New Canaan, CT Houses for Sale with Private Pool

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

Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central

Melissa Rwambuya William Raveis Real Estate

Set on over five private acres along New Canaan's coveted Oenoke Ridge, this extraordinary estate is a reimagined 1890s cow barn masterfully transformed by the Hobbs family with architects Joeb Moore and Louise Brooks. Blending agrarian charm with refined modern design, the residence honors its heritage while offering sophisticated comfort. A tree-lined drive and landscape lighting set a

Danielle Scialpi-Malloy Serhant Connecticut, LLC

This exquisite 7 bedroom & 11 bath colonial residence & compound set on 4.78 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 harmonious transition between interior and outdoors is facilitated by numerous

Jennifer Crowley Douglas Elliman of Connecticut

A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar

Danielle Scialpi-Malloy Serhant Connecticut, LLC

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

Drive through the electronic iron gates to a breathtaking 16,000+ SF, 3-story Iconic Chateau of handcrafted brick and imported French slate capped roof conveying a sense of permanence, substance & Old World quality reminiscent of grand European homes. On 6+ acres, this refined style home is met inside w/a balanced mix of classic luxury and relaxed modern-day conveniences & furnishings accentuated

ileana Barns William Raveis Real Estate

Combining refined elegance with complete privacy, this 9.5-acre estate is the quintessential sanctuary for those seeking an elevated, sophisticated lifestyle in a tranquil and secluded setting. Situated at the end of a gravel drive lined with Bradford Pear trees, the compound features a 10,000-square-foot main house, a luxurious pool and pool house, a charming two-bedroom guest cottage, and an

Ashley Dineen Compass Connecticut, LLC

Enjoy your fenced in pool on 1 acre property! Renovated 2020-2025. Convenient location. 3 bedroom w/ a 4th possible, now used as an office, with 2 full baths. One floor living on cul-de-sac. Lovely neighborhood. Possible 4th bedroom used as recreational/office/laundry room. Ready to move in. .8 to Talmadge Hill train station and Merritt Parkway. Close to Waveny Park and town pool. -hardwood

Pam Roberts William Pitt Sotheby's Int'l

Clark House, a legacy property located in New Canaan, CT, (Fairfield County) 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,

Anthony Cutugno Julia B Fee Sothebys Int. Rlty

Set on a quiet private lane in one of Fairfield County's most sought-after communities, this stunning rambling New Canaan country estate offers the perfect blend of privacy, comfort, and resort-style living-just one hour from New York City. This is for the discerning buyer who can spot value and potential. With over five bedrooms and multiple living areas, the home is designed to suit a variety

Hannelore Kaplan 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

Stone walls and white entry gates open to a manicured gravel courtyard and a welcoming residence-an expanded and refined carriage house in the historic Silvermine district of New Canaan. Thoughtfully renovated & expanded in 2018, this timeless home blends Connecticut charm with a touch of whimsy. Large barrel vaulted windows & French doors fill the interior with natural light & create a seamless

Hannelore Kaplan William Raveis Real Estate

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

UNDERSTATED GRANDEUR. UNFORGETTABLE LIVING. At the end of a quiet New Canaan cul-de-sac stands a rare blend of timeless elegance and modern livability. Architect-designed and set amidst landscape architect-crafted gardens, this stone and shingle estate is grand yet understated with every inch reflecting thoughtful design & refined materials. The gracious foyer leads to a sunlit living room,

Rita Kirby William Pitt Sotheby's Int'l

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