Recently Sold Kent County MD Homes

• 

  

  

  /30

  $210,000 Sold Sep 19, 2025

  • 1,356 Sq Ft
  • $155/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1921

  110 1st Ave, Betterton, MD 21610

  Welcome to small town Eastern Shore living with a public beach, boat ramp, and public park all close by. This one will be a great residence, second home, or vacation rental. You will just need to put some work into it to make it shine again. 3 bedrooms and 2 baths plus a basement and walk up attic. Newer oil furnace and hot water heater. There appears to be hardwood floors under much of the

  Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

  110 1st Ave, Betterton, MD 21610
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  /27

  $250,000 Sold Sep 19, 2025

  • 1,600 Sq Ft
  • $156/SF
  • 55 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  146 N Main St, Galena, MD 21635

  SMALL TOWN AMERICA - come turn grandmother's cottage into your new charming home! This affordable two story center hall traditional home features hardwood floors, gorgeous old wood work and staircase, great front porch for watching parades and cozy rear screened porch with shaded deck for summer BBQ's. The home is being sold AS-IS to settle an estate, but it perfectly habitable and the right

  John Carroll Village Real Estate Company LLC

  146 N Main St, Galena, MD 21635
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  /39

  $415,000 Sold Sep 17, 2025

  • 1,728 Sq Ft
  • $240/SF
  • 13 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  21311 Lee St, Rock Hall, MD 21661

  Buyer failed to perform - their loss is your gain! Fully renovated and move-in ready, this Rock Hall home is the perfect blend of modern updates and coastal charm. Whether you’re searching for a year-round residence, a weekend retreat, or an investment property, it’s designed for both comfort and style.The kitchen has been thoughtfully remodeled with new cabinetry, quartz countertops, a

  Sarah King Cross Street Realtors LLC

  21311 Lee St, Rock Hall, MD 21661
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  /36

  $375,000 Sold Sep 12, 2025

  • 1,456 Sq Ft
  • $258/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  5708 Liberty St, Rock Hall, MD 21661

  Charming Craftsman style home in the heart of Rock Hall. Three bedrooms, two full baths, and a study, which could be additional sleeping space. Large kitchen and spacious open living space with hardwood floors, and restored original wood frame windows throughout the home. Two bedrooms and one full bathroom downstairs. Upstairs there is a large bedroom, full bath, a study, and a large storage

  Julia Hilfiker Gunther-McClary Real Estate

  5708 Liberty St, Rock Hall, MD 21661
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  /2

  $14,000 Sold Sep 05, 2025

  • Land
  • 0.22 Acre
  • $63,636 per Acre

  • 5 Days On Market

  0 Elm Rd, Chestertown, MD 21620

  0.22 acre in the water access community of Tolchester Estates. 0.3 miles to Tolchester Marina. Public sewer, buyer will need an allocation. HOA voluntary. Minutes to the community beach.

  Katie Stecklair Cross Street Realtors LLC

  0 Elm Rd, Chestertown, MD 21620
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  /38

  $285,000 Sold Sep 05, 2025

  • 1,160 Sq Ft
  • $246/SF
  • 12 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  9190 N Bayview Ave, Chestertown, MD 21620

  This 2 bedroom, 1-bath home offers a peaceful escape with views of the Chesapeake Bay. Nestled in Tolchester Estates community, the property is just a short stroll from Tolchester Marina, a boat ramp, and a sandy public beach—making it a perfect retreat for boating, beach going, or simply enjoying being close to the water. The home’s layout makes it an ideal weekend getaway or low-maintenance

  Hayley Norris Select Land & Homes, LLC

  9190 N Bayview Ave, Chestertown, MD 21620
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  /54

  $525,000 Sold Sep 03, 2025

  • 2,103 Sq Ft
  • $250/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  14180 Kentmore Park Rd, Kennedyville, MD 21645

  Southern Living Cottage in Kentmore Park. Friendly casual community on the Sassafras River with a large community beach, a boat ramp, moorings, open space and piers for launching boats, fishing and enjoyng the view and the fantastic sunsets. Beautiful water view from the rear of the home and the spacious screened in porch. Coastal decor throughout this home - stunning. Soothing pastural view

  Patricia Kern Gunther-McClary Real Estate

  14180 Kentmore Park Rd, Kennedyville, MD 21645
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  /59

  $1,450,000 Sold Sep 02, 2025

  • 2,508 Sq Ft
  • $578/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1933

  28808 Belchester Rd, Kennedyville, MD 21645

  Beautifully maintained waterfront home on the Sassafras River. Family and friend oriented community. Superior blend of tasteful grand home and modern conveniences. Multiple fireplaces for winter warmth and ambiance. Great room sports many windows for a bright interior. Walk out onto porch looking out to the river. A great place for dining alfresco or sipping an afternoon beverage. Nice size

  Patricia Kern Gunther-McClary Real Estate

  28808 Belchester Rd, Kennedyville, MD 21645
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  /6

  $30,500 Sold Sep 02, 2025

  • Land
  • 1 Acre
  • $30,500 per Acre

  • 153 Days On Market

  31612 Olivet Cir, Galena, MD 21635

  Build your dream home on this perfectly sloped lot in a peaceful community in Galena, MD. With perc approval already in place, this property is ready for development. Enjoy the scenic landscape and the privacy of rural living, while being just minutes away from Middletown, DE, offering easy access to shopping, dining, and major highways. Don't miss out on this perfect opportunity to create

  Nicole Stephens Tesla Realty Group, LLC

  31612 Olivet Cir, Galena, MD 21635
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  /25

  $205,000 Sold Aug 29, 2025

  • 1,056 Sq Ft
  • $194/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2007

  25126 Lambs Meadow Rd, Worton, MD 21678

  Welcome home! This 3 bedroom, 2 bath rancher featuring an open floor plan is great for the first-time homebuyer or anyone looking to downsize. The two extra bedrooms leave plenty of space for guests, an office, craft room, etc. Mature trees in the back yard will keep it cool while entertaining family and friends at your next cookout. A second parcel (Tax ID - 1503030903) is being sold along with

  Julie Strickler Remax Vision

  25126 Lambs Meadow Rd, Worton, MD 21678
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  /29

  $315,000 Sold Aug 29, 2025

  • 1,341 Sq Ft
  • $235/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  7425 Wilkins Ln, Chestertown, MD 21620

  Welcome to 7425 Wilkins Lane, Chestertown, MDJust two miles from the charming town of Chestertown, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of modern comfort and peaceful country living.Completely renovated down to the studs, this home features a new roof, new plywood, home addition including the kitchen, full bath and laundry room, siding,

  LAURIE KREIDER Realty ONE Group Unlimited

  7425 Wilkins Ln, Chestertown, MD 21620
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  /39

  $279,900 Sold Aug 29, 2025

  • 2,296 Sq Ft
  • $122/SF
  • 24 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  389 Cypress St, Millington, MD 21651

  UNDER CONTRACT! Open House for 7/12 is now cancelled. Welcome to 389 Cypress Street, a delightful home brimming with character and charm. Whether you are looking for a starter home or downsizing, have a look at this terrific home! Updating this home has been a true joy. This owner fell in love with the unique features of this lovely house, from the original wood floors and vintage

  Retha Arrabal Doug Ashley Realtors, LLC

  389 Cypress St, Millington, MD 21651
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  /21

  $350,000 Sold Aug 29, 2025

  • 1,464 Sq Ft
  • $239/SF
  • 115 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  11219 Station Rd, Worton, MD 21678

  This country charmer is the best of all worlds- 1.2 acres out in the country but just minutes away from the historic county seat of Kent County- beautiful Chestertown. There are 3 very spacious bedrooms, 2 baths and a Great Room with vaulted ceilings. The Main Bedroom has a luxurious bathroom with a jetted tub and an enormous walk-in closet. There is new paint and carpet....nothing to do but move

  Scott Saunders Coldwell Banker Waterman Realty

  11219 Station Rd, Worton, MD 21678
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  /43

  $345,000 Sold Aug 28, 2025

  • 1,872 Sq Ft
  • $184/SF
  • 1 Day On Market

  • 3 Beds
  • 3 Baths
  • Built 2003

  127 Cedarwood Dr, Galena, MD 21635

  Welcome to 127 Cedarwood Drive a charming and spacious Cape Cod-style home nestled on a beautifully landscaped corner lot in the desirable Dogwood Village community of Galena. This well-maintained 3-bedroom, 3-bathroom home offers over 1,800 square feet of comfortable living space and a full partially finished basement perfect for future expansion, storage, or recreational use.Step

  Dottie Walker Empower Real Estate, LLC

  127 Cedarwood Dr, Galena, MD 21635
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  /32

  $100,000 Sold Aug 28, 2025

  • Land
  • 7.97 Acres
  • $12,547 per Acre

  • 34 Days On Market

  12442 Clark Rd, Worton, MD 21646

  Welcome to this 8 acre+/- property loaded with Mature Timber and a rolling topography in Kent County Md. This beautiful property has had previous site work performed to move it closer to becoming your own homestead oasis in the woods with the Electric and Well already onsite. The property is perfectly wooded with an idea situation for a lovely pond. How about the possibility of an evening bike

  BRIAN MORRIS The Land Group

  12442 Clark Rd, Worton, MD 21646
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  /57

  $1,075,000 Sold Aug 28, 2025

  • 1,848 Sq Ft
  • $582/SF
  • 22 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1987

  13931 Eagles Nest Farm Ln, Still Pond, MD 21667

  Welcome to 13931 Eagles Nest Farm Lane, a rare 60-acre waterfront retreat nestled in the heart of Kent County, Maryland. Set along the scenic banks of Lloyd Creek, this stunning and secluded property offers a one-of-a-kind opportunity for hunters, equestrians, and nature lovers alike. With a half-acre pond, approximately 1,690 feet of shoreline, and abundant wildlife, it’s a true outdoor

  Sarah Ulrick Rock Hall Properties Real Estate

  13931 Eagles Nest Farm Ln, Still Pond, MD 21667
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  /49

  $960,000 Sold Aug 27, 2025

  • 3,401 Sq Ft
  • $282/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  10715 Kasota Rd, Chestertown, MD 21620

  Private waterfront retreat on Mill Creek offering beautiful views, spacious living, and all the peace and quiet you have been looking for. This custom-built Cape-style home is nestled on a serene, protected stretch of water and offers the ideal blend of comfort and tranquility. With 4 bedrooms and 3 full baths, the home features a flexible floor plan designed for both everyday living and

  Sarah King Cross Street Realtors LLC

  10715 Kasota Rd, Chestertown, MD 21620
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  /72

  $609,000 Sold Aug 27, 2025

  • 3,155 Sq Ft
  • $193/SF
  • 11 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1994

  10175 John Carvill Rd, Chestertown, MD 21620

  Welcome to 10175 John Carvill Road, nestled in the desirable water-oriented community of Great Oak Estates. This spacious home offers an open floor plan with 5 bedrooms and 3.5 baths, hardwood floors throughout the first floor, a cathedral ceiling, gas fireplace in the family room, and two primary suites. Enjoy the private fenced backyard and the sense of space that comes with it. The

  Hayley Norris Select Land & Homes, LLC

  10175 John Carvill Rd, Chestertown, MD 21620
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  /8

  $215,000 Sold Aug 25, 2025

  • 1,120 Sq Ft
  • $192/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1976

  21244 Loller Ln, Rock Hall, MD 21661

  Tucked away at the end of a quiet street, this charming 4-bedroom, 1.5-bath rancher offers the perfect blend of small-town tranquility and walkable convenience. Located just a few blocks from Rock Hall’s beloved Main Street, you’ll be steps from local festivals, quaint shops, and local dining favorites.Set on a manageable .25-acre lot, the home features an attached garage, spacious

  Robin Fithian Rock Hall Properties Real Estate

  21244 Loller Ln, Rock Hall, MD 21661
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  /47

  $690,000 Sold Aug 25, 2025

  • 2,544 Sq Ft
  • $271/SF
  • 3 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1991

  7071 Pomona Rd, Chestertown, MD 21620

  Welcome to your Eastern Shore escape—where timeless charm meets modern convenience on over four beautifully private acres in the heart of Quaker Neck. Just a short drive from historic Chestertown, this double-lot property invites you to embrace a slower pace, with all the major updates already completed: new septic, HVAC, and roof in 2021, plus thoughtful improvements through 2025 including a

  Liddy Campbell TTR Sotheby's International Realty

  7071 Pomona Rd, Chestertown, MD 21620
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  /26

  $285,000 Sold Aug 22, 2025

  • 1,482 Sq Ft
  • $192/SF
  • 13 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  11636 Lynch Rd, Worton, MD 21678

  Classic farmhouse on half an acre! Three spacious bedrooms, central air and updated LVT flooring in the living area. Enjoy mornings on the front porch and dinners on the spacious back deck. There is more than enough room in the yard for a garden or other outdoor activities. The large pole barn could be used as a workshop and has plenty of space for additional storage. Plus, there are two smaller

  John Burke Gunther-McClary Real Estate

  11636 Lynch Rd, Worton, MD 21678
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  /27

  $260,000 Sold Aug 22, 2025

  • 850 Sq Ft
  • $306/SF
  • 33 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2010

  5810 Judefind Ave, Rock Hall, MD 21661

  Adorable Cottage featuring 2BR/1.5BA, just over a quarter acre of land! Built in 2010, cute as a button, large front porch and another on the back to match. Large attic (potential for expansion), on-demand water heater, gutter filters, HVAC, shed in back for storage/lawn mower, mature asparagus bed in front yard! Living space is open with a nicely appointed kitchen and the covered back porch

  Retha Arrabal Doug Ashley Realtors, LLC

  5810 Judefind Ave, Rock Hall, MD 21661
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  /41

  $685,000 Sold Aug 19, 2025

  • 1,400 Sq Ft
  • $489/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1962

  5807 Beach Rd, Rock Hall, MD 21661

  Just steps from the Chesapeake Bay this charming rancher offers 3 bedrooms, 1.5 baths all on convenient, one level living. The kitchen is the central gathering space in the house with gleaming quartz countertops and beautifully refinished wood floors. The floorplan is open, yet provides cozy places for reading and relaxing. Owner upgrades include new white 5-panel doors and moldings to accentuate

  Cindy Genther Rock Hall Properties Real Estate

  5807 Beach Rd, Rock Hall, MD 21661
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  /47

  $540,000 Sold Aug 15, 2025

  • 2,094 Sq Ft
  • $258/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  25244 Wymont Park Rd, Worton, MD 21678

  As you walk up to this home, the front porch welcomes you to sit back, relax, and enjoy the peaceful surroundings. Mature plants and gardens create a relaxing feel, the quiet and openness is something you’ll want to take in and appreciate. There’s more great space on the screened porch than it overflows to the outdoor patio, cooking station, and specialty gardens.Inside, this home has

  Grace Crockett Doug Ashley Realtors, LLC

  25244 Wymont Park Rd, Worton, MD 21678
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  /20

  $246,000 Sold Aug 15, 2025

  • 1,000 Sq Ft
  • $246/SF
  • 17 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1988

  10624 Millbrook Dr, Chestertown, MD 21620

  Charming One-Level Living Near the Chesapeake Bay!This 3-bedroom, 1-bath home offers comfortable one-level living on a spacious 0.45-acre lot just minutes from downtown Chestertown. With 1,000 sq ft of living space, the home features a bright interior, a walk-in shower, and recent updates including a plastic vapor barrier in the crawl space for peace of mind.Enjoy your mornings on

  Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

  10624 Millbrook Dr, Chestertown, MD 21620
• 

  

  /16

  $270,000 Sold Aug 15, 2025

  • 1,628 Sq Ft
  • $166/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  21114 Striper Run, Rock Hall, MD 21661

  SELLERS CONCESSION OFFERED !!!!!!!!!!Coastal Charm Just Steps from the Water – 3 Bed, 2 Bath Home!Welcome to your dream home, perfectly situated just a short stroll from the water! This 3-bedroom, 2-bath residence offers a blend of comfort, style, and the ultimate coastal lifestyle.Step inside to discover an open and airy floor plan filled with natural light. The spacious

  Alyson Anderson Allfirst Realty, Inc.

  21114 Striper Run, Rock Hall, MD 21661
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  /36

  $375,000 Sold Aug 13, 2025

  • 2,302 Sq Ft
  • $163/SF
  • 1 Day On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2022

  206 Silver Heel Dr, Chestertown, MD 21620

  Welcome to The Verona in The Village at Chestertown—a beautifully designed, move-in ready home offering 2,302 square feet of flexible living space across three levels. With 5 bedrooms and 3.5 bathrooms, this home perfectly balances comfort, function, and style. Step inside to a welcoming foyer that leads into a spacious family room, ideal for relaxing or entertaining. The open-concept layout

  TJ Bennett Samson Properties

  206 Silver Heel Dr, Chestertown, MD 21620
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  /2

  $50,000 Sold Aug 13, 2025

  • 1,272 Sq Ft
  • $39/SF
  • 42 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  26743 Medders Rd, Still Pond, MD 21667

  Located in the quaint village of Still Pond. This truly is a "fixer upper". This property is being sold strictly "AS IS". There appears to be some issues with the living room floor. This purchase will probably require a cash buyer.

  Doug Ashley Doug Ashley Realtors, LLC

  26743 Medders Rd, Still Pond, MD 21667
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  /68

  $1,531,832 Sold Aug 12, 2025

  • 3,317 Sq Ft
  • $462/SF
  • 32 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1975

  6581 Elizabeths Ln, Rock Hall, MD 21661

  Private Eastern Shore Waterfront RetreatTucked away on a serene, wooded 5-acre waterfront peninsula, 6581 Elizabeth’s Lane offers an unparalleled private escape on West Fork Langford Creek, feeding into the Chester River. With over 1,000 feet of deep water shoreline and three sides of water frontage, this secluded retreat provides easy access by boat to Rock Hall, Kent Island, Annapolis,

  Carol Snyder Monument Sotheby's International Realty

  6581 Elizabeths Ln, Rock Hall, MD 21661
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  /50

  $370,000 Sold Aug 11, 2025

  • 2,414 Sq Ft
  • $153/SF
  • 12 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2007

  169 Millington Rd, Millington, MD 21651

  Welcome to 169 Millington Rd in Mill Village! This stunning home offers effortless living with an open floor plan and gleaming hardwood floors that create a seamless, stylish flow throughout the main level. The spacious kitchen features a breakfast bar and opens to the inviting great room with a cozy fireplace—perfect for entertaining or relaxing. A separate formal dining room provides the ideal

  Penny Hollis Keller Williams Select Realtors of Annapolis

  169 Millington Rd, Millington, MD 21651
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  /10

  $65,000 Sold Aug 11, 2025

  • Land
  • 2.36 Acres
  • $27,542 per Acre

  • 54 Days On Market

  9020 Georgetown Rd, Chestertown, MD 21620

  Price improvement!!! Pretty wooded parcel recently surveyed with stakes clearly showing property boundaries. SEE DOCUMENTS for plat and aerial view. Property already has a sewer allocation. Tax record shows 3 acres but recent survey confirms 2.356 acres. There is an old collapsed trailer on site that did have electric at one time. Seller is in the process of removing the trailer and any

  Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

  9020 Georgetown Rd, Chestertown, MD 21620
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  /63

  $390,500 Sold Aug 08, 2025

  • 1,457 Sq Ft
  • $268/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1874

  137 N Main St, Galena, MD 21635

  Historic St. Andrews Chapel - Galena, MD - circa 1874. Architecturally stunning one of a kind former Episcopal wayside chapel converted to fabulous residence. From the exterior you will notice the attention to detail that this home has received during massive updates and renovations over the last few years. Full exterior restoration of original board and batten siding, standing seam metal

  John Carroll Village Real Estate Company LLC

  137 N Main St, Galena, MD 21635
• 

  

  /19

  $335,000 Sold Aug 08, 2025

  • 1,500 Sq Ft
  • $223/SF
  • 17 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  10578 Tonopah Rd, Chestertown, MD 21620

  Why settle for outdated or overpriced when you can own brand-new construction in a waterfront community just minutes from historic Chestertown? This 3-bed, 2.5-bath Cape Cod in Chesapeake Landing is designed for easy, elegant living—featuring an open floor plan, main-level primary suite with walk-in closet and attached bath, and luxe finishes throughout. Enjoy luxury vinyl plank flooring, granite

  David Moore Real Broker, LLC

  10578 Tonopah Rd, Chestertown, MD 21620
• 

  

  /53

  $600,000 Sold Aug 08, 2025

  • 5,001 Sq Ft
  • $120/SF
  • 0 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1977

  605 Mill Ln, Galena, MD 21635

  Bring everyone along to experience this stunning property, offering a combination of space, style, & functionality. The 3-bedroom, 2-bath main home has been thoughtfully designed to cater to both relaxation & entertainment, featuring expansive living areas & high-end finishes throughout. The spacious primary suite is a true retreat at the end of the main hall, thoughtfully designed with comfort

  Liddy Campbell TTR Sotheby's International Realty

  605 Mill Ln, Galena, MD 21635
• 

  

  /24

  $285,000 Sold Aug 08, 2025

  • 652 Sq Ft
  • $437/SF
  • 457 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1886

  117 N Water St Unit 3B, 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 3B, Chestertown, MD 21620
• 

  

  /24

  $280,000 Sold Aug 07, 2025

  • 896 Sq Ft
  • $312/SF
  • 10 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1955

  21363 Indiana Ave, Chestertown, MD 21620

  Welcome to this low-maintenance coastal cottage in Tolchester, just two blocks from the community beach on the Chesapeake Bay. Set on nearly a half-acre, this home has been completely renovated inside and out. Inside, you'll find three bedrooms and one and a half baths. Recent upgrades include a new well, new water filtration and softener system, and an encapsulated crawlspace with

  Courtney Chipouras TTR Sotheby's International Realty

  21363 Indiana Ave, 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
• 

  

  /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
• 

  

  /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
• 

  

  /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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