Welcome to 170 Whippoorwill Lane In Stratford's desirable Putney neighborhood. This property overlooking the Mill River Country Club golf course is seated well above the road on a rare 3.53 acre lot providing park-like grounds and plenty of privacy. There are 12 rooms, 4100 square feet and 9 foot ceilings throughout. Approaching the home via a long shared driveway, you are welcomed by a parking area for 8 cars and a 4/5-car garage. The garage features RaceDeck flooring, a four-post hydraulic lift (negotiable), two 220 volt outlets, a utility sink, hose bib, 14 foot ceiling, a central-vac connection, compressor with extensions, and a convertible top lift. An in-ground 500-gallon propane tank heats the garage and runs the whole house generator installed in 2025 which can supply power for at least a week or more. Above the garage is a spacious, light-filled studio/office with a separate entrance, a conference area, mini-split heating/cooling system and abundant storage closets - ideal for remote work, creative pursuits, or a private retreat., Step through the front door into this classic center hall Colonial foyer gracefully flanked by a formal dining room & library/office. Beyond the foyer is the open concept, updated kitchen featuring a center island w/breakfast bar & stovetop, stainless steel appliances, black granite counters and custom Kitchen Maid cabinetry. The dining area (seating for 14) and great room complete the main floor. The great room features a wood-burning fireplace with Ener-G-Tech glass doors, ceiling fan, custom recessed glass-front cabinets & French doors leading to the deck and patio. Also on the main floor is a mudroom, pantry, laundry closet, half-bath and access to the garage and studio. Palladian windows in front rooms. On the upper level are 4 bedrooms, a hallway bath with double sinks & linen closet, a hallway closet and attic access via a pull-down ladder. The primary bedroom suite features a large walk-in closet, vaulted ceiling & a recent bathroom renovation taken down to the studs with all new plumbing. The primary bath includes a curb-less, walk-in glass-encased shower w/bench, soaking tub and a stylish white sink set in an antique solid oak vanity. The outdoor spaces feature a beautifully landscaped rear garden with hand-cut stone retaining walls that terrace a variety of plantings. Just outside the front entrance is a patio offering sweeping views of the grounds and golf course. Additional exterior features include a large storage shed with shelving, electricity, a ramp currently housing a golf cart and an additional smaller shed for extra storage. There are benches, a custom stone firepit, wooded trails and a babbling brook along one side of the property that crosses over to the MRCC. Easy access to the Metro North train, commuter arteries, shopping & cafes, town beaches and parks including Stratford's Roosevelt Forest and nearby Boothe Memorial Park. This home offers the perfect blend of classic charm, modern updates and versatile living spaces in a serene setting, ......a wonderful place to call home!