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.

Welcome to 1596 Elm Street, a rare waterfront retreat along the scenic Housatonic River in Stratford. Overlooking Mac's Harbor - the historic landing site of Stratford's first settlers in 1639 - this distinctive costal home blends timeless 1860 character with contemporary updates. Vaulted ceilings and an open-concept main level create a bright, airy living space designed to capture the beauty; of the surrounding landscape. Two spacious decks overlook the river, perennial gardens, and winding paths, offering a private oasis where egrets, swans and passing boats become part of everyday life. Conveniently located near the Metro-North train station, Stratford Library, Sterling Community Center, Baldwin Senior Center, beaches, restaurants, a par-3 golf course, marinas, and many other local amenities. The main house features a welcoming living room with a raised-hearth wood-burning fireplace and vaulted ceiling, a dining room, study, table-sized kitchen, half bath and utility room/closet. Rich hardwood wide-plank and peg floors add warmth and historic charm throughout the main level. Upstairs, you'll find the primary bedroom, a hallway bath w/laundry, and an office currently used as a bedroom. Connected through the main living area is a versatile two-level in-law apartment with it's own private entrance. This space includes a living/dining area with built-ins, kitchen, upstairs bedroom and full bath with skylight. The upper level is cooled by a mini-split system.