2 Longwood Dr Redding, CT 06896

Rare opportunity to purchase a meticulously maintained, single-owner colonial set amid the rolling lawns and mature trees of southern Redding, offered below recent comparable sales and representing exceptional value for the size, land, and location. Sited on 2.72 secluded, professionally landscaped acres on a private cul-de-sac in the sought-after Gallows Hill neighborhood, this classic New England colonial captures the bucolic charm that has long defined Redding, offering significantly more square footage and acreage per dollar than comparable listings in the area, just over an hour from Manhattan with convenient Metro-North access via Westport, Wilton, and West Redding. The thoughtfully designed floor plan features nine foot ceilings, hardwood floors throughout, and generously proportioned rooms suited to both everyday living and entertaining. The gourmet kitchen showcases Sub-Zero refrigeration, a Wolf six-burner gas cooktop, granite counters, and a large center island, opening to a fireplaced living room with French doors to the patio. Additional highlights include a dedicated office with built-in bookshelves, two versatile upper-level recreation rooms, one with a full bath and steam sauna, and a 3rd floor space for an in-law apartment offering flexibility for extended family or guests. The primary suite includes a walk-in closet and whirlpool tub, and three additional bedrooms complete the upper level. A full unfinished basement provides ample additional storage The home has been well cared for by its original owner, with a brand new HVAC system, zoned central air, whole-house generator, thermopane windows, and a full home warranty already in place, reducing near-term costs and adding valuable peace of mind for the next owner. A security system, central vacuum, home automation package, and auto garage door opener add everyday convenience, while the attached three-car garage offers ample space for vehicles and storage. Wrapped in clapboard siding with classic New England lines, the home is set against a backdrop of mature trees, stone walls, and sweeping lawns that define the property's quiet, pastoral character. The professionally landscaped grounds include a covered deck, patio, and garden areas, creating a peaceful, private retreat that feels worlds away while remaining just minutes from town. Located close to Redding's top-rated public schools, hiking trails, golf, tennis, and paddle tennis facilities, with easy access to neighboring Ridgefield, Westport, and Wilton for shopping, dining, and medical facilities, 2 Longwood Drive offers a rare combination of bucolic New England setting, space, quality, and value that is difficult to match at this price point in Fairfield County.