Tolchester Estates Homes with Backs to Trees/Woods Lot Description

Tolchester Estates Homes with Backs to Trees/Woods Lot Description

Welcome to Tolchester Estates, a hidden gem nestled in the picturesque town of Chestertown, Maryland. This charming subdivision offers a serene escape from the hustle and bustle of everyday life, surrounded by the natural beauty of Kent County. With its tree-lined streets and tranquil atmosphere, Tolchester Estates is the perfect place to call home for those seeking a peaceful retreat.

One of the most appealing features of this community is the selection of homes that back up to lush trees and wooded areas. Imagine waking up every morning to the soothing sounds of nature, with the gentle rustle of leaves and the occasional songbird serenading you from the backyard. These homes are designed to provide a harmonious blend of indoor comfort and outdoor beauty, allowing residents to enjoy the best of both worlds.

Each property in Tolchester Estates is thoughtfully crafted to maximize privacy and connection to nature, making them ideal for families, retirees, or anyone who values a serene living environment. The spacious lots provide ample room for outdoor activities, gardening, or simply unwinding with a good book under the shade of a tree.

In addition to the stunning homes and scenic surroundings, Tolchester Estates is conveniently located near the vibrant town of Chestertown, where you can explore charming shops, delightful dining options, and cultural attractions. With its perfect blend of nature, community, and convenience, Tolchester Estates is truly a place where you can create lasting memories and enjoy the beauty of Maryland living. Come discover your dream home in this enchanting subdivision today!

Newest Tolchester Estates Homes with Backs to Trees/Woods Lot Description

8901 S Bayview Dr, Chestertown
$525,000
3 Beds ⋅ 3 Baths
The Perfect Maryland Retreat with Chesapeake Bay Views Close By. Experience the quality of a custom-built Cape Cod crafted by a reputable local builder. Lovingly maintained by its original owner, this home is completely move-in ready and features a freshly painted interior throughout. Whether you are looking for a full-time residence, a weekend getaway, or a holiday retreat, this property offers a peaceful escape. The home features a Chestertown address but sits closer to Rock Hall, giving you the absolute best of both worlds. You are perfectly positioned to enjoy the vibrant Rock Hall festivities and marinas, while still being just a short drive from the famous Chestertown Farmers Market and Historic Downtown, with their variety of Festivals and events throughout the Year. Arrive via the welcoming, roomy front porch, an inviting space to sit, relax, and take in the quiet surroundings. Inside, the main level features an open floor plan where the living room, anchored by a cozy propane fireplace, flows beautifully into the dining area to make the space feel inviting and roomy. The eat-in kitchen opens directly onto a back deck, making outdoor grilling and relaxation easy. The highly sought-after primary bedroom is conveniently located on the main level for easy first-floor living. Upstairs includes additional bedrooms, plenty of easy-access storage space, and a versatile, fully finished bonus room over the garage with a convenient interior entrance—ideal for a home office, hobby room, or guest suite. For hobbies and storage, the property excels. The oversized garage offers ample room for parking plus a dedicated project/workshop space. Below, a partial walk-out basement provides exterior access, making it incredibly easy to store gear or access the home's systems. Situated in a desirable water-oriented community, you will enjoy peekaboo views of the Chesapeake Bay right from the house. Best of all, the neighborhood features its own small private beach for easy enjoyment, making it effortless to relax by the water and perfect for collecting sea glass, beachcombing, and watching the sunset. This classic, beautifully refreshed home is ready for its next chapter!

8901 S Bayview Dr, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

8630 Elm Rd, Chestertown
$419,900
5 Beds ⋅ 3 Baths
Enjoy the Eastern Shore as your weekend retreat at 8630 Elm Road. Calling all boaters, fishers, hunters, beachgoers, nature and recreation lovers, investors, and residential vacation-home seekers looking for a peaceful Eastern Shore getaway—with the waterfront lifestyle without the waterfront price. Located in the waterfront community of Tolchester Estates, this refreshed five-bedroom, 2.5-bath home offers approximately 1,936 square feet of flexible living space on about 0.38 acres. The fifth bedroom can serve as a home office, guest room or hobby space with 8 car driveway large enough for multiple families, a boat or RV. The home features stainless-steel appliances, a recently replaced washer, an approximately two-year-old water heater and an electric fireplace with custom floating shelves. Outside, enjoy the expanded deck, hot tub and fire pit. On crisp fall or winter evenings, gather around the fire for s’mores and hot chocolate. Tolchester Marina is about three blocks away, across the street from the home. The private marina welcomes visitors to its Shanty Bar, with seasonal live entertainment, and its on-site restaurant, where you can enjoy breakfast. Boating, kayaking and other water activities are nearby, and the community boat ramp is about one mile away. Local fishing charters operate from the marina; reservations and fees are separate. Transient slips may be available for overnight stays. Marina pool access is limited to eligible slip holders and overnight transient guests, subject to marina rules, fees and availability. Great Oak Landing—with its nine-hole executive golf course and Jellyfish Joel’s Beach Bar—is a 15-minute drive away. Enjoy the area’s natural setting, with opportunities to see deer and rabbits and listen to birdsong. Eastern Neck National Wildlife Refuge offers trails, wildlife viewing and seasonal deer hunts on designated days with a required refuge permit. Millington Wildlife Management Area offers about 4,000 acres of public hunting access, subject to Maryland DNR rules and season requirements. Downtown Rock Hall, with its seafood restaurants and waterfront dining, is about a 10-minute drive away. Enjoy a beach day at Ferry Park or explore Eastern Neck. Historic Chestertown is about 15 minutes away, where you can stroll the year-round Saturday farmers market, browse local vendors and bring home fresh seasonal produce. Make a day of exploring the area’s wineries, including Crow Vineyard and Broken Spoke Winery, and create your own Eastern Shore wine-tasting tour. Casa Carmen’s wine and tapas tasting room offers another inviting stop in Chestertown. Most furnishings are included, including the queen- and king-size Havertys bedroom sets, generally used mattresses approximately two to four years old, and the deck furniture. With flexible living space, outdoor gathering areas and convenient access to boating, fishing, hunting, golf, beaches, dining and nature, 8630 Elm Road is well suited to a full-time home or an Eastern Shore getaway. USDA 100% financing may be available to eligible buyers, subject to property eligibility, borrower qualification and lender approval.

8630 Elm Rd, Chestertown

Listing courtesy of Save 6, Incorporated. Contact:

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