5-Bedroom Homes for Sale in New Canaan, CT

The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom

Marsha Charles Coldwell Banker Realty

Just off Ponus Ridge and moments from Talmadge Hill Train Station, this exceptional Colonial home offers easy access to the Merritt and downtown amenities. Set on 1.67 acres of beautifully landscaped, gated grounds, the property boasts a newly renovated, resort-style gunite pool and spa, an oasis for outdoor living. The professionally manicured backyard is complemented by a stunning bluestone

Kelly Daniel Compass Connecticut, LLC

Welcome to 1421 Oenoke Ridge in the picturesque town of New Canaan, CT. A gated entrance and circular drive lead you to this gorgeous home just minutes from New Canaan's vibrant town center. Expertly crafted by Douglas Carter Architects, and stunningly transformed by its current owner/designer, the more than 10,250-square-foot residence, sited on 2.5 pristine acres, offers a luxurious retreat

John Dunn Compass Connecticut, LLC

Experience extraordinary living in this sophisticated, estate-style majestic brick townhouse with slate roof - a truly unique custom-built home showcasing timeless elegance & impeccable architectural detail across 4 expansive levels. A gracious gated entrance opens to a charming cobblestone courtyard, setting the stage for an unmatched living experience. Inside, you'll find beautifully appointed

Jaime Sneddon William Pitt Sotheby's Int'l

THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, RARE CUSTOM ELEVATOR, SPORTS TENNIS COURT, MEDIA ROOM, HIS & HER SEPARATE BATHS, ALSO INCLUDED ARE SEVERAL PRACTICAL AND FUN AMENITIES THAT GRACE THIS ONE OF A KIND HOME. WITH PRIVACY ON ALL FOUR SIDES THIS HOME PRESENTS ONE OF THE BEST LOTS, SCHOOL SYSTEMS

Susan Morelli Coldwell Banker Realty

Luxury New Construction in the Heart of New Canaan! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated near Mead Memorial Park and Bristow Bird Sanctuary, this elegant residence offers the perfect blend of nature, convenience, and luxury-with sidewalk access to town for ultimate

Jared Kuehner William Pitt Sotheby's Int'l

1936 Vintage Colonial Home is sited high on over 6 acres of private land in the estate section of New Canaan located in the West School District. The home features 5 bedrooms and 4 1/2 baths, a gourmet country kitchen, generous sized rooms, and lots of vintage charm. The beautiful professionally landscaped property has seasonal water views of the Laurel Reservoir and includes a pool and spa, a

Jaime Sneddon William Pitt Sotheby's Int'l

Situated on over two acres on one of New Canaan's most coveted cul-de-sacs, this five-bedroom Colonial offers gracious living in a serene west side setting. The home's thoughtful layout provides both formal and casual spaces for daily life & entertaining. The main level features a generous living room with fireplace, formal dining room, and private study. The heart of the home is an expansive

Schuyler Morris Brown Harris Stevens

Nestled at the end of a private lane off the sought-after Smith Ridge Road, this enchanting 1924 Cape exudes unbeatable charm and timeless elegance. Spread across 2.2 lush acres, this beautiful property offers a serene retreat with spacious grounds perfect for relaxation and entertaining. The home features a chef's kitchen equipped with top-notch appliances and quartz countertops that provide

Catherine DiChiara William Raveis Real Estate

Perfectly situated on over two flat, beautifully usable acres, this exceptional 5 bedroom, 4 full/2 half bath home offers nearly 8,000 square feet of living space across four full levels. Located just minutes from top-rated schools, shopping, and the vibrant town center, this property combines unmatched space, convenience, and flexibility. Inside, soaring 9-foot-plus ceilings throughout create

Michelle Donzeiser William Raveis Real Estate

Welcome home! This beautifully renovated New Canaan estate blends today's modern luxuries with the timeless charm and architecture of its era. From the moment you arrive, the grounds make a lasting impression-professionally landscaped with stonework, graceful iron fencing, and lush greenery that feels like your own private retreat. Designed for both relaxation and entertaining, the outdoor

Laura 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

Through stone columns along a scenic approach is this first time on market custom-built five bedroom brick house on four private acres. Spacious rooms with 10ft ceilings and detailed mill work on the main floor include a cathedral height family room with dramatic fireplace, a front-to-back living room, a wood paneled office, and a four-season sun room to enjoy the stunning property. The large

Leslie Razook William Pitt Sotheby's Int'l

Discover unparalleled elegance at 176 Logan Road, a masterfully reimagined 5-bedroom classic colonial set on over 2.5 acres of private land with serene views to Mill river. This exceptional home boasts two full kitchens for ultimate flexibility especially for multi generational living requirements. In 2023, the expansive walk-out lower level was renovated into a luminous in-law suite,

Mark Pires Coldwell Banker Realty

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

Robbie Blosio William Pitt Sotheby's Int'l

Just renovated to perfection, this 5BR, 3.5BA classic Connecticut colonial with extra 1900 square feet of finished lower level gives you over 5300 square feet of living area and is situated on a very private much sought-after cul de sac in New Canaan's loveliest areas of 4+ acres estates and properties. This home has it all. Beautiful quartz countertops in your new light filled family kitchen

Becky Munro Brown Harris Stevens

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

Modern Elegance Meets Timeless Charm in Prime West Side Location. Welcome to the one you've been waiting for-where location, lifestyle, and luxury converge. Perfectly situated on 2 lush acres in a quiet neighborhood minutes from New Canaan village, this completely reimagined five-bedroom, four and a half bath home is the epitome of turnkey sophistication.Property Highlights include:The new

Hannelore Kaplan William Raveis Real Estate

Welcome to Pemberly Hill, a truly exceptional home of unparalleled grandeur and sophistication. Boasting 8 bedrooms on 4 acres of pristine grounds on desirable Brushy Ridge, this magnificent property is a true masterpiece. This classic home has been thoughtfully designed to the highest standards, seamlessly blending its rich history with modern luxury. The result is an extraordinary residence

Michele Murray-Sloan Houlihan Lawrence

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored six-bedroom home blends timeless elegance with modern function. A private drive and grand fountain lead you in to a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, flows to a serene terrace. The Blue Room

Ashlei De Souza Serhant Connecticut, LLC

BRAND NEW CONSTRUCTION completed 11/1/25. IMMEDIATE OCCUPANCY. THE PHOTOS ARE AUTHENTIC TO THIS HOUSE. The Ultimate Compound! Exceptional new construction by custom home builder, Woodcrest Homes. Ultra-Prime West Road Location on 6.5 flat & dry private acres with room for a Pool, Pool House, Sports Court and Guest House (with special permit application). Seven ensuite bedrooms, transitional style

Jaime Sneddon William Pitt Sotheby's Int'l

Welcome to 199 Mariomi road, a modern colonial/farmhouse set on 2 acres. Four finished levels offer a generous living space with high - end kitchen, first floor bedroom with full bathroom and an office with attached deck. Large blue stone patio with build in grill is ready for outdoor entertaining. Glass staircase railing leads to the second floor where large master suite with walk in closet

Pavel Jansa Coldwell Banker Realty

NEW CONSTRUCTION !! 1 of 3 new construction homes to be built in walking distance to town. 4-5 BR colonial under construction, possible in-law or nanny suite available. Call for an appointment to meet with the award-winning Architect CAH !! there is time to customize! Convenient location!

Ruth Jones Blue Anchor Realty Group

This classic Colonial has character, charm and generous space. The formal Living Room has a fireplace and adjoins the Music Room. The spacious Dining Room has a fireplace bordered by Dutch tiles and features a custom "River" mural. The kitchen has a bright copper exhaust hood, gas stove and opens to the family room with cathedral ceiling, skylights, fireplace and French Doors to the terrace. The

Suzanne Okie Brown Harris Stevens

Blending refined elegance with complete privacy, this 9.5-acre estate is a true sanctuary for those seeking a sophisticated lifestyle. At the end of a Bradford Pear-lined gravel drive, the compound features a 10,000 sq. ft. main house, pool and pool house, two-bedroom guest cottage, and a breathtaking field house by architect Louise Brooks. The main home marries historic charm with sleek, modern

Ashley Dineen Compass Connecticut, LLC