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Kathleen Brenton
410-479-4663

Chestertown MD Real Estate & Homes for Sale

42 Properties Found

The median home value in Chestertown, MD is $375,000. This is higher than the county median home value of $249,900. The national median home value is $308,980. The average price of homes sold in Chestertown, MD is $375,000. Approximately 44% of Chestertown homes are owned, compared to 42% rented, while 14% are vacant. Chestertown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chestertown real estate agent to arrange a tour today!
Learn more about Chestertown Real Estate.


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Beds:
3
Baths:
3 Full
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDKE2004206
Type:
Condo
Subdivision:
Historic Chestertown
Year built:
1885
Courtesy: Gunther-McClary Real Estate
View additional info

Completely remodeled, this three-bedroom waterfront home boasts a charming front porch and enormous back porch - your private space overlooking the river - along with an enclosed sunroom featuring gorgeous river views through walls of windows. Enjoy abundant outdoor areas and stunning water views from nearly every room. The dock features 3+ feel MLW, with slips available for purchase. This condominium embodies the ideal waterfront living experience. Located in the heart of historic Chestertown, this unique property includes off-street parking and provides the convenience of walking into town for dining and shopping. Situated on Maryland's scenic Eastern Shore, it's less than 85 miles from Washington D.C. and Philadelphia, making it a perfect meeting spot for those in the Mid-Atlantic region.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,776
Status:
NEW LISTING
MLS#:
MDQA2010178
Type:
Single Family, Single Family-Detached
Subdivision:
Kingstowne Manor
Lot size:
0.69 Acres
Year built:
2001
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Welcome to 209 Princess Anne Drive, a delightful 3-bedroom, 2-bathroom home nestled on a double lot in the heart of Chestertown, Maryland. As you step into the grand foyer, you'll immediately appreciate the spaciousness and elegance this home offers. This meticulously maintained residence boasts three comfortable bedrooms that provide ample space for relaxation and privacy. The property also features a shed equipped with camper hook-ups, perfect for outdoor enthusiasts or additional storage needs. The two-car garage offers both convenience and security for your vehicles and belongings. Outdoor living is a highlight of this home, with a back deck and patio space perfect for entertaining or unwinding after a long day. Additionally, the centrally located utility room ensures easy access and convenience for your daily chores. Situated in a desirable neighborhood, this home is close to Chestertown's charming downtown, shops, restaurants, and scenic views of the Chester River. Don't miss the opportunity to make this lovely property your new home! Schedule your private showing today!

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,100
Status:
NEW LISTING
MLS#:
MDKE2004252
Type:
Condo
Subdivision:
Chester River Landing
Year built:
2015
Courtesy: Coldwell Banker Realty, jim.parks@cbmove.com
View additional info

Discover the epitome of luxury living in this exquisite townhome nestled within the prestigious water-oriented community of Chester River Landing. Designed with elegance and comfort in mind, this residence offers an unparalleled lifestyle that combines sophistication with the serene beauty of waterfront community living. The heart of the home, the open kitchen is designed for both functionality and style. It features sleek countertops, ample cabinet space, and a large island that doubles as a breakfast bar, making it perfect for meal preparation and casual dining. Enjoy the convenience and efficiency of top-of-the-line appliances throughout the home, including a stainless steel refrigerator, oven and dishwasher. Enjoy the sunset from the upper deck or below on the screened in porch by the pond with fountain. The porch was renovated this spring with high tech flex screens and ceiling was waterproofed providing for increased time for usage while keeping the area dry. This property is only 1 of 2 units with screened in porches. Chester River Landing is nestled along the serene Chester River, this charming waterfront community exudes a perfect blend of relaxation and recreational opportunities. The centerpiece of the community is a picturesque floating pier that gently sways with the rhythm of the water. This well-maintained pier offers numerous available slips, making it an ideal haven for boating enthusiasts who enjoy easy access to their watercraft. Enjoy the community pool during the day then take in the sunset on the pier with picnic tables and a gas grille. As the day transitions into evening, the fire pit area becomes a popular gathering spot. Encircled by cozy adirondack chairs, the fire pit offers a warm and inviting ambiance, perfect for sharing stories, roasting marshmallows, and enjoying the company of neighbors under the starlit sky. All of this while located in the Historic Town of Chestertown, known for its waterfront charm, restaurants, and weekend festivals! Don't miss your chance to make this remarkable property your own! Ensuite windows will be replace with new insulated double pane windows end of july!

Beds:
5
Baths:
3 Full
Sq.Ft.:
3,345
Status:
NEW LISTING
MLS#:
MDKE2004210
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
2.66 Acres
Year built:
1943
Courtesy: TTR Sotheby's International Realty, (410) 280-5600
View additional info

Enjoy picturesque water views of Worton Creek from every room. Situated on over 2.5 acres of well maintained and landscaped property with irrigation and enjoy the water from the private pier with 5 ft. of depth and only minutes by boat to the Chesapeake Bay or relax by the water side pool. This five bedroom three bath home has an apartment above the detached 3 car garage with a full kitchen, living room and bedroom. The bright and open main level boast hardwood floors throughout a beautiful kitchen with central island, bosch refrigerator, dishwasher and gas stove top with double DeCor convection ovens. The living and dining rooms have cathedral ceilings and a gas fireplace. The primary suite is on one side of the house with a gas fireplace. The bathroom has a steam shower. There is a solar system on the barn roof producing 25% of the energy needs. Completing this must see property is a large barn that the first level has been converted to a multi purpose room. The second floor of the barn is unfinished with 24 ft. high cathedral ceiling and awaits your imagination to convert it to special living space or use it as is for storage. Just a few minutes down the road to Chestertown and Rock Hall and an easy drive to Annapolis, BWI, DC and Philadelphia.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,500
Status:
NEW LISTING
MLS#:
MDQA2010066
Type:
Single Family, Single Family-Detached
Subdivision:
Kingstowne Manor
Lot size:
0.46 Acres
Year built:
1984
Courtesy: EXP Realty, LLC, (888) 860-7369
View additional info

Welcome home to this 3 BR 2 bath home in Kingstown Manor, situated on 1/2 acre just seconds from the Chester River. Newly refinished flooring throughout! The gorgeous, custom tiled backsplash, updated kitchen includes stainless steel appliances and is open to the dining area with built in bench seating. From the dining area you can exit the rear door onto the patio overlooking the fenced backyard with mature trees. Cased openings separate the kitchen and dining from the living room with adjoining office. Both the primary and hall baths are updated with custom tiled showers. Updates to the home also include roof, septic, HVAC, windows, doors and water softener with reverse osmosis.

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,092
Status:
NEW LISTING
MLS#:
MDQA2010122
Type:
Single Family, Single Family-Detached
Subdivision:
Kingstowne Manor
Lot size:
0.76 Acres
Year built:
1998
Courtesy: Doug Ashley Realtors, LLC
View additional info

Where Shore living begins! This well maintained home is established within the quiet subdivision of Kingstowne Manor. Located just on the Queen Anne's County side of the Chester River Bridge, this location offers opportunities from both Kent and Queen Anne's Counties. Just minutes from the heart of Historic Chestertown where you'll find plenty to discover through the Local Shops & Restaurants, weekly Farmers Market, Parks for Recreation and many Events throughout the year. You can fly your flag proudly as you pull into 201 Princess Anne. The asphalt drive will provide a smooth transition home and offer you plenty of area for parking. Bring your boat for quick access to the serene Chester River. By either remote or mobile app, you can open the overhead door to access this homes attached garage. It will provide ample space to keep your vehicles, toys or projects out of the weather and well protected. Equipped with a propane heater and 220 AMP service, you can comfortably stay busy year round. Stepping inside, the home offers over 2,000 square feet with 3 bedrooms, 2 baths and is established on over 3/4 of an acre. This spacious kitchen provides under cabinet lightening, beautifully crafted seamless quartz countertops and conveys all kitchen appliances. The Living Room and Primary Bedroom both provide options for electric baseboard heat. New carpeting in Primary was installed April of 2024. Stepping outside, you'll be offered plenty of backyard seating and privacy from mature surrounding trees. Relax from your day underneath the recently installed gazebo. The patio here will provide ample space for grilling and gathering. Fenced in back yard provides a worry free option to allow your children (four legged or two) to play freely. A new roof system was installed April of 2024. This system has a transferable 10 year warranty! Home is equipped with top of the line Fiber Optic Internet services. The Septic System has been updated with an additional 80' drain field to support any of your in home services.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,566
Status:
NEW LISTING
MLS#:
MDKE2004192
Type:
Single Family, Single Family-Detached
Subdivision:
Tolchester Estates
Lot size:
0.28 Acres
Year built:
2003
Courtesy: Real Broker LLC, (855) 450-0442
View additional info

Charming Renovated Ranch Home in Tolchester Estates Welcome to this beautifully renovated ranch home nestled in Tolchester Estates. Recently updated, this home offers a perfect blend of modern amenities and tranquil surroundings. As you step inside, you'll notice the new flooring throughout and fresh paint that creates a bright and inviting atmosphere. The remodeled kitchen is a chef's delight, featuring brand new cabinets, elegant granite countertops, and sparkling stainless steel appliances. The spacious master bedroom boasts an en suite bathroom, providing a private retreat within your own home. Both bathrooms have been tastefully updated with contemporary fixtures and finishes. Additional recent upgrades include a new roof, ensuring peace of mind for years to come, and a new heater and air conditioner for ultimate comfort throughout the seasons. Situated in a secluded setting, this property offers privacy, perfect for relaxation and enjoying the natural surroundings. Its proximity to the water adds to the appeal, making it ideal for water enthusiasts or those seeking a serene coastal lifestyle. Don't miss out on the opportunity to make this renovated ranch home yours. Schedule a showing today and envision yourself living in this peaceful retreat in Tolchester Estates.

Beds:
3
Baths:
3 Full
Sq.Ft.:
1,512
Status:
Active
MLS#:
MDQA2010068
Type:
Single Family, Single Family-Detached
Subdivision:
Pear Tree Point
Lot size:
0.34 Acres
Year built:
2024
Courtesy: RE/MAX Executive, (443) 292-9250
View additional info

Come By this brand new Cape Cod nestled in charming Pear Tree Point! This 3-bedroom, 3-bathroom haven offers the tranquility of coastal living with the ease of new construction. Step inside and discover the warmth of this open floor plan luxury vinyl plank flooring flowing throughout the main level. Unwind in the light-filled living area, perfect for entertaining, or retreat to the inviting main-floor primary bedroom suite, designed for ultimate relaxation. This private sanctuary boasts an attached bathroom with modern fixtures and finishes, and spacious walk-in closets. Unleash your inner chef in the stunning kitchen, featuring stylish shaker cabinets, gleaming granite countertops, and a suite of stainless-steel appliances. Extend your living space onto the expansive patio, perfect for al fresco dining or simply soaking up the tranquility of your waterfront surroundings. Modern finishes throughout and ample storage space completes this lovely home. But the best part? SPECIAL FINANCING options with discounted interest rates, low monthly payments, and low-down payment options make this dream a reality! Pear Tree Point offers a vibrant community atmosphere with water access, marinas, and nearby parks. Don't miss this opportunity to own a brand-new waterfront haven! Contact us today to schedule your private showing.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,632
Status:
Active
MLS#:
MDKE2004130
Type:
Single Family, Single Family-Detached
Subdivision:
Washington Park
Lot size:
0.55 Acres
Year built:
1965
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Looking for extra space? This home has a large extra room that could be a primary bedroom & bath with walk in closet, a den/playroom, office with a separate private entrance, gym or whatever your lifestyle is in need of! The original primary bedroom includes an attached half bath and the original hardwood floors gleam throughout most of the home! Easy access to multiple public ramps & just a short drive to Downtown Chestertown, this .55 acre home is ready for you to make it your own! *Current HVAC needs refrigerant, a Bryant 15 seer 3 ton AC is estimated to be $9,000! Credit for cost to replace or a reduction in price can be neogtiated*

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,234
Status:
Active
MLS#:
MDKE2004134
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.12 Acres
Year built:
1917
Courtesy: Doug Ashley Realtors, LLC
View additional info

Investor Alert! A rare opportunity to own a piece of History in down town Chestertown! This home has been a very lucrative rental for the past 10 years which you can easily add to your portfolio or rennovate and bring it back to its glory! One of the few homes on High Street to come with off street parking (up to 4 spaces) accessed by alley way in back. Partially fenced in back yard with privacy and open sunny deck. Nice covered front porch. Inside is boasting with original charm! Original wood floors throughout most rooms. A large eat in kitchen with breakfast nook , overlooking private back yard. Original Sash windows, cedar shingles, and metal roof. Lead Paint Certification. This home has so much potential!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,240
Status:
Active
MLS#:
MDKE2004056
Type:
Single Family, Single Family-Detached
Subdivision:
Broad Neck
Lot size:
1.03 Acres
Year built:
2014
Courtesy: Coldwell Banker Waterman Realty, (410) 643-5005
View additional info

This beautiful custom home on an acre of land has 4 Beds and 2.5 baths. There is an eat-in-Kitchen with granite countertops that is completed by the Maple Wood Island, Gas cooking, and stainless steel appliances, soft close cabinets and 2 pantry's. This home has a Large living and Dining room too! The 'Florida Sunroom' allows could be an office or a place to read a book in the sunshine and the double doors lead out to your fenced in yard. Acacia hardwood floors throughout! This home boasts a new water treatment system (owned) and gutter guard system so you don't have to worry about all the trees that make this home your private oasis in the woods. Upstairs the primary bedroom has a beautiful ensuite bath with separate jetted tub, shower and a double vanity. It also has walk in closest with a window as well as an additional large closet. There is a dedicated laundry room upstairs, ample closet space and 3 other bedrooms that share an updated bathroom. Don't forget the garage and storage room with 2 decks outside! Schedule your showing today!

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
3,300
Status:
Active
MLS#:
MDKE2004058
Type:
Townhouse
Subdivision:
Chester River Landing
Lot size:
0.03 Acres
Year built:
2013
Courtesy: Cross Street Realtors LLC, 4434803453
View additional info

Welcome to 101 Landing Lane, an exquisite residence offering exceptional living in the prestigious Chester River Landing Community. Boasting an expansive 3,300 square feet of meticulously designed living space, this home features luxurious amenities and elegant finishes across three levels, ensuring comfort and style at every turn. Step inside to discover the warmth of hardwood floors that flow seamlessly throughout the home. The main level features a spacious guest bedroom and a full bath, perfect for accommodating visitors with style and ease. A well-appointed study on this level offers a quiet retreat for work or relaxation, ensuring a versatile and functional living space. The lower-level deck is perfect for relaxing with a good book, overlooking the scenic community pond, and the attached one-car garage provides parking and storage space. The second level's open floor plan integrates the kitchen, living room, and dining room, creating an inviting space ideal for modern living and entertaining, with hardwood floors throughout. The gourmet kitchen is a chefâs dream, showcasing rich wood cabinets, stone countertops, and stainless steel appliances. The living and dining areas extend effortlessly to an upper-level balcony, perfect for al fresco dining and providing serene views of the community pond. The primary bedroom on this level offers a luxurious sanctuary with a large walk-in closet and beautifully finished bathroom The third level is designed for leisure and entertainment. Here, youâll find an additional bedroom and a versatile game room, perfect for family fun or casual get-togethers. The game room can be adapted to suit your lifestyle needs, whether as a media room, playroom, or hobby space. Residents enjoy easy water access and exclusive use of the communityâs private dock and swimming pool. The swimming pool offers a refreshing escape during the warmer months, perfect for relaxation and recreation. Experience the epitome of elegant living in a vibrant and friendly community in this move-in ready home. Donât miss the opportunity to make 101 Landing Lane yours. Schedule a private tour today and discover all the exceptional features this property has to offer.

Beds:
7
Baths:
3 Full/1 Half
Sq.Ft.:
3,664
Status:
Active
MLS#:
MDKE2004076
Type:
Townhouse
Subdivision:
Historic District Chestertown
Lot size:
0.13 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Looking for something truly special? Don't miss this unique offering, located in the vibrant heart of Chestertown's Historic and Arts & Entertainment Districts! Boasting a legacy of over half a century under the stewardship of one devoted family, this multi-family property presents a rare opportunity for visionary investors and passionate renovators alike. Situated on a generous lot, steeped in the rich history of Chestertown and prominently featured on historic maps as the Laurence Lots, this property offers a canvas brimming with potential. Whether you envision revitalizing it into a majestic single-family residence or retaining its current configuration with a townhouse on one side and two apartments on the other, the possibilities are boundless. While the property stands as a testament to enduring charm and character, it's essential to note that significant settling has occurred over the years. As such, unlocking its full potential will necessitate considerable renovation efforts. This property is a bona fide fixer-upper and is exclusively offered in its current "as is" condition, awaiting the transformative touch of its next custodian. With its prime location , this property represents not only an investment opportunity but a chance to become part of Chestertown's storied legacy. Seize the chance to breathe new life into this home and craft a future brimming with possibility. Embrace the challenge, unleash your creativity, and make your mark on Chestertown's captivating tapestry of history and culture. Schedule your viewing today and prepare to embark on an unforgettable journey of restoration and renewal!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,472
Status:
Active
MLS#:
MDKE2004066
Type:
Single Family, Single Family-Detached
Subdivision:
Coventry Farms
Lot size:
0.41 Acres
Year built:
2005
Courtesy: Weichert Realtors - Blue Ribbon, 304-820-3537
View additional info

Well maintained Cape Cod in the sought after Coventry Farms subdivision in Chestertown - 1st Floor Master Bedroom includes a spacious walk in closet and a large Full Bath with Walk in Shower â 4 bedrooms, 2.5 baths, a spacious living room, and a large kitchen makes this home irresistible â Be sure to step outside from the dining room through the sliding glass door into the large screened-in deck - Perfect for outdoor entertaining or sitting comfortably and enjoying the secluded backyard greenery.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,512
Status:
Active
MLS#:
MDQA2009842
Type:
Single Family, Single Family-Detached
Subdivision:
Pear Tree Point
Lot size:
0.41 Acres
Year built:
2024
Courtesy: Cross Street Realtors LLC, 4434803453
View additional info

Construction will be done in 3 weeks, but come see it TODAY! Just over 1500 sq' - Three (3) bedrooms and Two and a half (2.5) baths. It boasts water views of the Chester River and an open-concept layout. The kitchen has stainless steel appliances, and the main-level master suite has a walk-in closet and ensuite. Upstairs, you'll find two more generously sized bedrooms and an additional full bathroom. High speed internet is available. The home is located at the end of a quiet, private street. Queen Anne's County Impact Fees have been paid by the Seller.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,864
Status:
Active
MLS#:
MDQA2009698
Type:
Single Family, Single Family-Detached
Subdivision:
The Grove
Lot size:
1.04 Acres
Year built:
1989
Courtesy: Doug Ashley Realtors, LLC
View additional info

Welcome to a captivating opportunity to reside in the idyllic neighborhood of The Grove in picturesque Queen Anne's County. Prepare to be enchanted by this charming abode, where every detail exudes warmth and comfort. Step inside and be greeted by the timeless elegance of hardwood floors and plush carpeting, inviting you to kick off your shoes and make yourself at home. The heart of the main floor boasts a cozy gas fireplace, creating a cozy ambiance perfect for intimate gatherings or quiet evenings curled up with a good book. With four bedrooms and 2.5 baths, there's ample space for your family to spread out and relax. The open floor plan seamlessly connects the living spaces, allowing for effortless flow and easy entertaining. The kitchen, a culinary haven, beckons with its modern amenities and ample counter space, inspiring culinary creativity and culinary delights. Recent updates abound in this haven of comfort and style, including new skylights that bathe the interiors in natural light, and a spacious deck where you can savor morning coffee or evening cocktails while overlooking your fenced backyard and the serene vistas of rolling farmlands. Venture downstairs to discover a sprawling recreation room, offering endless possibilities for entertainment and relaxation. Whether you envision a home theater, a game room, or a fitness area, this versatile space is ready to fulfill your every need. A separate office provides a quiet retreat for work or study, while an additional bedroom offers flexibility for guests or extended family. Storage woes are a thing of the past, with plenty of space to stow away your belongings or unleash your creativity to reimagine the possibilities of each room. Embrace the quintessential charm of country living while still enjoying the convenience of modern amenities. The Grove offers a tranquil escape from the hustle and bustle of city life, with its tree-lined streets and sense of community. Don't miss your chance to make this enchanting retreat your own. Schedule a viewing today and embark on a journey to a life of comfort, convenience, and timeless elegance in The Grove.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,355
Status:
Active
MLS#:
MDKE2003972
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown Historic District
Lot size:
0.18 Acres
Year built:
1936
Courtesy: Doug Ashley Realtors, LLC
View additional info

This stunning renovation is the jewel of Chestertown's revitalized upper historic district! From the five piece luxury bath in the owner's suite, to the full guest apartment on the third floor, no detail was overlooked. Ask about possible owner financing with attractive rates on this home! A beautiful view of the meticulous campus green at Washington College invites a walk around campus, to the river, or to nearby shops & restaurants. A desirable rear alley, leads to the home's private off-street parking spaces and the carriage-styled garage which can accommodate an SUV. Need even more storage? Easily access the full basement from an exterior doorway at patio level or from inside the home. Extensive interior, exterior, plumbing, mechanical, and electrical upgrades throughout make the beauty of this stunning home more than just looks! Enjoy the new roof, gutters & downspouts; new electrical service and extensive wiring; extensive interior plumbing and updated fixtures, plus new water supply line, and a grand new front landing with oversized walkways, raised brick beds and established landscaping. The redesigned layout and flow is comfortable and elegant: Located on the first floor off the center hall, is the living room, dining room, kitchen, den/office, half bath, all-season sun room. The new custom kitchen showcases an individually handcrafted brick floor, imported Spanish tiled backsplash, and gourmet appliances and fixtures. Wrap around natural lighting, open shelving, oversized island and walk in-pantry make this kitchen one of a kind, and completes the first floor. The second floor begins with the original grand stairway and a cozy sitting area in the window nook at the end of the catwalk. The primary bedroom includes a five piece luxury en-suite bath, while two additional bedrooms share a full hall bathroom. The dedicated laundry room, also on the second floor, has storage cabinets, room for ironing and folding and a cleaning supply niche. The third floor garret-studio apartment provides all the privacy and comfort a guest could want. This spacious studio enjoys independent climate control, a full bathroom, an L-shaped cooking & dining counter, a comfortable conversation space, dedicated sleeping/dressing area, and separate office nook. In addition to all of this luxurious living space on the top three floors, there is also a Âfull basement of approximately 1100 square ft with both interior access and a highly coveted exterior access. 7.5' high basement ceilings, provide an excellent opportunity to design a workshop, fitness studio, recreation room, dedicated storage, or an additional apartment, etc. The one-car, carriage styled garage has been placed for optimum versatility. It makes a charming extension of the outdoor entertaining space to effortlessly plan for changeable Chesapeake-country weather. Simply move the car, open the barn doors, turn on the the oversized crystal chandelier and the tone is set for gatherings protected from the elements! With the double barn doors opened, Âthe terraced courtyard can be incorporated into any event. This property is fully fenced & gated providing privacy for outdoor activities and security for family and pets. This brick center-hall colonial Âhas been extensively renovated and is turn-key! Square footage is estimated: buyer to verify. A complete upgrade record is available upon request. Remember to ask about possible owner financing with attractive rates on this home!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDKE2003936
Type:
Single Family
Subdivision:
Chester River Landing
Lot size:
0.07 Acres
Courtesy: Benson & Mangold, LLC, (410) 822-6665
View additional info

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!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDKE2003948
Type:
Single Family
Subdivision:
Chester River Landing
Lot size:
0.07 Acres
Courtesy: Benson & Mangold, LLC, (410) 822-6665
View additional info

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!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,964
Status:
Active
MLS#:
MDKE2003932
Type:
Single Family
Subdivision:
Chester River Landing
Lot size:
0.05 Acres
Courtesy: Benson & Mangold, LLC, (410) 822-6665
View additional info

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!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,964
Status:
Active
MLS#:
MDKE2003934
Type:
Single Family
Subdivision:
Chester River Landing
Lot size:
0.06 Acres
Courtesy: Benson & Mangold, LLC, (410) 822-6665
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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!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
4,730
Status:
Active
MLS#:
MDKE2003814
Type:
Single Family, Single Family-Detached
Subdivision:
Country Club Estates
Lot size:
0.61 Acres
Year built:
2011
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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This circa 2011, white brick house was built to celebrate the expansive views over the Chester River Yacht &Country Club golf course to the Chester River. There is an attractive patio at one end and a screened porch off the owner's suite. The landscaping around the circular driveway is lovely; the garage is set on an angle as to be unobtrusive from the road and the house entrance. Inside, all the rooms enjoy the views; the glassed in sun room being the most spectacular. Beautiful flooring, oversize crown molding, chair rails, accent & recessed lighting and painted paneling throughout. New A/C handler, Rinnai system with boosters (to reach around this 4,000+ sq. ft. house), foam insulation underground and up the walls, crawl space encapsulated, 3 temperature zones and audio wired surround sound. The kitchen and owner's suite are too great to try to describe, for instance, the marble came directly from Italy and no longer available. Laundry and "mud kitchen" are between the owner's suite and garage. Take a golf cart to the club, ride a bike into town or just sit and watch the tall ships go by.

Beds:
2
Baths:
2 Full
Sq.Ft.:
864
Status:
Active
MLS#:
MDQA2009482
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.5 Acres
Year built:
1930
Courtesy: Village Real Estate Company LLC
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Wonderful renovation, modern, efficient, and move in ready! Home features vaulted ceilings with open flexible floorplan and 2 brand new luxury bathrooms. Energy efficient instant hot water heater. Large side deck, plenty of parking, small storage shed, and updated BAT system septic. Spacious yard for a garden and family events. Can't pass up this AFFORDABLE price point for like new construction, but not a townhouse!

Beds:
n/a
Baths:
Sq.Ft.:
1,040
Status:
Active
MLS#:
MDKE2003798
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee
Lot size:
0.5 Acres
Year built:
1900
Courtesy: Gunther-McClary Real Estate
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Rare opportunity in a great residential location. Spacious, situated on a half acre triangular lot. Check out the many possibilities for this property. Great investor opportunity in a beautiful neighborhood. Zoned residential, buyer to confirm all plans with Kent County Planning & Zoning. Garage is hooked up to electric, town water & sewer available.

Beds:
1
Baths:
1 Full
Sq.Ft.:
850
Status:
Active
MLS#:
MDKE2003732
Type:
Condo
Subdivision:
Chestertown Historic District
Year built:
1886
Courtesy: Gunther-McClary Real Estate
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A stately 1800âs waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Marylandâs scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. This unit offers a 1 Bed 1 bath has a brand new kitchen, with island, and upgraded bathroom along with up and down river views.

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