Kennedyville Homes for Sale

Welcome to Kennedyville, a charming subdivision nestled in the heart of Kent County, Maryland. This picturesque community offers a tranquil escape from the hustle and bustle of city life while still providing easy access to the vibrant culture and amenities of nearby towns. Known for its serene landscapes and friendly atmosphere, Kennedyville is an ideal place for families, retirees, and anyone seeking a peaceful lifestyle.

The homes for sale in Kennedyville are as diverse as the community itself, featuring a variety of architectural styles and sizes to suit every buyer’s needs. From quaint cottages to spacious family homes, each property exudes warmth and character, making it easy to envision your future here. Many homes come with generous yards, perfect for outdoor gatherings, gardening, or simply enjoying the natural beauty that surrounds you.

Living in Kennedyville means embracing a lifestyle that values community and connection. Residents enjoy access to local parks, scenic walking trails, and opportunities for outdoor recreation, making it easy to stay active and engaged. The area is also rich in history, with charming local shops and eateries that reflect the unique culture of Kent County.

Whether you’re looking to settle down or invest in a vacation property, Kennedyville offers an inviting atmosphere and a strong sense of community. With homes for sale that cater to a variety of tastes and budgets, now is the perfect time to discover the charm of Kennedyville. Come explore this hidden gem and find your dream home in this delightful Maryland subdivision!

Newest Kennedyville Homes for Sale

$515,000

7 Beds ⋅ 5 Baths

Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the kitchen and living rooms. Kitchen features stainless steel appliances, granite countertops and wood cabinets. Second floor has 5 bedrooms and 2 full baths. Partially finished full basement has another full bathroom and offers a range of possibilities for the next owner. This home has more room and storage than you could imagine. The Villages at Kennedyville is a quiet, local community. Less than 90 minutes to Philadelphia and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Close to Turners Creek State Park, Betterton Beach and the restaurants/marinas in Galena on the Sassafras River. Just a few minutes to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Seller will convey a brand new Carrier HVAC unit with the sale to replace the first floor one.

11960 Flour Mill St, Kennedyville

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$430,000

4 Beds ⋅ 2 Baths

Step into timeless charm with modern updates in this beautifully renovated early 1900s home located in the heart of Kennedyville. Offering 4 bedrooms, 2 full baths, and a versatile third-floor loft, this home seamlessly blends classic character with today’s conveniences. From the moment you arrive, you’ll be drawn to the inviting wraparound front porch—perfect for relaxing and enjoying small-town living. Inside, the home has been thoughtfully updated from top to bottom, including brand new siding, windows, roof, and HVAC system for added peace of mind. The interior showcases a stunning transformation featuring refinished original hardwood floors, fresh paint throughout, and a completely updated kitchen with granite countertops and brand new stainless steel appliances. Both bathrooms have been tastefully renovated, offering a clean and modern feel while complementing the home’s historic charm. Additional highlights include a convenient laundry/mudroom off the rear of the home and a flexible third-floor loft space—ideal for a home office, playroom, or guest retreat. Out back, you’ll find a detached carriage house equipped with electric (100 amp service), heat, and A/C—perfect for a workshop, studio, or additional storage. Situated in the quaint town of Kennedyville, this property offers the perfect balance of historic character, modern upgrades, and small-town charm.

11944 Augustine Herman Hwy, Kennedyville

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

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