Sherwood Homes with Cape Cod Style

Welcome to Sherwood, Maryland, a charming community nestled in Talbot County that offers a perfect blend of serene living and vibrant local culture. Known for its picturesque landscapes and friendly atmosphere, Sherwood is an ideal haven for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life. With its close proximity to the stunning Chesapeake Bay, residents enjoy a variety of outdoor activities, from boating and fishing to hiking and biking along scenic trails.

One of the standout features of Sherwood is its enchanting collection of Cape Cod-style homes. These homes exude timeless charm with their steeply pitched roofs, symmetrical facades, and cozy dormer windows. The Cape Cod style is celebrated for its simple yet elegant design, which perfectly complements the natural beauty of Sherwood. Inside, these homes often boast open floor plans, inviting living spaces, and a warm ambiance that makes them perfect for family gatherings or quiet evenings by the fireplace.

Living in Sherwood means you can enjoy not only the aesthetic appeal of Cape Cod homes but also the strong sense of community that defines this area. Local shops, parks, and community events foster connections among neighbors, creating a welcoming environment for newcomers. Whether you’re enjoying a leisurely stroll or hosting a summer barbecue in your backyard, the charm of Sherwood truly shines through.

Discover the beauty and warmth of Sherwood, where Cape Cod-style homes await to welcome you into a lifestyle defined by comfort, community, and natural splendor.

Newest Sherwood Homes with Cape Cod Style

$575,000

4 Beds ⋅ 3 Baths

Nestled on over 2 acres in the desirable water access community of Deep Harbor Farm, this beautiful Cape Cod beams with natural light. The home features over 2,400 sqft with 4 bedrooms and 2.5 baths. The welcoming foyer overlooks a spacious dining room and leads to an open kitchen complete with white cabinetry, stainless steel appliances, breakfast bar and a large table space. Just off the kitchen, the expansive family room serves as the heart of the home with a stunning whitewashed fireplace. The first-floor primary bedroom provides convenience, while an additional main-level bedroom, currently used as an office, offers flexibility and the potential to create a larger primary suite. Upstairs, you’ll find two generously sized bedrooms, a full bath and abundant storage including eve storage and walk-in attic space. An attached 2-car garage and large detached shed add even more functionality. Enjoy the private 2-acre setting, ideal for outdoor living, gardening, or play, along with community water access, including a dock for boating, kayaking, and paddleboarding with direct access to the Chesapeake Bay, waterfront dining and some of the area’s best fishing and crabbing around.

6705 Tilghman Island Rd, Sherwood

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$1,099,000

3 Beds ⋅ 3 Baths

Reduced Price! Amazing opportunity to be on the water in Talbot County. Waterfront home situated on Back Creek in Sherwood. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting. The kitchen is equipped with stainless steel appliances, a built-in pantry, and granite countertops. The open floor plan incorporates a gas fireplace and a formal dining room. The primary suite has a walk-in shower, soaking tub, and walk-in closet. An attached three-car garage provides additional space with an upstairs bonus game/theatre room. The backyard is built for fun with a swimming pool, an outdoor kitchen with bar area, gas fire features, a hot tub, and a pool house for storage. The property also includes a 30x30 pole building with concrete floors, as well as a dock. New septic installed in 2025!

6670 Tilghman Island Rd, Sherwood

Listing courtesy of TTR Sotheby's International Realty. Contact:

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