414 High Street, New Windsor, MD 21776Asking Price of: $449,000

Here is your opportunity to get into a beautifully updated historic villa offering rare space, character, and major system upgrades. Out-of-state buyers backed out, and you can now get into this home on a half‑acre corner lot in the heart of historic New Windsor! Even better, the state has initiated a sidewalk retrofit project, which will add new sidewalks, drains, retaining walls, and pedestrian lighting, enhancing walkability, safety, and curb appeal for the entire neighborhood. 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 powder room features a modern twist on a vintage household staple. 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 ready for your imagination. The long list of recent improvements includes a new boiler, additional HVAC upstairs, water heater, and a fully replaced public water supply line meeting new county requirements. All this and a home warranty is included for added peace of mind. Don’t miss this historic gem with modern upgrades and unbeatable small‑town charm! Offer deadline is Sunday, May 31.