New Canaan, CT Homes for Sale with Pool

Perched on a sunny knoll overlooking two acres of beautifully landscaped grounds, this thoughtfully expanded center hall colonial in coveted Hoyt Farms is a rare find. Mature specimen trees of remarkable scale anchor the property, lending an established presence that simply cannot be replicated. Inside, a seamless expansion honors the home's colonial origins while adding the generous proportions

Christine Saxe Compass Connecticut, LLC

Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living

Christine Saxe Compass Connecticut, LLC

Timeless character and thoughtful, recent updates come together beautifully at this classic 1930s Colonial set on over three private acres in one of New Canaan's most serene settings. Lovingly maintained and enhanced over time, you'll find a rare combination of architectural charm, graceful living spaces, and a sense of quiet retreat surrounded by protected land. The gracious foyer introduces

Taylor Tait Houlihan Lawrence

Located in one of the community's most desirable settings, this elevated end-unit one-bedroom condo enjoys sweeping views and exceptional natural light from three exposures. Freshly painted and thoughtfully updated, the home features an upgraded kitchen, spacious and well-defined living areas, and abundant storage, including a large walk-in closet. The flexible floor plan allows for the addition

Todd Sell William Pitt Sotheby's Int'l

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 7-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

Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously

Jaime Sneddon William Pitt Sotheby's Int'l

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

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

This elegant New Canaan home is distinguished by its timeless Federal-inspired architecture and gracious symmetry. The five bedroom five and a half bath residence was thoughtfully redesigned and expanded in 2007 to the highest standard. Set on two beautifully landscaped and very private acres in one of New Canaan's most coveted cul-de-sac settings, this light-filled residence offers over 7,200

Marsha Charles Coldwell Banker Realty

Enchanting country estate located on a rare private lane. Sophistication Grace and Style are the hallmarks of the residence. Entire house has been exquisitely renovated - designer kitchen with bespoke cabinetry, deluxe appliances, stunning new Primary suite bath, newly transformed lower level Garden Room Salon. And as a bonus - a world class barn offering additional 3 car parking; entire 2nd

Rita Kirby William Pitt Sotheby's Int'l

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living

Douglas Milne Houlihan Lawrence

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

Welcome to 610 Cheese Spring Road, a custom shingle-style estate set on 4.5 spectacular acres with sweeping lawns, mature flowering trees, and resort-like grounds in one of New Canaan's most scenic settings. This exceptional 4/5-bedroom residence blends timeless New England architecture with modern living and refined architectural detail throughout. The cathedral-ceiling living room with

Bettina Hegel Brown Harris Stevens

Discover this inviting four-bedroom, four-bath split-level home in one of North Stamford's most sought-after neighborhoods, just minutes from the New Canaan border. Situated on a beautifully manicured one-acre property, this home seamlessly blends comfort, style, and functionality ideal for both everyday living and entertaining. Inside, you'll find hardwood floors throughout much of the home, a

Angela Alfano Coldwell Banker Realty