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$824,900
5 Beds ⋅ 4 Baths
Welcome to a breathtaking country estate where modern elegance, architectural grandeur, and total sanctuary converge across 2.23 serene acres. Spanning over 4,000 square feet of meticulously refined living space, this extraordinary five-bedroom residence has been thoughtfully crafted to offer both lavish entertaining possibilities and effortless multi-generational comfort. Upon arrival, the welcoming foyer makes a memorable first impression, framed by detailed custom millwork and flanked by a private executive office and a sophisticated study or formal dining space. Moving inward, the magnificent two-story great room commands attention with its soaring ceilings and a cozy gas fireplace crowned by a classic raised brick hearth. At the heart of the main level lies a gourmet kitchen designed for grand gatherings, showcasing fresh luxury vinyl flooring, select new appliances, and a stunning quartz-topped center island with a prep sink that easily reconfigures for multi-purpose hosting. Sunbeams flood the adjoining sunroom, creating a seamless transition to the outdoors while mirroring the warmth of the home’s main-floor primary suite. This private retreat features a spacious walk-in closet and a newly remodeled, spa-inspired bath complete with new quartz double vanities, sleek updated fixtures, a large walk-in shower, and an exquisite standalone soaking tub. Offering unmatched independence and comfort, a fully self-contained ground-level suite on the lowest level serves as the ultimate in-law or guest quarters. Complete with its own private ground-level entrance, open-concept kitchen and living area, dedicated laundry, and an accessible bath with a walk-in shower, this wing ensures total convenience without sacrificing style. A new addition to the lower level unlocks movie-theater magic with a fully furnished screening room ready for immediate enjoyment. Upstairs, four generously proportioned bedrooms accompany a beautifully refreshed hall bath. The exterior grounds are nothing short of a resort-style paradise. Step out onto the back porch to take in sweeping views of the lush landscape and expansive partially fenced yard. The sparkling in-ground pool serves as the crown jewel of the outdoor space, newly upgraded with all-new mechanicals including a dedicated heater. The owners have ordered a new, heavy duty liner, perfect for pets and kids, to be installed with the closing of the pool around the end of September. Surrounding the water, extensive custom hardscaping leads to a fireside gathering area, while an oversized gazebo with an outdoor fan offers a shady retreat on warm afternoons. With a brand-new roof installed in 2026, a newly resurfaced driveway, and space remaining for future additions, this estate represents a rare opportunity to experience sophisticated countryside living at its finest and, less than 5 minutes from Chestertown's restaurants, shopping, and Farmer's Market. Updates to the home are available in Documents

8999 Orchard Dr, Chestertown

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

$489,900
4 Beds ⋅ 4 Baths
Welcome to 12 E. Green Lane, Milford, DE—a spacious 4-bedroom home designed for comfortable living and effortless entertaining! Step inside to an inviting open-concept floor plan featuring a bright and airy living space that flows seamlessly into the kitchen, complete with stainless steel appliances and plenty of room for gathering with family and friends. The finished basement offers the perfect space for entertaining, whether you're hosting game nights, movie marathons, or creating the ultimate recreation room. Outside, you'll find a large fenced-in backyard that's ready for summer cookouts, family gatherings, and unforgettable backyard parties. With plenty of room for kids, pets, and outdoor fun, this private outdoor space is sure to impress. Conveniently located near shopping, dining, schools, and local amenities, this move-in-ready home offers the perfect blend of space, comfort, and style. Don't miss your opportunity to make 12 E. Green Lane your new home—schedule your private tour today!

12 E Green Ln, Milford

Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
$469,500
4 Beds ⋅ 3 Baths
Welcome to your dream home tucked away in the desirable Orchard Hill community! Situated on a premium 0.26-acre cul-de-sac lot, this beautifully maintained 2,900 sq. ft. contemporary colonial perfectly blends spacious living with effortless entertaining. Step inside to find an inviting open-concept layout featuring modern luxury vinyl flooring flowing throughout the main level. The heart of the home is the bright, refreshed kitchen, complete with upgraded countertops, a brand-new central island maximizing counter space, a functional pantry, and a sunny breakfast area—the perfect hub for gathering with friends and family. The spacious living and dining areas flow effortlessly, highlighted by a cozy gas fireplace ideal for chilly evenings. Also on the main level is a dedicated library, providing the perfect space for a home office, reading room, study, or flex space to suit your needs. Upstairs, the expansive owner’s suite serves as a true private retreat, complete with a walk-in closet and a luxurious en-suite bathroom featuring a double vanity and a deep soaking tub. Three additional generously sized bedrooms and a meticulously updated guest bath provide plenty of room for family, guests, or a home office. The outdoor space is an entertainer’s paradise, boasting a fully vinyl-fenced backyard and a custom patio designed for weekend barbecues or quiet, secluded relaxation. Need storage or room to expand? The massive full, unfinished basement offers endless possibilities for a home gym, workshop, or future recreation room. Complete with a true 2-car garage and an expanded driveway, this move-in-ready gem offers unparalleled convenience. Ideally located just minutes from historic downtown Milford, residents enjoy easy access to shopping, dining, and medical facilities. Commuters will appreciate the convenient drive to Dover Air Force Base, while beach lovers are just a straight drive away from Delaware’s premier coastal destinations. Don't miss your chance to own this exceptional home—schedule your tour today!

6 Costabella Ct, Milford

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458