53+/- acre waterfront property on the Corsica River. Masterly crafted 5,500+ sq ft home with additional outbuildings. Deep water dock and sensational views of the Corsica and Chester Rivers. 2 separate parcels.

"Kimbolton", You will be wowed as soon as you turn through the tastefully fenced entrance onto the tree-lined drive at this magnificent waterfront oasis. The property consists of 66+/- acres with approximately 3/4 mile of waterfrontage on the West Fork of Langford Creek with sweeping, panoramic, broad-water views. The property is improved with a comfortable Tidewater style main residence, a caretaker's home, a 2 car detached garage with guest quarters, substantial multi slip dock with covered lift and 8' MLW, newly restored Creekside gunite pool, tennis court, several auxiliary buildings and two ponds.

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!

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.

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. This property offers the epitome of true Eastern Shore living, with timeless style and endless possibilities!

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!

Jacobus Creek Farm, this high quality Gentleman's Farm is acre for acre one of the sweetest and finest recreational and private homestead properties in all of Kent County, Maryland. The Gorgeous Historic Home dating back to 1743 seated on 119+/- total acres serves as a very comfortable respite for a weekend getaway, or cozy abode for full time tranquil and peaceful living.

“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.

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 sea-walled frontage with pier deck for water access.

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!

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.

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.

Situated on 7+ acres just outside of Church Hill, this property has it all! A pool, pasture for livestock, large outbuilding with finished bar area, fenced yard, firepit, attached 2 car garage, screened porch and deck. Inside the home features 5 bedrooms (first floor master), 2 and half bathrooms, updated kitchen, gas fireplace, wood floors, office and den. Close proximity to 301 and 213 makes the location convenient to Chestertown, Centreville, and Middletown.

Sold in 17 days! Renovated by the editor of Historic Houses of Kent County, the Davis Duplex is the perfect blend of historic charm and modern amenities. The property features a first floor master, multiple fireplaces, large upgraded kitchen, and built in bookshelves. The dual front doors enter into the formal dining and living room and the rear of the home has a
spacious master with flex space above. Outside is a lovely slate patio and brick pathways that lead to the gardens and Downtown.

Marvelous Chester River Waterfront! This custom home has hardwood floords, large updated kitchen and complete privacy. Sold in 3 Days!

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.

307 Washington Ave, Chestertown, MD 21620

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!

5078 Grays Inn Creek Rd, Rock Hall, MD 21661

119 Pleasant Spring Dr, Centerville, MD 21617

108 N. Queen St, Chestertown, MD 21620

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.

Better than new in desirable Gibson's Grant. Designer kitchen w/ large island, double wall oven & cooktop opens to family room w/ gas fireplace. Hardwoods abound. Large master suite. Tons of storage. Spectacular finishes. Community features fitness center, clubhouse, pool, & pier. Located on Cross Island Trail. Minutes from Bay Bridge. Easy commute to Annapolis/DC/Baltimore.

4BR 4.5BA Renovated house on High Street. Hardwood floors throughout with and updated kitchen, high ceilings, a screen porch and two car garage. Master suite features a huge walkin closet, full updated bath and a roof top deck.

Low maintenance Cape Cod on 6 open acres situated on the outskirts of Historic Chestertown. Master suite on first floor with 2 additional large bedrooms and bath on second floor. Additional features include wood floors, fireplace, eat-in kitchen, 2 car garage, screen porch, barn and expansive storage. Awesome views of 5 acre waterfowl pond!

Perched on 3.50+ acres overlooking the Sassafras River, this charming home features an updated kitchen and bathroom, 2 bedrooms, living room with wood burning fireplace, den/office, and wrap-around deck. Outside, stairs lead to the navigable water. The home is easy to maintain making this property the perfect getaway!

Unique Downtown Chestertown Residence with pine wood floors, built in bookshelves, an elevator, slate patio and 2 car garage. One of a kind property with great privacy! Sold in 93 Days!

Extremely well built and maintained home situated on a 1.33 acre partially wooded lot in Ford's Landing subdivision offering access to the upper Chester River. The main level of this classic Cape Cod has beautiful authentic oak hardwood floors, living room with wood burning fireplace, eat-in kitchen with granite tops and center island, first floor bedroom with walk-in closet, full bath with tile floor, utility room with washer and dryer, upgraded moldings, lovely rear screen porch and front porch. The second floor has a full bath with tile floor two spacious bedrooms and a large bonus room with skylights. Great location with access to Queen Anne's schools, Route 301, tax free shopping in Delaware, and public boat ramp.

Brick home in Country Club Estates. This home is move in ready after a tasteful remodel. New kitchen, hardwood floors, brick porch and limited water views!

Sold in 8 days! Perched on a hill over looking the Chesapeake Bay and Sassafras River, this townhome offers beautiful views and a spectacular location in the town of Betterton. Escape the hustle and bustle of the city to your quiet townhome with hardwood floors, gas fireplace, waterfront screen in porch, community dock and private beach. The second floor offers a master with rooftop deck overlooking the Bay, two more bedrooms and second bathroom. The third floor bedroom/family room would make a great bunk room and offers exceptional water views. This unit is low maintenance creating the perfect getaway or full time residence! Furnishings are also available for purchase.

Custom cedar home on over 4.5 acres with 2 car detached garage with storage above. This custom home features an open floor plan with cathedral ceilings, wide plank wood floors, deluxe custom kitchen with wet bar, rear deck, and full walk out basement. Close to Marinas and restaurants.

Sold in 44 days! Bright and delightful waterfront condo in the Heart of Chestertown’s Historic District! Move in condition with 2 bd, 2ba, cheerful kitchen/family room overlooking the river, wood floors, fireplace and cozy waterfront porch. Second floor unit includes private boat slip at your back door. Short scenic stroll to quaint shops, restaurants, farmer’s market, and Washington College.

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.

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.

Perfect Waterfront Retreat! This ideal cottage getaway is situated on a rip-rapped shore of the upper Chester River offering expansive views and access to navigable water. Property features include a 1.23 acre lot with 165+/- feet of Chester River frontage, a two bedroom cottage with exceptional water views, several outbuildings, easy access to major highways, and a deep water boat launch just down the street!

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.

An affordable Queen Anne's County waterfront! This property features a newer bulkhead, new BAT septic system, and navigable water. Inside the fully updated ranch home is a new kitchen with custom cabinets, granite counters, stainless steel appliances, new wood floors, a gas fireplace, new Andersen windows, 3 bedrooms and updated bathrooms. Downstairs is a full partially finished basement with a workshop. Enjoy the convenience of being close to Chestertown while utilizing the Queen Anne's County amenities!

3 bedroom 2.5 Bath Residence on River Road. Property has wood floors, 2 car garage, and views of the Chester River.

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.

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.

Sold in 9 days! Marvelous location one mile outside of Chestertown on 2 acres elevated and overlooking a well maintained scenic horse farm. The residence has loads of potential with spacious rooms, wood floors, eat-in kitchen with brick floor, large sun room, huge first floor master bedroom and bath, screen porch, deck, dry basement and more. Two car detached garage. Bring your ideas and build equity into this property that has tons of potential.

Cozy Waterfront Cottage on Chester River with awesome broad river views and gorgeous sunsets. Features include 3 bedrooms, 1 bath, fireplace, rip-rapped shoreline and large storage shed. Located just down the street from a public boat launch and only 12 minute ride to Historic Chestertown. Perfect retreat or second home!

Solid brick home with wood floors, large shop and spacious yard. Close proximity to Chestertown. Sold in 10 Days!

703 High St, Chestertown, MD 21620

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. 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.

2 bedroom 2.5 bath brick home on 7.8 acres. Property has 5 acres of marsh on the Chester River.

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.

Sold in 7 days! Location, Location, Location in Northern Queen Anne County on a corner 1 acre lot in a quiet and peaceful neighborhood just minutes to Chestertown. This 3 BD 1.5 BA home was built by Church Hill Lumber Co. when Church Hill Lumber Co. was thought to be the best builders around! This home needs a little TLC but has loads of potential with wood floors, fireplace, eat-in Kitchen, family room, finished dry basement, and dining room.

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.

Sold in 13 days for 96% asking price! A cute Chestertown bungalow on a large lot with plenty of space! This charming house features hardwood floors, a screen porch, spacious kitchen and a partial basement. The large upstairs bedrooms offer lots of closet space and natural light. The property is in a great location next to Washington College and within walking distance to Downtown Chestertown.

1253 Philosopher's Terrace, Chestertown

Great Investment in desirable Downtown Chestertown! 3 unit multi family residence fully occupied and low vacancy rate. Sold in 69 Days!

3 bedroom, 2 bath residence on 4 acres close to Chestertown! Property needs minor cosmetic repairs, but priced to sell! SOLD IN 13 DAYS!

This charming Downtown Chestertown home offers a semi open floor plan and cozy feel with hardwood floors throughout! The first floor features a dining and living area, powder room and kitchen with side door that leads to landscaped backyard. Upstairs is a full bathroom with laundry, bedroom and sitting room (or second bedroom) with built in shelves and exposed brick chimney. The courtyard garden with brick walkway lead to Downtown, waterfront, shops and restaurants. Bike trails and parks for your enjoyment are nearby. The delightful home makes for easy living!

Newly renovated in 2017 this 3 bedroom 1.5 bath residence has a large kitchen, new appliances, large detached garage and country views. Sold in 21 Days!

Charming 3 bedroom 1 bath cottage in Betterton. Cottage has hardwood floors, front porch and views of the Chesapeake Bay.

Solid home in the heart of Galena. Residence has wood floors, 3 bedrooms, a screened porch and two car garage! Priced to sell.

Great side street location across the street from The Chester River in Crumpton. Large first floor master suite, spacious family room with fireplace, open eat-in kitchen, two upstairs bedrooms with two separate baths, living or dining room for which ever you prefer, two car attached garage and deck. Dry basement and wood floors are just a few of the additional features. Circular paved driveway with additional area for basketball hoop. All on 3/4 of an acre. This special offering is situated only a short distance to Rt. 301 for commuting either north or south.

A must see charming renovation in a private setting! This fully updated home features 3 bedrooms, 2 full bathrooms, hardwood and ceramic tile floors, efficient geothermal HVAC, a new roof, hardiplank siding, and a detached garage. Improved with an inside/outside home stereo system, horseshoe pit, and an outdoor shower, this home great for entertainment. Located within walking distance to Tolchester Marina and the Shanty Tiki Bar, this move in condition property is the perfect full time residence or weekend getaway. The sale includes 3 neighboring lots for a total of .459 acre to secure the private setting.

Sold for over asking price! Pride of ownership is evident in this renovated ranch home. The home features an open floor plan, mudroom and living room entrances, instant hot water, 3 Bedrooms, 1 and a half bathrooms and tons of natural light. The property is improved with many custom features and the major upgrades include a new septic system, roof, HVAC, flooring, kitchen and bathrooms. The deck extends from the dining room to offer a comfortable outdoor living area. The exterior is further improved with hardscaping and tasteful landscaping. Schedule your tour today!

Mill Creek Waterfront, situated at the end of a quiet cul-de-sac in Chesapeake Landing within a short ten minute drive to Chestertown or Rock Hall. This 1.5+ /- wooded acre point of land is bordered on two side s by the creek. One side slopes gently to the creek and the other offers elevated views of water, marsh and unspoiled woodland. An abundance of wildlife including deer, turkeys, herons, eagles and waterfowl frequent the property and surroundings. This site offers access to Mill Creek for canoe, kayak, and paddle board. The residence offers views of the creek from most rooms in the recently upgraded raised rancher. There are two bedrooms, living areas with fireplaces, and kitchens on both levels. The waterside barn is in need of repairs but serves as a perfect building for watersport equipment, woodshop, " man cave" or "she shed". This is the ideal property to get-a-way from it all and decompress from the hustle and bustle of a fast paced lifestyle. Utility easement runs with the property.

This Historical home has undergone a tasteful renovation to include 3 bedrooms, 2 full bathrooms, new plumbing and HVAC. Home offers an open floor plan with decorative touches which include wide plank pine floors, shiplap, original doors with hardware and original mouldings. The courtyard garden with brick patio and walkway lead to Downtown, waterfront, shops and restaurants. Bike trails and park for your enjoyment are nearby. The delightful, turnkey home blends history with
comfort and convenience.

325 Brownsville Road, Centreville, MD 21658