New Canaan, CT Houses for Sale with Private Pool

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

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

Stylish, sophisticated and fun, this stunning 10,000 SF westside country estate borders two acres of land trust for total privacy, and is conveniently located close to town and schools. Extensive and impeccable renovations in 2023 with exquisite details and millwork, superior quality craftsmanship, luxurious amenities, smart home technology, designer light fixtures, new mechanicals, new cedar

Mary Higgins Brown Harris Stevens

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

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

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

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

Welcome to 49 Dogwood Lane, a stunning French Provincial-style Colonial, gracefully tucked away just minutes from town. Originally built in 1937, this exceptional residence has been thoughtfully expanded, blending historic elegance with the refined comforts of modern living. The main level boasts soaring 9-foot ceilings and beautifully arched doorways, creating a sense of architectural harmony

Libby Mattson Houlihan Lawrence

Exceptional Renovated Antique Home in the Heart of Downtown New Canaan. This exquisite antique home, nestled in the vibrant heart of downtown New Canaan, masterfully blends historic charm with contemporary luxury. Completely rebuilt "to the studs" in 2011, it boasts wide-board hardwood floors, new casement windows, updated wiring and plumbing, and a high-efficiency gas boiler. In 2014, the

Melissa Rwambuya William Raveis Real Estate

Nestled on a private cul-de-sac in a pristine neighborhood, this like-new renovated 5-bedroom, 5.5-bathroom residence offers polished luxury and modern convenience just steps from schools and Waveny Park. The parking courtyard leads to a glass enclosed entry with formal living and dining rooms at either end. The white custom kitchen with quartz countertops and new high- end appliances, has a

Leslie Razook William Pitt Sotheby's Int'l

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

Welcome home to Woodland Road. Offering over 4000 sf, a two-story foyer, four bedrooms, three-and-a-half bathrooms, and a finished basement. The updated kitchen and entertaining space opens to a family room overlooking the renovated inground, heated pool. Recently installed Mahogany front door, rear door and sliders out to the pool. Countless updates to both mechanical and aesthetic aspects of

Justin Bradley Coldwell Banker Realty

Spectacular single-floor living nestled on an oversized lot in the 2 acre zone - 3.85 serene acres overlooking Collins Pond. This remarkable property features breathtaking landscapes, a private dock, in-ground pool, and expansive sun-filled terrace-perfect for entertaining. Surrounded by magnificent old trees, enjoy unmatched privacy with 4 garages, a workshop, and a guest/caretaker apartment.

Melissa Engel Douglas Elliman of Connecticut

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 Wadia to embark on a 3-year 6 million dollar renovation perfecting the already expansive 10,000 square foot

Danielle Scialpi-Malloy Serhant Connecticut, LLC

Showcasing the unparalleled 637 Valley Road estate, a majestic stone Georgian Colonial that offers an enchanting lifestyle along the tranquil banks of the Silvermine River. Spanning over 7.04 acres of idyllic park-like grounds, this 12,000 square foot masterpiece with a charming guest cottage is a treasure not to be missed. The estate boasts an expansive chef's kitchen, a stately home library,

JoAnne Fisher William Pitt Sotheby's Int'l

Welcome to this exquisite stone and shingle home, an extraordinary masterpiece built in the timeless English Cotswold tradition. Updated in 1999 and again in the early 2000's, this impeccably designed home showcases unparalleled craftsmanship, and captivates with its attention to every detail, offering a truly custom living experience. As you step inside, you'll be greeted by the allure of

Melissa Engel Douglas Elliman of Connecticut

Step into a world of elegance and history at Orchard Ridge, an extraordinary estate with an illustrious past. This magnificent property has been home to notable figures such as Faith Hill & Tim McGraw during the filming of Stepford Wives, GE CEO, Jack Welch, and the philanthropic Dunning family, known for their contributions to NC's Dunning Field/Stadium. Property Highlights: 6.6 acres of

Hannelore Kaplan William Raveis Real Estate

Welcome to Le Beau Chateau, a grand French-style manor house originally built in 1937 on a 52 acre property restored and reimagined by Reed & Delphine Krakoff to perfection. Boasting pedigree, provenance and stunning design, this timeless and priceless estate (formerly owned by copper heiress Huguette Clark) has been magically transformed with a deep respect for its history, and a seamless

Robert Johnson Brown Harris Stevens CT, LLC

Originally constructed in 1937 by Philadelphia architect Julian A. Fay, this 10,000+ square-foot Georgian Colonial has been meticulously restored, renovated, and expanded by its current owners.Renowned architect Louise Brooks skillfully preserved the home's historic charm while seamlessly integrating contemporary living spaces to meet today's lifestyle demands.Situated at the end

Ashley Dineen Compass Connecticut, LLC