New Canaan, CT Homes for Sale with Pool

Located one mile from New Canaan's town center, 377 Main Street, Unit 17 offers turnkey townhouse living just moments from Metro-North, Waveny Park and New Canaan schools. This light-filled condominium blends low-maintenance living with the privacy and scale of a single-family home. Featuring 3 bedrooms with cathedral ceilings, 2.5 baths, and approximately 2,800 square feet - including a finished

Amanda Bryan Compass Connecticut, LLC

Completely and thoughtfully renovated, this exceptional New Canaan residence blends timeless architecture with refined modern luxury in a magical private setting overlooking the Noroton River and cascading waterfalls. Located on one of New Canaan's most coveted Westside streets, the home enjoys a close-knit neighborhood known for friendly gatherings and neighborhood parties. The heart of the home

Seema Dohil Brown Harris Stevens

A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle

Melissa Jones Houlihan Lawrence

Introducing The Sun House with a blend of history and modernity. Enveloped in the charm of 1845 architecture, this Silvermine estate is a treasure trove for the discerning homeowner. Spanning over 4,000 square feet, the fully updated main house boasts four bedrooms and three and a half bathrooms. Step into the chef's kitchen, a culinary haven for the home gourmet, where modern amenities meet

Marion Filley Compass Connecticut, LLC

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

Experience the pinnacle of sophisticated living in this extraordinary estate by renowned builder Kaali-Nagy, perfectly situated within walking distance to the village, train, and nature center. The residence showcases impeccable craftsmanship throughout, defined by extensive custom moldings, intricate wainscoting, and an effortless flow designed for both grand entertaining and intimate daily

Jaime Sneddon 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

Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current

Daniel McCamblau Brown Harris Stevens

Your Private Resort Awaits: Pool, Pool House, and Perfection. A New Canaan stunner on Smith Ridge. Discover unparalleled luxury living in this exquisite 6-bedroom, 6.5-bathroom residence. Spanning four finished floors of custom designed space, this home offers comfort, elegance, and functionality. High ceilings 9 FT + and large windows flood the interior with natural light, highlighting beautiful

Hannelore Kaplan William Raveis Real Estate

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 5 minutes from New Canaan's vibrant town center. Expertly crafted by Douglas Carter Architects, and stunningly transformed by its current owner/designer, the home sited on 2.5 pristine acres, offers a luxurious retreat for the most discerning buyer. With

John Dunn Compass Connecticut, LLC

Set on 7 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational

Ashley Dineen Compass Connecticut, LLC

Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house

Ashley Dineen Compass Connecticut, LLC