Kent County MD Homes under $500,000

Two Story Colonial on 1.37+/- acre lot, rectangular 200 x 300 ft. Approximately 2,700 sq ft. of living area in house (estimate). 4 bedrooms, 2.5 Bathrooms. 1⁄2 basement with laundry room and fix-it shop/work bench with 2 crawl spaces. Attached two-car garage with abundant built-in shelving and free-standing cabinets for lots of storage space with garage door opener on each of 2

Doug Ashley Doug Ashley Realtors, LLC

Welcome to 101 Birch Run Rd., Chestertown, MD! 3 Bedrooms | 2 Full Baths | Oversized 2-Car Garage | .42 AcresDiscover this stunning full-brick rancher located in the heart of historic Chestertown! Every inch of this 3-bedroom, 2-bath home has been completely updated with a sophisticated modern flair while maintaining an inviting, boutique-style warmth throughout.Step inside to find a

Julie Strickler Remax Vision

Fully renovated, spacious home with commercial or residential zoning use. Extensive upgrades, all new appliances, bathrooms, engineered hardwood floors, hardiplank exterior, new roof, and much more! This home has been tastefully finished with high-end new and selective antiques, echoing a coastal antique style. You'll love cooking and entertaining in the fully updated kitchen and dining area,

Lynn Hilfiker Gunther-McClary Real Estate

Welcome to 515 N Kent Street in the heart of Chestertown! This charming two story home features a half-circle driveway, 1-car attached garage, and inviting brick patio leading to the front door. Step inside and you’ll love the gorgeous hardwood floors throughout the main level (2022). The formal living room showcases a wood-burning fireplace with a brick mantel, creating a warm and welcoming

Jody Baker Cross Street Realtors LLC

This Mid Century Modern is located in Mile Tree Village, one of Chestertown's most coveted neighborhoods. One floor living makes things a breeze with this open and easy floor plan. Serious structural updates have been performed on the home, the crawl space has been encapsulated, and the kitchen and bathrooms have been remodeled. The home was also recently had the entire exterior painted and much

Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

LOCATION! This stunning 4-bedroom, 2-full-bath home is just steps from Washington College and a short stroll to downtown Chestertown. This treasure is full of historic character blended with modern updates!Sellers have INVESTED $60,000 IN RECENT UPGRADES this year, including a brand NEW roof, new electric wiring throughout the entire house, privacy fencing, fresh interior paint, and crawl

Kellie Gough McLendon Long & Foster Real Estate, Inc.

Charming Move-In Ready Colonial in the Heart of Town This beautifully updated Colonial blends timeless character with modern comfort. Ideally located within walking distance of local restaurants, shops, and the scenic waterfront, it offers the perfect combination of charm and convenience. The exterior showcases classic Colonial appeal with vibrant shutters, fresh paint, new roof, gutters, doors,

Jeff Guthrie Cross Street Realtors LLC

Adorable rancher in a PRIME location in Rock Hall. Just steps to the marinas, restaurants, and shops. The house has been completely remodeled. Large family room with a pellet stove and plenty of space for social gatherings. Nice-sized bedrooms and 2 full bathrooms. Luxury vinyl plank flooring throughout. Beautiful, low-maintenance perennial gardens with pretty paths weaving through the yard.

Peter Heller Coldwell Banker Chesapeake Real Estate Company

Welcoming to the newly renovated 21424 Catholic Ave! Situated on a large in-town parcel, the largest residential lot on Catholic Ave. Spacious open living space with a beautifully renovated kitchen, custom wood cabinets, new LVT and engineered hardwood flooring. The welcoming living space contains original wood accents, adding much charm to this newly updated home. There are three bedrooms,

Lynn Hilfiker Gunther-McClary Real Estate

Looking for NEW construction and the convenience of one-story living? Look No Further! At the end of aprivate driveway is this elegantly designed 3 BR 2 bath Country Craftsman nestled on a 0.25 acre lot. Amulti pitched roofline tops this beautiful home which displays craftsmanship and attention to detail. Thisoasis which has a keyless entry two-car attached garage is adorned with

Antoinette Brooks EXP Realty, LLC

Welcome to 304 Hadaway Dr. This classic home has been completely reimagined and is ready for it's next chapter. Entering the home you will immediately notice the beautifully refinished original hardwood floors. As you make your way down the hallway past the newly renovated hall bath with custom tile and designer fixtures, you will find 3 spacious bedrooms. The large family room transitions into a

Gregory Morris Cummings & Co. Realtors

Just off Route 301 for commuters, but located in the country with privacy, space for animals, hobbies, and entertaining. Large detached garage with storage space above, full unfinished basement, fenced pasture area, and inground pool. Stay tuned for updated photos and details as the owners prepare this home for sale!

John Carroll Village Real Estate Company LLC

Welcome home to relaxed Eastern Shore living in the waterfront community of Chesapeake Landing. This beautifully updated 2,140 sq ft Cape Cod offers the perfect blend of charm and modern comfort with 3 bedrooms, 2.5 baths, and a welcoming floor plan designed for everyday life. The main level features new flooring throughout, a spacious living area, formal dining room, and a renovated country

David Moore Real Broker, LLC