Vintage homes for sale & real estate in Wilton, CT

Vintage Home for sale in Wilton, CT:

Historic Canaan Parish Gem! Originally built in 1775, this remarkable property began it's life as a working barn on a local farm in the heart of Canaan Parish. Originally the "hopeful" site of downtown, New Canaan was instead incorporated in 1801 less than a mile down the road. Over the centuries, the house has evolved with grace and character - from private squash court to a warm and inviting family home. Later additions of a horse barn and charming cottage continued to add depth to the story. Set amid beautifully landscaped gardens, the grounds offer a tranquil retreat just a short stroll from downtown New Canaan. A root (and wine) cellar nods to the home's agrarian past, while

Vintage Home for sale in Wilton, CT:

This charming one bedroom and one bath home is tucked between Devil's Den Nature Preserve and the Saugatuck Reservoir conveniently located in North Weston. Sited on a half-acre, this home is serene and in the midst of nature. All measurements approximate. Weston residents are provided the opportunity to purchase parking emblem to access Westport amenities, including beaches and pool.

Vintage Home for sale in Wilton, NY:

Welcome home to 37 East Street, where charm and effortless living come together on a storybook corner lot in the heart of South Salem. Bursting with character and possibility, this picture perfect 2 bedroom, 1 bath home is framed by custom stone walls and surrounded by natural beauty. The updated eat-in kitchen features marble countertops, stainless steel appliances, and open shelving that flows seamlessly into the dining room, perfect for gatherings. Both bedrooms offer generous closets, and the updated bath blends classic style with modern comfort. A sun-filled family room wrapped in windows and anchored by a wood-burning fireplace serves as the home’s true centerpiece. Step out to

Vintage Home for sale in Wilton, CT:

Step into a light-filled retreat where nature, comfort and creativity meet. Tucked on a private 2-acre lot just minutes from Weston town center and schools, this beautiful updated Cape offers warmth, serenity and timeless style. The first-floor primary suite, refinished floors, and flexible living spaces create an easy, inviting flow. The office has potential as a 4th bedroom with a full bath. A screened-in porch, three patios, and a spacious deck extend living outdoors, perfect for entertaining or relaxing in nature. Enjoy a hot tub, outdoor shower and fenced yard for pets. The lower-level family and music room adds creative charm and functionality. With approximately 3,000 sf of beautiful

Vintage Home for sale in Wilton, CT:

Discover the Westport lifestyle at its best. Set on nearly two private acres within walking distance of the Westport YMCA and Mahackeno trails, this spacious and flexible ranch feels like a private retreat yet remains close to town. With five bedrooms, four full baths, and an outdoor powder room off the garden patio, the home is designed for comfort and easy living. The main level features four bedrooms, three baths, and an updated kitchen that opens to bright, inviting spaces. The fully legal finished walkout lower level adds nearly 1,300 sq. ft. and includes a private apartment with its own kitchen, bath, mudroom/laundry, and entrance ideal for guests, extended family, an au pair, or inco

Vintage Home for sale in Wilton, CT:

The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom kitchen w/ a generous butler's pantry and scullery. The family room with fireplace offers views of the large stone terrace and expansive gardens. The first level also includes four-season sunroom, elegant dining and living rooms each with a fireplace. A paneled library with picturesque privacy, built-