153 Castle Hill Road

Privately set on 1.36 acres of beautifully curated, estate-like grounds, this custom-built Colonial is a rare offering that blends timeless architecture with refined comfort. Meticulously maintained and thoughtfully appointed, the home offers 4 bedrooms and 3 baths in one of Windham’s most desirable locations, close to top-rated schools, town amenities, and shopping. A dramatic family room welcomes you with vaulted beadboard ceilings and solar tubes that fill the space with natural light. At the heart of the home, the expansive eat-in kitchen is both elegant and functional, appointed with an oversized island, granite countertops, tile flooring, stainless steel appliances, vaulted ceilings, and custom cherry cabinetry. It flows seamlessly into a formal dining room with crown molding, ideal for gracious entertaining and holiday gatherings. A front-to-back living room with a gas fireplace offers warmth and sophistication, while the inviting three-season room with beautiful ship-deck flooring overlooks the lush backyard and provides a tranquil retreat. Upstairs, the spacious primary suite features hardwood floors, a walk-in closet, and a generous bath with a jetted tub. 3 additional bedrooms complete the second floor, including one with stairs to a separate sitting area perfect for a media lounge or homework space. Outdoors, mature landscaping, stone walls, and wooded surroundings create exceptional privacy around a stunning inground gunite pool. The expansive yard offers direct access to the woods, with Clyde Pond just 3 miles away for easy outdoor enjoyment. Additional amenities include an attached 2-car garage with adjacent storage, on-demand generator, irrigation system, and storage shed. Located within the acclaimed Windham school system and moments from the high school, middle school, elementary school, and town center, this distinctive property offers a lifestyle defined by luxury, privacy & convenience. Showings begin Friday, May 29th, 4:00–6:00pm at Open House.