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luxury houses for sale Chestertown, United States

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House Chestertown (United States)

A highly coveted Chester River waterfront just minutes from Historic Downtown Chestertown. This large home has an ample sunroom overlooking the yard to the Riverfront, an in-ground pool within the 100' buffer, a dock with 3+ MLW, an expansive primary suite with sweeping water views, a private space for a home office, playroom, or in-law suite, and a detached three car garage for toys, vehicles, and storage. All situated on almost one full acre. Brand new upgrades since Sept '24 include central AC, roof, refinished hardwood floors, and paint throughout. With easy access to Morgnec Rd, Rt. 301 is only 12 minutes away... which leaves you only an hour's drive from Wilmington, DE or Philadelphia, PA. And into the heart of NYC in less than three hours. Escape to the Eastern Shore lifestyle!

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$999,000
5bedrooms
3bathrooms
land  3,683

By Ttr Sotheby's International Realty

44

House Chestertown (United States)

This impeccably maintained home is a true standout and has it ALL! With 5 spacious bedrooms - with both main level & upper level primary suites - and 3.5 baths, including a main level primary suite with a walk-in closet featuring a premium wood built-in system, dual vanity, and a double-headed walk-in tiled shower. This home offers both luxury and convenience. The updated kitchen is an ideal space, with granite countertops, stainless steel appliances, a stylish tile backsplash, and 2015 KraftMaid cabinetry in a stunning navy blue. Every room is thoughtfully painted and wallpapered, adding character to the gleaming hardwood floors and plush, high-quality carpets throughout. The home also boasts an updated HVAC system and a brand new asphalt driveway. The finished basement includes a rec room and ample storage space, while the expansive 0.8-acre lot overlooks serene pastoral farmland, with a beautiful hardscaped patio perfect for outdoor entertaining. Best of all, this home is located under 1.5 miles from the heart of downtown Chestertown, so you’re just minutes away from shopping, dining, and all the charm the town has to offer.

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$585,000
5bedrooms
4bathrooms
land  3,237

By Ttr Sotheby's International Realty

50

House Chestertown (United States)

Every so often a property like 240 Round Top Landing Road, Chestertown hits the market that checks all the boxes. This Chester River waterfront estate is situated on 10 acres , offering deep water, pier, 25' x 50 ' in-ground pool, screened porch , 3 bedroom/3.5 bath main house and a carriage house. The architectural design and the superb craftsmanship are evident as soon as you enter the driveway. Beautiful trees(Peach,Pear, Pines, Poplars, Sycamores, Magnolias' Crepe Myrtles) enhance the park-like setting. Notable features are geo-thermal heat; gas and wood burning fireplaces, chef's kitchen; first floor spacious primary bedroom suite , and open living areas. As far as the exterior, the stucco siding is either over brick or block so no stucco is over frame. Some poplar siding on main house and cedar siding on carriage house.

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$3,750,000
3bedrooms
4bathrooms
land  3.9ha

By Ttr Sotheby's International Realty

3 listings near Chestertown

Nearby
42

Property Centreville (United States)

Back to the market after the sellers have added brand-new flooring that flows through the kitchen and dining areas, creating a warm and cohesive look. The kitchen shines with new granite countertops and a tile backsplash. The office and versatile playroom or second office have been freshly painted, offering bright, inviting spaces. ***3.25% Assumable VA Loan*** Welcome to this stunning brick colonial in the sought-after North Brook community. As you step inside, you are greeted by a grand two-story foyer that sets the tone for this warm and welcoming home. This spacious interior features four to five bedrooms, two and a half baths, and plenty of living space for comfort and entertaining. The heart of the home is the open kitchen, seamlessly flowing into an inviting family room adorned with a built-in gas fireplace. Adjacent to the beautiful kitchen, the sunlit dining room is filled with natural light, perfect for gatherings. Enjoy easy access to the updated deck and fully fenced backyard through the new sliders. On the main level, you'll find a flexible space that can be used as an extra bedroom, playroom, or office, along with a second office or den, ideal for working from home, right off the kitchen. The freshly updated half bath on this floor adds a touch of farmhouse charm. Upstairs, the primary suite is a true retreat, boasting an oversized walk-in closet and a luxurious primary bath featuring a standalone shower and a large soaking tub. Three additional bedrooms and a beautifully updated full bath complete the upper level, with brand-new carpet throughout. The expansive unfinished basement is brimming with potential, currently serving as a gym, music room, and kid's play area. With a rough-in for an additional full bathroom, it's ready to be transformed into even more living space. North Brook is a vibrant community offering parks, running trails, and multiple sports fields. It is also conveniently close to the charming downtown of Centreville and provides easy access to Route 50 for commuting. Don't miss the opportunity to make this exceptional home yours!

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$499,000
5bedrooms
3bathrooms
land  931

By Monument Sotheby's International Realty

Nearby
47
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Farmhouse Queenstown (United States)

Welcome to your dream retreat in Queen Anne's County, Maryland! This charming five-bedroom, four-bathroom home seamlessly blends historical elegance with modern comforts, nestled on a sprawling 31-acre estate. The main residence exudes timeless appeal with classic architectural details, offering spacious and elegant living areas perfect for both relaxation and entertainment. Step outside to discover your personal oasis: a luxurious in-ground heated pool and hot tub, ideal for unwinding after a long day. The property also includes three additional outbuildings, providing ample workspace and storage, offering endless possibilities for hobbies, projects, or extra storage. Experience the serenity and beauty of this unique property, where historic charm meets modern luxury.

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$1,100,000
5bedrooms
4bathrooms
land  12.6ha

By Monument Sotheby's International Realty

Nearby
10

House Essex (United States)

Discover the potential of this unique one acre waterfront property, offering endless possibilities for investors and dreamers alike. This property is subdivided into two half-acre lots, sold together, featuring a main three bedroom, two bathroom home, a two bedroom, one bathroom secondary home, and three one bedroom, one bathroom dwellings. Each home requires full rehabilitation, providing an ideal opportunity for renovation enthusiasts. With direct waterfront access, enjoy breathtaking views and recreational activities like boating and fishing right from your doorstep. The spacious lots provide ample room to either restore the existing homes or build a custom dream home. Located in a tranquil and desirable area, this property offers a perfect blend of peaceful seclusion with easy access to local amenities. Whether you aim to create a private retreat or a profitable rental project, this property is ready to fulfill your vision. Seize the opportunity to own this slice of waterfront paradise and turn it into your personal haven. Sale includes 2121 Rocky Point Road. This is an Estate sale. Sale is AS-IS Buyer to verify all info.

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$985,000
11bedrooms
6bathrooms
land  4,047

By Monument Sotheby's International Realty

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