New Windsor, MD Homes for Sale under $400,000

unit 229 ShownWelcome to 227/229 Main Street in the charming town of Historic New Windsor, where classic character meets modern updates. This fully renovated two-unit property offers a fantastic opportunity for investors or owner-occupants seeking flexible living arrangements. Both units feature stylish luxury vinyl plank flooring complemented by plush carpeting, a fresh neutral color

Benjamin Turfle Northrop Realty

Discover the charm and opportunity of this beautiful historic church, originally built in 1878 and offering over 5,100 square feet of interior space. Set on a peaceful 0.7-acre lot surrounded by picturesque farmland, the property combines pastoral views with a convenient, expansive parking area.A welcoming front ramp provides easy access into the building, where visitors are greeted by a

Paul MacKenzie Berkshire Hathaway HomeServices Homesale Realty

You must have a look at this gorgeous Colonial home featuring stunning craftsmanship and beautiful woodwork including original pocket doors and custom handrails on the flowing staircase leading to 4 generous sized bedrooms on the second level. The home is located in the historic town of New Windsor, MD. You’ll find this 4 bedroom, one and a half bath property to be more than roomy. Your Kitchen

Frank Lancelotta Corner House Realty

Auction Property. In Collaboration with Alex Cooper Auctioneers. List price is Opening Bid at The Online Only Auction Sale to Be Held on The Auctioneers Website – Bidding begins Saturday, April 4, 2026 & ends Thursday, April 9, 2026 at 12:00 PM. Grounds include a bank barn with animal stalls, fenced pastures, multiple outbuildings, and a picturesque pond—ideal for a variety of agricultural or

Melanie James Berkshire Hathaway HomeServices Homesale Realty