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Looking for a large spacious home in a lovely neighborhood that is close to downtown & shopping, 20 min from Rt. 301, within 2 miles of the Chester River...Look no further! 3 Floors of living space, 4 - possibly 5 Bedrooms, 3 Full & 1 -1/2 Baths. Enter in through this spacious well-lit foyer which flows directly into the rest of the house. Moving forward is the very large den/ family room that opens into this gourmet kitchen with eat in area., a formal dining room and formal living room, a separate room for an office or play room & half bath. The kitchen has brand new SS Samsung appliances, double wall ovens, new built-in induction cook top with a new exhaust hood, plenty of counter space and cabinet space, 8+' island with cabinet space underneath and your walk-in pantry. Plenty of space for all of your cooking supplies! Enjoy your back yard on the Trex deck with plenty of room for relaxing & grilling in a private back yard that is fenced in with a 6' vinyl fence. If you are looking for separate areas to entertain or space for guests, then head to the basement which has another fully loaded kitchen with SS Samsung appliances, new vinyl plank flooring, a full bathroom w/ walk in shower, a closed in room with a closet and oodles of space! The top floor has 3 Very large bedrooms with amazing closet space that has organizers in them & ceiling fans. The rooms share a full bathroom at the top of the stairs. Take the hallway/ catwalk to the double doors that enter into the amazing private primary suite. Very large space for your largest MB furniture. You will have 2 closets as you enter into the primary bath, double vanities, a step-in shower with new door, soaking tub and private lavatory, you won't want to leave this space! This home is great for the large or growing family! Exceptional items through the house are the 5-6' windows, brand new carpeting, dual stairway to the upper floor, brand new SS Appliances, completely finished basement, Open floor plan, very nice Trex deck on the back, vinyl fencing, recently replaced HVAC units with smart thermostats and all new ductwork, 2 car garage which goes right into the laundry room,( where the washer & dryer are included) and into the kitchen.

4 Beds ⋅ 4 Baths

Looking for a large spacious home in a lovely neighborhood that is close to downtown & shopping, 20 min from Rt. 301, within 2 miles of the Chester River...Look no further! 3 Floors of living space, 4 - possibly 5 Bedrooms, 3 Full & 1 -1/2 Baths. Enter in through this spacious well-lit foyer which flows directly into the rest of the house. Moving forward is the very large den/ family room that opens into this gourmet kitchen with eat in area., a formal dining room and formal living room, a separate room for an office or play room & half bath. The kitchen has brand new SS Samsung appliances, double wall ovens, new built-in induction cook top with a new exhaust hood, plenty of counter space and cabinet space, 8+' island with cabinet space underneath and your walk-in pantry. Plenty of space for all of your cooking supplies! Enjoy your back yard on the Trex deck with plenty of room for relaxing & grilling in a private back yard that is fenced in with a 6' vinyl fence. If you are looking for separate areas to entertain or space for guests, then head to the basement which has another fully loaded kitchen with SS Samsung appliances, new vinyl plank flooring, a full bathroom w/ walk in shower, a closed in room with a closet and oodles of space! The top floor has 3 Very large bedrooms with amazing closet space that has organizers in them & ceiling fans. The rooms share a full bathroom at the top of the stairs. Take the hallway/ catwalk to the double doors that enter into the amazing private primary suite. Very large space for your largest MB furniture. You will have 2 closets as you enter into the primary bath, double vanities, a step-in shower with new door, soaking tub and private lavatory, you won't want to leave this space! This home is great for the large or growing family! Exceptional items through the house are the 5-6' windows, brand new carpeting, dual stairway to the upper floor, brand new SS Appliances, completely finished basement, Open floor plan, very nice Trex deck on the back, vinyl fencing, recently replaced HVAC units with smart thermostats and all new ductwork, 2 car garage which goes right into the laundry room,( where the washer & dryer are included) and into the kitchen.

103 Adela Way, Chestertown

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Compass.

$495,000

Seller is motivated and can move quickly in 30 days! Welcome to 218 Camelot Drive, stunning colonial 3,932 total square feet of maintained living Situated on a beautifully landscaped corner lot in the established Coventry Farms community, this home features a fenced backyard with vinyl fencing—ideal for privacy, pets, and play. A brick paver patio with pergola and a creates multiple outdoor living zones perfect for entertaining, with direct access from the breakfast room. Inside, a light filled two story foyer welcomes you with elegant architectural details including crown molding, chair rail, wainscoting, turned stair railings, and hardwood floors throughout the main level. Neutral paint enhances the home’s timeless appeal. The gourmet kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances (including a French door refrigerator), custom cabinetry, pantry, granite countertops, tile backsplash, and a center island with breakfast bar. The adjoining breakfast room or bonus space, framed by picture windows and a cathedral ceiling, is perfect for morning coffee or hosting holiday celebrations. The main level offers formal living and dining rooms, a convenient powder room, and a spacious family room highlighted by a floor to ceiling stone, wood burning fireplace with raised hearth and custom stone mantel—an inviting gathering space for family and friends. Upstairs, the primary suite is thoughtfully positioned for privacy and boasts double door entry, a walk-in closet plus an additional closet, and a luxurious ensuite bath with dual vanity, soaking tub, and stall shower. Three additional generously sized bedrooms and a full hall bath complete the upper level. The finished walk out lower level expands your living space with a large recreation area, a possible fifth bedroom, full bath with stall shower, a finished bonus room ideal for a fitness area or media room, and an oversized laundry, utility, and storage area with abundant space for seasonal and long-term storage. Conveniently located just minutes from shopping and local dining favorites, and a short drive to Historic Chestertown along the Chester River, you’ll enjoy easy access to charming boutiques, restaurants, galleries, Washington College, and rich cultural and historical attractions.

5 Beds ⋅ 4 Baths

Seller is motivated and can move quickly in 30 days! Welcome to 218 Camelot Drive, stunning colonial 3,932 total square feet of maintained living Situated on a beautifully landscaped corner lot in the established Coventry Farms community, this home features a fenced backyard with vinyl fencing—ideal for privacy, pets, and play. A brick paver patio with pergola and a creates multiple outdoor living zones perfect for entertaining, with direct access from the breakfast room. Inside, a light filled two story foyer welcomes you with elegant architectural details including crown molding, chair rail, wainscoting, turned stair railings, and hardwood floors throughout the main level. Neutral paint enhances the home’s timeless appeal. The gourmet kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances (including a French door refrigerator), custom cabinetry, pantry, granite countertops, tile backsplash, and a center island with breakfast bar. The adjoining breakfast room or bonus space, framed by picture windows and a cathedral ceiling, is perfect for morning coffee or hosting holiday celebrations. The main level offers formal living and dining rooms, a convenient powder room, and a spacious family room highlighted by a floor to ceiling stone, wood burning fireplace with raised hearth and custom stone mantel—an inviting gathering space for family and friends. Upstairs, the primary suite is thoughtfully positioned for privacy and boasts double door entry, a walk-in closet plus an additional closet, and a luxurious ensuite bath with dual vanity, soaking tub, and stall shower. Three additional generously sized bedrooms and a full hall bath complete the upper level. The finished walk out lower level expands your living space with a large recreation area, a possible fifth bedroom, full bath with stall shower, a finished bonus room ideal for a fitness area or media room, and an oversized laundry, utility, and storage area with abundant space for seasonal and long-term storage. Conveniently located just minutes from shopping and local dining favorites, and a short drive to Historic Chestertown along the Chester River, you’ll enjoy easy access to charming boutiques, restaurants, galleries, Washington College, and rich cultural and historical attractions.

218 Camelot Dr, Chestertown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Samson Properties.

$490,000

*Days on Market Reporting Incorrectly- Property listed Oct 30, 2025* Nestled just outside of historic Chestertown, minutes from farmers market, waterfront park and local shops and eateries. This home offers the best of small-town living with modern updates at every turn. Step inside to discover wood floors, a private home office, and an inviting open-concept kitchen featuring luxury countertops and a sunroom bump-out with ample natural light—ideal for morning coffee, reading, or cozy dinners. Upstairs, the spacious primary suite offers a true retreat with a walk-in closet, en suite bathroom, and the convenience of an upstairs laundry room. The fully finished basement adds exceptional versatility, featuring its own private entrance, kitchenette, full bath with steam sauna, and open-concept living/bedroom area—perfect for guests, or entertaining. A dedicated workroom completes the lower level, ready for projects or hobbies. Outside, enjoy your fenced-in backyard oasis complete with a deck. This home has been meticulously cared for and thoughtfully updated, including: New roof, gutters, and gutter covers (2025) New HVAC system – furnace and A/C (2024) New 80-gallon water heater (2022) Fully renewed basement (2022) with new flooring, carpet, paint, and dual sump pumps Finished garage (2022) Ornamental Fence (2020) Furnishings Negotiable .

4 Beds ⋅ 4 Baths

*Days on Market Reporting Incorrectly- Property listed Oct 30, 2025* Nestled just outside of historic Chestertown, minutes from farmers market, waterfront park and local shops and eateries. This home offers the best of small-town living with modern updates at every turn. Step inside to discover wood floors, a private home office, and an inviting open-concept kitchen featuring luxury countertops and a sunroom bump-out with ample natural light—ideal for morning coffee, reading, or cozy dinners. Upstairs, the spacious primary suite offers a true retreat with a walk-in closet, en suite bathroom, and the convenience of an upstairs laundry room. The fully finished basement adds exceptional versatility, featuring its own private entrance, kitchenette, full bath with steam sauna, and open-concept living/bedroom area—perfect for guests, or entertaining. A dedicated workroom completes the lower level, ready for projects or hobbies. Outside, enjoy your fenced-in backyard oasis complete with a deck. This home has been meticulously cared for and thoughtfully updated, including: New roof, gutters, and gutter covers (2025) New HVAC system – furnace and A/C (2024) New 80-gallon water heater (2022) Fully renewed basement (2022) with new flooring, carpet, paint, and dual sump pumps Finished garage (2022) Ornamental Fence (2020) Furnishings Negotiable .

100 Adela Way, Chestertown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Keller Williams Gateway LLC.

$465,000

311 Devon Drive is located in Coventry Farms; and being located within the Chestertown town limits offers town utilities. The front entrance welcomes you with an open two-story foyer to the second-floor balcony. To the left of the front foyer is a den and to the right is a formal dining room. The foyer hall leads into a large open area that includes a large eat-in kitchen, sunroom and family room with a gas fireplace. The home's design features an abundance of natural light due to its 9-foot ceilings and full-height glass walls on the first floor's rear. The sunroom and first floor primary suite access onto the rear deck with the view and privacy of mature trees. There is a primary bedroom suite on each level; and with there being three additional bedrooms, makes a total of five bedrooms or extra rooms for whatever the need may be. The home offers a garage as well as a full unfinished walk-out basement. The pictures prove the true beauty and spaciousness of this home. (room dimensions are approximate)

4 Beds ⋅ 3 Baths

311 Devon Drive is located in Coventry Farms; and being located within the Chestertown town limits offers town utilities. The front entrance welcomes you with an open two-story foyer to the second-floor balcony. To the left of the front foyer is a den and to the right is a formal dining room. The foyer hall leads into a large open area that includes a large eat-in kitchen, sunroom and family room with a gas fireplace. The home's design features an abundance of natural light due to its 9-foot ceilings and full-height glass walls on the first floor's rear. The sunroom and first floor primary suite access onto the rear deck with the view and privacy of mature trees. There is a primary bedroom suite on each level; and with there being three additional bedrooms, makes a total of five bedrooms or extra rooms for whatever the need may be. The home offers a garage as well as a full unfinished walk-out basement. The pictures prove the true beauty and spaciousness of this home. (room dimensions are approximate)

311 Devon Dr, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: Cross Street Realtors LLC.

$455,000

Enjoy three bedrooms on the main floor, including a spacious primary suite with its own private bath. The open-concept main living area seamlessly connects the kitchen, family room, and bright breakfast/sunroom — making everyday living and entertaining effortless. Hosting something more formal? A separate dining room is ready for the occasion. The second level features a generous living/rec room, plus an additional bedroom and full bath — ideal for guests or even a second primary suite. You choose how it works best for you! The basement offers finished office space and a full bath, along with abundant storage and endless possibilities to create even more living space. Two-car garage - Paved driveway-Brand-new back deck overlooking a fenced backyard- Located directly across from the community space

4 Beds ⋅ 4 Baths

Enjoy three bedrooms on the main floor, including a spacious primary suite with its own private bath. The open-concept main living area seamlessly connects the kitchen, family room, and bright breakfast/sunroom — making everyday living and entertaining effortless. Hosting something more formal? A separate dining room is ready for the occasion. The second level features a generous living/rec room, plus an additional bedroom and full bath — ideal for guests or even a second primary suite. You choose how it works best for you! The basement offers finished office space and a full bath, along with abundant storage and endless possibilities to create even more living space. Two-car garage - Paved driveway-Brand-new back deck overlooking a fenced backyard- Located directly across from the community space

206 Camelot Dr, Chestertown

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Samson Properties.