Sherwood Real Estate

Sherwood Real Estate

Welcome to Sherwood, Maryland – a hidden gem nestled in the heart of Talbot County! This charming community offers a delightful blend of rural tranquility and vibrant local culture, making it an ideal place to call home.

Sherwood is known for its picturesque landscapes, featuring lush greenery, serene waterways, and scenic views that change with the seasons. Whether you’re taking a leisurely stroll along the banks of the Tred Avon River or exploring the nearby parks, nature lovers will find plenty to admire. The area is also rich in history, with beautiful historic homes and landmarks that tell the story of its past.

Living in Sherwood means enjoying a close-knit community where neighbors become friends. The local residents take pride in their surroundings, hosting community events and gatherings that foster a sense of belonging. You’ll find a variety of charming shops, delightful eateries, and artisanal markets that showcase the best of local craftsmanship and cuisine.

For those who appreciate the arts, Sherwood is conveniently located near Easton, which boasts a vibrant arts scene, including galleries, theaters, and music festivals. Plus, with easy access to the Chesapeake Bay, outdoor enthusiasts can indulge in boating, fishing, and water sports all year round.

With its perfect blend of natural beauty, community spirit, and cultural offerings, Sherwood, MD, is a wonderful place to settle down. Come discover the charm of this enchanting town, where a warm welcome awaits you at every corner!

Newest Listings in Sherwood

$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
$519,000
3 Beds ⋅ 2 Baths
Barely lived in totally maintenance free rancher on a 3+/- acre lot with broad water views. Freshly painted with new landscaping it is vacant and available for immediate occupancy! Main area has beautiful wood laminate flooring with carpet in all bedrooms. Bonus room to be used as an office/family room, granite counters with wine refrigerator and all nearly new appliances with utility room and washer and dryer. Located at the end of a cul de sac with mature trees and a great water view of Harris Creek and Sherwood landing. A truly unique opportunity!

21869 Albie Rd, Sherwood

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$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:

$3,700,000
5 Beds ⋅ 7 Baths
GENEROUS PRICE REDUCTION!!!! This remarkable property has it all. Private 15 plus acres. Beautiful views overlooking Dunn's Cove sunrises. A shore sportsman's dream. Partially wooded, fields of crops, hunting blind and a pier for your fishing vessel. This was a large compound with the Main house, in-law wing and a separate 2 BR guest house w/fireplace and large screened porch. Waterside in-ground pool and children's play area. Large garage/barn to store all the water toys and pool equipment. It's currently being used as a Vacation Rental. Showings will be staggered between use.

21721 Heavenly Haven Rd, Sherwood

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

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