New Canaan, CT Homes for Sale with Acreage

Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature

James Hoffman Houlihan Lawrence

Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the

Inger Stringfellow William Pitt Sotheby's Int'l

Experience Architectural History: The Celebrated Celanese House. This is your chance to own a true masterpiece. Designed in 1959 by visionary architect Edward Durell Stone, the Celanese House is one of New Canaan's most celebrated mid-century modern landmarks-an architectural treasure admired by design publications for decades. Stone's signature elements remain unmistakable: the striking lattice

Inger Stringfellow William Pitt Sotheby's Int'l

190 Brookwood Lane is set in one of New Canaan's most unique and desirable residential settings - a bucolic landscape of rolling meadows, mature woodlands, and gently flowing streams set on just over 3 acres of quintessential New England beauty. Situated in the heart of New Canaan, the property offers a peaceful and established neighborhood setting where quiet roads, mature trees, and

James Hoffman Houlihan Lawrence

Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the

Maxwell Erni The Bridge Realty Inc.

Prestigious Hoyt Farm Tudor: An Elegant Two-Acre Oasis Near the Village. Nestled on two beautifully landscaped, ultra-private acres in the highly coveted Hoyt Farm neighborhood, this exceptional Tudor offers over 7,400 square feet of sophisticated luxury and warmth. A grand, two-story foyer welcomes you into a seamless, light-filled layout featuring a formal living room with dramatic vaulted

Jaime Sneddon William Pitt Sotheby's Int'l

The one-floor home you have been waiting for! Set on 2+ private, level acres, this charming New Canaan home offers a wonderful sense of peace and privacy, complemented by exceptional outdoor amenities. A long, tree-lined driveway leads to the end-of-drive picturesque setting, where a charming barn/garage and sparkling rectangular swimming pool immediately welcome you to your own private retreat.

Denise Gannalo William Raveis Real Estate

Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, yet remains just minutes from downtown New Canaan and approximately one hour from New York City. Newly constructed from the

Danielle Spada Coldwell Banker Realty

Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a

Leslie Razook William Pitt Sotheby's Int'l

Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through

Jaime Sneddon William Pitt Sotheby's Int'l

Silvermine, one of New Canaan's highly desired neighborhoods. Embrace the unique lifestyle of this historic area. The location is a short walk to the Silvermine Arts Center and the Inn at Gray Barns offering fine dining along w/ a coffee shop while enjoying the views of the Silvermine River. This sophisticated turn-key ready home offers one floor living at its best. The home welcomes you w/ an

Anthony Ardino William Raveis Real Estate

Set on 2.18 picturesque acres just six minutes from downtown New Canaan, this exquisitely renovated 5,731-square-foot residence offers the perfect blend of classic New England charm and contemporary sophistication. Thoughtfully reimagined in 2024, the home showcases exceptional craftsmanship, refined finishes, and a layout designed for today's lifestyle. Featuring five spacious bedrooms and

Kerry O' Dea William Raveis Real Estate

Nestled at the end of a private lane off sought after Smith Ridge Road, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens

Catherine DiChiara William Raveis Real Estate

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living

Douglas Milne Houlihan Lawrence

NEW CONSTRUCTION - Set on a quiet cul-de-sac just minutes from the heart of New Canaan, this custom-built estate by renowned builder V&A Construction reflects the superior craftsmanship, attention to detail and refined finishes for which the company is known. Currently in the final stages of construction, the home is designed for both everyday living and effortless entertaining. A gracious floor

Katherine Kuras BHHS Darien/New Canaan

Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

John-Michael Rachinsky-Wood Harbor Bridge Realty

Set in the coveted Silvermine area of New Canaan, 102 Silver Ridge Road presents a newly built residence where sophisticated design, exceptional scale, and effortless modern living come together. A light-filled two-story family room creates a dramatic yet inviting centerpiece. Thoughtfully designed for today's lifestyle, the home features a gourmet kitchen, two dedicated office locations,

Barbara Babcock Berkshire Hathaway NE Prop.

A rare opportunity to acquire Silvermine Farm, a fully integrated, professional-grade equestrian facility spanning two contiguous parcels at 80 & 90 Comstock Hill. Set on 7.06 level acres in a highly desirable Fairfield County location, the property supports a high-caliber training, boarding, or private equestrian operation. The facility includes one indoor ring (75' x 150') and two outdoor rings

Libby Mattson Houlihan Lawrence

IMMACULATE & PERFECT!! Nestled on a charming cul-de-sac close to town, this lovely and meticulously maintained 4-bedroom home offers the perfect blend of comfort, style, and convenience. Set on a level acre in a picturesque setting, the home features a welcoming open floor plan with sun-filled living spaces that flow effortlessly, creating an inviting setting for both everyday living and

Bettina Hegel Brown Harris Stevens

FrogPond Estate is New Canaan's most striking modern Scandinavian offering-an architectural achievement set on 2.25 private acres just moments from town and train. With 11,836+ sq. ft. of sunfilled, designdriven living space, this 7 bed, 9.5bath custom residence delivers soaring 12ft ceilings, bespoke millwork, designer lighting, and walls of glass that erase the line between indoors and out. A

Mar Jennings Higgins Group Bedford Square

Welcome to a one-of-a-kind home ideal for multigenerational or extended-family living-just minutes from downtown yet nestled in a peaceful, sought-after Stamford neighborhood. Set on a quiet cul-de-sac and spanning 1.1 acres, this five-bedroom residence offers three full bathrooms on the main level, providing flexible and comfortable living arrangements for multiple generations.The primary suite

Frank Marchetti BHGRE Shore & Country

Stately Silvermine Brick Colonial on Private Cul-de-Sac. This wonderful 2001-built home is ideally situated on a peaceful lane in the desirable Silvermine area, near the New Canaan border. Set on a private, level 1.05-acre lot with public water, this exceptional home offers an abundance of natural light, spacious living areas, and a wonderful blend of elegance and comfort. The inviting main level

Anthony Parenti Berkshire Hathaway NE Prop.

A rare opportunity to own in sought-after Pound Ridge! Set on two acres in an exceptionally convenient location, this inviting 4-bedroom, 2-bath Colonial blends classic New England character with significant improvements is move-in ready. Warm and welcoming, the home features wide-plank pine floors, a comfortable floor plan designed for everyday living and entertaining, and a spacious level

Michael Neeley William Raveis-New York LLC

Incredible opportunity to create your dream home in the highly desirable Springdale neighborhood, just moments from the New Canaan line. This spacious, light-filled 4-bedroom, 2.5-bath Colonial offers outstanding potential for buyers with vision. Looking for inspiration? Set on a private 1.09-acre lot, this property combines a peaceful setting with convenient access to shopping, dining, schools,

Fiona Porter Keller Williams Realty