Bayfront condo with exceptional views, located in the heart of Rock Hall! Beautiful open living space for entertaining, featuring a propane fireplace and bayfront balcon...
Listing courtesy of Gunther-McClary Real Estate. Contact:
Selling Office: Gunther-McClary Real Estate.Rare lakefront opportunity in Kent County offering exceptional privacy and a peaceful natural setting. Tucked away on 2.62 partially wooded acres along Urieville Lake, th...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: LPT Realty, LLC.The Pearce House has been a testament to fine Eastlake Victorian architecture since it was constructed by famous early Eastern Shore builder H.M. Stuart for Judge James P...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Cross Street Realtors LLC.Privacy meets modern updates on two private acres in the sought-after Kinnaird’s Point community. This thoughtfully renovated home offers a peaceful setting with convenie...
Listing courtesy of Benson & Mangold, LLC. Contact:
Selling Office: Foraker Realty Co..Welcome to coastal charm at its finest. This beautifully updated 3-bedroom, 2-bath Cape Cod offers 1,680 square feet of thoughtfully designed living space in the heart of...
Listing courtesy of Rock Hall Properties Real Estate. Contact:
Selling Office: Rock Hall Properties Real Estate.Impeccably kept Kentmore Park home with a white picket fence. Over two acres with private rear yard for relaxation. Adorable brick outbuilding for storage, home office, ...
Listing courtesy of Gunther-McClary Real Estate. Contact:
Selling Office: Unrepresented.Custom-built waterfront gem nestled on the picturesque Chester River in Kent County. This stunning 3-bedroom, 2.5-bathroom home, constructed in 2006, spans a total of 482...
Listing courtesy of Century 21 Gold Key Realty. Contact:
Selling Office: Gunther-McClary Real Estate.Nestled on a beautiful 4.26 acre lot in the peaceful countryside of Galena, MD, this charming ranch style home offers the perfect blend of comfort, space and outdoor livi...
Listing courtesy of Patterson-Schwartz Real Estate. Contact:
Selling Office: Foraker Realty Co..Seller says sell! Massive price reduction ! Below market for this pristine home well situated in chestertown historic district! A rare Water Street opportunity—see yo...
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.Prime location in Downtown Chestertown’s Historic District offering approximately 1,785 square feet of practical office and workspace on three levels with 4 off-street pa...
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Cross Street Realtors LLC.Prime location in Downtown Chestertown’s Historic District offering approximately 1,785 square feet of practical living space on three levels with 4 off-street parking sp...
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Cross Street Realtors LLC.Welcome to 14504 John Peel Road, located in a desirable waterfront-oriented community in Galena offering private community dock access and the opportunity to enjoy the Ea...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: RE/MAX Associates - Newark.Welcome to 9816 Fairlee Road. Be Sure to Click the Virtual Tour!! This property has been meticulously cared for by the current owners and it shows. The property sits on 6...
Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.Recently updated "coastal" home located in a small community of 8 homes , three miles east of historic Chestertown. The house sits on high ground, less than a mile from...
Listing courtesy of Shoreline Realty. Contact:
Selling Office: Doug Ashley Realtors, LLC.**All offers due on 7/4 by 5 pm. Set on a picturesque 2-acre lot, this exceptional property is surrounded by lush landscaping and mature trees, creating a private and tra...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: Real Broker, LLC - Chester.Nestled in the desirable Crestview neighborhood, this beautifully maintained rancher built by respected local builder KRM Construction offers the perfect blend of quality...
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Doug Ashley Realtors, LLC.Nestled in the natural serene of Great Oak Estates, this beautiful 5 bedroom, 3.5 bathroom Nanticoke Home offers a flexible floor plan, updated kitchen, spacious backyard...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Compass Realty, Inc..Welcome to 591 Mill Lane in Galena, MD—your private country retreat set on 5.67 unrestricted acres of beautiful Eastern Shore landscape. This charming all-brick ranch st...
Listing courtesy of Compass. Contact:
Selling Office: Empower Real Estate, LLC.This cute as a button downtown stunner is recently updated and ready for the next owner to fall in love with the lifestyle that comes with living in the Historic District...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Long & Foster Real Estate, Inc..Nestled in the charming Byford Development, this beautifully renovated home exudes warmth and comfort, making it the perfect retreat. With a thoughtful renovation complet...
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Benson & Mangold, LLC.An amazing home located just a few blocks from Washington College! This mostly brick Cape Cod has 4 bedrooms, 3 full baths, formal dining room, living room with firepla...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Cross Street Realtors LLC.Seller is motivated and can move quickly in 30 days! Welcome to 218 Camelot Drive, stunning colonial 3,932 total square feet of maintained living Situated on a beautiful...
Listing courtesy of Coldwell Banker Realty. Contact:
Selling Office: Samson Properties.Welcome to this spacious 5-bedroom, 2.5 bath raised ranch located on picturesque Jim Davis Road in Galena, MD, offering peaceful country living on 2 acres with convenient...
Listing courtesy of Remax Vision. Contact:
Selling Office: RE/MAX Associates-Hockessin.*Days on Market Reporting Incorrectly- Property listed Oct 30, 2025* Nestled just outside of historic Chestertown, minutes from farmers market, waterfront park and loca...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
Selling Office: Keller Williams Gateway LLC.Welcome to 25428 Worton Lynch Road in Worton, Maryland! Situated on 1.28 acres, this charming 3-bedroom, 2.5-bath home offers comfortable living with thoughtful features ...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Century 21 Gold Key Realty.Spacious waterfront rancher with pole barn—priced below appraised value for a quick sale! Appraised at $534K, this motivated seller is offering a rare opportunity for ins...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: Keller Williams Legacy.311 Devon Drive is located in Coventry Farms; and being located within the Chestertown town limits offers town utilities. The front entrance welcomes you with an open tw...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Selling Office: Cross Street Realtors LLC.Multiple offers received- Highest and Best due by 6/17 at noon! This property truly has a little something for everyone! Spacious 4-bedroom, 2-bath rancher situated on 1....
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: Integrity Real Estate.Open House Friday July 3rd 4-6pm! Located on Water Street in the heart of Chestertown's premier waterfront historic district, this beautiful two-bedroom, two-bath condomi...
Listing courtesy of Northrop Realty. Contact:
Selling Office: Cross Street Realtors LLC.Enjoy three bedrooms on the main floor, including a spacious primary suite with its own private bath. The open-concept main living area seamlessly connects the kitchen, f...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: Samson Properties.