Welcome to this car enthusiast's dream at 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 a classic center hall Colonial foyer gracefully flanked by a formal dining room & study/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 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!