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

On one of New Canaan's most coveted streets, 25 Adams Lane stands as a rare offering: exceptional architecture, extraordinary amenities, and the kind of warmth that cannot be built - only lived. Set on two glorious south-facing acres, the property commands one of the finest front lawns in town; a sweeping, softly grassed acre framed by mature flowering trees, and longtime home to the

Christine Saxe Compass Connecticut, LLC

Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living

Christine Saxe Compass Connecticut, LLC

Welcome to 559 Cheese Spring Rd., a sun-drenched and meticulously maintained 4,300 square-foot center hall colonial - a Connecticut classic that is stylish, pristine and truly move-in ready. The first floor offers a gracious living room, large dining room with fireplace and built-ins, and a sunlit sunroom/playroom with cathedral ceiling which opens onto a lovely outdoor deck. The updated gourmet

Mary Higgins Brown Harris Stevens

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

FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting -

Mar Jennings Higgins Group Bedford Square

Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously

Jaime Sneddon William Pitt Sotheby's Int'l

Set on 4 private acres, this fully renovated 5-bedroom, 6-bath home blends modern design with effortless everyday living. From the moment you enter, fresh, sophisticated interiors set the tone for a turnkey lifestyle. The spacious eat-in kitchen with a large center island flows into inviting gathering spaces designed for both daily living and entertaining. The cathedral-ceiling primary suite

Genevieve Schettino Compass Connecticut, LLC

A Masterpiece of Colonial Elegance and Resort-Style Living on Dunning Road - Perfectly positioned on a coveted cul-de-sac just moments from town on 2 perfectly flat acres, this stately 5-bedroom, 6.5-bath center hall colonial offers an unparalleled blend of sophisticated design and private resort living. Inside, the formal living room sets a dramatic tone with its stately fireplace and a

Jaime Sneddon William Pitt Sotheby's Int'l

Nestled on a picturesque 1.83-acre natural setting, this spacious 5-bedroom, 4-full-bath home offers privacy, comfort, and convenience. Set back from the road with a long driveway and ample off-street parking, the property enjoys beautiful frontage and a serene atmosphere. The main level features a gracious formal living room with fireplace, an elegant dining room, and a beautifully renovated

Allison Santopietro William Raveis Real Estate

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

Classic Colonial in sought-after Silvermine, set on four acres of protected natural surroundings that offer a rare combination of privacy, beauty, and enduring character. Mature trees, preserved wetlands, and seasonal views create a landscape that feels both expansive and intimately connected to nature, while a conservation easement helps ensure these surroundings remain protected for generations

Nicola Dougherty Houlihan Lawrence

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

This elegant New Canaan home is distinguished by its timeless Federal-inspired architecture and gracious symmetry. The five bedroom five and a half bath residence was thoughtfully redesigned and expanded in 2007 to the highest standard. Set on two beautifully landscaped and very private acres in one of New Canaan's most coveted cul-de-sac settings, this light-filled residence offers over 7,200

Marsha Charles Coldwell Banker Realty

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

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

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

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

First time on the market. Builders own home, only the best construction from the highest level of professional contractor. Brick and stone build quality. Effortless one-level living on a coveted 1.01-acre lot, minutes from the heart of New Canaan. This meticulously maintained 3-bedroom, 2.5-bath home offers the single-floor lifestyle today's buyers crave - with expansion potential to grow into a

Chris Sigg William Raveis Real Estate

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

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

PRISTINE & 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

Welcome to this stunning custom shingle-style residence set amid sweeping lawns, mature flowering trees, and beautiful natural surroundings in one of New Canaan's most picturesque settings.This exceptional 4/5-bedroom residence blends timeless New England architecture with modern living and refined architectural detail throughout. The cathedral-ceiling living room with fireplace, walls of

Bettina Hegel Brown Harris Stevens

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

A rare gem in Pound Ridge, this expansive 5-bed, 4-bath colonial is your chance to own a grand estate built in 2001, boasting nearly 5,750 sq. ft. on a serene cul-de-sac. Though occupied there are no showings, this is a prime opportunity for savvy buyers ready to close with cash. Imagine the potential secure this stately home and make it your own Don t miss out on this rare Pound Ridge offering.

Arafat Ibrahim AI Realty Brokerage LLC