Chestertown MD Real Estate & Homes for Sale

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 white 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.

Ready to move in, 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 stylish gray 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.

New move-in ready home in The Village at Chestertown! The Sidney is a 1,849 square-foot 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 white 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.

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.

Here's a little gem with heaps of potential, just needs TLC....Spacious rancher with 3 bedrooms, 1.5 baths, living room with Fireplace, kitchen, dining area, family room and unfinished basement. Exterior of the home includes in-ground pool (hasn't been opened for years), fenced backyard, shed and paved driveway. Conveniently located in-town, only a hop, skip and a jump to water sports, restaurants and shopping. Buy me and make me beautiful again. Sold AS-IS

Affordable, Adorable, New Construction! - There's an opening in the coveted community of The Village at Chestertown! - New Construction without the wait - Turnkey and ready for its new owner - The Verona floor plan offers 2300+ sq feet of living space with, 5 Bedrooms and 3 1/2 Baths - Open floor concept with plenty of room allows for family get togethers or entertaining - Natural light throughout with an open kitchen design allows you to choose from cozy breakfast bar seating or a formal sit down meal - LVP plank flooring, energy efficient stainless steel appliances and separate pantry are added highlights in this kitchen floor plan - Sliding glass doors lead to the patio where you can enjoy endless b-q's on a quiet summer evening while entertaining friends and family - Primary suite showcases a large walk in closet and ensuite - Additional 4 bedrooms allow room for guests and family to spread out - Rest easy with the peace of mind of new construction, and builder warranty with little maintenance in the years to come - The Verona includes the white window treatment package and the exclusive Smart Home® Package to set your mind at ease - Bult by the nation's leading builder DR Horton - Ask about financing incentives and lower than average interest rate opportunities - Located minutes from downtown Chestertown , Washington College, local restaurants, farmer's market, artisans shops, etc. - Golf at the local golf course, join the Chester River Yacht and County Club, kayak, canoe, or fish on the Chester River, bike or walk on Chestertown's rail for trails or join the local YMCA - Hurry this one won't last long!

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.

This circa 2011, white brick house was built to celebrate the expansive views over the Chester River Yacht &Country Club golf course to the Chester River. There is an attractive patio at one end and a screened porch off the owner's suite. The landscaping around the circular driveway is lovely; the garage is set on an angle as to be unobtrusive from the road and the house entrance. Inside, all the rooms enjoy the views; the glassed in sun room being the most spectacular. Beautiful flooring, oversize crown molding, chair rails, accent & recessed lighting and painted paneling throughout. New A/C handler, Rinnai system with boosters (to reach around this 4,000+ sq. ft. house), foam insulation underground and up the walls, crawl space encapsulated, 3 temperature zones and audio wired surround sound. The kitchen and owner's suite are too great to try to describe, for instance, the marble came directly from Italy and no longer available. Laundry and "mud kitchen" are between the owner's suite and garage. Take a golf cart to the club, ride a bike into town or just sit and watch the tall ships go by.

Welcome to the Esau Watkins House (circa 1739), believed to be the earliest remaining dwelling on the Chester River in Historic Chestertown, the capitol of Kent County, Maryland. Rarely does a home of this significance become available in the heart of Chestertownâs famed Water Street district. This five-bedroom, three-and-one-half-bath historic gem offers captivating, unobstructed views of the unspoiled Chester River. Notable features of this home include extensive random width wood plank flooring, proportionally balanced trim work, gorgeous scalloped built-in corner cupboards, a sun-filled riverside enclosed porch, a living room with wood burning fireplace, spacious second-floor primary suite, adequate âstep-inâ closets, and storage, walk out full basement, lush waterside garden, and sea-walled frontage with pier deck for water access. This highly sought-after location is within a short, pet-friendly, walking distance to several well-reviewed restaurants, two delicious bakeries, intriguing boutique shops/galleries, and the highly acclaimed Downtown Chestertown Farmerâs Market. The Chester River offers endless watersports, world-class crabbing, fishing, kayaking, and undisturbed shoreline exploration. Chestertown is home to Washington College, the Chestertown Tea Party, and the sailing ship âSultana.â Come Enjoy! Please note that the property history and previous listing information is incorrect!

New price! Wait until you see this beautiful renovation! No detail has been overlooked in this open-concept historic Chestertown gem. The owners were able to achieve the perfect balance of updating the living space while maintaining the charm and character of the original house. Tall ceilings and thick moldings with high-end modern amenities give this property a one-of-a-kind feel. New kitchen with a large island, quartz countertops, gorgeous GE Cafe appliances. Both baths have been renovated and are some of the most beautiful we've seen. New HVAC, new roof and flashing. off-street parking with a garage/shed. The first floor features a living room, an open kitchen and dining area, a full bath, and a huge laundry/mud room. Doors lead out to the fenced-in yard and new patio. Behind the yard is an alley with off-street parking and the renovated garage/shed. The second floor has 3 bedrooms, an additional room that could be a bedroom if desired, and another stunning full bath. An additional bedroom or bonus room on the finished 3rd floor. Much of the original hardwood flooring remains. Fireplaces are non-functional but gas inserts could be added. Walking distance to all that historic Chestertown has to offer.

Come by this lovely BRAND NEW home in quaint Waterfront Community of Chesapeake Landing. This home features Luxury Vinyl & Carpet Flooring throughout, White Shaker Style Cabinets, Granite Counters, Spacious Living Room, Dining Area, Kitchen, Mud room, spacious bedrooms including a large primary bedroom suite with attached full bath on the main level and much more! The Chesapeake Landing Community offers so much including a Clubhouse, Dock and Boat Slips. Special financing programs available, including Zero Down Payment loans and closing costs assistance programs so you can own this home for less than renting. House will be complete and ready to occupancy by Spring 2023. Hurry and secure your new home today, these homes are selling within days of being released, only a few left after this until much later in 2023 / early 2024.****Come See our Model Home TODAY! * * * House is To Be Built, contact Realtor for house plans, site plan, spec sheet and full details on this home. * * *Come See our Model Home TODAY!

New move-in ready home 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, 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 the fifth bedroom and a third full bathroom, as well as an option flex or storage room. The Verona includes the exclusive Smart Home® Package through ADT, a washer and dryer, and a white window treatment 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.

PRICE REDUCED!!!Built in 2020 this nearly new 3 Bedroom 2 full bath rancher offers split open concept living all on 1 level. Many upgrades include 200 amp service with exterior RV plug in, granite countertops with ceramic backsplash, upgraded white cabinetry and true hardwood floors throughout. Finished 2 car garage, floored attic with pulldown stairs in garage, 2x6 construction with sprinkler system.

You won't want to miss this STUNNING rancher in Pine Cove! This home is located in Queen Anne's County and is only 5 years old. The home offers 3 bedrooms and 2 full baths all on one floor! Don't forget the 2 car garage that can offer great storage. Inside you'll find an open concept living room and kitchen with granite counters, island and stainless steel appliances. With the brand new fencing in the backyard, you can enjoy your privacy. Located just a quarter mile from a public boat ramp, and just minutes from Chestertown and Route 301. This is a must see before it's gone!

Wonderful turn key living in Chestertown. Whether it is year round or long weekends, Tolchester Village makes it easy to enjoy all the area has to offer. There are plenty of fishing and boating options nearby or take a 25 min ride over to visit Eastern Neck Island to enjoy multiple viewing, hiking and water activities. So close to Rock Hall and several Marina's with Tolchester Marina just 1.8 miles away. Maybe a day in town suits you perusing the quaint shops and or dining at one of numerous options. Then there is always the possibility of relaxing on your very own patio which backs up to protected forest land. Once home, you have a fully renovated 2 bed 1 bath on two levels with L shaped kitchen including laundry and Dining/Living combo leading to patio with in ground fire pit and large outdoor storage closet. Let this be your village!!!

You will appreciate peaceful living in this waterfront community on the Chester River just minutes from historic Chestertown.. A light-filled and spacious open floor plan is wonderful for enjoying the elegant interior amenities. You will also want to sun bathe or swim at the lovely pool, stroll the shell walking paths throughout the community and along the shoreline, go kayaking from the community dock, or just sit back and relax while enjoying the Eastern Shore lifestyle.

Come by this lovely BRAND NEW home in Chestertown, available in Spring 2023. Last one available until later in the Summer of 2023 This home features Luxury Vinyl Flooring throughout, White 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.

A unique opportunity! This charming brick building was originally built in the 1800s as a chapel named Mowbray Chapel, eventually abandoned and then the interior was completely rebuilt in 2021 with electric, utilities, a new well and septic. A SIMPLY STUNNING light filled space that has been used as a residence and entertaining venue. Completed with the highest quality of materials and a brand new kitchen, full bath room and laundry room as well as a gas wood stove yet blended with the large windows, gorgeous brick walls, high ceilings and substantial woodwork. A true blend of old world elegance and modern amenities. Nestled among the mature trees on a 3+ acre property, there is also good outdoor space with a lawn, woods and a pond combined to offer spectacular outdoor areas year round.

This listing offers the unique opportunity to own two waterfront parcels, one improved by a beautiful 3-4 bedroom cape, and an adjacent perc approved lot all located less than a mile from Chestertown. The addresses are 121 Lyons Ln. which is 1.9 acres, 118 Lyons Ln. which is 1.2 acres and 117 Lyons Ln. which is .44 for a total of 3.5 acres. They are being sold together and the tax information is for all three lots. The cape is on the 1.9 acre wooded lot and features premium materials and finishes. There are yellow pine floors reclaimed from Camden Yards, crown moulding, wainscoting, panel doors, fireplace, sun room and a master bedroom on the first floor. The second floor has two bedroom and a third room which could be a bedroom, office or 2nd floor family room. The second floor bathroom is huge and has just been remodeled. There is also a separate studio or home office, also recently remodeled, in the rear yard with AC/Heat. A Williamsburg inspired garden surrounds the studio and the rear yard is partially fenced. The waterfront is a quiet creek right across the Chester River from the historic district. The owners have a permit for a new dock and it will convey. By the water is a large screened in Gazebo perfect for crab feasts or for enjoying the abundant wildlife. The second waterfront lot is 1.2 acres, not buildable, but it does allow for more water access. The third lot is .44 acres, perc approved, level, cleared but with some mature trees . A second home could be built for a family compound or a carriage house, guest house or barn. Or, simply hold on to it as an investment. Lots of options so come take a look!

Lovely rancher on over 3/4 of an acre. Private country settling but only 10 minutes to town. Bedrooms are split with the owner's suite on one side and the two additional bedrooms on the other side. Nice wood stove in the living room for a warm, cozy heat during the winter. Beautiful hardwood floors throughout most of the house. Formal dining room. Deck off the living room with pretty views of the back yard. Large uninished basement. $300 road maintenance fee.

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.

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.

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. A short walk to downtown shops and restaurants.

Waterfront Lot with dilapidated residence. Existing well and septic.