5-Bedroom Homes for Sale in New Canaan, CT

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

Set on 2.28 beautifully landscaped acres in a premier neighborhood, this stunning Colonial showcases custom millwork, soaring windows, and sun-filled spaces throughout. Offering 6 spacious bedrooms and 5.2 baths, the home balances both formal elegance and relaxed living. The heart of the home is the gourmet kitchen-with top-of-the-line appliances, a large island, custom cabinetry, and butler's

Wendy Dixon Fog Houlihan Lawrence

Convenience & sophisticated style is what you get with this ultra-chic 6 bedroom, 8.5 bathroom masterpiece perfectly sited on a picturesque 2 flat acres with 20x40 pool and private gate entry. Built with the best finishes In mind, you'll enjoy 10ft ceilings, flexible open floor plan, private office with French doors, formal rooms that flow seamlessly from one to another, and the ultimate dream

Edward Zislis Higgins Group Real Estate

AMAZING opportunity to breathe fresh life into this Magnificent Estate! Luxurious style and surroundings including pool and pool house on four acres at this stately address. Over 13,400 square feet of luxury on four finished floors with elegant rooms and flow, including a double story library, lavish primary suite, and fantastic lower level with bar, wine cellar and gym.

Kelly Defrancesco William Raveis Real Estate

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

A special offering on one of New Canaan's most sought-after streets, 1129 Oenoke Ridge is the definition of sophisticated, turn-key living. This sun-drenched 2012 Colonial boasts over 7,000 square feet of thoughtfully designed living space across three finished levels. High ceilings, stunning millwork, and extensive built-ins abound. The first floor features a grand two-story foyer; comfortable

John Dunn Compass Connecticut, LLC

Discover elegance at this custom stone and shingle French Colonial on 4.9 bucolic acres on New Canaan's coveted west side. Bordering an 11-acre land trust, this 8,332 SF home, plus 2,300 SF finished lower level, offers privacy and proximity to downtown New Canaan and NYC commutes. The exquisite gardens, Inspired by Villa d'Este, create a resort-like setting with spectacular views from every

Melissa Engel Douglas Elliman of Connecticut

You can stroll into town from 40 Oenoke Ridge, one of New Canaan's most admired and iconic properties, stunningly transformed by its current owners into a showpiece of refined elegance and contemporary comfort. Nestled on 2+ acres of breathtaking, park-like grounds, this distinguished 1929 brick Colonial offers the rare combination of historic charm and today's most desired luxuries. Boasting 6/7

John Dunn Compass Connecticut, LLC

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

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

Welcome to 152 Long Lots ~ Perfectly sited on two flat acres in the highly sought after Hoyt Farm neighborhood. This home is a rare blend of timeless design and thoughtful scale. The interior is filled with natural light and symmetry which guides you through elegant, functional spaces designed for both everyday living and entertaining. The gourmet kitchen is the heart of the home featuring a wall

William Hecker Jr Houlihan Lawrence

Nantucket-Shingle coastal-chic style home with exceptional amenities in Hoyt Farm. Nestled on a cul-de-sac within a sought after neighborhood, a custom-designed home embodies a captivating shingle style home. This meticulously updated residence offers an abundance of space and remarkable features for comfortable living and entertaining. Upon entering the double-height foyer, you are greeted by an

Hannelore Kaplan William Raveis Real Estate

Welcome to 39 Running Brook Lane, an exceptional custom-built home set on 2.7 acres, where timeless elegance meets everyday function. Spanning more than 7,000 square feet across three finished levels, the residence offers both scale and sophistication. Inside, freshly painted interiors highlight soaring ceilings and generously proportioned rooms. The high-end kitchen by Dean is a chef's dream,

Stacey Delikat Houlihan Lawrence

California meets New Canaan in this William Wurster inspired transitional-style masterpiece set on 2.54 private acres on New Canaan's desirable west side that's so convenient to town. This extensively renovated home has over 100 custom windows and 16 doors bringing the outside in from every room. Amazing sun-drenched living space with wonderful views from EVERYWHERE. French doors lead to

Kelly Defrancesco William Raveis Real Estate

Luxury In-Town Living! Discover timeless elegance and modern ease in this beautiful, fully-renovated Colonial home, just steps from the heart of downtown New Canaan. With 6 bedrooms and 5 baths (3 full and 2 half baths) across three impeccably finished levels, this home offers the perfect blend of comfort, style, and sophistication. Renovations by SOHO Group Architectural Design, completed in

Deborah Burnaman William Raveis Real Estate

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

Opportunity Awaits! Bring your vision to this COLONIAL in desirable New Canaan. Potential for customization is limitless. Gorgeous 2 park-like acres with pond access and aerator welcomes you. Property features a peaceful yard, mature shade trees that line the driveway and lend privacy. Picturesque walking/biking community where neighbors gather. Wrap around porch invites you to sit, read, chat

Heather McGuinness William Raveis Real Estate

Discover a rare opportunity to own this light-filled and versatile one-level ranch with a fully finished walk-out lower level-perfect for a young adult suite, nanny or in-law. Thoughtfully designed for flexibility and comfort, this home offers 5 bedrooms and 2 full bathrooms, including brand-new stainless steel appliances in the eat-in kitchen. Enjoy the warmth of the fireplace in the living

Kerri Curtin 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

Welcome to this beautifully updated and energy-efficient Cape-style 2-family home, offering 4,191 sq. ft. of elegant living space on a professionally landscaped 0.49-acre lot in a desirable walk-to-town New Canaan location. The home is just minutes away from local shops, top-rated schools, fine dining, public parks and the New Canaan Metro-North train station with direct service to New York

Maria Miller William Raveis Real Estate

Welcome to 708 Ponus Ridge! This exceptional 2.53-acre parcel offers the perfect blend of space, serenity, and opportunity. The flat, cleared grounds are framed by classic stone walls and expansive, manicured lawns, creating a peaceful, park-like setting. The backyard is a true retreat, featuring a classic rectangular pool, a enchanting pool house and summer kitchen-ideal for entertaining or

Melissa Jones Houlihan Lawrence

Nestled at the end of a private lane and set on 4.4 beautifully landscaped acres, this stunning brick colonial-crafted by award-winning builder Kaali-Nagy-offers nearly 7,000 square feet of luxurious living space. A dramatic three-story entryway fills the home with natural light, leading into a formal living room with a fireplace and French doors. A richly paneled office tucked just behind the

Melissa Rwambuya William Raveis Real Estate

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

Gracious and Private Estate with Timeless Finishes..... Custom built in 2005 for the current owners, sited high on a private 1.16-acre lot, this exceptional residence blends classic New England charm with modern comfort. Tucked away off the road and constructed with clapboard and stone, the home offers both privacy and presence. A rare four-car garage adds convenience and distinction. Step

Janis Hennessy William Raveis Real Estate

This exquisite 7 bedroom & 11 bath residence set on 4.78 flat acres offers old world aesthetics with modern artistry. The craftsmanship of the millwork, finishes and features is unparalleled including reclaimed oak flooring imported from France and Hope's custom designed steel windows and doors. The living room w/fireplace leads to billiards room and sunroom w/access to back patio w/fireplace.

Jennifer Crowley Douglas Elliman of Connecticut

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

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

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

Discover sophisticated modern luxury in the heart of New Canaan This stunning, newly constructed 6,500 square foot residence offers a unique blend of modern design, luxurious finishes, convenient location. Overlooking the iconic God's Acre church steeples, this exceptional home is the latest creation by a local designer renowned for crafting one meticulously curated project per year. Step inside

Hannelore Kaplan William Raveis Real Estate

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

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 throughout with beautiful finishes & clean lines. Four fireplaces with a wonderful flow & generously

Jaime Sneddon William Pitt Sotheby's Int'l

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