Sherwood MD Real Estate & Homes for Sale

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.

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!

Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18'x32' inground salt-water pool, and surrounded by all new, high-quality fencing, mature landscaping and hardscaped patio with built in fire/grilling pit. Built in 2005, this home boasts an open floor plan and flow that welcomes you the moment you step inside. Rich hardwood floors add an elegant touch to the interior living spaces, which have all been freshly painted throughout. The kitchen includes a combination of warm wood cabinetry, granite countertops, and stylish modern appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, enjoy a spacious, sunlit dining area overlooking the pool and patio. Two additional living room areas complete the setting for endless year-round indoor/outdoor activities and gatherings. A convenient laundry/mudroom includes a large capacity, front-load, Maytag washer & Dryer w/pedestals and added built-in cabinets for extra kitchen storage, pool towels and more! A brand new 600 sq ft (pet friendly) family room is a huge bonus! Designed with low-maintenance wood look ceramic plank tile flooring, high ceilings, sun drenched windows, French doors and electric fireplace, this can easily provide the ideal space for a home studio, or be furnished as a traditional gathering place for holidays and special celebrations - providing direct access to a lush grass-filled, fenced yard area that leads to the side entrance to a custom designed oversized detached 24'x48' insulated garage with separate 200-amp electric service for recreational hobbies and/or storage needs. On the second floor of the home, discover a spacious primary suite, featuring two large walk-in closets and en-suite bath with plenty of natural light, a brand new double sink vanity and fixtures; tons of personal storage space, an oversized soaking tub, and a separate shower. Two additional bedrooms also include walk-in closets, and for those seeking versatility in their space, there is a bonus/play/gaming room with a separate area for study/small home office space. All interior spaces include new blinds and window treatments throughout. If you're dreaming of a waterfront lifestyle without the waterfront price...look no further. The Deep Harbour Farm waterfront community includes a multi-slip boat dock for exclusive use by residents (slips subject to availability each year) and kayak/SUP launch and storage racks. Additional highlights of this property include solar panels which keep electric costs at a minimum. A new Air-Conditioning unit; fully encapsulated crawl space; expansive attic space; charming covered front porch; brand-new separate 10'x20' Amish-built garden shed just to name a few! Don't miss out on this rare opportunity to settle into a prime coastal community and the unique lifestyle of the Eastern Shore, where history and modern amenities truly come together. Conveniently located a short distance from the Village of St. Michaels, within minutes of marinas and public boat ramps offering access to the Chesapeake Bay and the surrounding tributaries where you can enjoy miles of open bike trails, deep water fishing, crabbing and all that life on the Bay has to offer. --

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.

New Price! Waterfront home situated on Back Creek in Sherwood, offering direct access to the Chesapeake Bay and Choptank Rivers. 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!