Homes with virtual tours for Sale in Chester, MD

Home with Virtual Tour for sale in Chester, MD:

Professional staging & photos coming soon! Welcome to 259 Topside Drive in Bay Bridge Cove, one of Kent Island’s most sought-after 55+ communities! This beautifully upgraded Oxford model offers the spacious, flexible floor plan buyers love, paired with a premium setting overlooking the community pond and fountain. Step inside to an open and inviting main level designed for both everyday living and entertaining. The gourmet kitchen is a standout, featuring beautiful light gray cabinetry, a custom backsplash that complements it perfectly, an upgraded appliance package, generous workspace and an easy flow into the main living areas. A cozy fireplace anchors the living room, while t

Home with Virtual Tour for sale in Chester, MD:

Welcome to 624 Davol Road, a beautifully updated 4-bedroom, 3.5-bath home offering nearly 2,500 square feet in the sought-after Cloverfields community. Recent 2026 improvements include updated flooring, a renovated kitchen, new lighting and a new roof, creating a fresh, move-in-ready feel throughout. Outside, you’ll appreciate the garage, large parking pad and fenced backyard with plenty of space to relax, entertain or play. Cloverfields offers an incredible Eastern Shore lifestyle with a community pool, private beach, playgrounds and marina with boat slips available for rent when offered. Conveniently located just off the first exit over the Bay Bridge, the home provides easy access

Home with Virtual Tour for sale in Chester, MD:

What if home felt a little more like vacation? Welcome to Creek’s End, where life on Kent Island means weekends on the water, evenings on the screened porch, and plenty of room to enjoy the Eastern Shore lifestyle. This 4-bedroom, 2.5-bath home offers more than a great floor plan. It gives you the opportunity to live in a water-oriented community with boat slips available separately, making it easy to spend your days boating, fishing, crabbing, kayaking, or simply enjoying life near the water. The home owner also has a boat slip and boat lift available for purchase. And when the crabs come home? The screened porch might become your favorite room in the house. Spread out the newspaper,

Home with Virtual Tour for sale in Chester, MD:

* * KENT ISLAND LIVING, THOUGHTFULLY DESIGNED FOR EVERYDAY LIFE! * * OPEN DAILY BY APPT OR STOP BY ONE OF THE OPEN HOUSES! With OVER $50,000 worth of upgrades when built - This beautiful Ellendale home offers the space you need, the flexibility you want, and an unbeatable Kent Island location just minutes from the Chesapeake Bay Bridge. While this is one of the community's larger homes, the thoughtfully designed floor plan keeps the main living areas comfortably centered on the main and upper levels, with the finished English basement providing additional space when you need it. The main level is where everyday life happens, with a beautiful gourmet kitchen featuring granite countertops,

Home with Virtual Tour for sale in Chester, MD:

Motivated seller! Experience relaxed waterfront living in this beautifully updated townhome condominium overlooking scenic Thompson Creek, where stunning water views, community amenities, and an exceptional coastal lifestyle come together. Thoughtfully renovated and move-in ready, this waterfront retreat blends modern upgrades with inviting indoor and outdoor spaces designed for both everyday comfort and, entertaining. The main level welcomes you with an updated kitchen featuring granite countertops, stainless steel appliances, and abundant cabinetry. Just beyond, the sunken living room creates a warm and inviting atmosphere highlighted by a beautiful brick gas fireplace (ready for propane

Home with Virtual Tour for sale in Chester, MD:

Recently Reduced and Ready for Its New Owner! Experience the best of Eastern Shore living at 1024 Avalon Court, where spacious design, natural light, and a peaceful setting come together beautifully. Perfectly positioned on a desirable lot with views of the community pond area and protected woodlands, this exceptional residence offers a wonderful blend of privacy, comfort, and everyday convenience. From the inviting exterior with stone accents and a two car garage to the open interior layout and exceptional outdoor living spaces, this home is designed for easy living and effortless entertaining. Step inside to a welcoming foyer with neutral paint and a bright, airy feel that continues throu