New Canaan, CT Homes for Sale with Acreage

5.13-Acre Estate Bordering New Canaan Country Club. Discover ultimate privacy on Smith Ridge Road. This impeccably maintained home features a sun-drenched floor plan with southern exposure and high-end updates throughout. Highlights include a 2023 Fiona Leonard kitchen with walnut cabinetry, a 2024 primary bath renovation, and a spacious living room with a custom wet bar. The main level offers a

Melissa Engel Douglas Elliman of Connecticut

Step into timeless sophistication at this breathtaking Neoclassical estate, ideally located on over 4 pristine acres in one of New Canaan's most sought-after locations. Offering 6,557 square feet of beautifully refined living space, this extraordinary home effortlessly balances classic architectural elegance with the comforts of modern luxury. Thoughtfully redesigned and expanded between 2010 and

Diane Jenkins Houlihan Lawrence

This stunning shingle and stone Colonial perfectly blends traditional architecture with modern luxury amenities, offering a resort-at-home lifestyle while maintaining close-to-town convenience. The heart of the home is a brand-new Deane kitchen, featuring an oversized center island, high-end side-by-side refrigerator/freezer, two sinks, two dishwashers, and a premium range. This space is

Hannelore Kaplan William Raveis Real Estate

The "Legacy Estate" An Oenoke Ridge Masterpiece: The main brick residence captures the essence of Gilded Age elegance with 10-12 ft ceilings, eight fireplaces, a classic wrap-around-porch, and a porte-cochere. Spanning four finished levels, the main residence seamlessly blends original character with a significant three-story addition completed in 2012. The newer wing features a spacious

Hannelore Kaplan William Raveis Real Estate

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush

Jaime Sneddon William Pitt Sotheby's Int'l

Located in the desirable Lake Wind / Ponus Ridge corridor, this custom Colonial estate offers over 9,000 square feet of living space, thoughtfully rebuilt in 2010 and designed for both scale and comfort. The home features 5 bedrooms, 7 full and 3 half baths, six fireplaces (including one outdoor), and multiple porches, with select rooms showcasing cathedral ceilings. Set on 2.74 acres, the

Gene Shklover AG Prime Realty

A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle

Melissa Jones Houlihan Lawrence

119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere.

Molly Rubins NestSeekers International

A once-in-a-lifetime opportunity to create a home in one of New Canaan's most coveted neighborhoods in close proximity to town, train, Country Club of New Canaan and NC Field Club. Over 4 acres of prime, tranquil land on a quiet, winding lane with mature trees in what will become a neighborhood of impressive homes in a beautiful setting. Currently improved with a charming, historical cottage that

James Hoffman Houlihan Lawrence

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

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

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

Newly completed, gorgeous and with every luxury feature imaginable, 729 Smith Ridge Rd is a sun-drenched modern colonial, convenient to New Canaan town center, yet privately located in the estate section of Smith Ridge. A gated, dramatic approach sets the stage for the epitome of modern luxury inside: oversized windows, 10 foot ceilings, a show-stopping chef's kitchen, an elevator to all four

Amanda Bryan Compass Connecticut, LLC

Welcome to 137 Linden Tree, a masterpiece of modern luxury and thoughtful upgrades in the heart of Wilton. This meticulously maintained home blends elegance, functionality, and high-end amenities for an extraordinary living experience. The property's curb appeal is striking, with a circular driveway, manicured lawns, curated plantings, and a full-property irrigation system. In the backyard, a

Marion Filley Compass Connecticut, LLC

Set on 7 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational

Ashley Dineen Compass Connecticut, LLC

Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house

Ashley Dineen Compass Connecticut, LLC