A Rare Opportunity in the Heart of Historic Chestertown Discover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment District...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Taylor Properties.New construction duplex in desirable Waterman’s Estates! Move-in ready 3BR, 2.5BA home with quality finishes throughout including luxury vinyl plank flooring on both leve...
Listing courtesy of Rock Hall Properties Real Estate. Contact:
Selling Office: Long & Foster Real Estate, Inc..“PRICE IMPROVEMENT! Move-in Ready New Construction Rancher in Rock Hall - Perfect for Retirees or Weekend Getaways at 21745 Centennial Lane, Rock Hall, MD, a brand-new 1...
Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
Selling Office: Compass.A little different. A lot of possibilities. Live above it. Work below it. Store it all. Come see what you can do with it! This unique property on just over 2 acres in Sti...
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Douglas Realty LLC.Welcome home to this well-maintained 3-bedroom, 1½-bath brick rancher that combines classic charm with a ready-to-go layout, making it yours to make your own. Nestled in ...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Allfirst Realty, Inc..None
Listing courtesy of American Premier Realty, LLC. Contact:
Selling Office: American Premier Realty, LLC.Welcome to “The Cottage,” as it’s affectionately known! This charming home offers beautiful water views of the Chesapeake Bay, creating a peaceful and relaxing place to c...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Douglas Realty LLC.AGENTS - PLEASE VIEW AGENT REMARKS IN BRIGHT MLS. This beautifully renovated 3-bedroom, 2-bath Fairlee home is a true gem, perfectly situated on a private 2-acre lot tha...
Listing courtesy of Keller Williams Legacy. Contact:
Selling Office: Samson Properties.Price Improvement = Even More Value! Discover the perfect blend of space, privacy, and comfort at this well-maintained 3-bedroom, 2-bath, 1,900 square foot home, situated...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: EXIT Preferred Realty.Nestled among the farmland and waterways in Kent County is a cul-de-sac of new homes on Bottom Road just outside of Chestertown. The new 3 bedroom/2 bath single-family ho...
Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:
Selling Office: Coldwell Banker Realty.OPEN HOUSE SATURDAY 3/7/26 FROM 11am-1pm HOPE TO SEE YOU THERE !!! Enjoy easy single-story living in this well-maintained 3-bedroom, 2-bath home situated on a ½-acre lot...
Listing courtesy of Benson & Mangold, LLC. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.Bring your vision and transform this unique property into the home of your dreams. Situated on 3.79 picturesque acres, the property features a beautiful one-acre stocked ...
Listing courtesy of Pearson Smith Realty, LLC. Contact:
Selling Office: LPT Realty, LLC.Welcome to this spacious 2,236 square foot, 4-bedroom, 3-bath property located in the heart of Kennedyville, currently configured as a two-unit, multi-use home offering e...
Listing courtesy of Rock Hall Properties Real Estate. Contact:
Selling Office: RE/MAX Chesapeake.This 2,236 sq ft, 4-bedroom, 3-bath property is a versatile live/work or investment opportunity. Currently configured as a two-unit home, it can easily convert back to a ...
Listing courtesy of Rock Hall Properties Real Estate. Contact:
Selling Office: RE/MAX Chesapeake.Turnkey Perfection! Fully Renovated Ranch Home in Desirable Fairlee! Prepare to be impressed by this stunning ranch home that has undergone a complete, top-to-bottom reno...
Listing courtesy of Real Broker LLC. Contact:
Selling Office: Doug Ashley Realtors, LLC.Offers due Wednesday 4/22 by 6PM! Welcome to this beautifully upgraded 3-bedroom, 2-bath Cape Cod, just six years young and perfectly situated in the sought-after Chesape...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: Unrepresented.Welcome home to 10572 Watonga Road, a charming Cape Cod nestled on a beautifully wooded corner lot in the desirable Chesapeake Landing community. Built in 2007 and meticu...
Listing courtesy of Serhant. Contact:
Selling Office: Long & Foster Real Estate, Inc..None
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Chesapeake Real Estate Associates, LLC.Price improvement: Colonial in Kennedyville overlooking the pond. Situated on a corner lot with a private driveway behind the house. 2 car attached garage, 4 bedrooms and...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Douglas Realty LLC.Welcome to 102 Flying Cloud a new community known as The Village of Chestertown. This is a rare opportunity to own a home at this price and condition. Designed to with an...
Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.Welcome to Chesapeake Landing — where new construction meets timeless Cape Cod charm in the heart of Chestertown, MD. This brand-new 3 BR / 2.5 BA home at 10584 Klamath R...
Listing courtesy of Real Broker, LLC - Chester. Contact:
Selling Office: Chesapeake Real Estate Associates, LLC.Vintage home with lots of original details retained. 3 Staircases, 3 original fireplaces and a very grand front foyer and staircase give this home so much character! Cur...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Long & Foster Real Estate, Inc..Charming Single-Level Home in the Heart of Walkable Chestertown. Welcome to one of Chestertown's most convenient addresses — a quaint, single-level, three-bedroom home se...
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Chesapeake Real Estate Associates, LLC.Welcome to 10720 Foreston Rd, a charming and inviting home situated in the peaceful surroundings of Chesapeake Landing in Chestertown, MD. 3 bedrooms and 2 full bathroom...
Listing courtesy of Compass. Contact:
Selling Office: Taylor Properties.Welcome to 21128 Striper Run, a charming 3-bedroom, 2.5-bath home nestled in the heart of Rock Hall. Offering an exceptional opportunity to own in one of Maryland's most ...
Listing courtesy of EXP Realty, LLC. Contact:
Selling Office: Rock Hall Properties Real Estate.136 N Main St is Coming Soon in Galena! Your next home may be closer than you think. This inviting Colonial combines classic character with thoughtful updates across near...
Listing courtesy of Keller Williams Legacy. Contact:
Selling Office: EXP Realty, LLC.Welcome to 11976 Flour Mill Street in the charming Village at Kennedyville! Nestled in the heart of this small-town community, this well-maintained 3-bedroom, 2-bath ranc...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Unrepresented.Welcome to 10 Ericsson Ave #33 in the waterfront community of Betterton, where everyday living feels like a permanent getaway. Nestled within the peaceful enclave of Rigb...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: ExecuHome Realty.Beach day… or boat day.......maybe pool day? 🌊🚤 Welcome to the “Jewel of the Chesapeake” in charming Betterton—where the Eastern Shore of Maryland living meets effortless...
Listing courtesy of Remax Vision. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.The one you’ve been waiting for! This extensively updated 3 bedroom, 2 full bath ranch boasts 1,376 square feet of open living space and a roomy 2 car garage. The prope...
Listing courtesy of RE/MAX Chesapeake. Contact:
Selling Office: LPT Realty, LLC.