Looking for something truly special? Don't miss this unique offering, located in the vibrant heart of Chestertown's Historic and Arts & Entertainment Districts! Boasting a legacy of over half a century under the stewardship of one devoted family, this multi-family property presents a rare opportunity for visionary investors and passionate renovators alike.Situated on a generous lot, steeped in the rich history of Chestertown and prominently featured on historic maps as the Laurence Lots, this property offers a canvas brimming with potential. Whether you envision revitalizing it into a majestic single-family residence or retaining its current configuration with a townhouse on one side and two apartments on the other, the possibilities are boundless.While the property stands as a testament to enduring charm and character, it's essential to note that significant settling has occurred over the years. As such, unlocking its full potential will necessitate considerable renovation efforts. This property is a bona fide fixer-upper and is exclusively offered in its current as is condition, awaiting the transformative touch of its next custodian.With its prime location , this property represents not only an investment opportunity but a chance to become part of Chestertown's storied legacy. Seize the chance to breathe new life into this home and craft a future brimming with possibility. Embrace the challenge, unleash your creativity, and make your mark on Chestertown's captivating tapestry of history and culture. Located squarely in the Arts & Entertainment District and Enterprise Zone, both residential and commercial uses are permitted.Schedule your viewing today and prepare to embark on an unforgettable journey of restoration and renewal!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$425,000
Chestertown Area Townhome
Active
349 High Street Chestertown, MD 21620
7 Bed
4 Baths
3664 sqft
MLS# MDKE2004076
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!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$20,000
Chestertown Area Land
Active
Elm Road Chestertown, MD 21620
Bed
0 Baths
sqft
MLS# MDKE2003590
One parcel comprised of 2 cleared lots in Tolchester Estates. The community is on the Chesapeake Bay and the residents have access to the beach and there is a marina close by.County states water/sewer allocation is available. Buyer to confirm with due diligence.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$863,900
Chestertown Area Residential Home
Sold
212 N Queen Street Chestertown, MD 21620
5 Bed
6 Baths
3756 sqft
18th century historic home in downtown Chestertown with a separate carriage house! The main home features 3 bedrooms all with en-suite baths. The carriage house has an additional 2 bedrooms and 2 baths with separate laundry and a brick patio. Entrances to the property from Queen St. and Horsey Lane, 2 driveways with plenty of parking spaces. Original wood flooring throughout much of the house. The first floor features a living room, dining room, kitchen, and half bath. New owner to add vanity and toilet to one of the upstairs baths. Second-floor laundry room. Lovely landscaping and fenced-in yard between the main house and the carriage house. Just a short walk to the heart of downtown Chestertown. Definitely a rare find.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Peter Heller
$555,000
Chestertown Area Townhome
Sold
103 Landing Lane Chestertown, MD 21620
2 Bed
3 Baths
2100 sqft
Welcome to this charming and elegant 2 bedroom, 2.5 bathroom condo nestled in a tranquil water-oriented community near the Chester River in the historic town of Chestertown, Maryland.This gorgeous home is situated in a prime location, offering easy access to nearby shops, cafes, and restaurants. As you step inside, you'll be greeted by a warm and inviting atmosphere that seamlessly blends classic charm with modern convenience.On the main level , you'll find access from the attached garage or front porch. Off the spacious hallway you have the enclosed Washer/Dryer unit, storage closet and full bathroom. French Doors leading to the first floor study with a bedroom to the left and straight ahead to the downstairs screened in porch overlooking the serene community pond.The upper level features an open-concept living area that's perfect for entertaining. You'll love the spacious kitchen with its stainless steel appliances, sleek countertops, and ample cabinet space. The dining area is flooded with natural light, creating the perfect ambiance for family meals and gatherings with friends. Enter the upstairs porch overlooking the pond with views of the pond, this is true indoor/outdoor entertaining.The upstairs primary suite is a true retreat, complete with a luxurious en-suite bathroom featuring double sinks, shower and stunning finishes. A huge walk in closet completes this experience.This home is also ideally situated within a water-oriented community, providing easy access to boating, fishing, and other water activities. The community offers a dock, boat ramp, as well as grilling areas and a swimming pool for your enjoyment.With its stunning finishes, prime location, and luxurious amenities, this 2 bedroom, 2.5 bathroom condo is the perfect place to call home. Don't miss your chance to experience the best that Chestertown has to offer!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$360,000
Chestertown Area Residential Home
Sold
7828 Country Club Lane Chestertown, MD 21620
4 Bed
3 Baths
2857 sqft
Sprawling brick rancher in a lovely, peaceful setting. Over 2800 sq ft. Large rooms with lots of natural light. Huge family room with cathedral ceilings and fireplace overlooking the ample rear yard. Formal living and dining rooms with hardwood floors and crown molding. HVAC is only one year old. New well pump and WIFI controlled garage door. Water heater new in 2017. Home has a grand, palatial feel with relaxing views from all the windows. Close to Chestertown and a golf cart ride to the Chester River Yacht and Country Club. High speed internet available on site.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Elizabeth "Lisa" Raffetto
$320,000
Chestertown Area Multi-Family Home
Sold
114 Riverside Terrace 6 Chestertown, MD 21620
2 Bed
1 Baths
896 sqft
A delightful 2 bedroom 1 bath Duplex Condo in the lovely Riverside Terrace community. The unit has been well-maintained and has breathtaking water views from the front yard and both upper and lower decks. Nestled in the heart of Historic Chestertown with easy access to town, the river, shops, Washington College, and hospital. Enjoy the beautiful tree-lined streets of this colonial-era town, the Saturday farmers' market, local theater and everything that Chestertown has to offer.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$319,500
Millington Area Residential Home
Sold
374 Hurtt Avenue Millington, MD 21651
3 Bed
2 Baths
1801 sqft
This sprawling brick rancher will take your breath away! Renovated top to bottom with updated systems, brand new stylish kitchen, luxury bathrooms, rich hardwood flooring, and a fabulous rear patio set on a large deep lot with mature trees. Single floor living with low maintenance ALL BRICK exterior, a 1 car attached garage and plenty of space for the entire gang! Minutes from Rt. 301 and commuting/shopping in Delaware, all set in a picturesque quiet small town with playground park just down the street. RECENTLY REDUCED! Come check it out today before someone else does!
Listing Courtesy of BRIGHT IDX / Village Real Estate Company LLC
$239,900
Chestertown Area Townhome
Sold
106 Oak Leaf Drive Chestertown, MD 21620
3 Bed
3 Baths
1976 sqft
Beautiful, well maintained 3 bedroom end unit townhome. Just minutes from downtown Chestertown. Features freshly refinished hardwood floors, new carpet, new roof, vaulted master bedroom, soaking tub and separate shower in the master bath, 9 foot ceilings on the first floor, walk out second story deck, and an over-sized garage with a workshop. The home is very close to shopping and restaurants. A perfect place for weekends or year-round lifestyle living.
Listing Courtesy of BRIGHT IDX / Benson & Mangold, LLC
$230,000
Chestertown Area Residential Home
Sold
209 Waldo Drive Chestertown, MD 21620
4 Bed
2 Baths
1728 sqft
Lovely cottage in Byford Heights, convenient location that's just minutes from the local hospital, shopping and schools. This mid-century home is move-in ready and you can take your time updating as you like...or keep it in it's current mid-century style. With 4 bedrooms and 2 full baths, there is plenty of room for a growing family. Hardwood floors throughout. Attached garage with a nice driveway provides ample parking. Large fenced in back yard with storage shed. Come see this lovely home today!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$227,000
Chestertown Area Residential Home
Sold
611 Cannon Street Chestertown, MD 21620
2 Bed
2 Baths
920 sqft
Just a few blocks away from the heart of downtown Chestertown, this bungalow could be your perfect home, or great investment property. With a large kitchen and dining room for entertaining and a living room with an abundance of natural light, this could be your happy place. The bedrooms are large, one with a half bath attached and the laundry/mud room has plenty of room for storage with a closet and cabinets.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$213,000
Crumpton Area Residential Home
Sold
306 Broad Street Crumpton, MD 21628
3 Bed
2 Baths
1414 sqft
Quiet Community, public water access block away, walking trail, Sunrise and sunset water views. Private fencing on one side, fencing for dogs in back yard. New Patio great for fire pit. Inside new wooden blinds, new luxury vinyl floor, new ceiling fan in living room, new gas stove. TAX free shopping in Middletown Delaware 15 minutes away. This is a very nice duplex.
Listing Courtesy of BRIGHT IDX / Exit On The Bay
$200,000
Kennedyville Area Residential Home
Sold
12061 Locust Grove Road Kennedyville, MD 21645
3 Bed
2 Baths
1469 sqft
Welcome to country living! This is a beautiful brick rancher in a beautiful country setting. Enjoy the peace and quiet of the surrounding Kent County farmland. Enjoy the beautiful Hardwood floors and natural colors as you walk through the front door. You will love the rear screened in porch, looking out over the trees and shrubs of Angelica Nurseries. Almost 1 acre of land for you to spread out on. You can stop over to Crow Vineyard and Winery and enjoy the winery and grass fed beef! You are close to Delaware and Tax Free Shopping , close to the water was well, stop down to Turner's Creek Park and Boat Ramp. Lots to do in the area for sure!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company
$164,900
Rock Hall Area Residential Home
Sold
6121 Tolchester Road Rock Hall, MD 21661
2 Bed
1 Baths
1165 sqft
Priced To Sell Fast! Charming 2 Level Colonial, Spacious Kitchen with QUARTZ Counters, Stainless Steel Appliances, Modern Tile Backsplash, Spacious Bedrooms, New Custom Paint, Updated Bathroom, Brand New HVAC, New Flooring, Updated Lighting, Driveway, Much More!! Close to Schools, Shopping and Commuter Routes. This Will Not Last!
Listing Courtesy of BRIGHT IDX / Anr Realty, LLC
$155,000
Kennedyville Area Residential Home
Sold
11975 Augustine Herman Highway Kennedyville, MD 21645
3 Bed
2 Baths
1092 sqft
Lovely well-cared for home in the center of Kennedyville. 3br, 1.5ba 2 story home with large fenced in yard. New roof and flooring installed in 2019. Freshly painted and move-in ready! Should go for any financing type. Easy access to Delaware and points north. Minutes from Chestertown.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$155,000
Kennedyville Area Multi-Family Home
Sold
11937 Sparks Lane Kennedyville, MD 21645
3 Bed
3 Baths
1600 sqft
1600 SF 3 BR/2.5 BA home that shows like new located in the Village at Kennedyville offers a front porch that overlooks the community pond...full basement and garage...hardwood flooring on the first floor, beautiful cabinetry with a very spacious kitchen pantry
Listing Courtesy of BRIGHT IDX / Long & Foster Real Estate, Inc.
$139,000
Crumpton Area Land
Active
220 Shoals Road Crumpton, MD 21628
Bed
0 Baths
sqft
MLS# MDQA2009172
Two fantastic building parcels just off the Chester River. 1.36 acres total on a cul-de-sac at the end of a quiet road. Perc approved and ready for you to design your dream home on the Eastern Shore. Crabbing, fishing, swimming, birdwatching, you name it! Bring your house plans or just camp out and build a fire. Level building area sits on a small bluff well above the water: no flood zone! Public boat landing only a few blocks away. Easy access to Route 301. 90 minutes to Philadelphia, South Jersey, and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Less than 15 minutes to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Property is marked by sign. Perc approval and survey on file. Parcels sold together, not separate. Drive-bys permitted. Do not enter property without an appointment.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Joseph Ciganek
$35,000
Chestertown Area Land
Active
Vireo Road Chestertown, MD 21620
Bed
0 Baths
sqft
MLS# MDKE2004034
Perc approved building lot - see info under documents.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually community members have access to all the community amenities.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Mary Carlisle
$29,500
Millington Area Land
Pending
313 Race Street Millington, MD 21651
Bed
0 Baths
sqft
MLS# MDKE2003842
Public water & sewer allocations are already purchased at a cost around $11,000! This lot is being sold for the reimbursement of allocation leaving the land purchase price at $18,500!!!!Millington is a small town In Kent & Queen Anne's counties with strong echoes from the past. Millington is a walkable, self-contained town with a clear rural character and atmosphere. The town has two public parks and a skateboard park within the town limits. The Millington Ballfield Association, in conjunction with the Millington Lions Club, has a facility on the Kent County Board of Education property close to the town limits. The Millington Swim Club facility, with a swimming pool and tennis court, is located partially in the Town limits and is owned and operated by the Kent County Parks and Recreation for public use. Also, the head of the Chester River runs through the Town of Millington, offering lovely public fishing areas with perch spawning in the spring, and catfish, spot, sunfish, yellow perch and the occasional striped bass throughout the remainder of the season. Water & sewer hookup available along with a 2005 Elevation Certificate & boundary survey.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Kristina Hyland
$21,000
Millington Area Land
Active
West Street Millington, MD 21651
Bed
0 Baths
sqft
MLS# MDKE2003844
Public water & sewer allocations are already purchased at a cost around $11,000! This lot is being sold for the reimbursement of allocation leaving the land purchase price at $10,000!!!!Buildable lot - Millington is a small town in Kent & Queen Anne's Counites with strong echoes from the past. Millington is a walkable, self-contained town with a clear rural character and atmosphere. The town has two public parks and a skateboard park within the town limits. The Millington Ballfield Association, in conjunction with the Millington Lions Club, has a facility on the Kent County Board of Education property close to the town limits. The Millington Swim Club facility, with a swimming pool and tennis court, is located partially in the Town limits and is owned and operated by the Kent County Parks and Recreation for public use. Also, the head of the Chester River runs through the Town of Millington, offering lovely public fishing areas with perch spawning in the spring, and catfish, spot, sunfish, yellow perch and the occasional striped bass throughout the remainder of the season.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Kristina Hyland
$18,500
Millington Area Land
Active
West Street Millington, MD 21651
Bed
0 Baths
sqft
MLS# MDKE2003840
Public water & sewer allocations are already purchased at a cost around $11,000! This lot is being sold for the reimbursement of allocation leaving the land purchase price at $7,500!!!!!Buildable lot w/ public water/sewer hook up! Millington is a small town in Kent & Queen Anne's Counties with strong echoes from the past. Millington is a walkable, self-contained town with a clear rural character and atmosphere. The town has two public parks and a skateboard park within the town limits. The Millington Ballfield Association, in conjunction with the Millington Lions Club, has a facility on the Kent County Board of Education property close to the town limits. The Millington Swim Club facility, with a swimming pool and tennis court, is located partially in the Town limits and is owned and operated by the Kent County Parks and Recreation for public use. Also, the head of the Chester River runs through the Town of Millington, offering lovely public fishing areas with perch spawning in the spring, and catfish, spot, sunfish, yellow perch and the occasional striped bass throughout the remainder of the season.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Kristina Hyland
$15,000
Chestertown Area Land
Active
Sheldrake Drive Chestertown, MD 21620
Bed
0 Baths
sqft
MLS# MDKE2001692
Great opportunity to own a lot in Chesapeake Landing! Currently does not have a valid perc. Water access to Worton Creek if you join the voluntary civic association! Close to Worton Marina and Chestertown.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Peter Heller
$225,000
Rock Hall Area Residential Home
Active
6121 Tolchester Road Rock Hall, MD 21661
3 Bed
1 Baths
1064 sqft
MLS# MDKE2004606
Charming 3-Bedroom Home in Rock Hall, MD – Recently Remodeled on a Spacious Lot!Welcome to this beautifully remodeled gem, originally built in 1920, located in the picturesque water-oriented town of Rock Hall. With 1,024 square feet of thoughtfully designed living space, this home seamlessly blends historic charm with modern comforts.This recently remodeled 3-bedroom, 1-bath residence offers a perfect blend of modern comfort and classic charm. Situated on a generous lot, this property provides ample outdoor space for gardening, entertaining, or simply enjoying the serene surroundings. An outdoor cinder block shed provides storage for all of your gardening and outdoor supplies.Step inside to discover an inviting floor plan that showcases stunning new finishes throughout. The kitchen boasts updated appliances and countertops making it ideal for culinary enthusiasts. The three bedrooms offer cozy retreats at the end of the day. The tastefully renovated bathroom includes modern fixtures and a relaxing atmosphere.Outside, the expansive yard is a blank canvas, ready for your personal touch—whether it’s a garden, play area, or outdoor living space. Located just minutes from local shops, restaurants, and the scenic waterfront, this home combines convenience with the tranquility of small-town living.Located just moments from the picturesque waterfront and vibrant local shops, this property is an ideal retreat for those seeking a tranquil lifestyle. Don’t miss your chance to own a piece of Rock Hall’s history, fully modernized for today’s living. Schedule your showing today!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$135,000
Chestertown Area Residential Home
Active
7121 Quaker Neck Road Chestertown, MD 21620
3 Bed
1 Baths
930 sqft
MLS# MDKE2004694
Great Investment Opportunity – Fixer-Upper on 1 Acre LotAttention DIYers, investors, and renovators! This small home, located on a beautiful 1-acre lot, is a diamond in the rough, offering endless potential for the right buyer. Nestled in the quiet, rural setting of Quaker Neck just 1.5 miles from downtown Chestertown, this property is the perfect canvas for a major rehab project.The home, which is in need of significant repairs and updates, is being sold as-is, providing a great opportunity to bring your vision to life. Whether you're looking to restore it to its original charm or transform it into something entirely new, this property offers a solid foundation for your renovation ideas.Property Highlights:* 1-acre lot with plenty of space for expansion, gardening, or outdoor activities* Small house with potential to become a cozy retreat or a profitable rental* Quiet, rural location for privacy and peace of mind* Easy access to Chestertown for shopping and Quaker Neck Landing for water fun!Please note: This home needs extensive repairs and will not qualify for traditional financing, so it's ideal for cash buyers or those with renovation experience. Buyer to perform due diligence. Sellers are willing to provide architectural drawings & site plans for their planned renovation.Don’t miss this opportunity to turn a fixer-upper into your dream home or next big project. Schedule a showing today and imagine the possibilities!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt