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SOLD PROPERTIES

ALL PROPERTY TYPES

SOLD

Napley Green Farm

$13,500,000

Introducing Napley Green Farm, an extraordinary 850-acre waterfront estate on the renowned Chester River, an expansive tributary of the Chesapeake Bay, now available for purchase for the first time in nearly a century. This rare and iconic legacy property offers unmatched privacy, breathtaking natural beauty, and incredible recreational opportunities, making it one of the most significant estates on the East Coast.

SOLD

Steam Mill Farm

$9,325,000

Steam Mill Farm is comprised of 5 parcels of land totaling 1000+/- acres with over 10,000 feet of shoreline on the unspoiled Nanticoke River. The improvements, including 5 houses, a 8 stall horse barn, an office building and an equipment barn are all in excellent condition with unparalleled craftmanship. The grounds are meticulously maintained, the waterfrontage is completely stabilized, and the hunting is above all! There are multiple waterfowl impoundments each equipped with it's own well. 400+ acres of fertile tillable ground for the farmer, large stands of mature woodland are full of Whitetail and Sika deer for the deer hunter, and beautiful fenced paddocks for the equestrian enthusiast. There is a substantial road system with 3 gated entrances to the property. Other amenities include 2 gunite pools, a deep water dock, a five stand clay target setup, and incredible views of the river and wildlife.

SOLD - Broker/Buyer's Agent

53 Acre Waterfront

$5,000,000

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.

SOLD

Kimbolton in Rock Hall

$-

"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.

SOLD

Upper Chesapeake Bay

$2,300,000

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!

SOLD

Chesapeake Waterfront Retreat

$1,725,000

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.

SOLD

Fairgale Waterfront Community

$2,250,000

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!

SOLD

Merrythought

$1,130,000

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!

SOLD

Jacobus Creek Farm

$2,225,000

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.

SOLD

Chesapeake Bayfront

$1,495,000

“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.

SOLD

Historic Esau Watkins House

$959,900

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.

SOLD

Rock Hall Paradise

$674,900

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!

SOLD

Glanville Waterfront Home

$1,000,000

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.

SOLD

Langford Creek Cottage

$698,500

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.

SOLD

7+ Acre Country Oasis

$849,000

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

Mill House Historic Rennovation

$610,000

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.

SOLD

Fox Point Farm

$2,880,000

181 Acre Waterfront Farm on the East Fork of Langford. Property has 139 tillable acres, 3 houses, 2 impoundments, 2 permanent ponds, barns, deep water dock and excellent hunting.

SOLD

Quinn Farm

$2,649,000

277 Total acres of Prime Agriculture Land. 249.5 acres tillable with 110 under new irrigation system, 22 wooded. Property has extensive road frontage on two roads, farm house and outbuildings. One of the most productive farms in Kent County! SOLD IN 14 DAYS FOR FULL ASKING PRICE!

SOLD

Asquith Island

$2,450,000

Asquith Island, one of the East Coast’s finest waterfowl hunting properties, bar none! 400 acres of habitat featuring 100 tillable floodable fields, several miles of protected shoreline, exceptional lodge, outbuildings, and exceptional Sitka Deer hunting.

SOLD

River Road Farm

$2,450,000

320 Acre Waterfront Farm on the Chester River. Property has 203 acres tillable, 20ft + deep water, brick home, outbuildings, tenant houses and excellent hunting.

SOLD

Lynch Road Farm

$2,250,000

323 Acre Agriculture Farm. Property has 268 tillable acres, numerous barns, a large pond, and excellent hunting.

SOLD

Augustine Herman Hwy. Farm

$2,000,000

284 Acre Farm on Morgan Creek. Property has 232 acres tillable and excellent hunting!

SOLD

Baker's Lane Farm

$2,000,000

310 acres with 230 acres of prime tillable soils and 80 acres of woods. Excellent grain and hunting farm! Sold within 5 days!

SOLD

Hall Road Farm

$1,550,000

231 Acre Grain and Hunting Farm. 181 Tillable acres with road frontage on 301 and Hall Road.

SOLD

Prime Grain Farm

$1,395,000

Prime grain farm in Queen Anne's County fronting on Rt. 301. 181.8 total acres with 159.87 acres of cropland. Desirable central Queen Anne County location. 1 acre pond, 20 acres of woodland, and expansive fields provide great hunting. Farm has all development rights intact.

SOLD

Mac's Lane

$1,325,000

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.

SOLD

Residential Waterfront House

$1,298,000

Welcome to 257 Bulle Rock Drive, a marvelous waterfront respite on Grove Creek, just off of the expansive Chester River. Situated on 1.73+/- acres this cozy traditional Raskob brick Cape Cod home, detached 4 car garage/shop with living quarters above, and dock with 8' water depth is a rare find!

SOLD

162+ Acre Grain Farm

$1,295,000

Sold in ONE day! All tillable except barn and pond sites. Possibility for irrigation.

SOLD

Flatland Road Farm

$1,250,000

215 Acre Grain Farm. Two parcel farm with 190 acres tillable. Property has Matapeake and Matapex soils, large pond and close to Chestertown.

SOLD

Hunting & Tillable Acreage

$1,200,000

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

SOLD

Farm Near Historic Chestertown

$1,195,000

100 acre farm situated on the fringe of Historic Chestertown All tillable with the finest soils Kent County has to offer. 5 acre waterfowl pond provides excellent waterfowl hunting. The property is zoned Community Residential allowing for a density of one home per acre. This offering has potential for division into several larger farmettes unlike other Agricultural land. Offered at $1,195,000

SOLD

Beachfront Living

$1,100,000

Nestled in a secluded location along the Chesapeake Bay, this rare beach-style home offers the perfect coastal escape with a private sandy beach just steps from your door. Designed with a spacious and inviting floor plan, the home features soaring ceilings with exposed beams, wood floors, and a third-floor observation room that offers magical panoramic views of the Chesapeake Bay and Still Pond Creek.

SOLD - Buyer's Agent

Speer Road Property

$1,100,000

Commercial property for sale in Chestertown, MD.

SOLD

John's Chance Lane Farm

$1,100,000

144 Acre Grain farm with 116 Tillable acres, Nanticoke home and extensive road frontage on 301, Barclay Road and Hollingsworth Road.

SOLD

Land's End Road Residence

$998,500

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

SOLD

Hunter's Paradise

$950,000

230 Acre Hunter’s Paradise located in Northern Queen Anne County near the Delaware line. 126+/- acres tillable with 90 acres of woodland and hedgerows. Small brick rancher needs some updating but serves well as a hunting cabin! This property is infested with deer and turkeys! 3 additional septic approvals are on file! With a little conservation and habitat enhancement this property can be awesome! Priced at $4100 per acre for $950,000

SOLD

166 Acre Farm

$895,000

166 acre farm located between Chestertown and Rock Hall near Remington Farms with unbelievable hunting! Property includes a farmhouse, outbuildings, a desirable blend of tillable and wooded acres, and income producing active gravel pit. Property is situated between 2 of Kent County’s premier goose sanctuaries. The 75 acres of woodland is renowned for trophy whitetail deer! Asking $895,000

SOLD

Brices Mill Road

$870,000

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.

SOLD - Buyer's Agent

Washington Ave. Gem

$866,375

307 Washington Ave, Chestertown, MD 21620

SOLD

Waterfront Living in Chestertown

$780,000

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!

SOLD - Buyer's Agent

Waterfront Escape

$760,000

5078 Grays Inn Creek Rd, Rock Hall, MD 21661

SOLD - Buyer's Agent

Centreville Family Home

$750,000

119 Pleasant Spring Dr, Centerville, MD 21617

SOLD

Burrisville Road Farm

$750,000

298 acre Hunting Farm with 110 tillable acres. Property has excellent deer and turkey hunting!

SOLD - Buyer's Agent

Kentfield House

$740,000

Welcome to this stunning, fully renovated Cape Cod sitting on nearly two acres of pure serenity! With over 3,200 square feet, this home is packed with luxury and space! Step into this dreamy kitchen—white cabinets, a sleek backsplash, and check this out—a custom walk-in pantry! Perfect for keeping things stylish and organized. Luxury vinyl plank flooring flows throughout, making this home as durable as it is beautiful! Your main-level primary suite even comes with its own balcony—morning coffee just got an upgrade! Upstairs, you’ve got four large bedrooms, two full baths, and a second primary suite—plenty of room for everyone!

SOLD

Private Retreat

$725,000

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 includes a nearly new 2800+/- sq. foot home built in 2020, two detached 3-bay metal shop buildings, and a vast variety of native wildlife including bald eagles, herons, turkeys, deer, and multiple waterfowl species.

SOLD

Clark Road Farm 2

$700,000

115 acres with 100 Tillable and a large pond. Great hunting farm!

SOLD

Clark Road Farm

$700,000

152 Acre Farm with 90 Tillable and 62 in mature woodlands and pond. Sold in 7 Days!

SOLD - Buyer's Agent

Waverly Estates Home

$700,000

Waverly Estates – The historic charm of a period Eastern Shore farmhouse is joined with a modern addition providing a lovely great room and second floor primary suite on two parcels just outside of Easton. The original charm of this home is evident through the kitchen, dining room and first floor guest room with historic ceiling heights and plaster walls. This rural setting, approached through a preserved woodland, past open farm fields and among an established and mature neighborhood, must be seen to be appreciated.

SOLD

Doyle Road Farm

$675,000

114 Acres in Hartford County. 3 parcels with 40 acres tillable and lots of character. Excellent hunting farm!

SOLD

Murphy Road Farm

$665,000

109 Acres with 80 tillable, 25 wooded and 4 in home site. Great deer and turkey farm. Sold in 16 days!

SOLD

Queen Street Home

$649,000

Welcome to 129 N. Queen Street situated in one of Historic Chestertown's most desirable and sought after locations. Nestled among multiple other restored and renovated residences, this home itself has undergone a tasteful and remarkable transformation. The entire interior has been completely renovated over the past several years utilizing many new modern materials blended with some original existing charm of days before.

SOLD

Great Oak Estates Home

$625,900

Welcome to 10175 John Carvill Road, nestled in the desirable water-oriented community of Great Oak Estates. This spacious home offers an open floor plan with 5 bedrooms and 3.5 baths, hardwood floors throughout the first floor, a cathedral ceiling, gas fireplace in the family room, and two primary suites. Enjoy the private fenced backyard and the sense of space that comes with it.

SOLD

Stoney Battery Road Farm

$610,000

38 Total acres in 3 parcels. Property has a house, detached garage, and excellent views of the Bohemia River! Property is a great hunting farm with 2 large ponds.

SOLD - Buyer's Agent

Downtown Chestertown

$600,000

108 N. Queen St, Chestertown, MD 21620

SOLD

425 High Street

$560,000

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.

SOLD

Dudley Corner Road Farm

$550,000

92 acre farm with a 1 acre recorded lot. Property is 45 acres tillable, 32 wooded with a flowing stream and excellent deer and turkey hunting. The remaining acreage had a ranch home and 3 outdated poultry houses and other outbuildings.

SOLD

Gibson's Grant Family Home

$550,000

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.

SOLD

Classic Chestertown Living

$549,000

Wonderful Chestertown home with many endearing features including spacious rooms, hardwood floors, full basement, off street parking and more. This eye catching property boasts both side and upper decks as well as a third floor suite.

SOLD

High Street Family Home

$540,000

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.

SOLD

Cape Cod Near Chestertown

$535,000

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!

SOLD - Buyer's Agent

Worton Home

$520,000

A charming Cape Cod style home on beautifully landscaped acreage in Worton, Maryland.

SOLD

Two Commercial Buildings

$498,500

Two Commercial buildings with great visibility on Main Street in Galena. The main building, 4,536 +/- Square Feet, is in great condition with 4 entrances, large windows, concrete epoxy floors, tall ceilings, office area, pull down security doors, and central heat/ac. There are many possible uses for this property including but not limited to auto supplies, barber/beauty shops, equipment sales & services, day care, telecommunications, medical facility, office, retail etc. The second building is an 1,800 Square Foot shop with two 14' overhead doors, 16' ceilings, heat & ac, electric service and concrete floors. In between the two buildings in a large parking area for cars and trucks.

SOLD

98 Acre Farm

$450,000

98.6 Acre farm with 77 tillable acres. Frame farmhouse with 3 bedrooms and 2 baths. 7 outbuildings, two wells, and small pond. Excellent deer and turkey hunting. A cool little farm at a reasonable price!

SOLD

Waterfront Lot on Grays Inn Creek

$449,000

One of the last undeveloped waterfront parcels on Grays Inn Creek. Just south of Rock Hall with easy water access to the Chesapeake Bay, this 3.8 +/- acre lot offers privacy but not isolation. The waterfront is a nice blend of boatable water and ideal for kayaking and paddle boarding. Surrounded by well maintained homes, this lot is the perfect opportunity to build a vacation or full time residence!

SOLD

Deep Point Road Lot

$430,000

9.9 Acre Chester River Waterfront Lot with deep water.

SOLD

Sassafras River Waterfront

$425,000

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!

SOLD

Water Street Residence

$419,000

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!

SOLD

Ford's Landing Cape Cod

$415,000

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.

SOLD

Galena Stone Farmhouse

$410,000

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, and extensive hardscaping and a landscaping.

SOLD

Country Club Estates Home

$410,000

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

Waterfront Townhome with Boat Slip

$399,500

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.

SOLD

Custom Cedar Home

$395,000

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

Chester River Waterfront

$379,989

Chester River Waterfront with dock and 4-5’ water depth. Enjoy sunsets and western views over the upper Chester River while having the opportunity to crab and fish from your own dock! 5 bedroom and 3 full baths, sunroom, spacious kitchen with island, and spacious lot. Reasonably priced waterfront under $500,000.00. All improvements being sold in "AS-IS" condition.

SOLD

Chestertown Condo

$365,000

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.

SOLD

Multi-Unit Chestertown House

$362,500

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.

SOLD

McGinnes Road Home

$359,900

Conveniently located to Chestertown, MD and offering easy access to Middletown and Annapolis, this village center property features a 3-bedroom, 1-full-bathroom home with a detached 3-car garage and sits on 2.08 acres.

SOLD

Easton Home

$357,500

This beautifully updated home seamlessly blends modern upgrades with classic charm! Featuring three spacious bedrooms on the second floor and a full bathroom, the home offers both comfort and functionality. Move-in ready and waiting for its next owner!

SOLD

Charming Town House

$354,000

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.

SOLD

Waterfront Cottage

$349,900

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!

SOLD - Buyer's Agent

Rolling Road Home

$340,000

Charming ranch home for sale on Rolling Road.

SOLD

Chestertown Remodel

$333,900

Great Chestertown location in College Heights. Large corner lot consisting of .51 acres. This home needs to be remodeled but has great potential and a lot of floor area.

SOLD

Camp Road Corner

$329,000 (Originally $349,000)

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.

SOLD

Queen Anne's Co Waterfront

$329,000

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!

SOLD

Chester River Views

$324,500

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

SOLD - Buyer's Agent

Suburban Commercial Property

$320,000

This exceptional commercial space is located in the high-traffic area of Queen Anne's County, just over the Chester River Bridge. Zoned suburban commercial, the 1,300-square-foot building features three bedrooms and one bath, situated on a 0.74-acre lot. The freshly resealed driveway can accommodate six vehicles, with the potential for further parking lot expansion. Positioned on Rt 213, the property enjoys visibility to over 13,000 vehicles daily, as reported by the Maryland State Highway Administration.

SOLD

Bayview Home

$319,500

This 2 bedroom, 1-bath home offers a peaceful escape with views of the Chesapeake Bay. Nestled in Tolchester Estates community, the property is just a short stroll from Tolchester Marina, a boat ramp, and a sandy public beach—making it the perfect retreat.

SOLD

Charming Farmhouse

$319,000

This farmhouse-style home is nestled in the heart of Kennedyville’s rural farmland and combines original character with tasteful upgrades. The property offers 3 bedrooms and 2.5 baths, including a first-floor bedroom with French doors leading to the rear yard. Conveniently located, the property is within close proximity to Middletown, Chestertown, and multiple public landings throughout Kent County.

SOLD

Deep Landing

$300,000

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.

SOLD

Queenstown Ranch Home

$299,900

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

Garfield Family Home

$298,500

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.

SOLD

Chester River Waterfront Cottage

$289,000

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!

SOLD

Broad Neck Residence

$287,800

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

SOLD - Buyer's Agent

Chestertown Gem

$280,000

703 High St, Chestertown, MD 21620

SOLD

7 Parcels on 37 Acres

$275,000

37.55 acres offering great potential! Property consists of 7 separately deeded parcels with a 3 BD ranch home with attached garage. Five of the lots have public sewer. The property offers excellent deer and turkey hunting in an area known for big bucks. Mostly wooded with wildlife plot in center. Use as a hunters camp or family compound.

SOLD

Vicker's Row Townhome

$274,900

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.

SOLD

Mallard Road Residence

$273,000

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

SOLD

Delightful Worton Cape Cod

$269,900

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 - Buyer's Agent

Porter's Grove Home

$264,000

SOLD

Catalpa Point Lot

$262,000

This perc-approved and recorded building site offers a prime location off Oxford Road, just minutes from Downtown Easton. Buildable lots like this are limited in Talbot County, making it a highly appealing opportunity to construct a new home in a desirable and scenic setting.

SOLD

1 Acre Corner Lot

$259,900

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.

SOLD

Stam's Drug Store

$250,000

One of Chestertown's most iconic locations: Stams Drug Store. Retail on the first floor with a large apartment on the second and 2 parking spaces in the rear. Sold in 71 Days!

SOLD

Church Street Ranch Home

$249,000

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.

SOLD

Vacant Wooded Lot

$249,000

Vacant wooded parcel located in the North West part of Caroline County. Perc approved for one residence. Deer hunting and other recreational opportunities on the property. Easy commute to Maryland Rt. 301 and Delaware line. Private wooded parcel.

SOLD

Chestertown Bungalow

$245,000

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.

SOLD

Chestertown Family Home

$244,000

1253 Philosopher's Terrace, Chestertown

SOLD

QA County Farmland

$239,900

27 acres with 15 acres tillable, small pond, and some deer hunting woods. Conveniently located in Northern Queen Anne's County and only a short commute to Middletown, Delaware. Home site included. Potential to create your own country estate!

SOLD

Multi-Unit Downtown Gem

$236,750

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

SOLD

Chestertown Ranch Home

$235,000

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

SOLD - Buyer's Agent

Wooded Easton Lot

$219,375

Lot A Catalpa Point Road, Easton, MD 21601

SOLD - Buyer's Agent

Mt. Zion

$200,000

Property for sale at 896 Mt Zion Marlboro Rd, Lothian, MD 20711

SOLD

Cozy Downtown Chestertown Home

$178,000

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!

SOLD

Still Pond Residence

$169,500

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!

SOLD

Chestertown Investment Property

$155,000

This property needs a complete rehab. Some work has been done previously. Property is sold AS IS- WHERE IS. Public sewer to house. Property is located in a water privileged community with access to the Chesapeake Bay. Just a short distance to a major bayfront marina with beach bar. Only several miles to Rock Hall restaurants, grocery stores, and festivities.

SOLD

Betterton Cottage

$152,000

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

SOLD

Multi-Unit Park Row

$150,000

5 unit commercial building in Downtown Chestertown. Sold in 44 Days!

SOLD

Classic Farmhouse in Galena

$149,000

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

SOLD

Residential Lot Near Chestertown 2

$135,000

A perc approved one acre open lot in an established neighborhood ready for your dream home. No trees to clear and no restrictions except Critical Area guidelines. Perfectly located within a couple of minutes to downtown Historic Chestertown.

SOLD

Residential Lot Near Chestertown

$121,500

A perc approved one acre open lot in an established neighborhood ready for your dream home. No trees to clear and no restrictions except Critical Area guidelines. Perfectly located within a couple of minutes to downtown Historic Chestertown.

SOLD

Commercial Opportunity

$109,999

Great opportunity in the heart of Chestertown. This downtown commercial lot offers incredible potential just steps from established businesses and local amenities. Public sewer is available and accessible, making development that much more convenient. Positioned next to a professional office building, the property benefits from strong daily visibility with both foot and vehicle traffic passing by.

SOLD

1.00 Acre Corner Lot with Boat Slip

$109,000

Lot 30 in Little Neck Farm is a 1.00 acre corner lot with beautiful views of the community pond and open space. This lot comes with a deeded deep water boat slip that allows easy access to the Rock Hall Marinas and Chesapeake Bay. The lot is boarded by evergreens and crepe myrtles that creates privacy within the community. The owners have detailed construction plans that go with the lot including building elevations, designs, and site plans. Only a few minutes to Rock Hall and 15 minutes to downtown Chestertown. A great opportunity to build your desired full time residence or weekend getaway in the quiet neighborhood of Little Neck Farm.

SOLD

McGinnes Road Lot

$89,900

Discover the perfect setting for your future home with this 1.48+/- acre vacant lot, complete with approved perc.

SOLD

East Street Lot

$88,900

This corner lot offers a rare opportunity to build just minutes from Downtown Chestertown. Located on a quiet street and close to the Chester River, this property combines a peaceful setting with everyday convenience. The lot is perc approved and has site plans—see documents for details.

SOLD

Hagy Road Lot Ready to Build

$79,900

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.

SOLD

Fairlee Road Lot for Building

$79,900

Desirable wooded country 2.2 acre building parcel located near public boat landings between Chestertown and Rock Hall. Recorded plat with perc denoted on the plat signed by Health Department Officer in 1994. Lots of wildlife in the area. Perfect location to build your new home back off the road in a convenient location.

SOLD

Adjoining Residential Lots

$68,500

Wonderful opportunity to purchase two established adjoining residential lots within a short walking distance to the Chester River and deep water boat ramp. These two recorded lots were purchased many years ago by a family that vacationed in a home nearby. These lots have not been perc tested, but the soil types are conducive to percing and there are homes on the neighboring parcels. Please consult with the Queen Anne's Environmental Health Dept. for necessary requirements for testing. Excellent location for retiree, first time home builder, or investor.

SOLD

Centreville Wooded Lot

$64,900

Privacy Galore! Build your perfect home on this wooded, 2.29 Acre, perc-approved lot less than 25 minutes to the Bay Bridge, just outside of Historic Centreville. Priced well below assessed value.

SOLD - Buyer's Agent

Goldsboro Road Property

$60,000

Barclay, Maryland property for sale.

SOLD

Galena Lot

$39,900

Only 15 minutes to Middletown, 45 minutes to Newark. Build your dream home on just over 1/3 of an acre on a cul-de-sac in Historic Galena. Lot backs to wooded area. Enjoy summers on the Sassafras River, just 2 minutes away. Public water and sewer available. No HOA. No builder tie-in.

SOLD

Lot in Chestertown, MD

$24,000

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.

SOLD

Acre Lot in Chesapeake Landing

$12,500

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.

SOLD

Crumpton Home

$-

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.

SOLD

Poplar Avenue Family Home

$-

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

Chestertown Renovated Rancher

$-

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!

SOLD

Mill Creek Waterfront

$-

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.

SOLD

Chestertown Colonial

$-

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.

SOLD

Centreville Home on 2+ Acres

$-

325 Brownsville Road, Centreville, MD 21658

SOLD

Chestertown Office Building

$-

Office building conveniently located in high traffic area on route 213 in Chestertown. Near Washington College, hospital, shopping, and downtown. Building features large reception area and 3, private offices. Newer heat pump/ac. Zoning is Institutional. See Town of Chestertown ordinance for approved and conditional uses.

SOLD

Almosta Farm

$-

This incredibly well-maintained property includes an established income producing potential with the two included chicken houses. The two chicken houses each have a capacity of 18,900 small birds or 15,500 large birds, present owner has contract with Allen Harim and will continue with several minor upgrades (list provided is desired). You will be pleasantly surprised with the condition of every aspect of this property! Perfect opportunity for a beginning poultry farmer or a retiree who wants to keep busy. The house is very neat and tidy and ready to move in to. New roof and gutters in 2018. Septic replaced in 2010. The property is composed of two separately deeded parcels with a total of 7.86 acres. Small pond with fish on the property as well as deer and turkey hunting potential. Located just off of Route 301 with easy access to Middletown DE or the Bay Bridge. Queen Anne County school district!

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Select Land & Homes

97 S Queen Street, Chestertown, MD 21620

410.810.3900

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