Lot A Catalpa Point Road, Easton, MD 21601

119 Pleasant Spring Dr, Centerville, MD 21617

A wonderful spot to build your dream home on this fantastic 1-acre lot in Little Neck Farm. Nestled in a serene, water-oriented community, this property offers access to over 200 acres of common open space. Embrace the charm of Eastern Shore living with a location that combines country tranquility and natural beauty. This lot provides the ideal setting for your new home, allowing you to enjoy the best of both worlds—peaceful surroundings and convenient access to nearby amenities.

307 Washington Ave, Chestertown, MD 21620

703 High St, Chestertown, MD 21620

1-acre vacant lot in Chesapeake Landing off of Buck Neck Rd. Not perc approved. You have access to the public boat ramp in Chesapeake Landing and possible deer hunting opportunities.

5078 Grays Inn Creed Rd, Rock Hall, MD 21661

Welcome to Vicker’s Row in the heart of Downtown Historic Chestertown! This charming townhome is the epitome of turnkey living, offering a perfect blend of historic charm and modern convenience. With 2 bedrooms and 1.5 baths, this residence is an ideal haven for those seeking a low-maintenance lifestyle. Step inside and be greeted by the warmth of beautiful hardwood floors that seamlessly flow throughout the entire home. The living space is adorned with built-in bookshelves, adding a touch of character and providing a stylish solution for storage. Sunlight filters through the elegant plantation shutters, creating a cozy ambiance in every room. The bedrooms feature brand-new carpeting, ensuring comfort and a luxurious feel underfoot. The bathrooms boast tasteful tiling, marrying style and functionality seamlessly. Your convenience is further elevated with an additional private parking space located in the rear, eliminating the hassle of searching for street parking. A small exterior storage shed is included. Enjoy the convenience of being within walking distance to Washington College. Stroll to the nearby farmers market, explore charming shops, and savor culinary delights at the fine local restaurants, all just steps away from your front door. Seize the opportunity to make this Downtown Historic Chestertown townhome yours—where history meets modern comfort, and where the vibrant pulse of the community is right at your doorstep.

Escape to Little Neck Farm, a 350-acre waterfront community with 29 total home sites on Maryland’s Eastern Shore, teaming with wildlife and serenity. This lightly used custom home is in move in condition featuring an open floor plan with gourmet center island kitchen, bright and lite hardwood floors, fireplace, 1st floor primary suite, large screen porch and deck, abundance of storage and much more. A brand new deep-water floating dock boat slip is included at the community waterfront park. The lot is 1.7 acres and is half wooded. Small storage shed included. Beautiful westerly sunsets!

Welcome to 11719 St James Rd! Nestled on a serene one-acre parcel of land, this delightful Cape Cod-style has the perfect blend of comfort and character. Boasting 3 bedrooms, 1 full bath, a sun porch, and wood floors, this property exudes warmth and charm. With a unique vantage point overlooking unobstructed views of preserved farmland, this home offers the tranquility of rural living with all conveniences nearby. With new windows, a new roof, and a newer septic system, you can enjoy the benefits of improved efficiency. The properties generous one-acre lot, with room for a pole barn or pool, is great for gardening, outdoor activities, and more! You will also find a selection of marinas, schools, and the downtown areas of Chestertown and Rock Hall just a short drive away. One of the owner's of the home is a licensed realtor.

Lot 142 & 142 - .34 +/- acre lot in Chesapeake Landing. Perc Approved, See documents for perc information. We suggest seeing Kent County Environmental Health for perc verification and further information. Perfect place to build your home or spec house! Located near public boat ramp and marina.

Welcome to your own private paradise nestled upon a picturesque 23.5-acre expanse along the edge of the peaceful Chesapeake Bay. Here you can enjoy an abundance of seasonal and local wildlife such as Bald Eagles, ospreys, Canada geese, ducks, bluebirds, turkey, and whitetail deer. There is an ideal blend of tillable and wooded acreage providing for an array of activities including hunting, farming, and gardening. Plenty of room to build a sizable barn for shop, livestock, or hobby use. The expansive 700' of waterfront is ideal for small watercraft, swimming, fishing kayaking and crabbing. The residence offers a rich blend of traditional style with coastal charm and commands breathtaking views of the shimmering Chesapeake Bay waters. Large and expansive windows ignite the bay’s gentle breeze and warming sunlight into every corner. Upon entering the home, you are greeted with an expansive open floor plan including beamed cathedral ceilings and airy light-filled atmosphere. The open kitchen and dining area provide the perfect gathering area for family and guests to enjoy the Chesapeake Bay views, the in-ground concrete pool, and the outside wrap around porch setting. The large loft area is ideal for converting to a second primary suite or as it is now, as a recreation room. This waterfront retreat offers conveniences to both Rock Hall and Chestertown with a perfect blend of tranquility, accessibility and privacy. Gorgeous sunsets add to the allure of this exceptional property!

Carefree waterfront living within a short stroll or bike ride to Charming Historic Downtown Chestertown, Washington College and the Chester River Yacht and Country Club. This home offers some of the finest waterfront views in the entire Chester River Landing Community. Just imagine a front row seat to the annual Chestertown Fourth of July fireworks, broad views of the Schooner Sultana sailing to and from their Chester River port and the warm Chester River sunrises from all three floors of your home! The Chester River Landing Community offers a Relaxing Coastal Vibe with Community Pool, luscious flowering landscaping with oyster shell paths meandering through the community, deep water dockage ( slip #B-2 included in the sale) at the community marina, community firepit for cool spring and fall gatherings, and more. The home itself boasts 3 bedrooms, 2 1/2 Baths, two waterside decks with exceptional water views, spacious living level with marvelous kitchen, expansive dining area, comfortable living room, wood floors, fireplace, 2 car garage with 2 additional exterior parking spaces and 1st floor office or hobby room. This home and environment is ideal for retirement or weekend living close to several metropolitan areas including Philadelphia, Washington, DC. and Baltimore, Md. Come discover Chestertown and Maryland's Eastern Shore! Showings by appointment only.

108 N. Queen St, Chestertown, MD 21620

Located at the end of the cul-de-sac in the heart of Queenstown, this ranch home has three bedrooms and two full bathrooms. Low maintenance hardwood and tile floors throughout. The kitchen has sliding glass doors that leads out onto the patio and backyard. Rear access to the mudroom with utility sink and washer and dryer. Detached garage in back for motorcycles or play toys. Quick access to Route 50 for an easy commute to Kent Island and Annapolis, close to Queenstown outlets, boat ramps, and Queenstown Golf Course. Tenant has moved out and the home is vacant.

"Deep Landing"

Ideal second home, retirement home or full time home! Located at Deep landing in Northern Queen Anne County within walking distance to the public boat ramp. 3 bedroom, 1 1/2 bath home with large family room, living room with fireplace, basement, 2 car garage, and additional storage building. This property included an additional recorded lot. Reasonably private setting. Asking $299,900.00

This Majestic stately residence is perched at a perfect elevation with incredible views of undeveloped, preserved farmland and gently sloping lawn to the 1000' of white sandy beach on the Upper Chesapeake Bay. This awesome property offers ultimate privacy with the convenience to several urban centers within 90 minutes away. Historic Chestertown and the bayside town of Rock Hall are only moments away as well! Property features include a restored Georgian Colonial main residence in great condition with many original features and numerous recent updates, a large enclosed pool with attached recreation play house, 4 stall barn with 4 acre fenced pasture, tenant house, detached garages, extensive patios and landscape features, gorgeous private beach with bath house and much, much more! Come take a look and take advantage of all the value at a very reasonable asking price!

2-unit investment in Chestertown. Excellent opportunity for college parents to house their students. Possibly live in one side and rent the other. Backs up to Rails and Trails for easy stroll to downtown Chestertown.

Beautifully restored custom stone farmhouse situated on a double lot in the charming town of Galena Maryland in Northern Kent County. this property has all of the bells and whistles and would cost double the asking price to reproduce! The house is in "move-in" condition with many modern amenities. Notable features include: gleaming cherry floors, tile floors, spatial rooms with upgraded moldings, fireplace, walk-in closets, large kitchen with island, granite counter tops, upgraded tile baths , full dry clean basement with epoxy floor and built in storage shelves, second floor exterior roof top deck, two porches with mahogany decking, extensive hardscaping and a landscaping, and a fenced yard with room for garage, shop, or vegetable garden. Convenient to Sassafras River marinas, restaurants, cool grocery stores, route 301, and Middletown DE. ZONED COMMERCIAL for a multitude of uses including offices, retail, events, and B&B.

Incredible investment opportunity in Chestertown within walking distance to Washington College, Downtown Chestertown's shops, farmers market, restaurants, and rails and trails. Fully occupied 4 unit apartment building that was gutted and completely renovated in 2017 with well established tenants and yearly leases. All units are separately metered with tenants paying their own utilities. Coin operated laundry room included. The building has been certified lead paint free! Everything about this building is turnkey and has virtually no non-occupancy since the present owners have renovated. Presently generating over $58,000.00 per year. Please see operating expense breakdown, income breakdown, lease expirations and Lead Paint Free certificate in Documents. The expense total include property taxes, insurance, public water and sewer, house electric meter, and maintenance ( lawn mowing, landscaping, HVAC maintenance and filters, snow removal, pest control maintenance, repairs after lease expirations).

Welcome to Merrythought - Situated on 8.50 +/- acres with approximately 320 feet of protected shoreline on the Chesapeake Bay, this property offers incredible views and remarkable craftsmanship. The custom brick home features a first floor master suite, heart pine and brick floors, radiant floor heat, 6 bedrooms, 6 full bathroom, 3 fireplaces and an in-law suite above the 3 car garage. A large covered porch is westward facing for sunsets over the bay. Just a short drive to Eastern Neck Island Wildlife Refuge and Downtown Rock Hall. With some personal touch this property offers the new owner a great opportunity to build equity and enjoy waterfront living!

Rarely do properties like this come on the market in Kent County! Located just two +/- miles to Downtown Chestertown, this 23.5 +/- acre small farm offers everything one could want, 10.4 +/- tillable acres, 7.5 +/- wooded acres with stream, 45x60 Mortan pole building, and 2400 sq. ft. 3-4 bedroom, 2.5 bath one level home with marvelous unobstructed views of open field and woods. Enjoy watching or hunting deer, turkeys, or geese on your own property! The home was built in 1990 by the same family who presently reside there now. Features include a large primary suite, eat-in kitchen, spacious living room with fireplace and cathedral ceiling opening to a covered patio overlooking the property, 2 car attached garage, and a deep concrete floored crawl space. The condition and location of their property is exceptional!

This home has undergone a tasteful renovation including new plumbing, wiring, framing, mechanicals, and roof. The home offers a terrific floor plan with decorative touches which include built in book shelves and cabinetry, original and reclaimed wood floors, exposed brick and wainscoting. The first floor features a full bathroom and doorway leading to the rear brick patio. Upstairs features two bedrooms, a full renovated bathroom, ample storage and access to a large unfinished attic. The location makes for an easy walk to Downtown, waterfront, shops and restaurants.

This wonderful home is ideally located just outside of Chestertown on a corner lot in the desirable neighborhood known as Kent Acres. The home has been lovingly cared for by the same owner since 1978. Location, location, location being only 2 miles to Chestertown, 10 miles to Rock Hall, and only several miles to Chester River and Langford Creek public landings. Highlights of this manageable home include true oak hardwood flooring, wood burning fireplace, tiled baths, a separate den/office, a screen porch with vaulted ceiling, a partially finished dry basement, 3 bedrooms, 2 tiled baths, and a lovely front yard with attractive landscaping. Other notable features to mention are a one-car attached garage with storage cabinets, an emergency generator, and a completely new roof system in 2019. There is an adjoining half-acre lot in the rear that is also available for an additional $59,000 that was perc approved in 1985.

“Gliding Gander” is a marvelous Chesapeake Bayfront property situated on 9 acres with endless broad views of the Chesapeake. Property features include 675’ of riprapped shoreline, gentle slope to water’s edge, 3 bedroom 3 bath rambler style home with large rooms, a heated pole building, a waterfowl pond, and additional storage building. The location is excellent and private while being centrally located between Historic Chestertown and Rock Hall. Priced to sell at $1,495,000.

This solid brick ranch home has been lovingly cared for by the original owner who built the house in 1953. The home is situated on a manageable .25+/- acre lot directly across from the elementary school in Sudlersville. This home included 3 bedrooms and 1 full tiled bath, true oak hardwood floors, a spacious living room with a wood-burning fireplace presently inserted with gas logs, a large finished dry basement with a built-in bar, and well-maintained landscaping.

This very well maintained home overlooking the Broad Chesapeake Bay is in a great condition with a semi-private location between Chestertown and Rock Hall, private but not Isolated! The views are "Out of this World" and the construction of the home is exceptional. The adjoining lot inclusion offers a wealth of opportunities and clean canvas to create your own private oasis with perhaps a pool with pool house and outdoor kitchen, a separate guest house, sport court or whatever you desire. The interior is clean, sharp and has had very little use since the present owner remodeled in mid 2000s. High end appliances and countertops, large oversized windows to take in the views, gleaming wood floors, tastefully tiled bathrooms, and clean dry basement are just a few of the many features. Elevated lawn with stable, substantially protected shoreline and ten mile views! This is an excellent opportunity to move right in and experience the greatest place on earth to live and enjoy, The Eastern Shore of Maryland!

Phenomenal hunting property with 30+ acres tillable, mature woods, and waterfowl impoundment with 10' high tinsel fencing.

Celebrating the water on Langford Creek! This rare offering is conveniently situated in a highly sought-after location within a short country drive to Historic Downtown Chestertown or a several minute ride to Rock Hall. The property offers breathtaking southwestern unobstructed views of Langford Bay and the Chester River. The property comes complete with a multi slip, deep water dock (6+ feet depth) with one slip covered and two slips with lifts. The cozy cottage has 3 full bedrooms and a sleeping loft along with two full baths. Notable features include a first-floor primary suite with sliding doors leading to water's edge, a waterside shaded screened porch, living room with wood-burning fireplace, separate dining room, upgraded eat-in kitchen, and separate laundry room. The home is situated with gorgeous views, across the rarely utilized adjoining community open space, of Horner Cove. Also included is a shaded waterside elevated patio, an emergency generator, a partial basement, a state-of-the-art Advantax Septic Treatment System and waterside bulkheading.

"Welcome to the Esau Watkins House (circa 1739), believed to be the earliest remaining dwelling on the Chester River in Historic Chestertown, the capitol of Kent County, Maryland. Rarely does a home of this significance become available in the heart of Chestertown’s famed Water Street district.

This five-bedroom, three-and-one-half-bath historic gem offers captivating, unobstructed views of the unspoiled Chester River. Notable features of this home include extensive random width wood plank flooring, proportionally balanced trim work, gorgeous scalloped built-in corner cupboards, a sun-filled riverside enclosed porch, a living room with wood burning fireplace, spacious second-floor primary suite, adequate “step-in” closets, and storage, walk out full basement, lush waterside garden, and sea-walled frontage with pier deck for water access.

This highly sought-after location is within a short, pet-friendly, walking distance to several well-reviewed restaurants, two delicious bakeries, intriguing boutique shops/galleries, and the highly acclaimed Downtown Chestertown Farmer’s Market. The Chester River offers endless watersports, world-class crabbing, fishing, kayaking, and undisturbed shoreline exploration. Chestertown is home to Washington College, the Chestertown Tea Party, and the sailing ship “Sultana.” Come Enjoy!"

This 49 acre waterfront property is one of a kind! The gently rolling pasture leads down to 2900+/- ft of shore line on Churn Creek. The property features an entry road, substantial dock with 4+/- MLW, private boat ramp with concrete pads, a waterfront gazebo, and the opportunity to build your perfect getaway or full time residence. The land is boarded by woodlands and water creating a private setting and is large enough for horses, hunting impoundments or hobby farmer. With an even blend of woodlands, waterfront and pasture the property is ideal for waterfowl, deer and turkey hunting. The Ag transfer tax has already been paid and the lot is ready to build.

Welcome to Fairgale, a tasteful waterfront community located minutes from Historic Chestertown and Rock Hall. This 36.66 total acre property with 1250+/- feet of stable shoreline and 21+/- fertile tillable acres is ideally elevated and positioned to take advantage of the panoramic water views and sunsets across Fairlee Creek. The thoughtfully designed residence has the perfect balance to host both casual or formal gatherings, either indoors or outdoors. The exterior of the residence includes a wonderful slate patio, brick sidewalks, a beautiful gunite swimming pool, a storage building for small watercraft and lawn equipment, and a winding asphalt driveway. The interior includes a chef’s eat-in kitchen with a cozy gathering area, a formal living room with double patio doors, a formal dining room, an office, and a private first-floor primary bedroom suite with two spacious walk-in closets and a large walk-in shower. Upstairs, you will find three additional bedrooms with two spacious full ceramic tiled baths. The finished basement is a grandchild's dream with a marvelous game room area, built-in bunk beds, a separate bedroom, a full bath and a separate outside entrance. Other notable interior features include beautiful wood floors (Oak and Heart Pine), designer tile in bathrooms and laundry room, a gourmet kitchen featuring professional grade appliances, an expansive butcher block center island, granite counters, and exposed ceiling beams. A large sliding glass door opens onto the lovely, screened porch overlooking the pool and patio. This home is loaded with numerous other tasteful finishes and features for which you must see to appreciate. Water access is available from the gently sloping lawn to the water's edge or also a short golf cart ride away from the community waterfront area where you will find the property's own deep water boat slip with a new 5-ton electric boat lift and community boat ramp. This property offers the epitome of true Eastern Shore living, with timeless style and endless possibilities! www.22600fairgalefarmlane.com