Kennedyville MD Real Estate & Homes for Sale

Original Primary School No. 3 c.1840 Near Kennedyville Featured in Historic Homes of Kent County Step back in time with this one-of-a-kind historic treasure - the original Primary School No. 3, circa 1840, lovingly preserved and waiting for its next chapter. Listed in Historic Homes of Kent County, this unique property sits on just under two acres, offering timeless charm, unmatched character, and rare opportunity. Set back from the road and tucked along tree-lined boundaries, the home offers exceptional privacy while evoking a deep sense of history. As you walk through the home, original details greet you at every turn - from the beloved deep window sills and antique newel post staircase to the charming fireplaces that anchor the living spaces. These historic elements are truly priceless, offering a chance to bring the past to life with your own personal vision. The property also features multiple outbuildings full of potential. One offers ample workshop space - ideal for restoring and reviving this special home. Another two-level structure could serve as an artisans studio, a creative retreat, or simply provide additional storage for tools and equipment. Theres even a shed with a lean-to that could comfortably house a few small animals, creating a homestead feel. Whether you're seeking a historic restoration project, a quiet country retreat, or a unique piece of Maryland's heritage, this property is a rare find - rich in character, wrapped in history, and full of promise.

Vintage home with lots of original details retained. 3 Staircases, 3 original fireplaces and a very grand front foyer and staircase give this home so much character! Current owners have updated it lovingly throughout. Enter through the spacious back yard, into a welcoming mudroom with a full bath on the main floor to your left and then into the updated and cozy kitchen with new dishwasher, LVP flooring, complete with the cutest back stair case! The staircase leads up to a separate home office, craft room, den, or 4th bedroom. Also downstairs is a main floor bedroom, a nice size dining room with decorative fireplace and parquet flooring, and a Living room with new carpet, and a new pellet stove to keep you warm on those chilly nights. On the 2nd level are 2 bedrooms plus the office, and a full bathroom. Full stairs to the 3rd floor leads to 2 additional rooms that could easily be finished into more living space. Since 2018 the current owners have updated the home to include: Encapsulated crawl space, new Oil Furnace, 2 new water heaters (one serves upstairs bathroom only). New dishwasher, blown in insulation in all internal ceilings and attic, new flooring downstairs, kitchen and bathroom updates, and so much more! Outside is a very private oasis. Completely in yard with large covered side porch and open back deck looking out to manicured lawn with large shed and nice plantings. Back gate leads to gravel driveway, parking for 2-4 cars The home is very versitile. Village zoning allows for commercial use as well. In the past it has been an antique/retail store, but please verify any possible uses with the county first.

Impeccably kept Kentmore Park home with a white picket fence. Over two acres with private rear yard for relaxation. Adorable brick outbuilding for storage, home office, man cave or she shed. Gazebo for al fresco dining, afternoon card games or just enjoying nature. Two additional sheds for storing just about anything. Habitat for many bird species in season. Owl, Heron and Eagle territory year round. This home mixes the old with the new. Character throughout this custom built home. Architectural details, crown and dentil molding. Large kitchen for casual dining and entertaining. Designer countertops and stainless appliances topped off with a Viking range and an antique coal range by AGA. Plenty of gathering space at the elongated island. Large windows bring the outside in to the kitchen. Owner suite is on the main floor. Second floor boasts a super large room and full bath for a guest/ family quarters. There is a beautiful livingroom with a fireplace and a family room with a fireplace and built in bookshelves. Excellent living spaces. The gracious dining room can host many a fine dining experience. The full size basement with indoor and outdoor access offers many possible uses from storage to crafts to games. A lovely sunny screen porch stretches across the back of the house with access to the kitchen and to the owners suite. A step from the porch takes you to the spa/ hot tub in it's own private setting. This home is being offered with an additional lot included. The lot affords this home access to the Kentmore Park Amenities. Beach, Piers, Boat ramp, and the Kentmore Park social association. This listing includes MLS listing # MDKE2005752, 0.11 acre lot on Anglewood Rd, Kentmore Park.

This classic home has been beautifully renovated and updated while maintaining the original charm. Enjoy cooking meals in the gourmet kitchen with stainless steel appliances, double wall oven and downdraft cooktop. The kitchen leads to the formal dining room and large open living space, perfect for entertaining. There are four bedrooms, two full bathrooms, and a third-floor bonus room, which could be an office or game room. The spacious backyard includes a cute workshop, ideal for projects or extra storage. Enjoy mornings or evenings on the large front porch with pointed stone columns. Home updates include central air and forced heat, new appliances, granite kitchen countertops, updated bathrooms with the addition of a full bath on the first floor, vinyl siding, a new roof, luxury vinyl plank, refinished original hardwood floors, and much more! 10-minute drive to downtown Chestertown or Galena, 30 minutes to Middletown, Delaware.