New Canaan, CT Homes for Sale with Pool

FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 8-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting -

Mar Jennings Higgins Group Bedford Square

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

Newly completed, gorgeous and with every luxury feature imaginable, 729 Smith Ridge Rd is a sun-drenched modern colonial, convenient to New Canaan town center, yet privately located in the estate section of Smith Ridge. A gated, dramatic approach sets the stage for the epitome of modern luxury inside: oversized windows, 10 foot ceilings, a show-stopping chef's kitchen, an elevator to all four

Amanda Bryan 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

Set on 5 private acres in one of New Canaan's most desirable settings, this beautifully maintained home is on the market for the first time in nearly three decades. The property has been meticulously maintained and offers a true country club lifestyle with a tennis court, pool, and expansive grounds designed for recreation and relaxation. The main level features an open concept layout with

Ayesha Qureshi-Amin Houlihan Lawrence

A truly exceptional property situated high above Milne Lake. This residence offers breathtaking 180-degree water views, soaring ceilings, and abundant natural light throughout. Set on 4.13 acres, the estate is surrounded by nature and features a variety of premium amenities, including private walking paths, Zen gardens, bridges over streams, a dedicated pond and waterfall, and a tennis court. For

Hannelore Kaplan William Raveis Real Estate

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush

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

A classic 18th-century New England farmhouse, reimagined for the 21st century after a comprehensive five-year renovation. Thoughtfully modernized, the home retains its original character while seamlessly integrating contemporary comforts and style. Light-filled, open living spaces create an airy, modern feel, grounded by whitewashed Douglas fir flooring and anchored by a large, updated kitchen

Jennifer Farnum Compass Connecticut, LLC

This exceptional and meticulously crafted residence offers the perfect synthesis of luxury, space and privacy in one of New Canaan's most coveted in-town locations. Nestled on a rare.52-acre private parcel, this thoughtfully and beautifully recently renovated home provides a serene retreat while remaining uber convenient to schools, shopping and cherished downtown amenities. Spanning four

Wendy Werneburg William Raveis Real Estate

Garage Unit Included. Located in the most desirable corner of the community and sitting high above the street, this 1 bedroom, end unit condo offers great views with 3 exposures providing abundant natural light. Freshly painted with an upgraded kitchen, this main floor unit is well laid out with clearly defined spaces and ample closet space, including large walk in. With a thoughtful design, a

Todd Sell William Pitt Sotheby's Int'l