New Canaan, CT Homes for Sale with Pool

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

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

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

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

Experience condo living at its best at Hathaway Commons!! This beautifully transformed three-bedroom, three-bath residence offers the perfect blend of modern style and ultimate comfort. Enjoy the convenience of an attached one-car garage that leads into a spacious mudroom equipped with a full-sized washer and dryer. The sophisticated eat-in kitchen alongside welcoming dining and living areas, are

Christine Saxe Compass Connecticut, LLC

Expanded and fully renovated in 2005, this exceptional Colonial is located in the prestigious Hoyt Farm neighborhood, close to the village. Set on two acres of beautifully landscaped property, the home features five bedrooms and five and a half baths, offering a perfect blend of sophistication and comfort. The main floor welcomes you with a dramatic two-story foyer, an open chef's kitchen flowing

Jaime Sneddon William Pitt Sotheby's Int'l

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

Simply charming ranch on Jonathan Road, a most inviting and quiet country cul-de-sac. Enjoy the ease of one-level living in a setting that feels both like a private retreat yet is convenient to downtown New Canaan. Nestled amongst grand estates and farm houses, and with plenty of room to expand, it is easy to bring your own ideas and create the experience you've always wanted home to be. The

Stacy Book William Raveis Real Estate

Welcome to Lantern Way - a hidden gem in the heart of New Canaan. This three bedroom, two and a half bathroom condo has an updated kitchen and bathrooms, a family room with a fireplace, a private patio, finished basement and an in-ground pool to be enjoyed by Lantern Way residents. Appreciate the convenience not only of living within steps of Metro North and New Canaan's vibrant village, but also

Amanda Bryan Compass Connecticut, LLC

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

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

A classic 18th century New England farmhouse exuding 21st century appeal after a comprehensive 5-year renovation. The extensive modernization complements the home's unique character while capitalizing on updated amenities. Open,light-filled living spaces give it a contemporary feel. Whitewashed Douglas fir flooring, a large, updated kitchen with working fireplace, new bathrooms, and generously

Michele Murray-Sloan Houlihan Lawrence

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

Elegant 3-Bedroom Condo in Sought-After Canaan Close! Beautifully maintained 3BR, 2.5BA, end unit townhouse just minutes from downtown New Canaan. This spacious home features three levels, including a finished walkout lower level with deck-perfect for a family room, gym, or guest suite. The sun-filled main level offers hardwood floors, open living/dining areas with fireplace, and an updated

Roslyn Reed Houlihan Lawrence

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

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 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

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

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