Chestertown MD Real Estate & Homes for Sale

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Beds:
3
Baths:
4.00
Sq.Ft.:
4,446
Status:
Active
MLS#:
MDKE2004002
Type:
Single Family-Detached
Subdivision:
Kent County
Year built:
1990
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

This fabulous craftsman style 3 bedroom home, is perfectly situated to enjoy the beauty and tranquility of the East fork of Langford Creek/Bay with approximately 150' of shoreline and sandy beach. Great room was added in 2001, with a loft and cat walk to offer added living area. Updated kitchen in 2022 The subject property is one of 5 waterfront properties that belong in the Cacaway Farm Cooperative Housing Corporation, an exclusive farm housing community. Experience the same benefits of a fee simple ownership but share the cost of expenses. Enjoy privacy and the use of your own waterfront with sandy beach by way of a gentle slope to the water, launching kayaks or canoes while deep water slip at the community dock is also included. A south facing direction on the water side offers wonderful & welcoming breezes throughout the summer. It is improved by 2 car heated garage built in 2006 plus a smaller area for storage with a bonus area above. The area above has radiant floor heat. A BAT septic was installed in last 4 years, with a new shared sewage disposal area maintained by the county. Please do not drive down Cacaway Farm Lane without an appointment. This is a private lane.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
MDQA2010982
Type:
Other
Subdivision:
Kingstown
Lot size:
0.31 Acres
Year built:
1998
Courtesy: Benson & Mangold, LLC 443-988-0483
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ADDITIONAL INFORMATION

EXCEPTIONAL VALUE-This charming Cape Cod home offers exceptional value with a recent $10,000 price reduction and new carpet throughout. Located on a desirable corner lot in Kingstown, this property is just a short walk or bike ride from historic Chestertown. The home features a modernized kitchen, updated bathrooms, and custom tile floors. Enjoy the convenience of a first-floor bedroom, a spacious living room, and a combined dining/family room. The second floor includes two additional bedrooms and a full bath. Outside, a private backyard with a 14 x 10 deck and privacy fence provides a peaceful retreat. The oversized three-car detached garage, with approximately 900 sq ft of space, comes equipped with a storage loft and newly installed electric. While the property is addressed as Chestertown, it is actually situated on the Queen Anne's County side of the Chester River. The area offers a wealth of activities, including a weekly farmers market, local events, boating, dining, shopping, and easy access to the YMCA. Plus, it's conveniently close to Washington College, enriching the community's vibrant atmosphere. This is a fantastic opportunity to own a lovely, well-maintained home in a prime location!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,128
Status:
Active
MLS#:
MDQA2010802
Type:
Manufactured Home
Subdivision:
Char Nor Manor
Lot size:
0.47 Acres
Year built:
1999
Courtesy: Select Land & Homes, LLC 410-810-3900
View additional info

ADDITIONAL INFORMATION

Chester River Waterfront with dock and 4-5’ water depth. Enjoy sunsets and western views over the upper Chester River while having the opportunity to crab and fish from your own Dock! 5 bedroom and 3 full baths, sunroom, spacious kitchen with island, and spacious lot. Reasonably priced waterfront under $500,000.00. Great vacation home opportunity! All improvements being sold in "AS-IS" condition.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,767
Status:
Active
MLS#:
MDQA2010882
Type:
Other
Subdivision:
Chestertown
Lot size:
0.46 Acres
Year built:
1970
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
View additional info

ADDITIONAL INFORMATION

Welcome to 116 Pine Chip Road, a beautifully renovated Cape Cod in the heart of Chestertown, MD, Queen Anne's County. This 3-bedroom, 1 1/2-bathroom home has undergone a complete transformation, boasting new siding, windows, doors, and drywall throughout. The modern upgrades continue inside, where you'll find stunning LVP flooring on all three levels. The main level features two spacious bedrooms, each with double closets, and a full bathroom. The custom kitchen is a chef's dream, featuring a gas stove, upgraded quartz countertops, solid wood cabinets, and stylish open shelving. Upstairs, the primary bedroom offers a private retreat with a mini-split AC/heat unit, a large dressing room, and a convenient 1/2 bath. The finished basement is perfect for entertaining, complete with surround sound, a laundry room, and a utility room. The outdoor space is equally impressive, with a newly installed privacy fence surrounding the backyard. The fence includes three personal gates and one large gate for vehicle access. Additionally, the property features a shed and a detached garage, providing ample storage and workspace. This home is move-in ready and offers a perfect blend of modern amenities and classic charm. Don't miss the opportunity to make 116 Pine Chip Road your new home!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,298
Status:
Active
MLS#:
MDQA2010406
Type:
Other
Subdivision:
None Available
Lot size:
0.74 Acres
Year built:
1964
Courtesy: Rock Hall Properties Real Estate 410-639-4003
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ADDITIONAL INFORMATION

Nestled in a prime suburban commercial zone, this versatile property offers 1,300 sq ft of living space, perfect for both residential and/or commercial use. The freshly resealed driveway accommodates up to 6+ vehicles, with the potential for parking lot expansion, ensuring ample space for guests or clients. The property features two inviting front entries: one through an 8x16 sunporch, ideal for enjoying morning coffee or greeting visitors, and another through the welcoming living room with a large bay window that floods the space with natural light. The rear entry provides convenient access to the kitchen and basement. The kitchen is equipped with all essential appliances and features laminate countertops and durable vinyl flooring. A pass-through window connects the kitchen to the sunroom, enhancing the open and airy feel of the building. The basement, with its poured concrete floor and perimeter trench leading to the sump pump, offers potential for additional storage or workspace. The single level structure includes a spacious full bath and three generously sized bedrooms, perfect for a family or for converting into office spaces. This property blends functionality and charm, making it a unique opportunity for those looking to live and work in a suburban setting.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2004262
Type:
Single Family-Detached
Subdivision:
Prestwick
Lot size:
1.18 Acres
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

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.:
n/a
Status:
Active
MLS#:
MDKE2004206
Type:
Other
Subdivision:
Historic Chestertown
Year built:
1885
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

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

Discover 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. Boat Slips are Available for lease or purchase. 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. Open room on first floor could be used for a third bedroom for guests. 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. 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!

Beds:
7
Baths:
4.00
Sq.Ft.:
3,664
Status:
Active
MLS#:
MDKE2004076
Type:
Other
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. Located squarely in the Arts & Entertainment District and Enterprise Zone, both residential and commercial uses are permitted. 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:
3
Baths:
3.00
Sq.Ft.:
1,512
Status:
Active
MLS#:
MDQA2009842
Type:
Other
Subdivision:
Pear Tree Point
Lot size:
0.41 Acres
Year built:
2024
Courtesy: Cross Street Realtors LLC 410-778-3779
View additional info

ADDITIONAL INFORMATION

Located within the much desired Queen Anne's County School District!! Brand new construction, just freshened up for fall with new shrubs and a newly seeded lawn - Three (3) bedrooms and Two and a half (2.5) baths. Water views of the Chester River and an open-concept layout. Stainless steel appliances in the kitchen, a main-level master suite with a walk-in closet and ensuite. Upstairs, you'll find two more generously sized bedrooms and an additional full bathroom. High speed internet is available. The home is located at the end of a quiet, private street. Minutes to downtown Chestertown. Queen Anne's County Impact Fees have been paid by the Seller.

Beds:
2
Baths:
1.00
Sq.Ft.:
787
Status:
Active
MLS#:
MDKE2003742
Type:
Other
Subdivision:
Chestertown Historic District
Year built:
1886
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. 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. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. Deeded slips are also available for purchase, with boat lifts! 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 Maryland’s 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.

Beds:
1
Baths:
1.00
Sq.Ft.:
652
Status:
Active
MLS#:
MDKE2003722
Type:
Other
Subdivision:
Chestertown Historic District
Year built:
1886
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

A stately 1800’s 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 Maryland’s 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.

Beds:
3
Baths:
4.00
Sq.Ft.:
4,804
Status:
Active
MLS#:
MDQA2009012
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
9.58 Acres
Year built:
2010
Courtesy: TTR Sotheby's International Realty 410-745-2596
View additional info

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.

Beds:
3
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2001612
Type:
Other
Subdivision:
Chestertown Historic District
Lot size:
0.06 Acres
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

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

Beds:
3
Baths:
4.00
Sq.Ft.:
2,490
Status:
Active
MLS#:
MDKE2001598
Type:
Other
Subdivision:
Chestertown Historic District
Lot size:
0.09 Acres
Year built:
2022
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and access from the marina on one side and waterfront park on the other. Walk to downtown shops and restaurants, just a few blocks away. Available Jan 2025

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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 21620 Real Estate

Chestertown is located in Maryland. Chestertown, Maryland 21620has a population of 5,557. Chestertown 21620 is more family-centric than the surrounding county with 21.45% of the households containing married families with children. The county average for households married with children is 15.86%.

The median household income in Chestertown, Maryland 21620 is $44,665. The median household income for the surrounding county is $64,451 compared to the national median of $69,021. The median age of people living in Chestertown 21620 is 39.1 years.

Chestertown Weather

The average high temperature in July is 87 degrees, with an average low temperature in January of 25.4 degrees. The average rainfall is approximately 45.1 inches per year, with 13.9 inches of snow per year.

Chestertown Map

Chestertown Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    92
    30-day change

Chestertown Schools and Demographics

Education near Chestertown, MD

City County
High School Graduates 88.37 90.6
College Degree - 2 year 5.13 5.64
College Degree - 4 year 42.33 37.48
Graduate Degree 16.24 9.64
Expenditures per Student 19,095 19,095
Students per Teacher 10.4 10.4

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
Galena Elementary School PK - 05 190 17.4 21635
H. H. Garnett Elementary PK - 05 233 11.5 21620
Kennard Elementary School 03 - 05 513 17.7 21617
Millington Elementary School PK - 05 186 13.2 21651
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 21620

Zip Code City
Neighborhood Type Small Town
Population 5,557 19,335
Population Density 2,016 70
Median Age 39.1 47.1
People per Household 1.7 2.1
Median Household Income 44,665 64,451
Average Income per Capita 28,645 39,658

Real estate near Chestertown