Sherwood, MD Homes for Sale under $500,000

ENJOY Stunning SUNSETS and WATER VIEWS!! Tastefully Renovated, this 3 BR, 2 BA home is perfectly situated on 1.09 peaceful Acres overlooking the tranquil Waters of Cummings Creek. Offering true ONE LEVEL living, this turnkey property has been thoughtfully UPDATED from top to bottom in 2025! Step inside to find NEW flooring, fresh paint, stylish trim and all new interior doors with new hardware.

Pamela Ackermann-Doll RE/MAX Executive

UNIQUE COTTAGE IN A GREAT VILLAGE SETING WITH A DOCK PROVIDING ACCESS TO BALL CREEK AND QUICK ACCES TO THE CHESAPEAKE WITH GREAT FISHING AND SAILING! Ready for an updating with good bones this would be a wonderful weekender or short term rental. Typical Eastern Shore rural village with great folks it can even be replaced with the home of your dreams.Dock offers a 3 foot channel and has

Bill Wieland Benson & Mangold, LLC

CHARMING SHERWOOD VILLAGE WITH ITS RICH HISTORY. ONE OF THE BEST KEPT SECRETS.STEP BACK IN TIME, WONDER PAST BEAUTIFUL GARDENS UNDER SHADE TREES, GET GREETED BY THE PEACEFUL SETTING . THE COMMUNITY DOCK WITH MULTIPLE SLIPS AND FLOATING DOCK , THE KAYAK LANDING, IS A NEIGHBORHOOD HANG OUT, VERY POPULAR AT SUNSET TIME TO ENJOY GLORIOUS SUNSETS WITH WIDE OPEN VIEWS OVER HARRIS

Cornelia Heckenbach Long & Foster Real Estate, Inc.

Neavitt is a village of +/-seventy houses located at the end of a peninsula surrounded by water. About 11 miles from the shops and restaurants of St Michaels, it is in another, much more peaceful world, with its own park and playground, a public landing with a launch for canoes, and an active community association. Most residents have retired or plan to retire from professional jobs in

Joan Wetmore TTR Sotheby's International Realty

What a transformation this Victorian beauty has undergone! With high ceilings, new windows, and gorgeous engineered wide plank wood floors, the downstairs is open and light. A stylish kitchen with island overlooks the dining area and large sliders open to a private side yard, where glimpses of nearby Harris Creek may be seen. The front room provides a comfortable seating area. Upstairs are

Debra Crouch Benson & Mangold, LLC

This Sherwood home truly has it all—history, charm, and modern updates. Included is the Historic Sherwood Store, which served the community for more than 160 years. A detached two-bay garage adds even more room for parking, storage, or workshop space. Just around the corner, you’ll also find a public dock and kayak launch on Harris Creek, Where you can moor your boat or jump in for a swim. It

Katie Mister Keller Williams Select Realtors of Cambridge

Kim Crouch Ozman Benson & Mangold, LLC