Downtown Chestertown Homes with Rear Yard Lot Description

Downtown Chestertown Homes with Rear Yard Lot Description

Welcome to Downtown Chestertown, a charming enclave nestled in the heart of Maryland's picturesque Kent County. This vibrant community, rich in history and character, offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home. With its quaint streets lined with historic buildings, delightful shops, and inviting cafes, Downtown Chestertown exudes a warm and welcoming atmosphere that captures the essence of Maryland's Eastern Shore.

One of the standout features of homes in this delightful subdivision is the generous rear yard lot descriptions. Many properties boast spacious backyards, perfect for outdoor gatherings, gardening, or simply enjoying the serene beauty of nature. Imagine sipping your morning coffee on your patio, surrounded by lush greenery and the gentle rustle of leaves—a true sanctuary right in your own backyard.

Downtown Chestertown is not just about beautiful homes; it’s about a lifestyle. Residents enjoy easy access to local parks, art galleries, and the scenic Chester River, where you can indulge in boating, fishing, or leisurely strolls along the waterfront. The community hosts various events throughout the year, fostering a sense of belonging and camaraderie among neighbors.

If you're seeking a place where history meets modern living, and where spacious homes with rear yard lots create the perfect setting for family memories, look no further than Downtown Chestertown. Explore the possibilities of making this enchanting community your new home, where every day feels like a step into a charming storybook.

Newest Downtown Chestertown Homes with Rear Yard Lot Description

108 N Water St, Chestertown
$1,125,000
5 Beds ⋅ 4 Baths
This 1925 classic colonial, three story residence, with both front and back gardens, is uniquely situated in the center of the favored 100 block of North Water Street, in historic Chestertown. The formal main entry, with dual brick steps approaches a generous landing, faces away from the street. At first a curiosity until you learn that a prominent family discovered the architectural plans for their "dream house" would not fit horizontally to face the prized road. During its' 100-plus years of life, the front porch (or was it the side?) was converted to a remarkable library, with requisite bookcases, and enjoys light from three sides. The formal parlor, with wood-burning fireplace and reclaimed 19th century moldings and mantle, is left of the straight-through center hall with classic black and white porcelain tiles. The intimate, yet well-proportioned dining room enhances the exceptional flow of the first-floor public rooms. A discreetly positioned powder room and butler's pantry with window and original cabinetry is conveniently placed before entering the large and sunny kitchen with premium custom cabinetry, appliances and finishes from a 2012 renovation. Two distinct patios, one screened and accessed from the dining room and the other from kitchen, overlook the large, rear garden with mature trees and landscaping. The center stairs, with a palladium window bathing light onto the steps, takes you to the first of two oversized landings that have served many lifestyle-uses over the years. The water view primary suite was renovated in 2022 by locally acclaimed Taylor Loughry LLC and boasts a timeless, luxurious aesthetic with custom built closets and Waterwork bath fixtures. Two additional bedrooms and refreshed bath with Restoration Hardware finishes, occupy the second floor. The third floor, with its own generous landing gives access to an ensuite bedroom with walk-in windowed closet (perfect for a future cedar lined closet) and a substantial sized fifth bedroom or multi-purpose space facing the Chester River and exquisite neighboring architecture. Rear yard might accommodate a pool.

108 N Water St, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact:

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