Chestertown MD Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
1,222
Status:
NEW LISTING
MLS#:
MDKE2004266
Type:
Single Family
Subdivision:
Hill Top
Lot size:
0.05 Acres
Year built:
2005
Courtesy: Rock Hall Properties Real Estate 410-639-4003
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ADDITIONAL INFORMATION

Built in 2005, this like-new home boasts an open floor plan with inviting, bright spaces. The residence features 3 bedrooms, 2.5 bathrooms, and 1,222 square feet of low-maintenance living. Enjoy the convenience of two dedicated parking spots right in front of the home, as well as no outside maintenance. The half bath comes equipped with a stacked washer and dryer for added ease. The spacious living room and dining room seamlessly flow to a sliding door that opens to a rear porch and common grounds, perfect for relaxing or entertaining. Located in Chestertown, this home is in close proximity to Washington College, Chester River Hospital Center, and the Chestertown walking trail, making it an ideal location for both convenience and leisure.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,731
Status:
NEW LISTING
MLS#:
MDKE2004236
Type:
Single Family
Subdivision:
Historic District Chestertown
Lot size:
0.08 Acres
Year built:
1900
Courtesy: Gunther-McClary Real Estate 410-275-2118
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ADDITIONAL INFORMATION

Charming Historic Chestertown investment opportunity! Once updated this building can accommodate two street-front shops and a spacious apartment upstairs. The back of the building has extra living space with a private entrance and full bathroom. The attic is flooded with natural light! One could use the attic as-is for extra storage, or it could be renovated, adding additional living space. Back deck overlooks sweet courtyard, perfect for relaxing. GREAT location and tons of character - enjoy the Chestertown Farmer's Market year round, the Chester River just a few blocks away, shops and restaurants right down the street - you cannot beat this Historic District location and opportunity. Seller has removed plaster walls downstairs and updated the electric. Other updates include: exterior painting, new metal roof and a new deck with entry to second floor apartment.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDKE2004272
Type:
Townhouse
Subdivision:
Chester River Landing
Year built:
2014
Courtesy: Select Land & Homes, LLC 410-810-3900
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ADDITIONAL INFORMATION

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

Beds:
3
Baths:
3.00
Sq.Ft.:
2,010
Status:
NEW LISTING
MLS#:
MDKE2004188
Type:
Single Family
Subdivision:
Fannell's Meadow
Lot size:
1.95 Acres
Year built:
1992
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

Welcome to your private oasis! This charming home boasts mature landscaping that provides both beauty and privacy on a large corner lot. Located in the Fannell's Meadow community itâs just minutes from the Chester River and Chestertownâs historic district. Custom built Cape Cod offers a first floor master suite, living room with fireplace and built ins, formal dining room and a kitchen with granite counters and updated appliances. Thereâs an open area on the 2nd level ideal for reading or watching TV. Plus 2 more bedrooms and an office. Enjoy the serene ambiance from the large deck, overlooking a picturesque pond with not one, but two enchanting waterfalls. The soothing sound of cascading water creates a tranquil atmosphere, perfect for relaxation and unwinding. This property is a true retreat, offering an idyllic escape right in your backyard.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,388
Status:
NEW LISTING
MLS#:
MDKE2004232
Type:
Single Family
Subdivision:
None Available
Lot size:
1.03 Acres
Year built:
1970
Courtesy: Integrity Real Estate 410-287-8080
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ADDITIONAL INFORMATION

Coming Soon! Charming 2-Bedroom Home on 1 Acre with Scenic Farm Views! Welcome to your dream retreat! This delightful 2-bedroom, 1-bathroom home offers a perfect blend of comfort and charm, nestled on just over 1 acre of lush greenery. As you step inside, youâll be greeted by a spacious formal living room that invites relaxation and gatherings with loved ones. The eat-in kitchen is a cozy space, perfect for casual meals and culinary creativity, while the sun porch provides a bright, cheerful spot to enjoy your morning coffee or unwind with a good book. For those lovely evenings, the screened-in sun porch allows you to soak in the gentle breezes without the worry of pesky insects. With expansive outdoor space and picturesque views of the adjacent farm, this property is ideal for anyone seeking tranquility and a connection to nature. Donât miss your chance to own this charming home in a serene setting!

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDKE2004262
Type:
Single Family
Subdivision:
Prestwick
Lot size:
1.18 Acres
Courtesy: Gunther-McClary Real Estate 410-275-2118
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ADDITIONAL INFORMATION

Spec home located in small 12 home development (to be built). Prestwick offers the best in eastern shore living with the small town charm of Chestertown, MD, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington, DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area's finest builders

Beds:
3
Baths:
3.00
Sq.Ft.:
3,527
Status:
Active
MLS#:
MDKE2004246
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.45 Acres
Year built:
2003
Courtesy: Gunther-McClary Real Estate 410-275-2118
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ADDITIONAL INFORMATION

Park like setting with natural beauty all around you, take a quite day with very nice outdoor den . Watch the herons, eagles, ducks and geese search for food or take a leisurely kayak cruise down Mill Creek to the Chesapeake Bay. Conveniently located a short distance from Worton Creek Marina, Restaurants, Resort Style Marinas, Historic Chestertown, Parks and much more. Chesapeake Landing Offers water access with 2 marinas, boat slips and docks. A perfect location to keep for a weekend away on the beautiful Eastern Shore or primary residence.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2004206
Type:
Single Family
Subdivision:
Historic Chestertown
Year built:
1885
Courtesy: Gunther-McClary Real Estate 410-275-2118
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ADDITIONAL INFORMATION

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:
2.00
Sq.Ft.:
1,776
Status:
Active
MLS#:
MDQA2010178
Type:
Single Family
Subdivision:
Kingstowne Manor
Lot size:
0.69 Acres
Year built:
2001
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

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:
3.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
MDKE2004252
Type:
Townhouse
Subdivision:
Chester River Landing
Year built:
2015
Courtesy: Coldwell Banker Realty 410-224-2200
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ADDITIONAL INFORMATION

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:
3.00
Sq.Ft.:
3,345
Status:
Active
MLS#:
MDKE2004210
Type:
Single Family
Subdivision:
None Available
Lot size:
2.66 Acres
Year built:
1943
Courtesy: TTR Sotheby's International Realty 410-280-5600
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ADDITIONAL INFORMATION

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:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
MDQA2010066
Type:
Single Family
Subdivision:
Kingstowne Manor
Lot size:
0.46 Acres
Year built:
1984
Courtesy: EXP Realty, LLC 888-860-7369
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ADDITIONAL INFORMATION

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:
2.00
Sq.Ft.:
2,092
Status:
Active
MLS#:
MDQA2010122
Type:
Single Family
Subdivision:
Kingstowne Manor
Lot size:
0.76 Acres
Year built:
1998
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
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ADDITIONAL INFORMATION

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. The homes attic is also fully floored for all of your storage needs! 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 also been updated with an additional 80' drain field to support any of your in home services.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,566
Status:
Active
MLS#:
MDKE2004192
Type:
Single Family
Subdivision:
Tolchester Estates
Lot size:
0.28 Acres
Year built:
2003
Courtesy: Real Broker LLC 855-450-0442
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ADDITIONAL INFORMATION

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:
2.00
Sq.Ft.:
1,494
Status:
Active
MLS#:
MDQA2010146
Type:
Single Family
Subdivision:
Kingstowne Manor
Lot size:
0.46 Acres
Year built:
1999
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

Well maintained home in Queen Anne's County featuring 3 bedrooms, 2 full baths, separate dining room as well as an eat-in kitchen. Full size laundry room with exterior exit to the partially fenced back yard and an oversized 2 car garage with room for vehicles and storage. The entire home has been freshly painted and has all new carpet, and new flooring in the kitchen, laundry, and bathrooms. Large deck and a brick patio, perfect for entertaining. The rear yard is also partially fenced.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,512
Status:
Active
MLS#:
MDQA2010068
Type:
Single Family
Subdivision:
Pear Tree Point
Lot size:
0.34 Acres
Year built:
2024
Courtesy: RE/MAX Executive 410-544-8800
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ADDITIONAL INFORMATION

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:
3
Baths:
2.00
Sq.Ft.:
1,376
Status:
Active
MLS#:
MDQA2009914
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.43 Acres
Year built:
1973
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

Eastern Shore of Maryland Waterfront Cottage is perched on the banks of Rosin Creek in Queen Anneâs County. Cozy, comfortable home welcomes you with wrap-around waterviews in a serene wooded setting. With convenient single level living, the three bedroom one-and-half bath home offers an open flowing floorplan bright with natural light and custom wood detail. Relax and enjoy views from the large screened porch or stroll down to your dock and floating dock for boating, fishing and water activities. Located in the popular waterfront community of Chester Harbor you are a walk away from the community dock and picnic area. This property is a little gem located just 3-miles from downtown historic Chestertown. Chestertown is located about 90 minutes from Washington, D.C. and Philadelphia. Founded in 1706, it is set on the banks of the Chester River and is home to Washington College and the University of Maryland Shore Medical Center. The walking town features beautiful period homes, sought after shops, galleries, live theater and waterfront park. Dining options include an oyster bar, bakery, cafes, luncheonette and fine dining restaurants. The landing at the foot of High Street leads to the Chester River Walk where you can take a river cruise on the Chester River Packet. Annual events include the Chestertown Tea Party and Tall Ship Downrigging Weekend. Residents and visitors alike enjoy the vibrant arts community, the Saturday Farmers/Artisan Market, waterfront park, rails-to-trails and water activities.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
MDKE2004130
Type:
Single Family
Subdivision:
Washington Park
Lot size:
0.55 Acres
Year built:
1965
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

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:
2.00
Sq.Ft.:
1,789
Status:
Active
MLS#:
MDKE2004144
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
1 Acres
Year built:
1969
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

Discover your dream home nestled in a serene water-privileged community with exclusive access to a boat ramp, a small marina, and picturesque walking trails. This inviting 3-bedroom, 2-bath residence offers an ideal blend of comfort, convenience, and outdoor living, all situated on a generous 1-acre property composed of two separate parcels. Enjoy the spacious primary suite with new carpet, a private entrance to the deck, a full bath, and a large closet. Adjacent is a laundry room with ample storage, adding to the convenience of this primary retreat. The well-appointed kitchen boasts abundant cabinetry, including a large pantry cabinet. Plenty of counter space and lots of room to enhance the area with a large island. A great kitchen for both everyday meals and entertaining. The open dining area seamlessly connects to the main living room, both adorned with hardwood floors. The family room with LVP flooring provides plenty of space for indoor entertaining and a separate exit to the deck, perfect for summertime barbeques! Speaking of barbecues, step outside to a large deck and a new patio area, perfect for al fresco dining and a wonderful place to unwind. Need storage for those outdoor activities? The expansive shed is ideal for storing kayaks, bicycles, lawn equipment, and more. Let your imagination create additional amenities for this 2-parcel property. Imagine space to add a pole barn, pool, pickleball courts, vegetable gardens, or as an alternative, the second deeded parcel could be sold off. The heat pump, a new BAT septic system, and well were installed in 2018, and the roof is approximately 7-8 years old. The hot water heater and water treatment system are 6 years old, and a wood stove insert was installed in the fireplace 2 years ago. INCLUDES A 1-YEAR HOME WARRANTY. Don't miss this opportunity to own a charming home with modern updates, abundant outdoor space, and unique community amenities. Contact us today to schedule a private tour and experience the tranquility and charm of this exceptional property.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,234
Status:
Active
MLS#:
MDKE2004134
Type:
Single Family
Subdivision:
Chestertown
Lot size:
0.12 Acres
Year built:
1917
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
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ADDITIONAL INFORMATION

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:
3.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
MDKE2004056
Type:
Single Family
Subdivision:
Broad Neck
Lot size:
1.03 Acres
Year built:
2014
Courtesy: Coldwell Banker Waterman Realty 410-643-5005
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ADDITIONAL INFORMATION

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:
2.00
Sq.Ft.:
1,232
Status:
Active
MLS#:
MDKE2004062
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.52 Acres
Year built:
1996
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

Sellers offering $10,000 credit toward cosmetic repairs or settlement!!!! Cute rancher in Chesapeake Landing. Nice front porch. Large living room with a woodstove with brick hearth and mantle. Laminate flooring throughout most of the house. 3 bedrooms and 2 full baths. Guest bathroom is a great size and also contains the washer dryer. Stainless appliances. Kitchen Island. Nice sized lot with multiple sheds. A great property at a great price!!!

Beds:
3
Baths:
4.00
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 410-778-3779
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ADDITIONAL INFORMATION

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:
4.00
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 410-778-0330
View additional info

ADDITIONAL INFORMATION

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:
3.00
Sq.Ft.:
2,472
Status:
Active
MLS#:
MDKE2004066
Type:
Single Family
Subdivision:
Coventry Farms
Lot size:
0.41 Acres
Year built:
2005
Courtesy: Weichert Realtors - Blue Ribbon 304-262-8700
View additional info

ADDITIONAL INFORMATION

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.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Chestertown Real Estate

Chestertown is located in Maryland. Chestertown, Maryland has a population of 5,132. Chestertown is less family-centric than the surrounding county with 10.44% of the households containing married families with children. The county average for households married with children is 18.5%.

The median household income in Chestertown, Maryland is $46,356. The median household income for the surrounding county is $56,638 compared to the national median of $57,652. The median age of people living in Chestertown is 37.4 years.

Chestertown Weather

The average high temperature in July is 86.5 degrees, with an average low temperature in January of 25.9 degrees. The average rainfall is approximately 45 inches per year, with 16.4 inches of snow per year.

Chestertown Map

Chestertown Real Estate Market Conditions

  • Median sales price

    $372,500
    3.39%
    change since last quarter
  • # Active listings

    106
    30-day change

Chestertown Schools and Demographics

Education near Chestertown, MD

City County
High School Graduates 85.51 87.34
College Degree - 2 year 7.69 5.63
College Degree - 4 year 40.96 33.24
Graduate Degree 9.78 9.07
Expenditures per Student 15,425 15,425
Students per Teacher 13.2 13.2

Elementary Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Centreville Elementary School PK - 02 550 17.4 21617
Church Hill Elementary School PK - 04 314 15.2 21623
H. H. Garnett Elementary PK - 05 233 11.5 21620
Kennard Elementary School 03 - 05 513 17.7 21617
Rock Hall Elementary School PK - 05 187 14.3 21661
Worton Elementary School PK - 05 277 12.7 21678

Middle Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Centreville Middle School 06 - 08 537 14.9 21617
Kent County Middle School 06 - 08 439 12.9 21620

High Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Kent County High School 09 - 12 594 13.8 21678
Queen Anne's County High School 09 - 12 1,102 14.3 21617

Demographics near Chestertown, MD

City County
Neighborhood Type Small Town
Population 5,132 19,666
Population Density 1,862 71
Median Age 37.4 46.9
People per Household 1.9 2.4
Median Household Income 46,356 56,638
Average Income per Capita 26,399 32,217

Real estate near Chestertown