New Canaan, CT homes for sale & real estate

New Canaan, CT Homes for Sale

Classic 5-bedroom Colonial in the coveted Behind the Y neighborhood-just a short walk to schools, the YMCA, and Waveny Park. With over 3,500 sq. ft. of living space, this home features a front-to-back living room with fireplace, a sun-filled dining room, and a kitchen that opens to a step-down family room with fireplace and French doors leading to the terrace and private backyard. A study with fireplace provides a quiet retreat, while the flexible layout includes an au pair or in-law suite with sitting room and separate entrance. This home also offers a lower-level playroom and attached potting shed. With great bones and a fantastic location, it offers an excellent opportunity for updates a

New Canaan, CT Homes for Sale

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

New Canaan, CT Homes for Sale

One-of-a-kind property, dwellings built by owners' grandfather. Summer porch included with upper larger unit. Small apartment has large open porch as well. Sixty- one has patio and nice rear property. Fifty-seven has front and rear property. See Addendum for additional dwelling. Unique income property - one of only four multiple rental dwellings in New Canaan with several buildings on one property. * * Property may not be subdivided. * * Driveway/accessway is property of State of Connecticut. New Canaan Public Works Department is responsible for snowplowing, blacktopping, and maintenance of accessway - very dependable, courteous service. Number sixty-one (larger dwelling) has studio apar

New Canaan, CT Homes for Sale

Perfect CONDO alternative! Welcome to 101 Parade Hill, a newly fenced masterpiece of modern design in the prestigious town of New Canaan, CT. This fully redesigned home offers a rare and coveted one-floor living experience, blending sleek contemporary style with exceptional comfort. The open, airy layout is highlighted by stunning black and gold appliances, creating a bold and sophisticated kitchen that's perfect for both everyday living and entertaining. The home features 3 spacious bedrooms and 2 beautifully appointed baths, including a newly redesigned primary suite with a luxurious en suite bath. With a brand-new roof, siding, and central AC, this home offers both style and peace of min

New Canaan, CT Homes for Sale

Experience the perfect blend of historic charm and modern living in this beautifully renovated 1840 home, ideally located in one of the most desirable in-town neighborhoods. Fully restored in 2013, this classic New England property features timeless architectural details alongside thoughtful updates throughout. Step inside to find sun-filled rooms, warm hardwood floors, and high-end finishes that create a welcoming and sophisticated atmosphere. The updated kitchen boasts premium appliances, custom cabinetry, and a seamless flow into the living and dining areas-ideal for both everyday living and entertaining. With three finished levels, this home offers four spacious bedrooms, including a v

New Canaan, CT Homes for Sale

A unique collaboration between past and present, 202 Weed Street is a 4,628 sq ft Colonial integrating its original 1880s structure with a stunning addition by Sam Mitchell of the acclaimed Mitchell Studio. A Harvard-educated architect published in Architectural Digest and Veranda, Mitchell prioritizes proportion, livability, and timelessness-a philosophy best described as "Contemporary Architecture Rooted in the Classical Tradition. This principle is embodied where soaring 9-10 ft ceilings and rich Brazilian cherry floors flow through sunlit rooms adorned with multi-step crown molding, chair rails, and exposed stone. The gourmet kitchen is a masterpiece, featuring custom wood cabinetr