Byhome.info Search Results

HUD home SOLD STRICTLY AS IS . Calling all investors and homeowners with an eye for opportunity! Uncover the untapped potential at 203 Radcliffe Dr, Chestertown, MD - a property awaiting transformation and vision. Featuring 3 bedrooms, 2 full bathrooms, an attached garage, carport, and a basement, this residence rests on a sprawling 0.74-acre plot just outside the town's serene landscape. While this property requires tlc, it holds immense promise for those seeking a project to hold into their dream home. Positioned conveniently close to Route 50, this property invites creative minds to reimagine its space and realize its full potential in the charming setting of Chestertown. Dare to envision the possibilities and embark on a journey of reinvention at 203 Radcliffe Dr. Connect with us today to unveil more about this property and kickstart your renovation journey in this picturesque location. Agents please read agent remarks!!!

203 Radcliffe Dr, Chestertown

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact: (301) 966-0035

$285,000

Excellent Location! This charming 3-bedroom, 1-bathroom bungalow sits proudly along one of Chestertown's primary roads. Positioned in an Intense Village zone, it caters to a versatile range of uses—be it residential or various commercial ventures. Inside, discover a spacious family room adjacent to the galley kitchen, a screened-in porch, and a detached 2-car garage with ample off-street parking, complemented by recent upgrades including a new heat-pump with central air installed in September 2021, a fresh new roof in December 2022, and new carpeting. Its proximity to Chestertown's offerings—such as Washington College, the hospital, local stores, a new marina, restaurants and more—ensures convenience and accessibility. This property is brimming with potential! Please note, it is subject to an existing lease expiring on December 31, 2024.

3 Beds ⋅ 1 Baths

Excellent Location! This charming 3-bedroom, 1-bathroom bungalow sits proudly along one of Chestertown's primary roads. Positioned in an Intense Village zone, it caters to a versatile range of uses—be it residential or various commercial ventures. Inside, discover a spacious family room adjacent to the galley kitchen, a screened-in porch, and a detached 2-car garage with ample off-street parking, complemented by recent upgrades including a new heat-pump with central air installed in September 2021, a fresh new roof in December 2022, and new carpeting. Its proximity to Chestertown's offerings—such as Washington College, the hospital, local stores, a new marina, restaurants and more—ensures convenience and accessibility. This property is brimming with potential! Please note, it is subject to an existing lease expiring on December 31, 2024.

870 Washington Ave, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

$249,900

Location, location, location! Located in College Heights and just a few short blocks from Washington College and a few more blocks from shopping and downtown Historic Chestertown! This home is move in ready with all new flooring throughout. Heat pump provides heating and cooling. There is a very small deck that overlooks the fenced in backyard. There is a full hallway bath as well a a half bath for the primary bedroom.

Location, location, location! Located in College Heights and just a few short blocks from Washington College and a few more blocks from shopping and downtown Historic Chestertown! This home is move in ready with all new flooring throughout. Heat pump provides heating and cooling. There is a very small deck that overlooks the fenced in backyard. There is a full hallway bath as well a a half bath for the primary bedroom.

114 School Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$1,095,000

"Strawboard Mill" offers 2 brick, townhomes (each townhouse has 2 units), with metal roofs, 1 efficiency apartment and a 3 bedroom, 2 bath residence. The brick townhomes were built in 1902+/- and were used as housing for mill factory workers. There are two, 2 bedroom, 1 bath units in each townhome. Each townhome unit has washer and dryer. The efficiency unit also has a washer and dryer. All units are leased on a month to month basis. All townhome units have Lead Free Certificates from MDE. The main house, which houses the efficiency unit over the garage, was built in 2005. Current monthly rental income is $5,225 with the potential to increase to market level of about $6,500+/- and even more if you rent out the main house. The owners live in a well appointed Cape Cod that offers the possibility of a 1st floor bedroom, kitchen and family room as well as office space, 2 additional bedrooms on the second level with a "Jack n Jill" bathroom setup. There are laminate floors throughout most of the house as well as wood ceilings in most rooms. There are actually 2 garage spaces however one has been transformed into an exercise room. The rear deck overlooks the private backyard and offers a gazebo on the deck. Do you need a separate office? You are in luck! There is an attached office space with a mini split system for heating and cooling. The sellers live in the Cape Cod however you could easily rent the house to gain more income. There is potential to increase the current rent rolls to meet current rental market values. This is a rare opportunity to own, arguably, one of the finest rental properties in Chestertown!

"Strawboard Mill" offers 2 brick, townhomes (each townhouse has 2 units), with metal roofs, 1 efficiency apartment and a 3 bedroom, 2 bath residence. The brick townhomes were built in 1902+/- and were used as housing for mill factory workers. There are two, 2 bedroom, 1 bath units in each townhome. Each townhome unit has washer and dryer. The efficiency unit also has a washer and dryer. All units are leased on a month to month basis. All townhome units have Lead Free Certificates from MDE. The main house, which houses the efficiency unit over the garage, was built in 2005. Current monthly rental income is $5,225 with the potential to increase to market level of about $6,500+/- and even more if you rent out the main house. The owners live in a well appointed Cape Cod that offers the possibility of a 1st floor bedroom, kitchen and family room as well as office space, 2 additional bedrooms on the second level with a "Jack n Jill" bathroom setup. There are laminate floors throughout most of the house as well as wood ceilings in most rooms. There are actually 2 garage spaces however one has been transformed into an exercise room. The rear deck overlooks the private backyard and offers a gazebo on the deck. Do you need a separate office? You are in luck! There is an attached office space with a mini split system for heating and cooling. The sellers live in the Cape Cod however you could easily rent the house to gain more income. There is potential to increase the current rent rolls to meet current rental market values. This is a rare opportunity to own, arguably, one of the finest rental properties in Chestertown!

131, 133 and 129 Flatland Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$1,800,000

Beautiful Dutch Colonial on 3 Acres with 500 +/- feet of waterfront overlooking Worton Creek. Near Worton Creek Marina and only a short drive to Historic Chestertown or Rock Hall. Enjoy the wildlife, rural setting, and inground pool. Native plants create a very nicely landscaped home. All wall paneling is Western Red Cedar and the wood floors are 150+ years old heart pine. The game room could be used as bedroom #5. The family room has a brick wood burning fireplace, table space , breakfast bar, and exposed wood beams. Sign posted.

5 Beds ⋅ 5 Baths

Beautiful Dutch Colonial on 3 Acres with 500 +/- feet of waterfront overlooking Worton Creek. Near Worton Creek Marina and only a short drive to Historic Chestertown or Rock Hall. Enjoy the wildlife, rural setting, and inground pool. Native plants create a very nicely landscaped home. All wall paneling is Western Red Cedar and the wood floors are 150+ years old heart pine. The game room could be used as bedroom #5. The family room has a brick wood burning fireplace, table space , breakfast bar, and exposed wood beams. Sign posted.

22900 Handy Point Road Handy Point Rd, Chestertown

Listing courtesy of Davis Real Estate, Inc.. Contact: 410-778-2610

$750,000

This former horse barn was converted in 1990 into a well-crafted personal residence. In early 2018, the current stewards retained acclaimed contractors Taylor Loughry to apply their craftsmanship to a large portion of the house. The most delightfully unique characteristic of this 4-5 bedroom, 3 and 1/2 bath home with attached two car garage is its' private, landscaped lot accessed by a gravel driveway on North Water Street. A pair of new wood gates define the entry to the oasis. The redesigned flow of the first floor provides well for the intended purpose of both entertaining and home comfort. A den, powder room, and elevator adjoin the two-story, sun-filled foyer. A large living room with gas fireplace and separate dining room (with doors to the rear brick patio and raised beds) provide the pathway to a beautifully designed large island kitchen with breakfast area with bay window. Mudroom with sink, full sized washer and dryer and storage is adjacent to a side entry and double garage with EV charging station. Floor two comprises mostly a primary suite that includes bath, large office and exercise space with access to a very large, insulated and conditioned storage space (easily repurposed to a games room or home theatre), a guest bedroom and hall bath. The third-floor features two additional bedrooms and bath with large amounts of closet space. Recently installed solar panels, discreetly positioned, have resulted in nearly net zero energy expense.

This former horse barn was converted in 1990 into a well-crafted personal residence. In early 2018, the current stewards retained acclaimed contractors Taylor Loughry to apply their craftsmanship to a large portion of the house. The most delightfully unique characteristic of this 4-5 bedroom, 3 and 1/2 bath home with attached two car garage is its' private, landscaped lot accessed by a gravel driveway on North Water Street. A pair of new wood gates define the entry to the oasis. The redesigned flow of the first floor provides well for the intended purpose of both entertaining and home comfort. A den, powder room, and elevator adjoin the two-story, sun-filled foyer. A large living room with gas fireplace and separate dining room (with doors to the rear brick patio and raised beds) provide the pathway to a beautifully designed large island kitchen with breakfast area with bay window. Mudroom with sink, full sized washer and dryer and storage is adjacent to a side entry and double garage with EV charging station. Floor two comprises mostly a primary suite that includes bath, large office and exercise space with access to a very large, insulated and conditioned storage space (easily repurposed to a games room or home theatre), a guest bedroom and hall bath. The third-floor features two additional bedrooms and bath with large amounts of closet space. Recently installed solar panels, discreetly positioned, have resulted in nearly net zero energy expense.

106 Water St N Unit #1/2, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

$1,095,000

"Strawboard Mill" offers 2 brick townhomes, with metal roofs, 1 efficiency apartment and a 3 bedroom, 2 bath residence. The brick townhomes were built in 1902+/- and were used as housing for mill factory workers. There are two, 2 bedroom, 1 bath units in each townhome. Each townhome unit has washer and dryer. The efficiency unit also has a washer and dryer. All units are leased on a month to month basis. All townhome units have Lead Free Certificates from MDE. The main house, which houses the efficiency unit over the garage, was built in 2005. Current monthly rental income is $5,225 with the potential to increase to market level of about $6,500+/- and even more if you rent out the main house. The owners live in a well appointed Cape Cod that offers the possibility of a 1st floor bedroom, kitchen and family room as well as office space, 2 additional bedrooms on the second level with a "Jack n Jill" bathroom setup. There are laminate floors throughout most of the house as well as wood ceilings in most rooms. There are actually 2 garage spaces however one has been transformed into an exercise room. The rear deck overlooks the private backyard and offers a gazebo on the deck. Do you need a separate office? You are in luck! There is an attached office space with a mini split system for heating and cooling. The sellers live in the Cape Cod however you could easily rent the house to gain more income. There is potential to increase the current rent rolls to meet current rental market values. This is a rare opportunity to own, arguably, one of the finest rental properties in Chestertown!

131, 133 and 129 Flatland Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$299,900

Come by this AWESOME, RENOVATED Rancher in the WATERFRONT Community of Chesapeake Landing is Chestertown. This beautifully renovated single level home is ready for it's new owner today! This home has been carefully renovated in the last few months, including new luxry vinyl plank flooring, new kitchen with white shaker cabinets, granite countertops, new bathrooms, new appliances and much more! Special financing is available for this home making it more afforable to own a home than rent one!

4 Beds ⋅ 2 Baths

Come by this AWESOME, RENOVATED Rancher in the WATERFRONT Community of Chesapeake Landing is Chestertown. This beautifully renovated single level home is ready for it's new owner today! This home has been carefully renovated in the last few months, including new luxry vinyl plank flooring, new kitchen with white shaker cabinets, granite countertops, new bathrooms, new appliances and much more! Special financing is available for this home making it more afforable to own a home than rent one!

10605 Tonopah Rd, Chestertown

Listing courtesy of RE/MAX Executive. Contact: (443) 292-9250

$249,990

The only available move-in ready interior townhome in The Village at Chestertown that backs to community open space with pond views! This two-story Jefferson is an open-concept townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with beautiful white cabinets. stainless steel appliances, a storage closet, and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal space to entertain. The first floor also offers a powder room. The second floor has three large bedrooms, each with plenty of closet space, a hall bathroom, a linen closet, and a laundry closet with an included washer and dryer. The owner’s suite offers privacy away from the other bedrooms and features a full bathroom and a walk-in closet. The included white blind package and the exclusive Smart Home® package will give you complete peace of mind. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

The only available move-in ready interior townhome in The Village at Chestertown that backs to community open space with pond views! This two-story Jefferson is an open-concept townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with beautiful white cabinets. stainless steel appliances, a storage closet, and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal space to entertain. The first floor also offers a powder room. The second floor has three large bedrooms, each with plenty of closet space, a hall bathroom, a linen closet, and a laundry closet with an included washer and dryer. The owner’s suite offers privacy away from the other bedrooms and features a full bathroom and a walk-in closet. The included white blind package and the exclusive Smart Home® package will give you complete peace of mind. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

112 Island Lark Way, Chestertown

Listing courtesy of DRH Realty Capital, LLC.. Contact: (667) 500-2488

$234,900

Come by this lovely BRAND NEW middle unit home in a Triplex in Historic Chestertown, available for move in in October. This home features Luxury Vinyl Flooring throughout, White Shaker Cabinets, Granite Counters, Spacious Living Room, Eat in Kitchen area, covered patio off the kitchen, spacious bedrooms including a large primary bedroom suite and much more! These homes are selling faster than they can be built, so come by today and take advantage of this opportunity while it lasts. There are only a few of these homes left ! Special financing programs available, including Zero Down payment loans and closing costs assistance programs so you can own this home for less than renting. Home is delivered at the asking price the way you see it in the photos with the exception of the siding color, which may be different.

Come by this lovely BRAND NEW middle unit home in a Triplex in Historic Chestertown, available for move in in October. This home features Luxury Vinyl Flooring throughout, White Shaker Cabinets, Granite Counters, Spacious Living Room, Eat in Kitchen area, covered patio off the kitchen, spacious bedrooms including a large primary bedroom suite and much more! These homes are selling faster than they can be built, so come by today and take advantage of this opportunity while it lasts. There are only a few of these homes left ! Special financing programs available, including Zero Down payment loans and closing costs assistance programs so you can own this home for less than renting. Home is delivered at the asking price the way you see it in the photos with the exception of the siding color, which may be different.

114 Metcalf Rd, Chestertown

Listing courtesy of RE/MAX Executive. Contact: (443) 292-9250

$328,500

Main Level Features Dining Room, Living Room, Family Room, Kitchen with Breakfast Nook Bump Out, Laundry Room, Half Bath, and Den. Upper Level Features Large Primary Bedroom with Walk In Closet and En Suite Bath with Shower and Soaking Tub. Lower Level Has Additional Living Space and Full Bath with Walkout to Back Yard.

Main Level Features Dining Room, Living Room, Family Room, Kitchen with Breakfast Nook Bump Out, Laundry Room, Half Bath, and Den. Upper Level Features Large Primary Bedroom with Walk In Closet and En Suite Bath with Shower and Soaking Tub. Lower Level Has Additional Living Space and Full Bath with Walkout to Back Yard.

116 Harlan Loop, Chestertown

Listing courtesy of Real Estate Professionals, Inc.. Contact:

$252,990

The only available interior townhome in The Village at Chestertown with pond views! This two-story Jefferson is an open-concept townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with classic white cabinets. stainless steel appliances, a storage closet, and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal space to entertain. The first floor also offers a powder room. The second floor has three large bedrooms, each with plenty of closet space, a hall bathroom, a linen closet, and a laundry closet with an included washer and dryer. The owner’s suite offers privacy away from the other bedrooms and features its own full bathroom and a walk-in closet. The included white blind package and the exclusive Smart Home® package will give you complete peace of mind. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

The only available interior townhome in The Village at Chestertown with pond views! This two-story Jefferson is an open-concept townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with classic white cabinets. stainless steel appliances, a storage closet, and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal space to entertain. The first floor also offers a powder room. The second floor has three large bedrooms, each with plenty of closet space, a hall bathroom, a linen closet, and a laundry closet with an included washer and dryer. The owner’s suite offers privacy away from the other bedrooms and features its own full bathroom and a walk-in closet. The included white blind package and the exclusive Smart Home® package will give you complete peace of mind. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

110 Island Lark Way, Chestertown

Listing courtesy of DRH Realty Capital, LLC.. Contact: (667) 500-2488

$334,900

Endless possibilities for this centrally located property in Chestertown, across from Kent Plaza Shopping Center and close to Washington College and the newly built YMCA. In its past it has been a single family home, business offices, and most recently a 2 dwelling rental unit. Would also make a perfect home business with high visible road frontage and a quiet studio apartment in the rear, or a 2 bedroom home with an in-law/nanny suite at year. Either way it is easily turned back into a single family home. So many possibilities! Front Unit: 2 bedrooms, 1 full bath, large kitchen with attached laundry, separate dining room and large Living room. Entrance and parking in front. Back Unit: One bedroom efficiency with kitchenette and full bathroom. Entrance and parking in rear. Hardwood floors throughout both units except bathrooms and Kitchen. New bathroom and kitchenette in back unit. New gutters, paint and HVAC. Driveway has been extended to make 2 entrances and wrap around building for ease of getting in and out. Plenty of parking in front and rear. *Both units have active leases in place *Property could easily be turned back into a single family home by knocking through one wall as it was originally.

Endless possibilities for this centrally located property in Chestertown, across from Kent Plaza Shopping Center and close to Washington College and the newly built YMCA. In its past it has been a single family home, business offices, and most recently a 2 dwelling rental unit. Would also make a perfect home business with high visible road frontage and a quiet studio apartment in the rear, or a 2 bedroom home with an in-law/nanny suite at year. Either way it is easily turned back into a single family home. So many possibilities! Front Unit: 2 bedrooms, 1 full bath, large kitchen with attached laundry, separate dining room and large Living room. Entrance and parking in front. Back Unit: One bedroom efficiency with kitchenette and full bathroom. Entrance and parking in rear. Hardwood floors throughout both units except bathrooms and Kitchen. New bathroom and kitchenette in back unit. New gutters, paint and HVAC. Driveway has been extended to make 2 entrances and wrap around building for ease of getting in and out. Plenty of parking in front and rear. *Both units have active leases in place *Property could easily be turned back into a single family home by knocking through one wall as it was originally.

866 Washington Ave, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$334,900

Endless opportunities for this centrally located property in Chestertown, across from Kent Plaza Shopping Center and close to Washington College, Dixon Valve, and the new YMCA. In its past it has been a single family home, business offices, and now a 2 dwelling rental unit. Would also make a perfect home business with high visible road frontage and a quiet studio apartment in the rear. Front Unit: 2 bedrooms, 1 full bath, large kitchen with attached laundry, separate dining room and large Living room. Entrance and parking in front. Back Unit: One bedroom efficiency with kitchenette and full bathroom. Entrance and parking in rear. Hardwood floors throughout both units except bathrooms and Kitchen. New bathroom and kitchenette in back unit. New gutters, paint and HVAC. Driveway has been extended to make 2 entrances and wrap around building for ease of getting in and out. Plenty of parking in front and rear. *Both units have active leases in place *Property could easily be turned back into a single family home

866 Washington Ave, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$460,000

Great home located in desired Coventry Farms community of Chestertown. This home offers plenty of space for entertaining boasting 4 bedrooms, 21/2 baths, master suite, large open kitchen with breakfast/sunroom, large family room, deck, inground pool, large two car garage, large level lot and more. This home also offers a full unfinished basement which could give you an additional 1200 Sq. Ft. of living space. Home is located within Chestertown limits offering plenty of entertainment, shopping, parks, beaches and more. Home shows well and is ready for its new owner. Don't miss out on this great find. All reasonable offers will be considered.

4 Beds ⋅ 3 Baths

Great home located in desired Coventry Farms community of Chestertown. This home offers plenty of space for entertaining boasting 4 bedrooms, 21/2 baths, master suite, large open kitchen with breakfast/sunroom, large family room, deck, inground pool, large two car garage, large level lot and more. This home also offers a full unfinished basement which could give you an additional 1200 Sq. Ft. of living space. Home is located within Chestertown limits offering plenty of entertainment, shopping, parks, beaches and more. Home shows well and is ready for its new owner. Don't miss out on this great find. All reasonable offers will be considered.

248 Devon Dr, Chestertown

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$395,000

Welcome to 101 S. Kent St! Prepare to be charmed by this beautifully updated and lovingly maintained historic home, located on a peaceful and quaint street. Built in 1880, this 2 bedroom, 2.5 bath property combines classic charm with modern comfort situated in the heart of downtown Chestertown. You're just a leisurely walk away from the waterfront, shops, restaurants, and Washington College! The current owners have had this property as a profitable Air BnB/short term rental (profit & loss statement available). Features include a private patio ideal for outdoor entertaining, original hardwood flooring, built-in bookcases, wood-burning stove, exposed interior brickwork, traditional brick sidewalks. Don't miss this perfect home in charming Chestertown!

2 Beds ⋅ 3 Baths

Welcome to 101 S. Kent St! Prepare to be charmed by this beautifully updated and lovingly maintained historic home, located on a peaceful and quaint street. Built in 1880, this 2 bedroom, 2.5 bath property combines classic charm with modern comfort situated in the heart of downtown Chestertown. You're just a leisurely walk away from the waterfront, shops, restaurants, and Washington College! The current owners have had this property as a profitable Air BnB/short term rental (profit & loss statement available). Features include a private patio ideal for outdoor entertaining, original hardwood flooring, built-in bookcases, wood-burning stove, exposed interior brickwork, traditional brick sidewalks. Don't miss this perfect home in charming Chestertown!

101 S Kent St, Chestertown

Listing courtesy of Washington Fine Properties. Contact: info@wfp.com

$950,000

This remarkable 4BR/3.5BA waterfront home boasts historic elegance and beautiful water views! The best of both worlds, this property is located on the Chester River, offering the relaxing water-oriented lifestyle while also being walkable to all the great restaurants and shops that downtown Chestertown has to offer! This historic gem, built in 1900, sits on a .22-acre lot, offering you space and privacy in the heart of Chestertown. Step inside and be awestruck by the expansive foyer leading to the great room with its soaring ceilings, creating an open and inviting atmosphere. Stained glass doors and windows, 2 fireplaces with Quimper and Delft tiled surrounds, and original hardwood flooring are some of notable details throughout this special home. With over 5,400 square feet of living space, there's room for everyone to enjoy and endless potential! An unexpected treat, the home has an indoor pool for year-round relaxation and entertainment. Additionally there is an attached 2-car garage, a very rare find in downtown. The large covered brick patio is ideal for outdoor entertaining overlooking the lawn and Chester River.

This remarkable 4BR/3.5BA waterfront home boasts historic elegance and beautiful water views! The best of both worlds, this property is located on the Chester River, offering the relaxing water-oriented lifestyle while also being walkable to all the great restaurants and shops that downtown Chestertown has to offer! This historic gem, built in 1900, sits on a .22-acre lot, offering you space and privacy in the heart of Chestertown. Step inside and be awestruck by the expansive foyer leading to the great room with its soaring ceilings, creating an open and inviting atmosphere. Stained glass doors and windows, 2 fireplaces with Quimper and Delft tiled surrounds, and original hardwood flooring are some of notable details throughout this special home. With over 5,400 square feet of living space, there's room for everyone to enjoy and endless potential! An unexpected treat, the home has an indoor pool for year-round relaxation and entertainment. Additionally there is an attached 2-car garage, a very rare find in downtown. The large covered brick patio is ideal for outdoor entertaining overlooking the lawn and Chester River.

205 N Water St, Chestertown

Listing courtesy of Washington Fine Properties. Contact: info@wfp.com

$340,000

Spacious, well-situated 3 or 4 bedroom, 2.5 bathroom rambler on almost 3/4 of an acre just outside downtown Chestertown. Sit on the front or back porches and enjoy the peace and quiet of country living. Backyard has plenty of room to play or just sit and enjoy the trees, birds or picturesque farmland views. Home features a spacious kitchen/dining room combo; front living room with built-in bookcases and wood-burning fireplace; primary bedroom with en-suite bath; pantry; and laundry room. Formal dinning room could also be a fourth bedroom. Back screened in porch just off the kitchen and dining room. Spacious garage has room for two cars and all your things. Well-built home from local contractor Crossley & Sons. Located on a quiet cul-de-sac street and backs to open farmland. Just on the edge of Chestertown but close to everything you need. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Enjoy the historic architecture, local shopping, restaurants, art galleries, and waterfront walkways and parks. Chestertown is home to many festivals and an award winning Farmer's Market on Saturdays. Brand new YMCA with full gym, racquet sports, lap pool, sauna, etc. Enjoy country living on the Eastern Shore.

Spacious, well-situated 3 or 4 bedroom, 2.5 bathroom rambler on almost 3/4 of an acre just outside downtown Chestertown. Sit on the front or back porches and enjoy the peace and quiet of country living. Backyard has plenty of room to play or just sit and enjoy the trees, birds or picturesque farmland views. Home features a spacious kitchen/dining room combo; front living room with built-in bookcases and wood-burning fireplace; primary bedroom with en-suite bath; pantry; and laundry room. Formal dinning room could also be a fourth bedroom. Back screened in porch just off the kitchen and dining room. Spacious garage has room for two cars and all your things. Well-built home from local contractor Crossley & Sons. Located on a quiet cul-de-sac street and backs to open farmland. Just on the edge of Chestertown but close to everything you need. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Enjoy the historic architecture, local shopping, restaurants, art galleries, and waterfront walkways and parks. Chestertown is home to many festivals and an award winning Farmer's Market on Saturdays. Brand new YMCA with full gym, racquet sports, lap pool, sauna, etc. Enjoy country living on the Eastern Shore.

1006 Twin Ct, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$299,000

One of the last available 1920s houses available in downtown Chestertown that is ready to be lived in and priced to support a 21st century renovation and possible expansion. The nearly sold-out Cannon Square masterpieces ($700,000 +/-) are neighboring this 100 year-old gem ready to become a jewel of Cannon Street.

One of the last available 1920s houses available in downtown Chestertown that is ready to be lived in and priced to support a 21st century renovation and possible expansion. The nearly sold-out Cannon Square masterpieces ($700,000 +/-) are neighboring this 100 year-old gem ready to become a jewel of Cannon Street.

410 Cannon St, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

$429,900

Bask in the beauty of this incredible 1920s home in downtown Chestertown! At 2890 square feet, this freshly painted 5 bedroom, 3.5 bathroom property has tons of space and an oversized lot featuring a secluded backyard with mature trees, fire pit, and off-street parking, most of which are very rare to find downtown! The many updates include a brand new HVAC system and hot water heater; updated electric, new slider doors, cooktop, combination wall ovens, dishwasher, and 2nd floor bath fixtures along with a meticulously restored stairway in the entry hall. Other features include original hardwood floors on the first floor & stairway & newel post, some original windows, refinished floors on first floor, original hardwood floors on the second floor, freshly painted and repaired dormers, privacy fence, revitalized front door, and much more! Aside from the fantastic interior space, you'll fall in love with the charming front porch and lovely balcony off the second story primary bedroom. The exterior is further improved with new topsoil, grass seed, fertilizer, straw, and flowers. 204 N Mill is located on a quiet street close to downtown shops, Washington College, waterfront, restaurants, farmer's market and shopping. Whether a residence or an AirBnb, this home has endless possibilities!

5 Beds ⋅ 4 Baths

Bask in the beauty of this incredible 1920s home in downtown Chestertown! At 2890 square feet, this freshly painted 5 bedroom, 3.5 bathroom property has tons of space and an oversized lot featuring a secluded backyard with mature trees, fire pit, and off-street parking, most of which are very rare to find downtown! The many updates include a brand new HVAC system and hot water heater; updated electric, new slider doors, cooktop, combination wall ovens, dishwasher, and 2nd floor bath fixtures along with a meticulously restored stairway in the entry hall. Other features include original hardwood floors on the first floor & stairway & newel post, some original windows, refinished floors on first floor, original hardwood floors on the second floor, freshly painted and repaired dormers, privacy fence, revitalized front door, and much more! Aside from the fantastic interior space, you'll fall in love with the charming front porch and lovely balcony off the second story primary bedroom. The exterior is further improved with new topsoil, grass seed, fertilizer, straw, and flowers. 204 N Mill is located on a quiet street close to downtown shops, Washington College, waterfront, restaurants, farmer's market and shopping. Whether a residence or an AirBnb, this home has endless possibilities!

204 Mill St, Chestertown

Listing courtesy of RE/MAX Chesapeake. Contact:

$739,900

Welcome to the former historic HILLTOP HOTEL! A charming estate which underwent significant renovations in 2021 while preserving many of the original characteristics the home has to offer. This property is unlike any other - offering historic charm, tranquil atmosphere, ample privacy, outdoor living & entertaining as well as turnkey amenities. The property sits perched high above the hillside of the Eastern Shore providing for stunning sunsets as you relax on the wraparound porch feeling the gentle breeze from the Chesapeake Bay. As you enter and proceed up the gravel driveway you are greeted by a large circular drive, beautifully manicured lawn, 4.74 acres of mature landscaping and the grandeur of the 3 story historic home. The first and second floors have been updated to include bright new paint throughout, remodeled kitchen offering an abundance of natural light, all new appliances, french doors were installed off the kitchen and study leading out to a new beautiful brick terrace overlooking scenic countryside views, updated powered room on the first floor, primary second floor bath has been completely remodeled to include updated amenities. The second floor offers 3 bedrooms, 2 full baths along with a spacious laundry room. As you make your way up to the third floor you immediately noticed the extensive renovations. Every aspect of the third floor was meticulously remodeled and redesigned including new insulation, new plumbing, new electric, new drywall, new commercial grade HVAC system and all 14 windows throughout the third floor were replaced. The third floor offers 3 bedrooms, 1 full bath and large beautiful living area. All hardwood floors throughout the home were refinished to their original beauty. New commercial grade water treatment system was installed. The wraparound porch was completely painted and all porch columns were wrapped. The exterior back of the home was sealed and painted. New roof installed. Both chimneys were repointed. Dual zone HVAC. This is a COMMERCIALLY ZONED property - Zoned Crossroads Commercial. Perfect for B&B or commercial use. Centrally located between historic Chestertown, MD and Rock Hall, MD. Owners are open to selling property furnished with the exception of several items.

6 Beds ⋅ 4 Baths

Welcome to the former historic HILLTOP HOTEL! A charming estate which underwent significant renovations in 2021 while preserving many of the original characteristics the home has to offer. This property is unlike any other - offering historic charm, tranquil atmosphere, ample privacy, outdoor living & entertaining as well as turnkey amenities. The property sits perched high above the hillside of the Eastern Shore providing for stunning sunsets as you relax on the wraparound porch feeling the gentle breeze from the Chesapeake Bay. As you enter and proceed up the gravel driveway you are greeted by a large circular drive, beautifully manicured lawn, 4.74 acres of mature landscaping and the grandeur of the 3 story historic home. The first and second floors have been updated to include bright new paint throughout, remodeled kitchen offering an abundance of natural light, all new appliances, french doors were installed off the kitchen and study leading out to a new beautiful brick terrace overlooking scenic countryside views, updated powered room on the first floor, primary second floor bath has been completely remodeled to include updated amenities. The second floor offers 3 bedrooms, 2 full baths along with a spacious laundry room. As you make your way up to the third floor you immediately noticed the extensive renovations. Every aspect of the third floor was meticulously remodeled and redesigned including new insulation, new plumbing, new electric, new drywall, new commercial grade HVAC system and all 14 windows throughout the third floor were replaced. The third floor offers 3 bedrooms, 1 full bath and large beautiful living area. All hardwood floors throughout the home were refinished to their original beauty. New commercial grade water treatment system was installed. The wraparound porch was completely painted and all porch columns were wrapped. The exterior back of the home was sealed and painted. New roof installed. Both chimneys were repointed. Dual zone HVAC. This is a COMMERCIALLY ZONED property - Zoned Crossroads Commercial. Perfect for B&B or commercial use. Centrally located between historic Chestertown, MD and Rock Hall, MD. Owners are open to selling property furnished with the exception of several items.

7979 Sandy Bottom Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$1,725,000

SMITH-RINGGOLD HOUSE. This exceptional property is a rare find: an authentic waterfront 18th century home with 21st century comfort. Originally a merchant’s home in the heart of historic Chestertown, the Smith-Ringgold house has been modified representing four defined periods and enlarged over the course of its 250-year history. The present owner took two years to restore the home’s structural integrity from the foundation to the attic, adding a river-side addition and porch, replacing the cedar shingle roof, and completely redoing the plumbing, wiring, heat and A/C systems. The wood floors throughout the house have been beautifully restored. Modern storm windows are energy efficient and all but eliminate street noise. Aside from your own personal touches, this house is move-in-ready. The ground floor has a large double parlor, cozy sitting room, formal dining room, breakfast room, and a stunning chef’s kitchen. An important feature is the hand painted dining room mural by noted artist Jack Schroeder. The front hall, redesigned in about 1860, replaced a steep stairway with a grand and gracefully curving staircase. The second floor contains three large en-suite bedrooms and a laundry room that is also accessible from the kitchen via a “secret” staff stairway. The third floor has a large sitting room, bathroom, and bedroom, with part of the home’s original c. 1759 roof forming a unique design element. The backyard was extensively terraced, probably in the late 1700s, in descending levels down to the Chester River. The free-standing brick garage dates from the early 20th century, when car garages replaced horse barns. This structure could easily be repurposed as an artist’s studio or home workshop. A wide driveway area provides additional off-street parking. Truly an inviting residence for intimate family evenings or grand parties. Perfect setting for one's collection of antiques or for the simplicity of contemporary furniture which emphasizes the wonderful architecture. CHESTERTOWN IN THE COUNTY OF KENT Chestertown was founded in 1706 on the broad Chester River and served as an important shipping hub for trade with England and between the colonies. As the U.S. population center moved westward, Kent County settled into two hundred years of quiet agricultural and commercial fishing activities. Chestertown is home to a surprisingly large number of elegant, historical Georgian homes as well as Victorian “painted ladies.” With a population of 5,600, Chestertown is only an hour from Annapolis or Wilmington, about two hours from Baltimore, Philadelphia or Washington, and under four hours from New York City. Centrally located Washington College (founded in 1782 with the personal support of George Washington) provides Chestertown a mix of athletic competitions, music and drama, adult education, and visiting speakers. The town boasts a weekly Farmers Market, excellent coffee bars, restaurants, and art galleries—but no big box stores. The Chester River Yacht & Country Club offers an 18-hole golf course as well as a sailing program. The whole community supports major events like the annual Tea Party, commemorating a Revolutionary War protest; a Dickens Christmas Street Fair; and Down-rigging Weekend, when tall ships offer tours and sails on the Chester River. Today Chestertown is a vibrant mix of old families, newcomers, college students, full time residents with children, and involved weekenders.

4 Beds ⋅ 5 Baths

SMITH-RINGGOLD HOUSE. This exceptional property is a rare find: an authentic waterfront 18th century home with 21st century comfort. Originally a merchant’s home in the heart of historic Chestertown, the Smith-Ringgold house has been modified representing four defined periods and enlarged over the course of its 250-year history. The present owner took two years to restore the home’s structural integrity from the foundation to the attic, adding a river-side addition and porch, replacing the cedar shingle roof, and completely redoing the plumbing, wiring, heat and A/C systems. The wood floors throughout the house have been beautifully restored. Modern storm windows are energy efficient and all but eliminate street noise. Aside from your own personal touches, this house is move-in-ready. The ground floor has a large double parlor, cozy sitting room, formal dining room, breakfast room, and a stunning chef’s kitchen. An important feature is the hand painted dining room mural by noted artist Jack Schroeder. The front hall, redesigned in about 1860, replaced a steep stairway with a grand and gracefully curving staircase. The second floor contains three large en-suite bedrooms and a laundry room that is also accessible from the kitchen via a “secret” staff stairway. The third floor has a large sitting room, bathroom, and bedroom, with part of the home’s original c. 1759 roof forming a unique design element. The backyard was extensively terraced, probably in the late 1700s, in descending levels down to the Chester River. The free-standing brick garage dates from the early 20th century, when car garages replaced horse barns. This structure could easily be repurposed as an artist’s studio or home workshop. A wide driveway area provides additional off-street parking. Truly an inviting residence for intimate family evenings or grand parties. Perfect setting for one's collection of antiques or for the simplicity of contemporary furniture which emphasizes the wonderful architecture. CHESTERTOWN IN THE COUNTY OF KENT Chestertown was founded in 1706 on the broad Chester River and served as an important shipping hub for trade with England and between the colonies. As the U.S. population center moved westward, Kent County settled into two hundred years of quiet agricultural and commercial fishing activities. Chestertown is home to a surprisingly large number of elegant, historical Georgian homes as well as Victorian “painted ladies.” With a population of 5,600, Chestertown is only an hour from Annapolis or Wilmington, about two hours from Baltimore, Philadelphia or Washington, and under four hours from New York City. Centrally located Washington College (founded in 1782 with the personal support of George Washington) provides Chestertown a mix of athletic competitions, music and drama, adult education, and visiting speakers. The town boasts a weekly Farmers Market, excellent coffee bars, restaurants, and art galleries—but no big box stores. The Chester River Yacht & Country Club offers an 18-hole golf course as well as a sailing program. The whole community supports major events like the annual Tea Party, commemorating a Revolutionary War protest; a Dickens Christmas Street Fair; and Down-rigging Weekend, when tall ships offer tours and sails on the Chester River. Today Chestertown is a vibrant mix of old families, newcomers, college students, full time residents with children, and involved weekenders.

201 N Water St, Chestertown

Listing courtesy of Maryland Heritage Properties. Contact: (443) 480-7342

$725,000

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Landing Ln Unit #37, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$1,499,000

Introducing a stunning new construction waterfront home in Chestertown's prestigious waterfront community, Chester River Landing. Hands down, one of the best lots in the community! The Schooner model is an exquisite three-bedroom, three-and-a-half-bath home that offers luxurious living and breathtaking, panoramic views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious layout provides ample room for relaxation and entertaining. With high-end finishes and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Introducing a stunning new construction waterfront home in Chestertown's prestigious waterfront community, Chester River Landing. Hands down, one of the best lots in the community! The Schooner model is an exquisite three-bedroom, three-and-a-half-bath home that offers luxurious living and breathtaking, panoramic views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious layout provides ample room for relaxation and entertaining. With high-end finishes and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Little Harbor Way Unit #1, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$949,900

Introducing a stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. The Sultana model is an exquisite four-bedroom, two-and-a-half-bath home that offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious layout provides ample room for relaxation and entertaining. With high-end finishes and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Introducing a stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. The Sultana model is an exquisite four-bedroom, two-and-a-half-bath home that offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious layout provides ample room for relaxation and entertaining. With high-end finishes and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Landing Ln Unit #25, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$805,000

Check out Chester River Landing's newest construction! This three bedroom, three and a half bath, townhouse is a spacious end unit with incredible views of the Chester River and is built with the finest finishes. The main first level includes a large open floorplan design great for socializing and entertaining guests and a study off of the front foyer. Upstairs includes three bedroom suites all with their own bath. The primary bedroom has panoramic views of the river and sliding glass doors to the balcony. This home is built with an elevator shaft for future use if necessary. Enjoy all that the community has to offer, clubs and social gatherings, bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short ways up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Check out Chester River Landing's newest construction! This three bedroom, three and a half bath, townhouse is a spacious end unit with incredible views of the Chester River and is built with the finest finishes. The main first level includes a large open floorplan design great for socializing and entertaining guests and a study off of the front foyer. Upstairs includes three bedroom suites all with their own bath. The primary bedroom has panoramic views of the river and sliding glass doors to the balcony. This home is built with an elevator shaft for future use if necessary. Enjoy all that the community has to offer, clubs and social gatherings, bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short ways up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Landing Ln Unit #11, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$815,000

Check out Chester River Landing's newest construction! This middle unit, three bedroom, three and a half bath townhouse is spacious and has incredible views of the Chester River. Built with the finest finishes, the main first level includes a large open floorplan design great for socializing and entertaining guests and a study off of the front foyer. Upstairs includes three bedroom suites all with their own bath. The primary bedroom has panoramic views of the river and sliding glass doors to the balcony. This home is built with an elevator shaft for future use if necessary. Enjoy all that the community has to offer, clubs and social gatherings, bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short ways up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Check out Chester River Landing's newest construction! This middle unit, three bedroom, three and a half bath townhouse is spacious and has incredible views of the Chester River. Built with the finest finishes, the main first level includes a large open floorplan design great for socializing and entertaining guests and a study off of the front foyer. Upstairs includes three bedroom suites all with their own bath. The primary bedroom has panoramic views of the river and sliding glass doors to the balcony. This home is built with an elevator shaft for future use if necessary. Enjoy all that the community has to offer, clubs and social gatherings, bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short ways up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Landing Ln Unit #12, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$699,900

Holiday special! For the month of December, sellers are offering a $20,000 credit toward the buy down of your mortgage rate or towards closing costs. Offer is valid until December 31st! Wait until you see this beautiful renovation! No detail has been overlooked in this open-concept historic Chestertown gem. The owners were able to achieve the perfect balance of updating the living space while maintaining the charm and character of the original house. Tall ceilings and thick moldings with high-end modern amenities give this property a one-of-a-kind feel. New kitchen with a large island, quartz countertops, gorgeous GE Cafe appliances. Both baths have been renovated and are some of the most beautiful we've seen. New HVAC, new roof and flashing. off-street parking with a garage/shed. The first floor features a living room, an open kitchen and dining area, a full bath, and a huge laundry/mud room. Doors lead out to the fenced-in yard and new patio. Behind the yard is an alley with off-street parking and the renovated garage/shed. The second floor has 3 bedrooms, an additional room that could be a bedroom if desired, and another stunning full bath. An additional bedroom or bonus room on the finished 3rd floor. Much of the original hardwood flooring remains. Fireplaces are non-functional but gas inserts could be added. Walking distance to all that historic Chestertown has to offer.

4 Beds ⋅ 2 Baths

Holiday special! For the month of December, sellers are offering a $20,000 credit toward the buy down of your mortgage rate or towards closing costs. Offer is valid until December 31st! Wait until you see this beautiful renovation! No detail has been overlooked in this open-concept historic Chestertown gem. The owners were able to achieve the perfect balance of updating the living space while maintaining the charm and character of the original house. Tall ceilings and thick moldings with high-end modern amenities give this property a one-of-a-kind feel. New kitchen with a large island, quartz countertops, gorgeous GE Cafe appliances. Both baths have been renovated and are some of the most beautiful we've seen. New HVAC, new roof and flashing. off-street parking with a garage/shed. The first floor features a living room, an open kitchen and dining area, a full bath, and a huge laundry/mud room. Doors lead out to the fenced-in yard and new patio. Behind the yard is an alley with off-street parking and the renovated garage/shed. The second floor has 3 bedrooms, an additional room that could be a bedroom if desired, and another stunning full bath. An additional bedroom or bonus room on the finished 3rd floor. Much of the original hardwood flooring remains. Fireplaces are non-functional but gas inserts could be added. Walking distance to all that historic Chestertown has to offer.

207 N Queen St, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$995,000

Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and access from the marina on one side and waterfront park on the other. Walk to downtown shops and restaurants, just a few blocks away.