Recently Sold Kent County MD Homes

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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /28

  $362,500 Sold Jul 22, 2025

  • 1,600 Sq Ft
  • $227/SF
  • 41 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  1 A Bayview Rd Unit 7A, Betterton, MD 21610

  Welcome to Rigbie Bluff Condominium! This is a rare opportunity for an end unit 2-bedroom condo to be available which offers breathtaking panoramic views of the Upper Chesapeake Bay and spectacular sunsets in the spring & summer. Enjoy waterfront living at its finest with your own boat slip, perfect for boating enthusiasts.Relax by the community pool, take advantage of private beach access,

  Ashton Kelley Gunther-McClary Real Estate

  1 A Bayview Rd Unit 7A, Betterton, MD 21610
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  /9

  $190,500 Sold Jul 22, 2025

  • 882 Sq Ft
  • $216/SF
  • 50 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1983

  619 Cannon St, Chestertown, MD 21620

  Buyer Financing fell through, so their loss is your gain! Ideally situated in Chestertown’s sought-after Historic District, this charming 1-bedroom, 1-bathroom cottage offers comfort, convenience, and plenty of potential. Enjoy a low-maintenance lifestyle just steps from downtown shops, restaurants, waterfront parks, and Washington College. The home features a bright and efficient layout, perfect

  Sarah King Cross Street Realtors LLC

  619 Cannon St, Chestertown, MD 21620
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  /65

  $505,000 Sold Jul 21, 2025

  • 2,696 Sq Ft
  • $187/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  207 Lee Ave, Galena, MD 21635

  Irresistible Cedar Retreat in Charming Galena, MD . Nestled on an acre. This is a must- see!Tucked away at the end of a quiet cul-de-sac in the picturesque town of Galena, this beautifullyupdated cedar home is the kind of property that buyers dream about, but rarely find. With itsinviting wood-burning fireplace, and sun-drenched open floor plan, every inch of this home radiates

  Kim Simpson Thyme Real Estate Co LLC

  207 Lee Ave, Galena, MD 21635
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  /10

  $85,000 Sold Jul 18, 2025

  • Land
  • 0.80 Acre
  • $106,250 per Acre

  • 2 Days On Market

  0 Griffith Dr Unit MDKE2005256, Galena, MD 21635

  Build your dream home on 0.8 acres in the desirable Hunter's Run subdivision! This gorgeous parcel is located just a short distance from 213 and Route 301 making for a quick drive to the Sassafras River, local restaurants and marinas, Middletown, DE and Chestertown, MD! See documents for perc letter on file from 2020. Highlighted property lines that appear in the listing photos are approximate.

  Jason Zang RE/MAX Chesapeake

  0 Griffith Dr Unit MDKE2005256, Galena, MD 21635
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  /18

  $205,000 Sold Jul 18, 2025

  • 1,216 Sq Ft
  • $169/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  310 Hilltop Ln, Chestertown, MD 21620

  Super clean, well-maintained and move-in ready! This charming 3-bedroom, 2.5-bath townhouse offers affordable, low-maintenance living. The main level features a bright kitchen, convenient half bath, in-unit laundry, a spacious living room, and an open dining area with sliding doors leading to a private patio and beautifully maintained common grounds. High Speed internet available. HOA covers lawn

  Clint Evans Cross Street Realtors LLC

  310 Hilltop Ln, Chestertown, MD 21620
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  /39

  $350,000 Sold Jul 18, 2025

  • 1,080 Sq Ft
  • $324/SF
  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  420 Cannon St, Chestertown, MD 21620

  Fabulous location in the Chestertown Historic District with lots of room for expansion among brand new luxury homes! 420 Cannon sits on a 5,000 square foot lot that fronts on historic Cannon Street and is surrounded by the new Cannon Square development. Enjoy it in comfort now with plenty of room for new equity over time: Maybe double the house? Add a first floor bedroom suite? A garage? (As

  Beth Ostrander Doug Ashley Realtors, LLC

  420 Cannon St, Chestertown, MD 21620
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  /32

  $266,500 Sold Jul 18, 2025

  • 1,456 Sq Ft
  • $183/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  9 Belmont Place, Betterton, MD 21610

  Welcome to Honeysuckle Lodge at Betterton Beach. Tucked away on a private 1.4 acre partially wooded lot, this charming home is an easy stroll down the street to beautiful Betterton Beach - the best and biggest sandy, nettle-free Bayfront beach in Kent County. Other close-by amenities include a community park with tennis courts, basketball courts and a childrens playground, a community dock,

  Paula Ruckelshaus Long & Foster Real Estate, Inc.

  9 Belmont Place, Betterton, MD 21610
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  /45

  $485,000 Sold Jul 18, 2025

  • 3,420 Sq Ft
  • $142/SF
  • 79 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2010

  314 Devon Dr, Chestertown, MD 21620

  Welcome to 314 Devon Drive in Chestertown—a beautifully designed 4-bedroom, 3.5-bath home where comfort meets style in every room. From the moment you step into the grand foyer, you’ll feel the openness and care that’s gone into every detail.The heart of the home is the spacious kitchen, featuring a large island that’s perfect for prepping meals, gathering with friends, or simply enjoying

  Heather Branham The Parker Group

  314 Devon Dr, Chestertown, MD 21620
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  /17

  $365,000 Sold Jul 18, 2025

  • 1,626 Sq Ft
  • $224/SF
  • 202 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  5816 Clam Cove, Rock Hall, MD 21661

  Two new duplexes now complete and ready for new owners! These new homes feature open, airy floorplans with 9 ft ceilings on the main floor and 8 ft ceilings on second floor. There's luxury vinyl plank flooring throughout the main living level with warm and cozy wall-to-wall carpeting on the stairs and second floor. Energy efficient features incude recessed LED lighting, R-49 ceiling and R-22 wall

  Cindy Genther Rock Hall Properties Real Estate

  5816 Clam Cove, Rock Hall, MD 21661
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  /48

  $335,500 Sold Jul 15, 2025

  • 1,680 Sq Ft
  • $200/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  5824 Clam Cove, Rock Hall, MD 21661

  Prepare for cuteness overload in the heart of Rock Hall! This charming property is nestled in an equally delightful town, just a short stroll from shops, restaurants, and the waterfront. You’ll fall in love with the timeless charm and inviting atmosphere of this cottage.Inside, the home features an open-concept living space, three generously sized bedrooms, and two and a half bathrooms,

  Johnice Comer Compass

  5824 Clam Cove, Rock Hall, MD 21661
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  /40

  $1,100,000 Sold Jul 14, 2025

  • 4,148 Sq Ft
  • $265/SF
  • 2 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2005

  24196 Still Pond Neck Rd, Worton, MD 21678

  Think the beach without the crowds! Nestled in a secluded location along the Chesapeake Bay, this rare beach-style home offers the perfect coastal escape with a private sandy beach just steps from your door. Designed with a spacious and inviting floor plan, the home features soaring ceilings with exposed beams, wood floors, and a third-floor observation room that offers magical panoramic views of

  William Norris Select Land & Homes, LLC

  24196 Still Pond Neck Rd, Worton, MD 21678
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  /20

  $310,000 Sold Jul 14, 2025

  • 1,056 Sq Ft
  • $294/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1977

  10490 Worton Rd, Worton, MD 21678

  Welcome to 10490 Worton Rd a beautifully renovated rancher nestled in the heart of Kent County. This 3-bedroom, 1-bath home was transformed in 2023 with thoughtful upgrades throughout. Enjoy peace of mind with a new roof, HVAC system, siding, windows, hot water heater, and more.Step inside to discover a stylish, living space featuring updated flooring, a modern kitchen with new

  Laura Anthony Benson & Mangold, LLC

  10490 Worton Rd, Worton, MD 21678
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  /52

  $795,000 Sold Jul 14, 2025

  • 4,401 Sq Ft
  • $181/SF
  • 2 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1963

  211 David Dr, Chestertown, MD 21620

  Big, bold, and beautiful! This wonderfully updated 2 story brick colonial in Chestertown is just minutes walking to the shops, restaurants, college, and waterfront. The first floor is enhanced with a finished sunroom with mini split, well appointed full bathroom adjacent to the office, and the kitchen of your dreams. Traditional aspects remain with a spacious dining room with built ins and living

  Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

  211 David Dr, Chestertown, MD 21620
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  /24

  $715,000 Sold Jul 11, 2025

  • 3,018 Sq Ft
  • $237/SF

  • 3 Beds
  • 4 Baths
  • Built 1800

  25789 Lambs Meadow Rd, Worton, MD 21678

  Hopeful Unity - c. 1800. On the National Historic Registry. Step into history with this beautifully restored home, listed on the National Historic Register, where timeless charm and modern luxury seamlessly intertwine. This exceptional 4-bedroom residence has undergone a complete and thoughtful renovation, carefully preserving its remarkable heritage while incorporating every contemporary

  Liddy Campbell TTR Sotheby's International Realty

  25789 Lambs Meadow Rd, Worton, MD 21678
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  /32

  $370,000 Sold Jul 11, 2025

  • 1,456 Sq Ft
  • $254/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  31879 Mark Dr, Galena, MD 21635

  This is the type of house that so many are looking for. A great starter home or a place to downsize to one-level living, either way, this is the house and location. A style of home that is perfect for many. Offering a nice open kitchen and living room area, three bedrooms, and two full bathrooms. Mostly new or newer appliances, fresh paint, updated bathrooms. Separate utility room with

  Grace Crockett Doug Ashley Realtors, LLC

  31879 Mark Dr, Galena, MD 21635
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  /36

  $252,500 Sold Jul 11, 2025

  • 1,008 Sq Ft
  • $250/SF
  • 29 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1994

  6174 Dorlon Dr, Rock Hall, MD 21661

  Charming budget friendly Cottage in the Edesville , Rock Hall, MDWelcome to 6174 Dorlon Drive, a delightful three-bedroom, one-bath cottage-style home nestled in a serene setting. Recently updated, this home features new luxury vinyl plank flooring, fresh paint throughout, and a beautifully refreshed kitchen with stainless steel appliances and like-new cabinets. Enjoy effortless

  Amy Larrauri Chesapeake Real Estate Associates, LLC

  6174 Dorlon Dr, Rock Hall, MD 21661
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  /29

  $410,000 Sold Jul 08, 2025

  • 1,656 Sq Ft
  • $248/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1916

  222 Mount Vernon Ave, Chestertown, MD 21620

  Lovingly maintained, this charming home in Chestertown’s Historic District seamlessly blends classic character with modern comfort. Restored windows, original yellow heart pine floors, and cypress siding reflect its rich history, while newer appliances, a high-efficiency boiler, tankless on-demand hot water, 3-zone heating, and leaf filter system provide everyday ease. The third floor offers

  Casey Scattergood Cross Street Realtors LLC

  222 Mount Vernon Ave, Chestertown, MD 21620
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  /5

  $285,000 Sold Jul 08, 2025

  • 2,142 Sq Ft
  • $133/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  10141 Flatland Rd, Chestertown, MD 21620

  Farmhouse located on two acre cleared lot that overlooks farmland. Improvements have been made to the property, including a metal farm/garage/workshop building with electric and three garage doors. There is a shed that improvements have started on, but not complete. Property has two bedrooms and one bath, with a traditional floor plan typical for a farmhouse style home. The kitchen is in

  Retha Arrabal Doug Ashley Realtors, LLC

  10141 Flatland Rd, Chestertown, MD 21620
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  /57

  $475,000 Sold Jul 08, 2025

  • 2,184 Sq Ft
  • $217/SF
  • 19 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2003

  28743 Anglewood Rd, Kennedyville, MD 21645

  A MILE FROM ORDINARY. A waterfront Community. Looking for a forever home or a dream retreat? Kentmore Park is a community dating back almost 80 years. Designed to be a place of peace and tranquility along the shores of the Sassafras river. Home of primary residents and part time friends and family. As in CHEERS, everyone knows your name. Come and enjoy. Short distance to the Community beach,

  Patricia Kern Gunther-McClary Real Estate

  28743 Anglewood Rd, Kennedyville, MD 21645
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  /21

  $315,000 Sold Jul 02, 2025

  • 1,450 Sq Ft
  • $217/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  21740 Lovers Ln, Rock Hall, MD 21661

  Effortless single-level living with space, privacy, and charm—just minutes from Rock Hall!Tucked away on a generous half-acre lot, this home offers the peace and quiet of country living with the convenience of town only 10 minutes down the road. Whether you’re ready to simplify your lifestyle or stepping into homeownership for the first time, this property checks all the

  Carlos Contreras Caprika Realty

  21740 Lovers Ln, Rock Hall, MD 21661
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  /39

  $550,000 Sold Jul 01, 2025

  • 2,010 Sq Ft
  • $274/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  25285 Foxchase Dr, Chestertown, MD 21620

  Welcome to your private oasis! This charming home boasts mature landscaping that provides both beauty and privacy on a large corner lot. Custom built Cape Cod offers a first floor primary suite, living room with fireplace and built ins, formal dining room and a kitchen with granite counters and updated appliances. There’s an open area on the 2nd level ideal for reading or watching TV. Plus 2

  Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

  25285 Foxchase Dr, Chestertown, MD 21620
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  /56

  $759,000 Sold Jul 01, 2025

  • 3,394 Sq Ft
  • $224/SF
  • 2 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2000

  7988 Aldan Dr, Chestertown, MD 21620

  This is a stunning property! It combines elegance and functionality with its spacious layout, beautiful finishes, and thoughtful details. The open floor plan, combined with the cozy living room, pocket doors, and built-ins, creates a welcoming atmosphere. The kitchen, with its quartz countertops and wood floors, is a great space for cooking and entertaining. The main-level split bedroom floor

  Doug Ashley Doug Ashley Realtors, LLC

  7988 Aldan Dr, Chestertown, MD 21620
• 

  

  /34

  $237,000 Sold Jun 30, 2025

  • 1,384 Sq Ft
  • $171/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1967

  898 Washington Ave, Chestertown, MD 21620

  This ranch property most recently was used as an accountants office and at one time a residential rental. The Village zoning allows for many uses. This could easily be turned back into a primary residence or an investment rental property. There are wood floors throughout most of the of the house with laminate flooring in the kitchen area. The HVAC heat pump is relatively new. There is a full

  Doug Ashley Doug Ashley Realtors, LLC

  898 Washington Ave, Chestertown, MD 21620
• 

  

  /37

  $525,000 Sold Jun 30, 2025

  • 3,016 Sq Ft
  • $174/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2001

  201 Pondview Ct, Chestertown, MD 21620

  Impeccably maintained and thoughtfully upgraded, this custom-designed home is a true standout! Situated on over a half-acre just outside of town limits, this property offers the perfect blend of peace and convenience—within walking and biking distance to shopping, dining, and all the charm the town has to offer.Step inside to discover a warm, welcoming interior featuring gorgeous hardwood

  Jody Baker Cross Street Realtors LLC

  201 Pondview Ct, Chestertown, MD 21620
• 

  

  /150

  $13,500,000 Sold Jun 30, 2025

  • 6,144 Sq Ft
  • $2197/SF
  • 42 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1900

  22076 Napley Green Rd, Rock Hall, MD 21661

  Introducing Napley Green Farm, an extraordinary 808-acre waterfront estate on the renowned Chester River, an expansive tributary of the Chesapeake Bay, now available for purchase for the first time in nearly a century. This rare and iconic legacy property offers unmatched privacy, breathtaking natural beauty, and incredible recreational opportunities, making it one of the most significant estates

  William Norris Select Land & Homes, LLC

  22076 Napley Green Rd, Rock Hall, MD 21661
• 

  

  /4

  $30,000 Sold Jun 30, 2025

  • Land
  • 0.21 Acre
  • $142,857 per Acre

  • 1174 Days On Market

  20765 Bayside Ave, Rock Hall, MD 21661

  Chesapeake Bay views at 8 ft elevation on this building lot. Great in-town location near restaurants, marinas and the beach. The site has existing public water and sewer service and electric on site.

  Cindy Genther Rock Hall Properties Real Estate

  20765 Bayside Ave, Rock Hall, MD 21661
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  /87

  $1,062,800 Sold Jun 27, 2025

  • 3,078 Sq Ft
  • $345/SF
  • 37 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1975

  22153 1st Point Rd, Chestertown, MD 21620

  Experience the waterfront lifestyle like never before in this stunning mid-century modern home, which seamlessly hangs cliffside over the serene waters of the Chesapeake Bay's Fairlee Creek. Offering unparalleled privacy and exclusivity, this extraordinary residence evokes the sensation of floating on a boat, where every moment feels like an escape to a tranquil paradise. The unique design and

  Liddy Campbell TTR Sotheby's International Realty

  22153 1st Point Rd, Chestertown, MD 21620
• 

  

  /29

  $230,000 Sold Jun 27, 2025

  • 1,440 Sq Ft
  • $160/SF
  • 112 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1949

  192 Comegys St, Millington, MD 21651

  Charming Newly Renovated Cottage – Perfect for Family Living!This beautifully updated cottage reflects the pride of ownership throughout. The home features brand-new LVT flooring and carpet, creating a modern and inviting atmosphere. The kitchen has been completely transformed with all-new appliances, cabinetry, sink, lighting, and flooring, offering a fresh, functional space for culinary

  Mary Julie Long & Foster Real Estate, Inc.

  192 Comegys St, Millington, MD 21651
• 

  

  /49

  $840,000 Sold Jun 27, 2025

  • 3,355 Sq Ft
  • $250/SF
  • 182 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1963

  26865 Mallard Rd, Chestertown, MD 21620

  A highly coveted Chester River waterfront just minutes from Historic Downtown Chestertown. This large home has an ample sunroom overlooking the yard to the Riverfront, an in-ground pool within the 100' buffer, a dock with 3+ MLW, an expansive primary suite with sweeping water views, a private space for a home office, playroom, or in-law suite, and a detached three car garage for toys, vehicles,

  Liddy Campbell TTR Sotheby's International Realty

  26865 Mallard Rd, Chestertown, MD 21620

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