Endless Possibilities on 20 Rolling Acres at Dawnwood Farm — Discover the magic of Maryland’s Eastern Shore at this captivating 20-acre farmstead, where heritage charm me...
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Gunther-McClary Real Estate.Completely renovated four-bedroom home offering an ideal Upper Eastern Shore location where Swantown Creek meets the Sassafras River. This private retreat features conven...
Listing courtesy of Gunther-McClary Real Estate. Contact:
Selling Office: Chesapeake Real Estate Associates, LLC.Serene Waterfront Retreat on Fairlee Creek is nestled in the tranquil woods of a private community just 10 minutes from the charming shops, museums, and dining of Chester...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.NO LOT LINE ADJUSTMENT!!! Nestled along the serene banks of the Sassafras River, this charming brick fixer-upper offers a rare opportunity to create your dream waterfron...
Listing courtesy of Coldwell Banker Realty. Contact:
Selling Office: Unrepresented Buyer Office.Elevated coastal elegance is displayed in this waterfront perched on the banks of Mill Creek. An open floor plan, radiant floor heating, high ceilings in the great room c...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Compass.Motivated sellers!! Nestled on .83 acres, this captivating Chesapeake Bay waterfront home offers the perfect blend of comfort and coastal charm just outside of Rock Hall....
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Benson & Mangold, LLC.Exceptional custom-built 2018 one-level home on 2.28 private acres in the highly sought-after Prestwick community, ideally nestled just off the Chester River Yacht & Coun...
Listing courtesy of Taylor Properties. Contact:
Selling Office: Unrepresented.Nestled within the serene enclave of Cliffs City, this waterfront homestead offers a harmonious blend of natural beauty and water access. Spanning over 3.35 acres, the ...
Listing courtesy of Cummings & Co. Realtors. Contact:
Selling Office: Unrepresented Buyer Office.Extraordinary development opportunity in downtown historic Chestertown. Large parcel of land (1.56+/- acres) zoned C-2 (half R1 and half R5 zoning) many permitted uses su...
Listing courtesy of Benson & Mangold, LLC. Contact:
Selling Office: Unrepresented Buyer Office.This 3-bedroom, 2-bath home with office offers the perfect blend of privacy and waterfront living. Raised above the flood plain and surrounded by mature landscaping, the ...
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Unrepresented Buyer Office.Discover the charm of this exquisite transitional Victorian home nestled just off the beaten path in downtown Chestertown. Built in 2011, this stunning residence boasts m...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.Handsome farmhouse on 36 acres. House maintains much of its original character. Spacious rooms and beautiful views.
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Unrepresented Buyer Office.Originally built with handcrafted bricks in 1782, this Flemish Bond Georgian Colonial home is the embodiment of simple elegance. Restored with the utmost historical respe...
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Monument Sotheby's International Realty.Perfectly situated home in move-in condition, views of glorious Sassafras from almost every room. 1st Fl multiple options for eating, relaxing, and entertaining, and powd...
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Non Subscribing Office.Nestled along the tranquil western shore of the Chester River, this beautiful townhome in Chester River Landing offers an unparalleled waterfront living experience with ...
Listing courtesy of Gunther-McClary Real Estate. Contact:
Selling Office: Unrepresented Buyer Office.None
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Cross Street Realtors LLC.Thoughtfully designed and built in 2017, this private retreat sits on nearly 7 peaceful acres just 5 minutes north of historic Chestertown and 30 minutes from Middletown,...
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.Coveted WATERFRONT in charming RockHall — the Pearl of the Chesapeake. This beautifully updated home offers plenty of space for family and friends with 4 bedrooms and 3 f...
Listing courtesy of Chaney Homes, LLC. Contact:
Selling Office: Keller Williams Select Realtors of Cambridge.Tremendously charming historic house, sensitively restored, a short distance from Great Oak Marina. Beautiful original 18th century pine floors, mantel pieces, six-panel ...
Listing courtesy of Shoreline Realty. Contact:
Selling Office: Cross Street Realtors LLC.Experience the warmth and charm of in-town living in this beautiful residence in Chestertown's Historic District. Just a few blocks from the waterfront, shops, galleries,...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.Built in 1780/1840, "Highcroft" is in the heart of the Historic District near the Chester River. A rare in-town property that offers a 2-car garage with a second floor an...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Cross Street Realtors LLC.This incredibly private retreat property is situated on 9+ acres in Northern Kent County Maryland overlooking it's own private lake loaded with record size fish and inclu...
Listing courtesy of Select Land & Homes, LLC. Contact:
Selling Office: Benson & Mangold, LLC.***OFFER DEADLINE FOR HIGHEST & BEST IS MONDAY, 8/10 @ 5PM--SELLER RESERVES THE RIGHT TO ACCEPT AN OFFER AT ANY POINT PRIOR TO THE DEADLINE AT THEIR SOLE DISCRETION*** Th...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Selling Office: Unrepresented.Nestled in the serene Orchard Hill community, this stunning Craftsman-Colonial offers 3,735 sq. ft. of luxury and comfort. The open, light-filled floor plan showcases ric...
Listing courtesy of Rock Hall Properties Real Estate. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. The new kitchen, 2 new full bathrooms, and new roof ...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: Keller Williams Select Realtors of Annapolis.Toad Hall, as the current owners affectionately call it, is located in a natural wooded setting on Fairlee Creek in Great Oak Estates just minutes from the Chesapeake Bay...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Selling Office: RE/MAX Chesapeake.Beautiful and spacious 3- bedroom home in historic Chestertown. Just a short distance from vibrant shops, restaurants, and the scenic Chester River waterfront. The gourm...
Listing courtesy of Gunther-McClary Real Estate. Contact:
Selling Office: Cross Street Realtors LLC.An impeccably maintained, perfectly positioned two bedroom, two and one-half bath condo featuring one of the best vistas of Chestertown and the Chester River. Here, body...
Listing courtesy of Cross Street Realtors LLC. Contact:
Selling Office: Coldwell Banker Chesapeake Real Estate Company.Welcome to 118 Little Harbor Way #202, a beautifully reimagined waterfront condo offering effortless living and sweeping panoramic views of the Chester River. Located in ...
Listing courtesy of Benson & Mangold, LLC. Contact:
Selling Office: Doug Ashley Realtors, LLC.Classic Rock Hall craftsman home expanded and updated with luxury amenities. This is one of the largest homes on south Hawthorne, on almost an acre of land. One of the fi...
Listing courtesy of Rock Hall Properties Real Estate. Contact:
Selling Office: TTR Sotheby's International Realty.