Chestertown MD Homes for Sale

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

ADDITIONAL INFORMATION

Coming Soon - Wonderful renovation, modern, efficient, and move in ready! AFFORDABLE! Finishing up final details, full photos to come!

Type:
Single Family
Sq.Ft.:
1,723
Status:
NEW LISTING
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:
NEW LISTING
Beds:
3
Lot size:
0.52 Acres
Year built:
1993
Baths:
2.00
MLS#:
MDKE2003836
Subdivision:
Tolchester Estates

ADDITIONAL INFORMATION

Beautiful home with spectacular views. Three bedrooms, two full baths and a calming open living space, perfect for entertaining. The sunroom is a nice retreat, with a gas fireplace and panoramic views of the Chesapeake. The home sits on a beautifully landscaped half acre, plenty of privacy on the patio or wrap around deck. The upstairs is unfinished, but could be easily finished to add a few more bedrooms and a bathroom. The large basement has plenty of room for storage. There is also an underground garage attached to the basement. This gives extra space for parking, as well as easy access to gardening supplies. Located in Tolchester, a quiet bay-front community, but just a short drive to downtown Rock Hall or Chestertown.

Type:
Single Family
Sq.Ft.:
1,040
Status:
NEW LISTING
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 shaped half acre 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.

Type:
Other
Sq.Ft.:
652
Status:
Active
Beds:
1
Year built:
1886
Baths:
1.00
MLS#:
MDKE2003722
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:
Single Family
Sq.Ft.:
1,660
Status:
Active
Beds:
4
Lot size:
1.25 Acres
Year built:
1945
Baths:
2.00
MLS#:
MDKE2003760
Subdivision:
Quaker Neck

ADDITIONAL INFORMATION

Beautifully renovated waterfront on the Chester River, located between historic downtown Chestertown and the Chester River Yacht and Country Club. Renovations include including new kitchen and bathrooms. This property boasts a deep water dock with lift for your boating, swimming and fishing pleasures. Come and enjoy all the Chestertown has to offer with just a short walk to down town shops, restaurants and parks..

Type:
Single Family
Sq.Ft.:
2,200
Status:
Active
Beds:
3
Lot size:
23.23 Acres
Year built:
1986
Baths:
4.00
MLS#:
MDKE2003768
Subdivision:
Chantilly Farm

ADDITIONAL INFORMATION

Welcome to your own private paradise nestled upon a picturesque 23.5-acre expanse along the edge of the peaceful Chesapeake Bay. It is here where you can enjoy an abundance of seasonal and local wildlife such as Bald Eagles, ospreys, Canada geese, ducks, bluebirds, turkey, and whitetail deer. There is an ideal blend of tillable and wooded acreage providing for an array of activities including hunting, farming, and gardening. Plenty of room to build a sizable barn for shop, livestock, or hobby use. The expansive 700' of waterfront is ideal for small watercraft, swimming, fishing kayaking and Crabbing. The residence offers a rich blend of traditional style with coastal charm and commands breathtaking views of the shimmering Chesapeake Bay waters. Large and expansive windows ignite the bayâs gentle breeze and warming sunlight into every corner. Upon entering the home, you are greeted with an expansive open floor plan including beamed cathedral ceilings and airy light-filled atmosphere. The open kitchen and dining area provide the perfect gathering area for family and guests to enjoy the Chesapeake Bay views, the in-ground concrete pool, and the outside wrap around porch setting. The large loft area is ideal for converting to a second primary suite or as it is now, as a recreation room. This waterfront retreat offers conveniences to both Rock Hall and Chestertown with a perfect blend of tranquility, accessibility and privacy. Gorgeous sunsets add to the allure of this exceptional property!

Type:
Single Family
Sq.Ft.:
1,560
Status:
Active
Beds:
3
Lot size:
0.34 Acres
Year built:
2002
Baths:
2.00
MLS#:
MDQA2009320
Subdivision:
Chester Harbor

ADDITIONAL INFORMATION

Look no more. This home is cute as a button and packs a ton of recent upgrades. . Starting from the top down: New roof, updated heating, hot water heater, wood flooring, kitchen counters, primary bathroom, encapsulated crawl space. This home is move in ready and has so much to offer. Great floor plan, covered front porch, fenced rear yard ready for pets, gardens, fire pits. The home is close to Chestertown has easy access to DE shopping, and is close to all that the area has to offer. Voluntary HOA $25/ year(Shopping, Farmer's Market, Chester River, The list goes On and On). Shed is "As IS" Stay tuned. OPEN HOUSE SAT 6th 12- 2PM

Type:
Single Family
Sq.Ft.:
4,804
Status:
Active
Beds:
3
Lot size:
9.58 Acres
Year built:
2010
Baths:
4.00
MLS#:
MDQA2009012
Subdivision:
None Available

ADDITIONAL INFORMATION

Every so often a property like 240 Round Top Landing Road, Chestertown hits the market that checks all the boxes. This Chester River waterfront estate is situated on 10 acres , offering deep water, pier, 25' x 50 ' in-ground pool, screened porch , 3 bedroom/3.5 bath main house and a carriage house. The architectural design and the superb craftsmanship are evident as soon as you enter the driveway. Beautiful trees(Peach,Pear, Pines, Poplars, Sycamores, Magnolias' Crepe Myrtles) enhance the park-like setting. Notable features are geo-thermal heat; gas and wood burning fireplaces, chef's kitchen; first floor spacious primary bedroom suite , and open living areas. As far as the exterior, the stucco siding is either over brick or block so no stucco is over frame. Some poplar siding on main house and cedar siding on carriage house.

Type:
Single Family
Sq.Ft.:
1,272
Status:
Active
Beds:
2
Lot size:
0.34 Acres
Year built:
1973
Baths:
1.00
MLS#:
MDKE2003690
Subdivision:
Chesapeake Landing

ADDITIONAL INFORMATION

One-of-a-kind property with some unique features nestled on a wooded lot with a lovely front porch and side deck. The first floor features a large living area, kitchen, full bath, and huge utility room/office that could be converted to a bedroom if the washer and dryer were relocated. A metal spiral staircase takes you up to a large vestibule/sitting area with a bedroom off each side. The home is smaller but does not feel closed in. Lots of windows. Distinctive metal ceiling in the living room and other features give the property a nautical feel. The house was gutted and rebuilt in 2007-2012. Join the voluntary civic association and enjoy the water access amenities of Chesapeake Landing.

Type:
Single Family
Sq.Ft.:
1,288
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1900
Baths:
2.00
MLS#:
MDKE2003764
Subdivision:
Chestertown Historic District

ADDITIONAL INFORMATION

Embrace the walkable lifestyle of Chestertown in this completely renovated downtown gem from 1900. Experience both historic charm and modern amenities as this home has all brand new plumbing, electrical, insulation, HVAC, and roofing. Make the most of one floor living with the beautifully designed first floor owner's suite. The ensuite owner's bathroom comes with a tastefully tiled walk-in shower. Double doors open right from the suite onto the covered side porch that wraps around to a private back deck. An all new kitchen is awaiting your culinary pursuits while the open floor plan drawing you to the living room remains flooded with natural light from the tall historic windows. The second floor has two generous sized bedrooms and another new full bathroom. The front bedroom has a staircase up the finished third floor hobby room. The rear yard is fenced, shaded and ready for your next cookout. Off street parking is another added bonus to this property. Enjoy the perfect balance of historic and upgraded with this catch just a few blocks from Chestertown's shops, culture and waterfront.

Type:
Single Family
Sq.Ft.:
1,512
Status:
Active
Beds:
3
Lot size:
0.39 Acres
Year built:
2024
Baths:
3.00
MLS#:
MDQA2009262
Subdivision:
None Available

ADDITIONAL INFORMATION

Currently undergoing construction, this brand new home offers the opportunity to select your preferred colors for the granite kitchen countertops, vinyl flooring, and paint, but you have to act fast! Anticipated completion by May 1st, this 3-bedroom, 2.5-bathroom Cape Cod boasts water views of the Chester River. Featuring an open-concept layout, stainless steel appliances, and a main-level master with walk-in closet, and ensuite. Upstairs, discover two generously sized bedrooms accompanied by an additional full bathroom. Located at the end of a quiet, private street. *Interior photos are of another home built by the same builder - for informational purposes only* Don't delay and miss the opportunity to put your personal touches on it!

Type:
Single Family
Sq.Ft.:
6,459
Status:
Active
Beds:
5
Lot size:
3.95 Acres
Year built:
2000
Baths:
5.00
MLS#:
MDKE2003704
Subdivision:
Fairgale Properties

ADDITIONAL INFORMATION

Step into a world of timeless elegance and tranquility with this meticulously maintained retreat. As you turn into the Fairgale Subdivision, it feels as though you are entering an estate, with majestic trees lining both sides of the paved road, creating a sense of grandeur and privacy. Nestled on the shores of an oversized pond, this exquisite home offers not only stunning views but also exclusive access to a community dock and dedicated boat slip onto Fairlee Creek. Originally built in 2000 and impeccably maintained and updated, this home welcomes you with a beautifully designed foyer that sets the bar for living beautifully. The living room, open to a gracious dining area, exudes warmth and hospitality, making it the perfect setting for gatherings with loved ones. French doors beckon you to the covered patio, where you can bask in the serene ambiance and enjoy the sights and sounds of nature. Below, the guinite pool invites you to relax and unwind, surrounded by ample space for poolside lounging and entertaining. The main level boasts four bedrooms, including a luxurious owner's suite complete with a cozy gas fireplace and direct access to the pool area. The master bath is a sanctuary in itself, featuring separate vanities, a spacious walk-in shower, a soothing soaking tub, and generous storage space. The second bathroom, versatile in its design, offers built-in bookshelves and two closets, making it ideal for use as an office or guest suite. A convenient half bath, with access to the pool, adds to the home's functionality and convenience. The recently updated kitchen is a Cook's delight, equipped with an island, ample storage, and all the necessary appliances. Adjacent to the kitchen, the family room beckons with built-ins, a fireplace, and abundant natural light, creating a cozy yet inviting atmosphere. The Florida Room, bathed in sunlight, offers a perfect spot for plants and relaxation, with seamless access to the pool area. Two additional bedrooms, one with an attached sitting room, and a full bath complete the main level, ensuring comfort and convenience for all. Downstairs, a newly added bedroom and bathroom, along with a spacious great room, provide endless possibilities for entertainment and recreation. The expansive storage room offers potential for additional living space or customization to suit your needs. Upstairs, the attic boasts a large cedar room for storage, with even more space available if needed. The quality of construction is evident throughout, ensuring durability and longevity for years to come. Don't miss this opportunity to experience the beauty and serenity of waterfront living at its finest. Schedule a viewing today and make this exquisite property your own slice of paradise in this great neighborhood.

Type:
Single Family
Sq.Ft.:
1,344
Status:
Active
Beds:
3
Lot size:
3.47 Acres
Year built:
1990
Baths:
2.00
MLS#:
MDKE2003724
Subdivision:
None Available

ADDITIONAL INFORMATION

Wow - Big Price Change - Hurry! Enjoy over 3 acres to play, hunt, ride 4 wheelers, have horses, chickens & more. Owner has wonderfully updated almost everything about this house and there is home warranty for peace of mind. Relax in the morning on the front porch and watch nature from every window. Gorgeous spacious kitchen with granite counters and including an eat in one that will seat at least four. All brand new appliances convey including washer and dryer. Cozy up by the wood burning fireplace or explore your little piece of heaven. This property used to be 2 lots and county says its zoned for several lots that can be potentially taken off. Explore the possibilities. Shown by Appointment only. Owner will consider all reasonable offers.

Type:
Single Family
Sq.Ft.:
2,064
Status:
Active
Beds:
4
Lot size:
0.28 Acres
Year built:
2010
Baths:
3.00
MLS#:
MDKE2003692
Subdivision:
Coventry Farms

ADDITIONAL INFORMATION

Beautifully kept home in Coventry Farm features 4 bedrooms and 2.5 baths. Gleaming hardwood floors throughout the main level. Entering the front door is an office to the right and the formal dining room to the left. Heading down the hall, passing the half bath, enter the large combination living room and kitchen. Sliding doors to the fenced back yard and deck. Living room has a decorative fireplace. Kitchen has a nice island with tile backsplash, stainless appliances, open pantry and sliding barn door to the basement. On the lower level is a family room, laundry area and tons of unfinished space for storage. 4 bedrooms and 2 full baths on the upper level. Walk in closet in the primary bedroom. This home has some really beautiful finishes that a new owner will love. Schedule your tour today. Won't last long at this price!

Type:
Single Family
Sq.Ft.:
1,624
Status:
Active
Beds:
3
Lot size:
6.29 Acres
Year built:
1970
Baths:
3.00
MLS#:
MDKE2003632
Subdivision:
Fairlee

ADDITIONAL INFORMATION

Discovery your sanctuary on this 6 plus acre property, nestled on the outskirts of Chestertown. The property houses an abundance of wildlife such as deer, turkey, fox, and ducks! You might even find a beaver swimming up the creek. Thoughtfully updated, you wonât want to miss this a little over 1600 sq ft 3 bedroom 3 bath home, which includes two en-suites. A 420 sq. ft addition was completed in 2023, which boasts white oak flooring, high end bathroom finishes and a tranquil master bedroom. Additionally, you will find a brand-new kitchen where modern elegance meets farmhouse charm. Adorned with shiplap accents, a farmhouse sink, and stunning two-tone cabinets, this culinary haven is as stylish as it is functional, including new stainless steel appliances. It doesnât stop there, the remainder of the home includes refinished hardwood floors, new tile throughout the kitchen and hall bathroom, all new baseboard, window and door trim, updated light fixtures as well as finishes. In 2022, the exterior received a complete makeover with a new deck, sheathing, vinyl siding, upgraded soffits, and exterior doors, while brand new Jeld Wen windows adorned with sleek black trim enhance both style and functionality. New insulation was added to the attic to create an efficient home. Utilize the unfinished basement (1200 sq ft), located within the footprint of the original home, for plenty of storage space to accommodate your belongings and keep your living areas clutter-free. Stay connected to the world with access to two fiber internet services, ThinkBig and Talkie. Whether you're working from home or streaming your favorite shows, lightning-fast connectivity is always at your fingertips. Centrally located, this property is just 42 miles to Dover, Delaware, and 53 miles to Annapolis, Maryland. For boat enthusiasts, it's a mere 4 miles to Jellyfish Joel's or Tolchester Beach, and less than 10 miles to Rock Hall, providing easy access to some of the area's most popular waterfront destinations.

Type:
Single Family
Sq.Ft.:
2,008
Status:
Active
Beds:
3
Lot size:
0.32 Acres
Year built:
2010
Baths:
3.00
MLS#:
MDKE2003610
Subdivision:
Tolchester Estates

ADDITIONAL INFORMATION

OPEN HOUSE CANCELLED. SELLER HAS ACCEPTED OFFER. 9 year old cape with wonderful open floor plan. Nestled in the woods for privacy. Bay water privileges and marina nearby. This property is part of Tolchester Estates.

Type:
Single Family
Sq.Ft.:
2,248
Status:
Active
Beds:
3
Lot size:
15 Acres
Year built:
1985
Baths:
2.00
MLS#:
MDQA2009140
Subdivision:
None Available

ADDITIONAL INFORMATION

Price Reductions!!! This deal just got a good bit sweeter...Escape to the Country! This home is perfect for the outdoor enthusiast. Bring the horses, dogs, chickens, hunters, hobbyist,...you name it. 15 acres, with small pond and open areas for your animals, sports field, fire pit or huge gardens. Chicken coop, air rifle only shooting range, basketball court, wooded acreage with walking or biking trail and hunting possible all part of what makes this place a dream come true. In the home enjoy large family room with propane fireplace, beautiful kitchen with stainless steel appliances and granite counters. Custom cabinets and built-ins, wood, laminate, and tile floors throughout. Entry level and second level bedrooms. Ready to relax head to the screened porch for quiet evenings. Hot tub hookup in place. Shed and outbuilding provide endless hobby, farm, or craft options. The 30 x 36 metal building has a large open space with multiple smaller rooms with electric and heat. Working at home? Talkie WiFi is available. RV hook-up at both the house and the outbuilding. Underground dog fence and 2 collars will stay . Metal building is in good shape but being sold âas isâ. Abandoned underground oil tank on site. This type of property does not often come to market. DONT MISS IT! Home is on a shared R-O-W. No drive-bys. Pets on site so please provide as much notice for showings as possible.

Type:
Manufactured Home
Sq.Ft.:
1,352
Status:
Active
Beds:
2
Lot size:
2.41 Acres
Year built:
2007
Baths:
2.00
MLS#:
MDKE2003640
Subdivision:
None Available

ADDITIONAL INFORMATION

This fixer upper is a great chance to have a house on a large lot in a prime area just outside of Chestertown. The house itself needs serious renovation and has evidence of smoke/fire damage however has a septic system, well, and great bones. The lot provides 2.4 acres of privacy and tranquility among nature but with the culture and amenities of the town just a short drive away. The property is of an estate and is being sold as-is. Chestertown is located only 90 minutes from DC, Philadelphia, and Baltimore and just an hour from Wilmington.

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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

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Chestertown Real Estate

The median home value in Chestertown, MD is $265,000. 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 $265,000. 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

    $265,000
    3.39% change since last quarter
  • # Active listings

    89
    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