414 High St, New Windsor, MD 21776

Overview

About this home

Here is your opportunity to get into a beautifully updated historic villa offering rare space, character, and major system upgrades on a half-acre corner lot in the heart of historic New Windsor. Step into timeless elegance in this stately 3-bedroom, 3-bath home filled with natural light and thoughtful updates. A bright foyer off the welcoming side porch leads to a dining room with built-ins and a wood-burning insert — perfect for gatherings. The spacious kitchen offers abundant cabinetry and prep space, while the large family and living rooms include more built-ins and a cozy gas fireplace. Refinished floors and abundant storage add to the home’s charm and functionality. Upstairs, the primary suite is a true retreat with a brand-new private balcony, a large office, and an additional walk-in closet ideal for working from home. The ensuite bath blends vintage charm with modern comfort, featuring a refinished clawfoot tub. Two additional large bedrooms, a shared bath, and a dedicated laundry room complete the upper level. The basement doubles as a workshop with an electric fireplace, and the walk-up attic offers hickory flooring, new windows, and generous storage. Outside, enjoy a brick paver patio, privacy fencing, a garden shed, and a rare detached three-car garage with an additional 600 sq. ft. of attic space. Recent improvements include a new boiler, additional HVAC upstairs, water heater, and a fully replaced public water supply line.