Chestertown MD Homes for Sale

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Type:
Single Family
Sq.Ft.:
1,505
Status:
NEW LISTING
Beds:
3
Lot size:
0.6 Acres
Year built:
1999
Baths:
2.00
MLS#:
MDKE2003964
Subdivision:
None Available

ADDITIONAL INFORMATION

Welcome to your Eastern Shore haven! This charming property boasts recent updates and in a prime location, offering the perfect blend of modern comfort and public water access to Fairlee Creek & the Chesapeake Bay! Enjoy the 6ft privacy fence that enhances the privacy and security, allowing a safe haven for pets and family or easily store your boat with the double gate entrance. Enjoy the convenience of stainless steel appliances, all updated around 2020! Year-Round Comfort with central HVAC, furnace, and heat pump that were upgraded in 2021, ensuring optimal comfort in every season. A new roof and plywood were installed in 2022, providing durability and peace of mind for years to come. A new sump pump was added in 2022, offering enhanced protection against water damage. Step into style with a new storm door installed in 2023, adding both aesthetic appeal and practical functionality all while going hand in had with new garage doors and openers, all installed in 2024! Upgraded bathrooms and a renovated kitchen make this home truly move-in ready, allowing you to start living your Eastern Shore dream immediately. Whether you're seeking a permanent residence or a weekend getaway, this property offers a tranquil retreat from the hustle and bustle of city life.

Type:
Single Family
Sq.Ft.:
n/a
Status:
NEW LISTING
Beds:
3
Lot size:
1.83 Acres
Year built:
2024
Baths:
3.00
MLS#:
MDKE2003926
Subdivision:
Prestwick

ADDITIONAL INFORMATION

Live in Luxury in this brand new home that seamlessly blends indoor-outdoor living with its prime location on nestled just off of the 10th tee box of the Chester River Yacht and Country club. Enjoy the convenience of this 3 bedroom, plus extra room for office, gym or playroom, 2.5 bath home full of light with a modern open floor plan with one floor living. Harwood Oak floors throughout whole house. The kitchen comes complete with stainless steel appliances, hood vent, Large island with ample countertop space and a butler's pantry that adds functionality and organization. Beautiful primary bath and massive walk-in closet with lots of shelving and hanging rods for all those who have a love of fashion. Front porch to have your coffee's and a back screened-in porch to entertain and watch the golfers. Every aspect of this property has been thoughtfully considered to create a living space that is both functional and breathtaking. Note tax record reflects current lot taxes and will be updated once Certificate of Occupancy is issued. 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.

Type:
Single Family
Sq.Ft.:
1,056
Status:
NEW LISTING
Beds:
3
Lot size:
0.34 Acres
Year built:
1976
Baths:
1.00
MLS#:
MDQA2009548
Subdivision:
Chester Harbor

ADDITIONAL INFORMATION

MOVE IN READY !!! Charming 3/1 ranch home nestled in a water-oriented community of Chester Harbor. Perfect for those who love being close to the Bay and all it has to offer. This recently updated property boasts modern amenities and a cozy atmosphere, offering the ideal blend of comfort and convenience. Embrace the coastal lifestyle with opportunities for boating, fishing, and waterfront dining and shops that are just moments away. Queen Annes County Schools district.Boasting recent updates throughout, this charming residence offers a perfect blend of modern convenience and peaceful surroundings. (see a list of improvements in the documents section) Outside, the property showcases a lovely outdoor area, perfect for enjoying the picturesque surroundings and the beauty of the community. Whether you're relaxing in the back yard with a morning cup of coffee or hosting a barbecue with friends, this home offers a wonderful setting for creating lasting memories. Don't miss your chance to own this updated ranch home in a prime location, offering the perfect combination of modern comfort and a peaceful waterfront setting. Come experience the beauty and tranquility of this unique property â your new oasis awaits!"

Type:
Single Family
Sq.Ft.:
2,945
Status:
NEW LISTING
Beds:
4
Lot size:
1.06 Acres
Year built:
1917
Baths:
3.00
MLS#:
MDQA2009684
Subdivision:
None Available

ADDITIONAL INFORMATION

Extraordinary opportunity to purchase the estate of Clorea Truslowâthe cherished namesake of Truslow Rd. For generations, this land has been held dear by the Truslow family, and now, for the first time, it is being offered for sale, presenting a once-in-a-lifetime chance to make it your own. Nestled just across the river from the vibrant events of the Sulatana, Downrigging, Tea Party festivals, and more, you'll enjoy front-row seats to the action from the comfort of your own home. Embrace the charm of yesteryears while immersing yourself in the excitement of contemporary festivities. This timeless home beckons with a flowing floor plan, tall ceilings, and gleaming hardwood floors, offering a canvas for your imagination to flourish. With spacious rooms, ample storage, and an elevator, convenience meets elegance at every turn. Breathtaking views serve as a backdrop to daily life, with 3 out of 4 bedrooms offering sprawling views of the river's beauty. While the home may require some tender loving care, its inherent value shines through, promising a rewarding renovation journey. Imagine waking up to the gentle lapping waves and retiring to the rooftop deck or screened in porch, a tranquil oasis awaiting restoration. The dock, though in need of replacement, boasts ample water depth, inviting you to dock your boat and enjoy at your leisure. Don't miss the chance to make this piece of history your own. Schedule a showing today and experience the allure of this timeless home firsthand. It's an opportunity not to be missed. Sold "as is."

Type:
Single Family
Sq.Ft.:
2,153
Status:
NEW LISTING
Beds:
2
Lot size:
0.92 Acres
Year built:
1952
Baths:
2.00
MLS#:
MDKE2003970
Subdivision:
Country Club Estates

ADDITIONAL INFORMATION

Chestertown Rancher in Country Club Estates! This rancher overlooks the golf course with distant water views. Amenities include fireplace, 2 car detached garage, storage building, wood floors, dining room, circular driveway, and laundry room. This is a Fannie Mae Homepath property. Submit all offers on Homepath site. Downtown Chestertown with restaurants and shops is a short drive away.

Type:
Twin Home
Sq.Ft.:
n/a
Status:
NEW LISTING
Beds:
3
Lot size:
0.07 Acres
Baths:
3.00
MLS#:
MDKE2003948
Subdivision:
Chester River Landing

ADDITIONAL INFORMATION

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!

Type:
Twin Home
Sq.Ft.:
n/a
Status:
NEW LISTING
Beds:
3
Lot size:
0.07 Acres
Baths:
3.00
MLS#:
MDKE2003936
Subdivision:
Chester River Landing

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
3,232
Status:
NEW LISTING
Beds:
4
Lot size:
1.58 Acres
Year built:
2011
Baths:
4.00
MLS#:
MDKE2003854
Subdivision:
Tolchester Estates

ADDITIONAL INFORMATION

Built on a 40-foot bluff overlooking the Chesapeake Bay facing west for nightly sunsets, this is a tour-de-force of design and luxury on the Eastern Shore of Maryland, with truly stunning views from every room. Follow your dreams with this resort-like property as a primary or secondary home. Drive along the maple-lined lighted drive to 1.5 acres of award-winning, irrigated, landscaped grounds designed by South Fork Studio. Walk through the mahogany gate into the courtyard with fountain along the bluestone path around the Gunite pool. The main house on the water (c. 2011 and updated in 2018) has 3 bedrooms and 2 and 1/2 baths, and a wall of large windows with an automatic shade system that follows the sun's path. Open floor plan living with private first-floor owner's suite (double shower, Toto washlet, and custom walk-in closet). Wake up to views of the Bay and Bald Eagles fishing. Custom hand-crafted hardwood flooring, millwork, cabinetry, and New Zealand wool carpeting. Built-in Sub-Zero and Wolf appliances and top-of-the line luxury materials throughout. Automated control for whole-home media and sound, lighting, HVAC, irrigation, swimming pool, alarm system, and window shades. Gas-started wood-burning fireplace in the living room. Ipe decking, 3 outdoor showers, and numerous spaces to entertain friends and family. A custom-lighted staircase and brand-new dock (2023) with boat lift and large Ipe dining table sit above the rip-wrapped shoreline. The guest house and three-car garage, designed by Purple Cherry Architects and built by the acclaimed Taylor-Loughry partnership in 2019, cleverly create the privacy, mystery and architectural stature of the entire four-parcel domain. Currently, the guest house presents 1 bedroom, 1 full bathroom with laundry, a kitchenette and a very large multi-purpose room with cathedral ceiling that overlooks the center core of the gardens, saltwater and heated pool, custom cedar pergola, and Chesapeake Bay. The pool building contains the latest technology in pool filtration, whole-property water filtration system, well pump, irrigation system, pool heater, and storage. There is also on-demand hot water throughout the property and radiant heated flooring in all full bathrooms. This property awaits a most discerning and capable buyer yearning for a discreet and well-designed lifestyle. Only 15 minutes from historic downtown Chestertown.

Type:
Single Family
Sq.Ft.:
2,045
Status:
Active
Beds:
3
Lot size:
0.34 Acres
Year built:
1976
Baths:
3.00
MLS#:
MDKE2003778
Subdivision:
Byford Development

ADDITIONAL INFORMATION

Lovely Cape Cod in desirable Byford Heights. First-floor Primary Bedroom and Bathroom. 2 large bedrooms with full Bathroom on 2nd floor. Beautiful Hardwood floors. Easy flowing floor plan guides you from bright living room to the dining room and then the kitchen. The Kitchen has lots of quality cabinets and space for a kitchen table. The kitchen overlooks the Family Room with Fireplace for cozy evenings. Want to sit outside, enjoy the extra large screened-in porch. Off the porch is a Fenced- in Dog Run. Plenty of room for tables and lounge furniture.

Type:
Twin Home
Sq.Ft.:
1,964
Status:
Active
Beds:
3
Lot size:
0.05 Acres
Baths:
3.00
MLS#:
MDKE2003932
Subdivision:
Chester River Landing

ADDITIONAL INFORMATION

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!

Type:
Twin Home
Sq.Ft.:
n/a
Status:
Active
Beds:
3
Lot size:
0.06 Acres
Baths:
3.00
MLS#:
MDKE2003934
Subdivision:
Chester River Landing

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
720
Status:
Active
Beds:
2
Lot size:
0.75 Acres
Year built:
1955
Baths:
1.00
MLS#:
MDQA2009526
Subdivision:
Ewingtown

ADDITIONAL INFORMATION

This cottage home rests on 3/4 of an acre surrounded by wood and wildlife. Home is in need of complete remodel. Home has hardwood floors, Roof and windows have been replaced. Home is being sold As Is with No Financing Conditions. Located just outside of Chestertown towards Crumpton off of Ewingtown Rd.

Type:
Single Family
Sq.Ft.:
1,232
Status:
Active
Beds:
2
Lot size:
0.05 Acres
Year built:
1955
Baths:
1.00
MLS#:
MDKE2003862
Subdivision:
Tolchester

ADDITIONAL INFORMATION

Welcome home to Tolchester Village. This 2 bedroom 1 bathroom townhome is short distance to Rock Hall or Chestertown. This efficient townhome offers a tranquil setting with an abundance of wildlife in a park like setting just of the back patio area for entertaining. Plenty of parking in this 18 unit community.

Type:
Single Family
Sq.Ft.:
1,056
Status:
Active
Beds:
3
Lot size:
0.34 Acres
Year built:
1974
Baths:
1.00
MLS#:
MDQA2009396
Subdivision:
Chester Harbor

ADDITIONAL INFORMATION

Cute and compact 3 bed, 1 bath rancher in Chester Harbor. Just minutes outside town on the Queen Anne's County side of Chestertown. Fully fenced backyard. Roof is 1 year old. Reverse osmosis system. Queen Anne's County schools. 3rd bedroom was not photographed as seller is storing boxes in that room. Property is being sold as is.

Type:
Single Family
Sq.Ft.:
4,730
Status:
Active
Beds:
4
Lot size:
0.61 Acres
Year built:
2011
Baths:
3.00
MLS#:
MDKE2003814
Subdivision:
Country Club Estates

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
864
Status:
Active
Beds:
2
Lot size:
0.5 Acres
Year built:
1930
Baths:
2.00
MLS#:
MDQA2009482
Subdivision:
None Available

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
1,723
Status:
Active
Beds:
2
Lot size:
0.35 Acres
Year built:
1974
Baths:
3.00
MLS#:
MDKE2003860
Subdivision:
Byford Heights

ADDITIONAL INFORMATION

Brick Rancher located in the much sought after community Byford Heights. Kitchen was renovated in 2021 after a fire, caused by a microwave malfunction. The roof was also replaced at that time. The furnace was replaced in 2023 and the interior was freshly painted in 2023. The wood floors were refinished in 2024. It is safe to say this home is in move in condition. There is a wood burning fireplace in the kitchen/dining room. The den could easily be converted to a formal dining room or a 3rd bedroom, if needed. The sun porch has new carpet and is located just off the kitchen.

Type:
Single Family
Sq.Ft.:
2,028
Status:
Active
Beds:
3
Lot size:
0.52 Acres
Year built:
1993
Baths:
2.00
MLS#:
MDKE2003836
Subdivision:
Tolchester Estates

ADDITIONAL INFORMATION

Stunning home with 180-degree views of the Chesapeake Bay Welcome to 9220 N. Bayview Avenue. This quintessential Cape Cod is perched on a half-acre of beautifully landscaped property with amazing views of the Bay. Highlights include a bright open floorplan with hardwood floors and a view from every space, a loaded kitchen with quartz countertops and stainless steel appliances, a cozy sunroom with gas fireplace, a full basement, and a truly magical setting to enjoy for years to come. All of this under 2 miles to the Tolchester Marina, a short drive to the renowned boating community of Rock Hall, and a 20 minute drive to the charming and historic town of Chestertown. Step inside this home to the open floorplan with hardwood floors, recessed lighting, and a peaceful view of the Bay everywhere you turn. The open floorplan joins the kitchen, living room, and dining area and offers the perfect place to savor your everyday routine and your surroundings. The cozy sunroom is perfect for a TV room, sitting room, or to relax by the fireplace. Step outside to the wrap-around deck and patio to grill, dine, relax, and enjoy the fruits of your labor with your private and exclusive Bay view. Back inside, hardwood floors extend into all 3 bedrooms (each with ceiling fans) and wake up every morning in the corner bayfront bedroom with the same amazing view. Completing the main level are two full baths, featuring quartz vanity and glass shower/tub. Upstairs, you will find an unfinished space perfect for two additional bedrooms in the future, should your needs require it, in addition to ample storage space. You will not find a property like this one. Revel in the spectacular sunsets, the twinkling lights of Baltimore across the Bay, the sights, sounds, and activity of the Chesapeake Bay and its abundant wildlife, and a true boater's paradise, should that be your passion. This home had been treasured by it's original owners and it is ready for its next beautiful storyline.

Type:
Single Family
Sq.Ft.:
1,040
Status:
Active
Beds:
n/a
Lot size:
0.5 Acres
Year built:
1900
Baths:
MLS#:
MDKE2003798
Subdivision:
Fairlee

ADDITIONAL INFORMATION

Rare opportunity for a garage/ workshop in a great residential location. Spacious, situated on a triangular lot. Check out the many possibilities for this property. Great investor opportunity in a beautiful neighborhood. Buyer to confirm with Kent County Planning & Zoning regarding any plans to build or convert to residential home.

Type:
Single Family
Sq.Ft.:
1,792
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
1988
Baths:
3.00
MLS#:
MDQA2009174
Subdivision:
Kingstown

ADDITIONAL INFORMATION

Welcome to your peaceful retreat in the quiet community of Kingstown on the Queen Anne's side of Chestertown! This stick-built rancher by Alton Darling offers a serene setting with its backing to woods and open space, ensuring tranquility and privacy. Step inside to discover one level living that features four bedrooms with two bedrooms with attached private bath for ultimate convenience and comfort. The screened-in back porch invites you to relax and enjoy the natural beauty that surrounds you. This home received an upgrade in '17, ensuring efficiency and cost savings. The roof, replaced within the last ten years, provides peace of mind for years to come. Recent upgrades include new carpet in the living areas and bedrooms, as well as new flooring in the bathrooms, adding a fresh and modern touch. All major repairs have been completed, leaving the opportunity for the new owner to personalize and add their final touches to make it their own. Queen Anne's County offers extensive park and recreational programs, perfect for outdoor enthusiasts. Meanwhile, Chestertown boasts a vibrant cultural scene with fine dining options, theaters, a farmer's market, Washington College, and access to the scenic Chester River. Be sure to mark your calendars! Photos will be uploaded next week, and the house is expected to go live on 4/12. Don't miss the chance to experience this delightful property firsthand at the Open House on 4/13 from 11-2. Schedule your visit today and envision the peaceful lifestyle that awaits you in this charming home.

Type:
Single Family
Sq.Ft.:
2,878
Status:
Active
Beds:
5
Lot size:
1.06 Acres
Year built:
1993
Baths:
4.00
MLS#:
MDKE2003816
Subdivision:
Crestview

ADDITIONAL INFORMATION

Welcome to your future haven in the picturesque community of Crestview! Nestled in the heart of Chestertown, this magnificent home at 207 Pondview Ct offers a harmonious blend of natural beauty and modern luxury, creating an unparalleled living experience. Upon arrival, you'll be captivated by the tranquility of the serene community pond that gracefully borders this residence. Imagine starting your day with the calming sight of water views right from your backyard, a serene oasis that beckons relaxation and peaceful moments. This spacious home features 4+ bedrooms and 3.5 baths, offering ample room for comfortable living and entertaining. The main level boasts a luxurious primary bedroom complete with a spa-like bath featuring a soaking tub, separate shower, and three spacious closets. A cozy sitting room off the primary bedroom leads to the inviting living room, adorned with a wall of windows that showcase mesmerizing pond views. Glass French doors seamlessly connect the living room to the formal dining room, creating a perfect flow for hosting gatherings and creating cherished memories with family and friends. The well-equipped kitchen is a chef's delight, boasting abundant cabinet space, a convenient breakfast bar, and a charming dining area perfect for casual meals. Step outside through the sliding door to the deck, where you can bask in the beauty of the pond and enjoy alfresco dining in a serene setting. Ascending the stairs to the second floor, you'll find a loft area that overlooks the living room and offers more breathtaking pond views. To the left of the loft is one of the three guest bedrooms, complete with a private bath. On the right side of the loft, you'll discover the second guest bedroom and a guest hall bath. At the end of the hall awaits the third guest bedroom, accompanied by an additional bonus room ideal for a hobby room, game room, or studioâa versatile space limited only by your imagination. The finished walkout basement provides even more opportunity for leisure and entertainment, with additional living space that can be customized to suit your preferences. There's also a workshop area and ample storage in the unfinished basement, along with plumbing in place for an additional bath if desired. With its desirable location and unparalleled amenities, including the captivating pond view, 207 Pondview Ct presents an extraordinary opportunity to own a home that combines comfort, style, and natural beauty. Don't miss out on this chance to experience the charm and tranquility of Crestview living at its finest. Schedule a viewing today and make this dream home yours!

Type:
Townhouse
Sq.Ft.:
1,280
Status:
Active
Beds:
3
Lot size:
0.07 Acres
Year built:
1979
Baths:
2.00
MLS#:
MDKE2003806
Subdivision:
Chester Arms

ADDITIONAL INFORMATION

Introducing a fantastic opportunity for move-in ready living in the heart of Chestertown! This townhouse, priced under $250,000, offers the ideal blend of convenience and comfort. Situated for easy access to local amenities including shops, schools, and the YMCA, this property provides low-maintenance living at its finest. Featuring a fenced rear yard, this home is perfect for outdoor entertaining, children's play or enjoying time with your furry companions. The main floor comprises a spacious living room, an inviting eat-in kitchen and a convenient half bath, providing ample space for everyday living and entertaining. Upstairs, three bedrooms and a full bath await, providing comfortable accommodation for residents or guests. Recent renovations include updated HVAC systems and replaced sewer/water lines, ensuring peace of mind and modern functionality. Whether you're a first-time buyer or seeking a hassle-free lifestyle, this townhouse presents an excellent opportunity to call Chestertown home. Don't miss out on your chance to own this perfect starter home!

Type:
Other
Sq.Ft.:
729
Status:
Active
Beds:
2
Year built:
1886
Baths:
1.00
MLS#:
MDKE2003730
Subdivision:
Chestertown Historic District

ADDITIONAL INFORMATION

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 2 Bed 1 bath has a brand new kitchen and upgraded bathroom along with broad southeast river views.

Type:
Other
Sq.Ft.:
850
Status:
Active
Beds:
1
Year built:
1886
Baths:
1.00
MLS#:
MDKE2003732
Subdivision:
Chestertown Historic District

ADDITIONAL INFORMATION

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.

Type:
Other
Sq.Ft.:
787
Status:
Active
Beds:
2
Year built:
1886
Baths:
1.00
MLS#:
MDKE2003742
Subdivision:
Chestertown Historic District

ADDITIONAL INFORMATION

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 2 Bed 1 bath has a brand new kitchen, with island and upgraded bathroom along with up and down river views.

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

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Chestertown Real Estate

The median home value in Chestertown, MD is $271,240. This is higher than the county median home value of $195,300. The national median home value is $219,700. The average price of homes sold in Chestertown, MD is $271,240. Approximately 41.52% of Chestertown homes are owned, compared to 45.26% rented, while 13.22% are vacant. Chestertown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Chestertown real estate agent to arrange a tour today!

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 Real Estate Market Conditions

  • Median sales price

    $271,240
    3.39% change since last quarter
  • # Active listings

    94
    30-day change

Chestertown Schools and Demographics

Education near Chestertown, MD

Metric 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

School 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

School 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

School 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

Metric 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