Chester Homes with Cape Cod Style

Chester Homes with Cape Cod Style

Welcome to Chester, Maryland – a charming gem nestled in Queen Anne's County, where the beauty of the Chesapeake Bay meets the tranquility of suburban living. This picturesque town offers a unique blend of small-town charm and modern conveniences, making it an ideal place for families, retirees, and anyone looking to embrace a relaxed lifestyle.

Chester is renowned for its scenic views, friendly community, and abundant recreational opportunities. With close proximity to the Chesapeake Bay, residents enjoy easy access to boating, fishing, and waterfront parks, perfect for family outings or peaceful afternoons by the water. The area is also rich in history, with quaint shops, delightful eateries, and local events that bring the community together throughout the year.

One of the standout features of Chester is its stunning Cape Cod-style homes. These charming residences exude character with their steep roofs, dormer windows, and inviting front porches, providing a warm and welcoming atmosphere. The Cape Cod style is not only aesthetically pleasing but also practical, designed to withstand the elements while offering cozy living spaces. Many homes in Chester feature beautiful yards, perfect for gardening or outdoor gatherings, and are often located in friendly neighborhoods that foster a sense of belonging.

Whether you’re looking for a peaceful retreat or an active lifestyle, Chester, MD, offers the perfect backdrop for your dream home. Explore the enchanting streets, embrace the community spirit, and discover the joys of living in a place that feels like home. Your Cape Cod dream awaits in this delightful town!

Newest Chester Homes with Cape Cod Style

$2,840,000
3 Beds ⋅ 2 Baths
Rare Find - 2 houses on one waterfront property! Each with unobstructed views of the water! Privacy without isolation. This will change your mind if you think you need 5 acres or more to have wide open spaces and not have neighbors breathing down your neck! Discover a captivating blend of traditional charm in the vintage cape cod - the main 3-bedroom, 2-bathroom residence, recently updated in spring 2026. Nestled in a serene rural setting, this home boasts picturesque views along the banks of Cox Creek, offering panoramic western vistas that will take your breath away, especially as the sun sets on the horizon. Step inside to find a thoughtfully designed interior featuring rich wood floors and upgraded countertops that elevate the kitchen, a home perfect for gatherings. The cozy living room, complete with a brick fireplace and mantel, invites warmth and relaxation. Enjoy the convenience of an entry-level bedroom and a traditional floor plan that flows seamlessly throughout. The exterior is equally impressive, featuring a private beach and a circular gravel driveway that accommodates ample parking. With 548 feet of waterfrontage, indulge in fishing, boating, or simply soaking in the tranquil surroundings. The property includes a private dock with electric hoist and ramp, making water access effortless. Additional highlights include a guest house(2BR, 1.5 BA, KT,screened porch) and a storage building providing versatility for equipment or hobbies. The secluded parcel offers year-round access, ensuring your retreat is always within reach. This home is not just a residence; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this serene haven your own! Less than 30 minutes to Annapolis, 50 minutes to Baltimore or DC.. Convenient to area restaurants and points of interest. Not under subdivision restrictions. Perfect for multi-generational living, private guest quarters, or possible rental income. Room for expansion of living spaces, outdoor sports court, horseshoes, bocci, or garden. Former waterside pool could be revitalized, subject to county approval.

300 Woods Point Rd, Chester

Listing courtesy of Tidewater Properties. Contact:

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