, this beautifully updated property offers a rare blend of nature, comfort, and recreation. Surrounded by abundant wildlife, this property is a haven for hunters and nature lovers alike—ideal for deer, turkey, and

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    22652 McKinleyville Rd, Rock Hall, MD 21661
    • 118 Little Harbor Way Unit 102, Chestertown, MD 21620
      118 Little Harbor Way Unit 102, Chestertown, MD 21620
      118 Little Harbor Way Unit 102, Chestertown, MD 21620
      /8

      Est $656,001 Not Listed For Sale

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

      118 Little Harbor Way Unit 102, Chestertown, MD 21620

      118 Little Harbor Way Unit 102, Chestertown, MD 21620
  • 101 Birch Run Rd, Chestertown, MD 21620
    101 Birch Run Rd, Chestertown, MD 21620
    101 Birch Run Rd, Chestertown, MD 21620
    /22

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft

    101 Birch Run Rd, Chestertown, MD 21620

    A sleek, thoughtfully executed renovation with clean lines and a minimalist aesthetic—sure to impress even the most discerning buyer... Located in Chestertown's coveted Mile Tree Village community, this newly updated 3-bedroom, 2-bath rancher with oversized 2-car garage features a New Encapsulated Crawl Space, New Roof with 50-year shingles and a transferable warranty, new water and sewer lines

    Stacy Kendall Cross Street Realtors LLC

    101 Birch Run Rd, Chestertown, MD 21620
  • 10575 Hyala Ct, Chestertown, MD 21620
    10575 Hyala Ct, Chestertown, MD 21620
    10575 Hyala Ct, Chestertown, MD 21620
    /22

    $359,000 Sold Jul 31, 2025

    • 1,978 Sq Ft
    • $181/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    10575 Hyala Ct, Chestertown, MD 21620

    Nestled in the tranquil Chesapeake Landing community. This large three bedroom, two bathroom contemporary rancher offers 1978 square feet of comfortable one-level living. This home is situated on a 0.33 acre corner lot with direct access to Worton Creek, minutes from downtown Chestertown. It has an open -concept floor plan with cathedral ceilings. Many upgrades have been done to this house

    Laura Anthony Benson & Mangold, LLC

    10575 Hyala Ct, Chestertown, MD 21620
    • 118 Harlan Loop, Chestertown, MD 21620
      118 Harlan Loop, Chestertown, MD 21620
      118 Harlan Loop, Chestertown, MD 21620
      /33

      Est $496,667 Not Listed For Sale

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

      118 Harlan Loop, Chestertown, MD 21620

      118 Harlan Loop, Chestertown, MD 21620
  • 5179 Quaker Neck Rd, Chestertown, MD 21620
    5179 Quaker Neck Rd, Chestertown, MD 21620
    5179 Quaker Neck Rd, Chestertown, MD 21620
    /48

    $559,900

    • 1 Bed
    • 1 Bath
    • 1,148 Sq Ft

    5179 Quaker Neck Rd, Chestertown, MD 21620

    $20,000 Price Reduction!A One-of-a-Kind Historic Treasure Reimagined for Modern LivingStep into history with this extraordinary Greek Revival chapel, originally built in 1865 as Walton Chapel and later renamed Mowbray Chapel. Nestled on 3.22 picturesque acres in Chestertown’s serene Quaker Neck community, this stunning brick structure has been thoughtfully restored and modernized, seamlessly

    Jonathan Taylor Hyatt & Company Real Estate, LLC

    5179 Quaker Neck Rd, Chestertown, MD 21620
  • 12083 Blacks Station Rd, Kennedyville, MD 21645
    12083 Blacks Station Rd, Kennedyville, MD 21645
    12083 Blacks Station Rd, Kennedyville, MD 21645
    /73

    $910,000 Sold Jul 31, 2025

    • 2,542 Sq Ft
    • $358/SF
    • 11 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1990

    12083 Blacks Station Rd, Kennedyville, MD 21645

    Charming country retreat on 20 unrestricted acres—18 of which are tillable farmland! This beautifully maintained home is full of character and quality craftsmanship, from the rich hardwood floors and custom woodwork to the granite kitchen counters. Thoughtful modern upgrades blend seamlessly with timeless details, while radiant heat flooring adds everyday comfort. Enjoy sweeping views of the

    Joe Hickman Cross Street Realtors LLC

    12083 Blacks Station Rd, Kennedyville, MD 21645
    • 200 School St, Millington, MD 21651
      200 School St, Millington, MD 21651
      200 School St, Millington, MD 21651
      /40

      Est $381,101 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,896 Sq Ft

      200 School St, Millington, MD 21651

      200 School St, Millington, MD 21651
  • 21424 Catholic Ave, Rock Hall, MD 21661
    21424 Catholic Ave, Rock Hall, MD 21661
    21424 Catholic Ave, Rock Hall, MD 21661
    /21

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,247 Sq Ft

    21424 Catholic Ave, Rock Hall, MD 21661

    Welcoming to the newly renovated 21424 Catholic Ave! Situated on a large in-town parcel, the largest residential lot on Catholic Ave. Spacious open living space with a beautifully renovated kitchen, custom wood cabinets, new LVT and engineered hardwood flooring. The welcoming living space contains original wood accents, adding much charm to this newly updated home. There are three bedrooms,

    Lynn Hilfiker Gunther-McClary Real Estate

    21424 Catholic Ave, Rock Hall, MD 21661
  • 20565 Rock Hall Ave Unit 5, Rock Hall, MD 21661
    20565 Rock Hall Ave Unit 5, Rock Hall, MD 21661
    20565 Rock Hall Ave Unit 5, Rock Hall, MD 21661
    /33

    $535,000 Sold Jul 31, 2025

    • 2,400 Sq Ft
    • $223/SF
    • 25 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1990

    20565 Rock Hall Ave Unit 5, Rock Hall, MD 21661

    Luxurious water view condo by the bay with high-end kitchen and baths. You'll feel pampered with the Chesapeake Bay views from every level. Exceptional view from the kitchen and dining area provides a beautiful space for entertaining. Truly a chef's gourmet kitchen, with granite countertops, a Wolf stove and Sub-Zero refrigerator. beautiful cherry floors in the kitchen. Decks on two levels- one

    Julia Hilfiker Gunther-McClary Real Estate

    20565 Rock Hall Ave Unit 5, Rock Hall, MD 21661
    • 105 S Water St, Chestertown, MD 21620
      105 S Water St, Chestertown, MD 21620
      105 S Water St, Chestertown, MD 21620
      /58

      Est $794,985 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
  • 21119 Striper Run, Rock Hall, MD 21661
    21119 Striper Run, Rock Hall, MD 21661
    21119 Striper Run, Rock Hall, MD 21661
    /27

    $335,000

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

    21119 Striper Run, Rock Hall, MD 21661

    Fantastic townhouse nestled in the heart of the water-oriented community of Rock Hall. This duplex has three bedroom suites and is being sold with contents, fully furnished. Currently used as a vacation rental, this townhouse is ready to go! There is an entry level bedroom with attached half bath and access to a scenic screened porch. The first level has a one car garage, perfect for extra

    Lynn Hilfiker Gunther-McClary Real Estate

    21119 Striper Run, Rock Hall, MD 21661
  • 21026 Rock Hall Ave, Rock Hall, MD 21661
    21026 Rock Hall Ave, Rock Hall, MD 21661
    21026 Rock Hall Ave, Rock Hall, MD 21661
    /34

    $550,000 Sold Jul 31, 2025

    • 1,649 Sq Ft
    • $334/SF
    • 127 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2014

    21026 Rock Hall Ave, Rock Hall, MD 21661

    Lush gardens frame the entrance to this waterview coastal contemporary home in the heart of Rock Hall. Wide stairs lead to a covered front porch that's just perfect for sipping sweet tea and enjoying your own private oasis. Enter the foyer and leave your troubles (and dirty shoes) here. Up a short set of lighted stairs is a hallway that leads to a 23' x 27' open floorplan living/dining/kitchen

    Cindy Genther Rock Hall Properties Real Estate

    21026 Rock Hall Ave, Rock Hall, MD 21661
    • 114 School Rd, Chestertown, MD 21620
      114 School Rd, Chestertown, MD 21620
      114 School Rd, Chestertown, MD 21620
      /39

      Est $259,776 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
  • 11960 Flour Mill St, Kennedyville, MD 21645
    11960 Flour Mill St, Kennedyville, MD 21645
    11960 Flour Mill St, Kennedyville, MD 21645
    /53

    $539,000

    • 7 Beds
    • 5 Baths
    • 3,136 Sq Ft

    11960 Flour Mill St, Kennedyville, MD 21645

    Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    11960 Flour Mill St, Kennedyville, MD 21645
  • 10705 Millbrook Dr, Chestertown, MD 21620
    10705 Millbrook Dr, Chestertown, MD 21620
    10705 Millbrook Dr, Chestertown, MD 21620
    /73

    $380,000 Sold Jul 30, 2025

    • 2,106 Sq Ft
    • $180/SF
    • 11 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1988

    10705 Millbrook Dr, Chestertown, MD 21620

    Nestled in the water-access community of Chesapeake Landing, this charming Cape Cod-style home offers a perfect blend of classic character and modern comfort. With over 2,100 square feet of finished living space, the home features four spacious bedrooms and three full bathrooms, ideal for flexible living arrangements. Inside, you’ll find a freshly painted bright and open layout with beautiful

    Adam Murphy RE/MAX Realty Centre, Inc.

    10705 Millbrook Dr, Chestertown, MD 21620
    • 10550 Klamath Rd, Chestertown, MD 21620
      10550 Klamath Rd, Chestertown, MD 21620
      10550 Klamath Rd, Chestertown, MD 21620
      /33

      Est $324,590 Not Listed For Sale

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

      10550 Klamath Rd, Chestertown, MD 21620

      10550 Klamath Rd, Chestertown, MD 21620
  • 206 Barroll Dr, Chestertown, MD 21620
    206 Barroll Dr, Chestertown, MD 21620
    206 Barroll Dr, Chestertown, MD 21620
    /35

    $480,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    206 Barroll Dr, Chestertown, MD 21620

    Charming Rancher with Private Backyard Oasis in Byford Estates206 Barroll Drive, Chestertown, MDLocated in the highly desirable Byford Estates community, this well-maintained rancher offers a rare combination of one-level living, thoughtful layout, and exceptional outdoor space—all within walking distance to historic downtown Chestertown. Enjoy access to festivals, the renowned farmers

    Joelle Dolch Cross Street Realtors LLC

    206 Barroll Dr, Chestertown, MD 21620
  • 110 Philosophers Terrace, Chestertown, MD 21620
    110 Philosophers Terrace, Chestertown, MD 21620
    110 Philosophers Terrace, Chestertown, MD 21620
    /22

    $175,000 Sold Jul 25, 2025

    • 896 Sq Ft
    • $195/SF
    • 85 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    110 Philosophers Terrace, Chestertown, MD 21620

    Two bedroom/one bath dwelling located within the town limits of Chestertown zoned RB offers great investment potential. Very large garage with three sections.

    Debbie Meikle Doug Ashley Realtors, LLC

    110 Philosophers Terrace, Chestertown, MD 21620
    • 6121 Tolchester Rd, Rock Hall, MD 21661
      6121 Tolchester Rd, Rock Hall, MD 21661
      6121 Tolchester Rd, Rock Hall, MD 21661
      /14

      Est $192,313 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,165 Sq Ft

      6121 Tolchester Rd, Rock Hall, MD 21661

      6121 Tolchester Rd, Rock Hall, MD 21661

Showing Results 81 - 120, Page 3 of 18

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