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Chestertown MD Real Estate & Homes for Sale

43 Properties Found

The median home value in Chestertown, MD is $329,990. This is higher than the county median home value of $249,900. The national median home value is $308,980. The average price of homes sold in Chestertown, MD is $329,990. Approximately 44% of Chestertown homes are owned, compared to 42% rented, while 14% are vacant. Chestertown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chestertown real estate agent to arrange a tour today!
Learn more about Chestertown Real Estate.


1–25 of 43 properties displayed
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Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,404
Status:
NEW LISTING
MLS#:
MDKE2002780
Type:
Single Family, Single Family-Detached
Subdivision:
Washington Park
Lot size:
0.5 Acres
Year built:
1965
Courtesy: RE/MAX First Choice, (410) 391-6900
View additional info

Cape Cod style home located just outside the heart of Chestertown! This home has updates throughout. Enter the front door & be greeted by an open floor plan. The spacious living room to your right and open dining area with modern chandelier. The island kitchen is finished with granite counters, stylish pendant lighting & shaker style cabinetry trimmed with crown. The adjacent mudroom is conveniently closest to the side driveway with laundry hookups. Just down the hall is the powder room & primary suite. The primary bedroom is carpeted with a walk-in closet. The primary bath has a tub shower combination & double vanity sink. Upstairs you find 2 additional bedrooms with a full 2nd bath finished with a tile style tub surround. Enjoy country living on the outskirts of town with 1/2 an acre of land & in town convenience of public water & sewer service.

Open House:

Saturday, 6/10 10:00-2:00PM

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,067
Status:
NEW LISTING
MLS#:
MDQA2006746
Type:
Single Family, Single Family-Detached
Subdivision:
Kingstowne Manor
Lot size:
0.54 Acres
Year built:
2003
Courtesy: Benson & Mangold, LLC, (410) 822-6665
View additional info

WOW! An Eastern Shore completely renovated, turn-key home in near beautiful historic Chestertown! Within an hours drive from the Delaware and Maryland beaches and Annapolis. This home boasts 3 bedrooms, 2 full baths, a kitchen with a breakfast nook, and brand-new hardwood floors throughout. New furnace, new windows, new A//C unit, and Amish-built shed. Professionally landscaped with beautiful flower gardens and a privacy fence. Some upgrades include the primary bedroom, hardwood floors, ceiling fans, new shades, fresh paint, shoe molding, and a primary bathroom with new vanity cabinets, faucets, mirror, toilet, and lights plus tiled floor and shower. Living room will take your breathe away. Cathedral ceilings, floor to ceiling stone gas fireplace, Hardwood floors, Bedroom #2 and #3 new carpet ceiling fans, new shades freshly painted. Guest bathroom new everything, granite counter top, vanity, tub, lights, tiled floor and shower, toilet, new facets towel bar and more. Gourmet kitchen hardwood floors, custom built bench with cushions, shutters, new cabinets, all new appliances, double bowl sink with apron, in the draw microwave oven, new lighting, new backsplash, freshly painted and new facets. Laundry Room has new light fixtures, cabinets and a new washer and dryer and their is also a new Rinnai tankless water heater. The garage is freshly painted with new cabinets. Read and listen to the birds sing in the beautiful Sunroom that has new hardwood floors, shades, molding and a new slider that goes out onto the deck. The Chester River is at the end of the street and downtown Chestertown is a 3 minute drive over the bridge to enjoy a quaint, charming downtown area with local retailers and great restaurants. The vibe in Chestertown is awesome with Washington College students and annual events that include the Chestertown Tea Party and Rock Hall Pirates and Wenches Festival! Make this your Eastern Shore slice of paradise!

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDKE2002752
Type:
Townhouse
Subdivision:
Chester River Landing
Lot size:
0.03 Acres
Year built:
2014
Courtesy: Cross Street Realtors LLC, 4434803453
View additional info

Waterfront and low maintenance located less than 1 mile from Historic Chestertown! The home is thoughtfully designed with an attached garage and first floor ensuite to allow for main level living (present or future). The abundance of natural light that fills the interior highlights the architectural detail throughout and is further balanced by the neutral paint scheme and hardwood flooring. **Open floor plan, soft close cabinetry, 2 propane fireplaces, expansive unobstructed water views of the Chester, and more...

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDKE2002764
Type:
Single Family
Subdivision:
Chester Arms
Lot size:
0.07 Acres
Courtesy: RE/MAX Executive
View additional info

Come by this lovely BRAND NEW home in Historic Chestertown, available in for move in in September. This home features Luxury Vinyl Flooring throughout, White Shaker Cabinets, Granite Counters, Spacious Living Room, Eat in Kitchen area, covered patio off the kitchen, spacious bedrooms including a large primary bedroom suite and much more! These homes are selling faster than they can be built, so come by today and take advantage of this opportunity while it lasts. Special financing programs available, including Zero Down payment loans and closing costs assistance programs so you can own this home for less than renting. Home is delivered at the asking price the way you see it in the photos.

Beds:
3
Baths:
2 Full
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDKE2002768
Type:
Single Family
Subdivision:
Chester Arms
Lot size:
0.1 Acres
Courtesy: RE/MAX Executive
View additional info

New Contructions - Ready for move in , in September 2023 This home features Luxury Vinyl Flooring throughout, White Shaker Cabinets, Granite Counters, Spacious Living Room, Eat in Kitchen area, covered patio off the kitchen, spacious bedrooms including a large primary bedroom suite and much more! These homes are selling faster than they can be built, so come by today and take advantage of this opportunity while it lasts. Special financing programs available, including Zero Down payment loans and closing costs assistance programs so you can own this home for less than renting. Home is delivered at the asking price the way you see it in the photos.

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
2,302
Status:
NEW LISTING
MLS#:
MDKE2002770
Type:
Single Family, Single Family-Detached
Subdivision:
The Village At Chestertown
Lot size:
0.11 Acres
Year built:
2023
Courtesy: DRH Realty Capital, LLC., (667) 500-2488
View additional info

Currently being built in The Village at Chestertown! The Verona, a 2,302 square foot, three-story home, offers five bedrooms, and three and a half bathrooms and is positioned on a corner homesite. This well-designed home has an inviting foyer that opens to the spacious family room. The family room is open to the dining space and the family-friendly kitchen with stainless steel appliances, classic birch cabinets, a large corner pantry and a peninsula island with additional room for seating. A powder room is conveniently located on the first floor tucked away in a private nook. This roomy floor plan allows the entire family to live comfortably with the ideal amount of space and room for flexibility. The upstairs owner's bedroom with an en suite bathroom and a walk-in closet sits in the back of the home for privacy. There are three additional bedrooms and a secondary bathroom on the second floor. The third floor offers a fifth bedroom and a third full bathroom, as well as a flex room that could be used for storage. The Verona includes a washer and dryer, luxury vinyl plank flooring, a white window treatment package, and the exclusive Smart Home® Package giving you complete peace of mind living in your new home. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
2,302
Status:
NEW LISTING
MLS#:
MDKE2002766
Type:
Single Family, Single Family-Detached
Subdivision:
The Village At Chestertown
Lot size:
0.11 Acres
Year built:
2023
Courtesy: DRH Realty Capital, LLC., (667) 500-2488
View additional info

New home, under construction in The Village at Chestertown! The Verona, a 2,302 square foot, three-story home, offers five bedrooms, and three and a half bathrooms. This well-designed home has an inviting foyer that opens to the spacious family room. The family room is open to the dining space and the family-friendly kitchen with stainless steel appliances, beautiful white cabinets, luxury vinyl plank flooring, a large corner pantry and a peninsula island with additional room for seating. A powder room is conveniently located on the first floor tucked away in a private nook. This roomy floor plan allows the entire family to live comfortably with the ideal amount of space and room for flexibility. The upstairs owner's bedroom with an en suite bathroom and a walk-in closet sits in the back of the home for privacy. There are three additional bedrooms and a secondary bathroom on the second floor. The third floor offers a fifth bedroom and a third full bathroom, as well as a flex room that could be used for storage. The Verona includes a washer and dryer, a white window treatment package, and the exclusive Smart Home® Package giving you complete peace of mind living in your new home. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

Beds:
4
Baths:
3 Full
Sq.Ft.:
2,350
Status:
NEW LISTING
MLS#:
MDKE2002728
Type:
Single Family, Single Family-Detached
Subdivision:
Great Oak Estates
Lot size:
1.44 Acres
Year built:
1720
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Quaint, historic home in Great Oak Landing with tons of character. Double front doors and double parlors. Randon width 18th-century floors. Sunroom and screened-in porch. 2 gas fireplaces. Fenced-in yard, gorgeous gardens with pond, deck, and brick patio. 2 bedrooms and 2 full baths on the main level. Additional 2 bedrooms and full bath on the second floor. Also on the second floor is a vast storage or bonus room. A leisurely stroll to Great Oak Marina and a golf course. $350/year road maintenance fee. Voluntary community civic association and Great Oak Marina have offered privileges to paid community members ($100 annual dues), including 9 hole golf course, boat ramp, pool, and beaches. Boat slips are available to rent.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,160
Status:
NEW LISTING
MLS#:
MDKE2002716
Type:
Single Family, Single Family-Detached
Subdivision:
Crestview
Lot size:
0.87 Acres
Year built:
1988
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Welcome to this charming colonial home nestled on a sprawling corner lot where timeless elegance meets modern comforts. With 4 bedrooms and 2.5 baths, this residence offers ample space for both relaxation and entertainment. As you approach the property, you'll be captivated by its picturesque curb appeal. The classic colonial architecture sets the stage for the delightful surprises awaiting within. Step through the front door and into a world of warmth and sophistication. The main level greets you with dual living rooms guiding you effortlessly throughout the downstairs living space. Newly installed vinyl plank flooring stretches out before you, enhancing the home's inviting atmosphere. The heart of this home is the meticulously designed galley kitchen, featuring gorgeous custom cabinetry, gleaming countertops, and modern appliances. Whether you're a culinary enthusiast or simply enjoy gathering with loved ones, this space will surely inspire memorable moments. The adjacent dining area offers a haven for shared meals, with natural light streaming through the windows, casting a soft glow on the room. It's the perfect spot to savor your morning coffee or host a lively dinner party. When it's time to unwind, make your way to the cozy living room. Bathed in natural light and adorned with a charming fireplace, this space invites relaxation and intimate conversations with friends and family. Retreat to the upper level, where you'll find the luxurious primary suite. The spacious bedroom with walk-in closet creates a haven for restful nights. The en-suite bathroom offers a tranquil escape, complete with modern fixtures, a soaking tub, and a separate shower. Three additional well-appointed bedrooms provide ample space for family, guests, or creative pursuits. Each room exudes a welcoming ambiance, with ample closet space and large windows that bathe the rooms in natural light. The exterior of the home is equally enchanting, with the large corner lot providing endless possibilities for outdoor enjoyment. Whether you envision creating a vibrant garden oasis or hosting lively barbecues, this expansive space will inspire your imagination. Recent upgrades have been thoughtfully implemented, including a roof with a transferrable 50-year warranty, a new garage door, and a hot water heater - all just three years old. Additionally, the 2-zone heating and cooling system ensure year-round comfort and energy efficiency. Located in a desirable neighborhood of Crestview, this home offers convenience and tranquility in equal measure. Explore nearby parks, schools, and shopping destinations, all within easy reach. In summary, this colonial gem combines classic allure with modern amenities, creating a haven you'll be proud to call home. Don't miss your chance to experience the beauty and comfort this property has to offer.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,700
Status:
Active
MLS#:
MDKE2002724
Type:
Single Family, Single Family-Detached
Subdivision:
Chester River Landing
Lot size:
0.03 Acres
Courtesy: Benson & Mangold, LLC, (410) 822-6665
View additional info

Introducing a stunning new construction waterfront home in Chestertown's prestigious waterfront community, Chester River Landing. Hands down, one of the best lots in the community! This exquisite three-bedroom, three-and-a-half-bath home offers luxurious living and breathtaking, panoramic views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious layout provides ample room for relaxation and entertaining. With high-end finishes 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!

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
4,221
Status:
Active
MLS#:
MDKE2002680
Type:
Single Family, Single Family-Detached
Subdivision:
Great Oak
Lot size:
1.48 Acres
Year built:
1988
Courtesy: Keller Williams Elite, (717) 553-2500
View additional info

Welcome to paradise! This incredible estate, situated on a bluff overlooking the Fairlee River will take your breath away. Situated in a peaceful, private setting, this masterpiece of a home is graced by soaring ceilings and abundant windows, incredible new renovations throughout such as the gourmet kitchen and spa-like baths, all thoughtfully designed to maximize it's best feature, the glorious water views. The finishes by Colebrook Designs (who you can find on Instagram) are some of the best you'll ever see The entryway draws you into the thoughtfully designed living area, created to delight the most descriminating host. The beautifully appointed great room adjacent to the chefs kitchen creates a dramatic focal point on the main level, accompanied by an elegant formal dining room and a secondary living area, which features another fireplace to create those cozy evening settings. The fully customized kitchen features amazing amenities such as luxury Cafe' appliances, many upgrades in the soft close cabinetry, the island that seats 7+ people, all with expansive water views. Upstairs, you'll find an open lounge area which opens to a spacious second floor balcony, one of many glorious outdoor spaces. Moving on to the bedrooms, if you desire easy one floor living this home provides a great opportunity featuring the most amazing first floor suite. With a soaking tub and walk in shower in the bathroom that's graced by skylights, and expansive water views from the bedroom, this is a space that you'll never want to leave. Dual walk in closets and a seperate seating area rounds out this magical space. Upstairs you'll find the two spacious guest bedrooms, served by another gorgeous full bath featuring a soaking tub of its own to round out the second floor. Back downstairs before you head outside you'll find a spacious laundry area, and a thoughfully designed first floor guest bath that also features a walk in shower for your convenience to clean up after enjoying watersports in the river. And through the breezeway to the 2 car garage, where you'll find a separate room that's set up as a gym, featuring it's own handbuild sauna! And finally outside, you'll adore the spacious cedar deck that's perfectly positioned to enjoy the broad water views. Besides the deck, this space features a custom outdoor kitchen and a covered patio area perfectly positioned for cool breezes to flow through on hot summer days, all set in the beautiful, mature landscaping that bursts into a riot of color in the spring and summertime. The newly rebuild dock features 5 boat slips as well as multiple lifts for jet skis and a boat, and super easy access to the great expanse of the Chesapeake, with 5-6 feet MLW depth at the dock. All of this is set in the beautiful neighborhood of Great Oak Landing, which features access to a 350 slip marina, restaurants, a community pool, beach, and a 9 hole executive golf course, all of which are a short walk or golf cart ride away, all for an annual membership fee of only $350! This will make an amazing home for its next owners, and would also make an amazing vacation rental for those who would choose to not live here full time. Make the most of your summers to come in this glorious home, come take a tour while it's still available!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
2,720
Status:
Active
MLS#:
MDKE2002704
Type:
Single Family, Single Family-Detached
Subdivision:
Chester River Landing
Lot size:
0.07 Acres
Courtesy: Benson & Mangold, LLC, (410) 822-6665
View additional info

Introducing a stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite four-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 layout provides ample room for relaxation and entertaining. With high-end finishes 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!

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,408
Status:
Active
MLS#:
MDKE2002702
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.06 Acres
Year built:
1900
Courtesy: Cross Street Realtors LLC, 4434803453
View additional info

Looking for an investment property that you can put your own personal touch on in the heart of Chestertown? This charming home needs some repairs but has the potential to be a real gem. This âin-townâ home offers hardwood floors in many rooms. The main level features an eat in kitchen with separate dining room, living room, half bath and enclosed front porch / sitting area. Upstairs, offers 3 bedrooms and a full bath. Secluded/Private backyard with Patio area and a detached garage w/workshop. Rear Yard area in back of Garage would make a great area for a Fire Pit or Gazebo? Located in the cozy Historic District and within walking distance to downtown shops, restaurants, marinas, and Washington College. Short walk to the Chester River ! Would make a solid rental. this property boasts a spacious layout with plenty of room for customization. Whether you're looking to flip or rent out, this property is a great opportunity to invest in your future. Don't miss out on this chance to turn this fixer-upper into your dream investment property in the heart of Chestertown. OFF STREET Parking Cash or conventional financing.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,327
Status:
Active
MLS#:
MDQA2006580
Type:
Single Family, Single Family-Detached
Subdivision:
Reba Anthony
Lot size:
3.5 Acres
Year built:
1990
Courtesy: Washington Fine Properties, info@wfp.com
View additional info

Welcome to 121 Lyons Lane in Chestertown! This stunning property offers the best of both worlds, a waterfront private wooded setting on 3.5 acres AND located within walking distance to the quaint shops and restaurants of Chestertown! Watch the sunset over Fishing Creek from the wrap-around front porch with the Chester River and downtown in the distance. The home offers 4 bedrooms, 2.5 bathrooms and a detached studio. The living room features hardwood floors made from reclaimed wood from Camden Yards baseball stadium in Baltimore, fireplace with pretty wood mantel, crown molding and beautiful water views. The dining room features crown molding and chair rail molding, providing an elegant space for gatherings. The sunroom, with its wrap-around windows, allows you to immerse yourself in the beauty of the outdoors. The kitchen features newer stainless steel appliances, new tile flooring, and a spacious Williams Sonoma marble top island with seating. The pantry closet offers ample storage space, and the laundry mudroom area from the garage provides added convenience. The main level also includes a powder room and a primary bedroom with an en-suite bathroom, ideal for one floor living! Upstairs, you'll find three spacious bedrooms, and generously sized closets. The bathroom has recently been gorgeously remodeled and showcases a large glass shower with a picture window overlooking the water, a separate soaking tub, a dual sink vanity and designer tile. Outside, you'll discover a screened-in gazebo, perfect for enjoying outdoor dining while taking in the tranquil surroundings. A separate fully-finished studio, equipped with its own climate system, offers endless possibilities as a home office, gym, or art studio. Situated on a private lot, this home also features outdoor sheds for additional storage, in addition to the large two-car garage with storage systems. The circular driveway provides convenience and ample parking. Three separate parcels combine to make the 3.5 acres, including one perc approved lot, which offers flexibility and potential for future expansion, guest house, etc. Just under a mile away is historic Chestertown with its quaint shops, delightful restaurants, vibrant Farmer's Market, and waterfront parks - all within walking distance. The sellers have an approved permit for pier that is valid until 2024 and can convey with the property. Chestertown Marina is also approximately 1 mile away. Donât miss this incredibly special waterfront property!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,844
Status:
Active
MLS#:
MDQA2006410
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
36 Acres
Year built:
2011
Courtesy: Taylor Properties
View additional info

Sportsmans Paradise..... 3 Bed 2.5 Bath Cape Cod nestled on 36 acres, 2nd Additional Perc in the back corner of the property. This home features Granite kitchen counters, stainless appliances, hard wood flooring, Open floor plan concept, mud/laundry room off the side entrance. First floor Primary bedroom, 2 bedrooms upstairs with walk in closets and a jack & jill bathroom. Spare office room on 2nd floor as well. Out back a nice patio area & fire pit overlooking your Large 40'x60'x17' pole barn with 2 lean toos and a additional storage shed. On to the rest of the 36 Acres there is a trail running back to the main wooded area, 4 different access points to the property from both roads. There is 2 stocked fishing ponds, a waterfowl impoundment, theres been lots of time, money and effort spent here improving the habitat for for wildlife, including multiple food plots of clover a fruit orchard, buffer grasses & cypress trees. This property offers great deer, turkey, and waterfowl hunting and is a sportsmans dream come true. " Buy land, there not making it anymore "

Beds:
3
Baths:
2 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA2006578
Type:
Single Family, Single Family-Detached
Subdivision:
Blakefield
Lot size:
1 Acres
Year built:
2022
Courtesy: Chesapeake Real Estate Associates, LLC
View additional info

NEW CONSTRUCTION ON AN ACRE LOT. JUST ABOUT DONE. 3 BEDROOM 2 BATH RANCHER. STAINLESS STEEL APPLIANES WITH ISLAND IN KITCHEN. VINYL PLANKING FLOORING IN LIVING ROOM AND KITCHEN. CATHEDRAL CEILING IN MAIN PART OF HOUSE. BACKS TO FARM LAND. OPEN FLOOR PLAN. IF YOU HAVE WANTED A NEW HOUSE BUT DONT HAVE THE TIME TO BUILD HERE IS YOUR CHANCE.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,100
Status:
Active
MLS#:
MDKE2002570
Type:
Condo
Subdivision:
Chester River Landing
Year built:
2015
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

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!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,849
Status:
Active
MLS#:
MDKE2002686
Type:
Single Family, Single Family-Detached
Subdivision:
The Village At Chestertown
Lot size:
0.09 Acres
Year built:
2023
Courtesy: DRH Realty Capital, LLC., (667) 500-2488
View additional info

Move-in ready home in the Village at Chestertown! The Sidney is a 1,849 square foot open-concept two-story home, that features four bedrooms, and two and a half bathrooms. A welcoming foyer with a coat closet greets you as you enter your home from the cozy front porch. This open floorplan allows you and your family to spend quality time together in the spacious family room, casual dining area and kitchen. The well-appointed kitchen showcases an abundance of classic birch cabinetry, a sizeable peninsula island, stainless steel appliances and a large corner pantry. The laundry room complete with a washer and dryer is conveniently located off the kitchen on the first floor. Exit through the sliding glass doors in the dining room to enjoy your quiet patio at the back of the home. Also located on the first floor are the powder room, storage closet and an additional coat closet. Upstairs you will find the owner's suite complete with its private, double bowl vanity bathroom and walk-in closet. The additional three bedrooms allow for everyone in your family to have their own space. The Sidney includes the exclusive Smart Home® Package through ADT and a white window blind package giving you complete peace of mind living in your new home. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,646
Status:
Active
MLS#:
MDKE2002684
Type:
Single Family, Single Family-Detached
Subdivision:
The Village At Chestertown
Lot size:
0.09 Acres
Year built:
2023
Courtesy: DRH Realty Capital, LLC., (667) 500-2488
View additional info

New move-in ready home in The Village at Chestertown! The Paige is a 1,646 square foot two-story home that features three bedrooms, and two and a half bathrooms. You will immediately feel at home as you enter the foyer with a coat closet and make your way into the spacious family room. With its open concept, the family room is open to the dining area and the kitchen. The well-designed kitchen offers modern white cabinets, stainless steel appliances, a peninsula island with additional room for seating and a large corner pantry. The private powder room is down the hall along with the utility closet. Upstairs you will find the spacious owner's suite complete with its private, double bowl vanity bathroom and walk-in closet. The sizeable two secondary bedrooms share a secondary bathroom and allow for everyone in your household to have their own space. The second-floor laundry room comes complete with a washer and dryer and is located near the hall linen closet. The Paige includes the exclusive Smart Home® Package through ADT and a white window blind package giving you complete peace of mind living in your new home. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,849
Status:
Active
MLS#:
MDKE2002682
Type:
Single Family, Single Family-Detached
Subdivision:
The Village At Chestertown
Lot size:
0.09 Acres
Year built:
2023
Courtesy: DRH Realty Capital, LLC., (667) 500-2488
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The Sidney, a move-in ready 1,849 square-foot open concept two-story home, features four bedrooms, and two and a half bathrooms. A welcoming foyer with a coat closet greets you as you enter your home from the cozy front porch. This open floorplan allows you and your family to spend quality time together in the spacious family room, casual dining area and kitchen. The well-appointed kitchen showcases an abundance of stylish gray cabinetry, a sizeable peninsula island, stainless steel appliances and a large corner pantry. The laundry room complete with a washer and dryer is conveniently located off the kitchen on the first floor. Exit through the sliding glass doors in the dining room to enjoy your quiet patio at the back of the home. Also located on the first floor are the powder room, storage closet and an additional coat closet. Upstairs you will find the owner's suite complete with its private, double bowl vanity bathroom and walk-in closet. The additional three bedrooms allow for everyone in your family to have their own space. The Sidney includes the exclusive Smart Home® Package through ADT and a white window blind package giving you complete peace of mind living in your new home. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,183
Status:
Active
MLS#:
MDKE2002674
Type:
Townhouse
Subdivision:
Stepne Place
Year built:
1996
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Enjoy water views from this Eastern Shore two-story brick condo that is just a short walk from downtown Historic Chestertown parks, shops and dining. A major renovation in 2014 included a new kitchen and new baths. Bright with natural light and designed for first floor living, the home offers a spacious primary master suite, living room, half bath, kitchen and dining area opening to a deck. The inviting living room features a cathedral ceiling and wood-burning fireplace. The second floor has a comfortable, flexible layout with two bedrooms and a full bath. Another sought-after amenity is a detached over size two-car garage with storage. Founded in 1706, Chestertown is set on the banks of the Chester River and is home to Washington College. Brick sidewalks are lined with lovely period homes, shops, bakeries, galleries, theatre, oyster bar and restaurants. Residents and visitors alike enjoy the river walk, parks, farmers market, walking trails, community activities and annual festivals. River cruises are available on the Chester River Packet and Schooner Sultana. Chestertown is located about 90 minutes from Washington, D.C. and Philadelphia and 1-hour from Wilmington.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,600
Status:
Active
MLS#:
MDKE2002664
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.4 Acres
Year built:
1961
Courtesy: Douglas Realty, LLC, (410) 255-3690
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This wonderfully renovated, 3 bedroom, 2 bath home is move in ready! Open concept living featuring vaulted ceilings, hardwood floors, granite counters, stainless steel appliances, recessed lighting, french doors to the deck. The home has a new roof and siding as well as new AC and duct work within the last 2 years. Schedule a showing today, this one will not last long! AS IS

Beds:
4
Baths:
2 Full
Sq.Ft.:
1,792
Status:
Active
MLS#:
MDKE2002668
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee
Lot size:
0.37 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Lovely Renovated Farm/Folk style home with Public water and sewer home in the village of Fairlee, just 10 minutes to downtown Chestertown. New electric, plumbing, and drywall. The washer/dryer and hot water tank can be moved upstairs. The owner started to renovate to make 2 apartments, but the floor plan can be readjusted. Move-in ready. Large grassy yard. Quiet neighborhood. A quick settlement is fine.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,004
Status:
Active
MLS#:
MDKE2002596
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown Historic District
Lot size:
0.04 Acres
Year built:
2006
Courtesy: Doug Ashley Realtors, LLC
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Your dream house awaits in the most perfect location! This delightful custom built home, being offered on one of the most sought after streets in Downtown Chestertown, and perfectly situated at the 'quiet end' of Queen Street, is only one block to the Marina, restaurants/shops, and overlooks Wilmer Park, with the Chester River beyond. Although this home has the true look of a an Period Colonial Home, it was actually newly constructed in 2006, on the original footprint of an older historic home. The owners have not only built , but meticulously cared for, and loved it throughout the years, being located so conveniently to all the things everyone loves about Historic Chestertown. As you walk up to the house you will find the porches very inviting and you will get so much enjoyment being out there at any time of day. As you come in you will find a front living room with a wood burning fireplace that adds warmth and enjoyment to the whole home. through to a cozy dining room or extended living room . Next, a pristine kitchen, refreshing and full of light, which offers plenty of storage and counter space. There's a main level laundry offered and then what could be a Primary Bedroom at the back of the house (with a full bath), or it can be used as a family room, as it is currently now. Through out the house which is not standard, but was thoughtfully and custom added, are very ample, oversized closet spaces for plenty of storage. You will also find an upstairs staircase to the floored attic that allows plenty of room for all your additional storage needs. On the second floor you have the option for a very spacious primary bedroom at the back of the house and an additional 2 rooms which have been a guest room and office . Through out the house you will find gorgeous plantation shutters to help allow the sun in when you want or help keep it out. Very tastefully done. As you settle into the heart of downtown you will be able to enjoy the Traditional Farmers Market on Saturdays , The well known Tea Party Festival , The Dickens Holiday Celebration and Down Rigging Weekend, just to name a few. The Garfield Center is always a favorite with a line up of theatrical shows and musical attractions. You will quickly fall into your favorite enjoyments and pass times that Chestertown has to offer . Some of the favorites of downtown will be the coffee spots, eateries and dining options which can all be with in within a few minute walk. Many details about this house can still be shared but come see and feel the welcome and the ease of a well built costume home that has been well taken care off and ease of low maintenance.

Beds:
4
Baths:
2 Full
Sq.Ft.:
3,280
Status:
Active
MLS#:
MDKE2002652
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
10.01 Acres
Year built:
1920
Courtesy: Your Home Sold Guaranteed Realty, (410) 793-1616
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BUY THIS AWESOME HOME FOR LESS THAN $2,800 PER MONTH OR TRADE! SPECIAL FINANCING AVAILABLE: RATES LESS THAN 4.6% FOR THOSE WHO QUALIFY. OCCUPYING A VAST, RESIDENTIAL BLOCK ALREADY SUBDIVIDED FOR FUTURE DEVELOPMENT, THIS UNIQUE HOME BLENDS COUNTRY SERENITY AND URBAN CONVENIENCE WITH THE HISTORIC CHESTERTOWN JUST A FEW MINUTES AWAY. IT IS A SUPER RARE OFFERING WITH 10 ACRES OF LAND. INCLUDING HORSE STABLES A LARGE BARN AND SPACE TO STORE YOUR FARM EQUPMENT. IMAGINE ALL THE POTENTIAL! THE RESIDENCE ENJOYS OVER 2,300 SF OF FINISHED LIVING SPACE FEATURING A 3-SEASONS ROOM IN FRONT, A LARGE KITCHEN WITH PANTRY AND LAUNDRY AREA, BEAUTIFUL WOOD FLOORS IN MAIN AREAS, MUD ROOM AT THE BACK, PLUS NEW ROOF, BACK UP GENERATOR, AND DECK FOR ENTERTAINING. THE GENEROUS MASTER SUITE EASILY TRANSITIONS TO THE OUTDOOR THROUGH A SLIDER. BONUS ROOMS INCLUDE A SMALL OFFICE OFF OF THE FAMILY ROOM AND A SECOND OFFICE SPACE RIGHT IN THE HALL. IT'S IDYLLIC FOR THOSE LOOKING FOR PEACE AND PRIVACY. RENOVATE FOR COMFORT OR EXPLORE ITS DEVELOPMENT POTENTIAL. OPEN HOUSE EVERY DAY - CALL FOR TIMES!

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