Vintage homes for sale & real estate in New Canaan, CT

Vintage Home for sale in New Canaan, CT:

Sophisticated, timeless, and flawlessly reimagined, this 7,600 sq ft transitional Hamptons-style Colonial-Cape delivers luxury living with effortless ease. Offering 21 beautifully scaled rooms - including 5 spacious bedrooms, 6 full baths, and multiple inviting gathering spaces - this home balances grand entertaining with relaxed everyday comfort. Exquisite millwork, sleek transitional finishes, and four fireplaces create warmth throughout, while sunlit formal rooms flow seamlessly into casual living areas. The chef's kitchen with service galley anchors the home and opens naturally to outdoor spaces. Private retreats, work-from-home areas, and a separate in-law apartment with private entran

Vintage Home for sale in New Canaan, CT:

Exquisite and luxurious, this completely remodeled North Stamford ranch sits on 1.36 private acres and offers a perfect blend of elegance, comfort, and modern living. Beautiful hardwood floors, crown moldings, and recessed lighting flow throughout, leading to an open, bright, and airy living room with a wood-burning fireplace and large sliding glass doors that connect to an expansive deck and large, flat backyard. The dining room provides an elegant space for gatherings and offers seamless access to the screened-in porch, making indoor or outdoor entertaining effortless. The brand-new chef's kitchen impresses with quartz countertops, stainless steel appliances, a gas range, and high-end fin

Vintage Home for sale in New Canaan, CT:

There is still time to celebrate the year end holiday season in your new home. Don't wait another minute. Give yourself and your family the holiday present you deserve and welcome in 2026 in comfort and style. Whether you are a first time homebuyer or looking to downsize - this is your opportunity. MOVE IN READY!!! Located on half acre + in the desirable Broad River neighborhood convenient to the Merritt Pkwy, I-95, Rte 7, shopping and local attractions. This home has been completely renovated featuring new windows, hardwood floors, all new appliances, eat-in kitchen with quartz countertops, ensuite primary bedroom, 2 wood burning fireplaces, new windows, new roof, finished lower level, at

Vintage Home for sale in New Canaan, CT:

Set back on 1.21 acres, this classic 5-bedroom colonial is located at the cross roads of Darien, New Canaan and West Norwalk. Situated high up on a sprawling lot with an expansive yard and a handsome exterior this 5202 square foot residence captivates with original 1940's details and abundant natural light throughout. The main level has a center hall opening on one side into a spacious living room with a wood burning fireplace and into a large dining room on the other side. The gourmet kitchen with a second wood burning fireplace has custom cabinetry, a large island, a sitting area, and a breakfast nook. Off the kitchen is a half bath, windowed mudroom and laundry. Also off the kitchen is a

Vintage Home for sale in New Canaan, CT:

Nestled on a tranquil cul-de-sac, this extensively renovated home sits on a picturesque half-acre lot with a park-like setting. This property is ideal for those looking to downsize or for first-time buyers eager to move right in. Step inside to an open floor plan featuring an exquisite gourmet kitchen, a warm and inviting living area, and a formal dining room perfect for entertaining. A cozy den offers the perfect retreat for relaxation or quiet work-from-home space. The primary bedroom boasts serene views and a luxurious en-suite bath complete with a soaking tub. Two additional bedrooms share a stylish hall bath, and a conveniently located laundry room adds to the home's thoughtful layout.

Vintage Home for sale in New Canaan, CT:

OWN A PIECE OF HISTORY Updated and fully painted Inside and Out. Historic Antique Colonial in South Wilton - 4 Beds | 2.5 Baths | 2,803 Sq Ft + Walk-Out Lower Level | 4.81 Acres. Known as the historic "James Benedict" house, this central chimney (5 fireplaces : 3 gas and 2 wood) 3-story, post and beam construction residence is one of the notable and better-preserved 18th century dwellings in town. All light fixtures have been updated with LED, Three bathrooms updated. Wide plank floors refinished , Dusk to down exterior lighting, Hot water baseboard gas heat and Mini split systems that provide high quality, low noise comfort AC and can also supply heat as an alternative energy sou