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5-Bedroom Homes for Sale in New Canaan, CT

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  • /40

    $7,695,000

    • 7 Beds
    • 8.5 Baths
    • 10,039 Sq Ft

    1227 Ponus Ridge, New Canaan, CT 06840

    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

    1227 Ponus Ridge, New Canaan, CT 06840
  • /39

    $9,500,000

    • 8 Beds
    • 10 Baths
    • 13,349 Sq Ft

    262 Brushy Ridge Rd, New Canaan, CT 06840

    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

    262 Brushy Ridge Rd, New Canaan, CT 06840
  • /40

    $7,250,000

    • 8 Beds
    • 9 Baths

    485 Laurel Rd, New Canaan, CT 06840

    Welcome to Extown Farm, a stunning 17.5-acre estate that once served as New Canaan's historic farm. This rare property offers 3 separate residences, making it perfect for discerned buyers seeking a private compound. At the heart of the estate is the crown jewel: a meticulously restored 7,000 sqft farmhouse that masterfully combines modern luxury with timeless charm. This whole house renovation,

    Chau Ngo Compass Connecticut, LLC

    485 Laurel Rd, New Canaan, CT 06840
  • /40

    $7,250,000

    • 8 Beds
    • 8.5 Baths
    • 7,000 Sq Ft

    485 Laurel Rd, New Canaan, CT 06840

    Welcome to Extown Farm, a stunning 17.5-acre estate that once served as New Canaan's historic farm. This rare property offers 3 separate residences, making it perfect for discerned buyers seeking a private compound. At the heart of the estate is the crown jewel: a meticulously restored 7,000 sqft farmhouse that masterfully combines modern luxury with timeless charm. This whole house renovation,

    Chau Ngo Compass Connecticut, LLC

    485 Laurel Rd, New Canaan, CT 06840
  • /38

    $9,188,000

    • 6 Beds
    • 10 Baths
    • 16,255 Sq Ft

    119 Proprietors Crossing, New Canaan, CT 06840

    Welcome to 119 Proprietors Crossing, a dramatic estate by architect James E. Gearity. Set on four acres, this restored six-bedroom home blends elegance with modern function. A grand foyer with a sweeping staircase and Baccarat chandelier leads to refined living spaces, including the immaculate Blue Room, study with a secret staircase, and great room with 35+ ft vaulted ceilings and integrated

    Ashlei De Souza Serhant Connecticut LLC

    119 Proprietors Crossing, New Canaan, CT 06840
  • /40

    $5,999,000

    • 6 Beds
    • 9 Baths
    • 7,700 Sq Ft

    114 Ferris Hill Rd, New Canaan, CT 06840

    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

    114 Ferris Hill Rd, New Canaan, CT 06840
  • /4

    $5,435,000

    • 5 Beds
    • 6.5 Baths
    • 8,500 Sq Ft

    136 Carter St, New Canaan, CT 06840

    NEW CONSTRUCTION To Be Built!! Enjoy modern living with an open floor plan in this stunning 5 Bedroom, 6 & 1/2 bath custom home designed by the renowned CAH Architects. Constructed by HOBI award winning builder with 35+ years of experience, the team is dedicated to building long-term relationships with their clients through creativity, attention to detail, budget oversight & timeliness. The home

    Mitchell Moore Brown Harris Stevens

    136 Carter St, New Canaan, CT 06840
  • /40

    $5,890,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 7.5 Baths
    • 12,385 Sq Ft

    26 Pequot Ln, New Canaan, CT 06840

    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

    26 Pequot Ln, New Canaan, CT 06840
  • /16

    $5,995,000 New Construction

    • 6 Beds
    • 8.5 Baths
    • 10,942 Sq Ft

    250 Carter St, New Canaan, CT 06840

    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

    250 Carter St, New Canaan, CT 06840
  • /24

    $2,695,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 4,900 Sq Ft

    95 Louises Ln, New Canaan, CT 06840

    On the market for the first time EVER, 95 Louise's Lane represents the epitome of quiet sophistication and tranquility. With expansive pond and river views, this modern oasis is located at the end of a quiet cul de sac just minutes from the hustle and bustle of downtown New Canaan. Completely reimagined and tastefully designed with stark white floors and walls punctuated by spans of windows, this

    Christine Saxe Compass Connecticut, LLC

    95 Louises Ln, New Canaan, CT 06840
  • /38

    $2,725,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 5.5 Baths
    • 6,072 Sq Ft

    139 Jelliff Mill Rd, New Canaan, CT 06840

    Gracious and Private Estate with Timeless Finishes..... Custom built in 2005 for the current owners, sited high on a private 1.16-acre lot, this exceptional residence blends classic New England charm with modern comfort. Tucked away off the road and constructed with clapboard and stone, the home offers both privacy and presence. A rare four-car garage adds convenience and distinction. Step

    Janis Hennessy William Raveis Real Estate

    139 Jelliff Mill Rd, New Canaan, CT 06840
  • /38

    $3,750,000

    • 6 Beds
    • 7 Baths
    • 7,775 Sq Ft

    652 Ponus Ridge, New Canaan, CT 06840

    Welcome to 652 Ponus Ridge Road, a stunning estate nestled on a quiet cul-de-sac surrounded by stone walls and a private gated entrance. This gracious home offers six spacious bedrooms featuring a pristine open kitchen with abundant natural light while, the adjacent multi-purpose prep kitchen and coffee bar serve to enhance everyday ease and entertaining. The expansive great room seamlessly

    Marsha Charles Coldwell Banker Realty

    652 Ponus Ridge, New Canaan, CT 06840
  • /40

    $3,950,000

    • 6 Beds
    • 6.5 Baths
    • 5,465 Sq Ft

    208 Canoe Hill Rd, New Canaan, CT 06840

    Historic New Canaan Landmark... Experience the allure of New Canaan's rich past with this extraordinary estate, originally The Waring Farm established in 1863. Enclosed by timeless New England stone walls and adorned with climbing hydrangea, the 3-acre property exudes charm from the moment you arrive. This distinguished residence masterfully blends historic elegance with modern luxury across

    Janis Hennessy William Raveis Real Estate

    208 Canoe Hill Rd, New Canaan, CT 06840
  • /39

    $10,995,000

    • 7 Beds
    • 11 Baths
    • 16,008 Sq Ft

    358 Lukes Wood Rd, New Canaan, CT 06840

    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

    358 Lukes Wood Rd, New Canaan, CT 06840
  • /40

    $13,900,000

    • 12 Beds
    • 16 Baths
    • 18,000 Sq Ft

    544 Oenoke Ridge, New Canaan, CT 06840

    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

    544 Oenoke Ridge, New Canaan, CT 06840
  • /39

    $4,200,000

    • 6 Beds
    • 10 Baths
    • 12,071 Sq Ft

    637 Valley Rd, New Canaan, CT 06840

    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

    637 Valley Rd, New Canaan, CT 06840
  • /29

    $2,899,000

    • 5 Beds
    • 6.5 Baths
    • 6,070 Sq Ft

    23 Benedict Hill Rd, New Canaan, CT 06840

    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

    23 Benedict Hill Rd, New Canaan, CT 06840
  • /40

    $3,650,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 7 Baths
    • 9,049 Sq Ft

    181 Lambert Rd, New Canaan, CT 06840

    Nestled in an exceptional location close to town, 181 Lambert Rd offers an unparalleled living experience. Architecturally enhanced, this estate exudes timeless elegance while embracing modern luxury. Built like a fortress & with the highest standards, it is designed to entertain on a grand scale. A two-story foyer welcomes you with front-to-back views of the meticulously manicured grounds.

    Paola Carey Houlihan Lawrence

    181 Lambert Rd, New Canaan, CT 06840
  • /37

    $2,400,000

    • 5 Beds
    • 6 Baths
    • 4,039 Sq Ft

    38 Tommys Ln, New Canaan, CT 06840

    Experience the perfect blend of comfort and elegance in this stunning home, set on an expansive 1-acre lot in New Canaan, CT. Thoughtfully designed with exceptional craftsmanship, this home seamlessly combines modern conveniences with timeless charm. Inside, an inviting layout features gleaming hardwood floors that flow throughout. The well-appointed kitchen offers ample counter space, making it

    Michael Spindler RE/MAX Right Choice

    38 Tommys Ln, New Canaan, CT 06840
  • /36

    $3,895,000

    • 6 Beds
    • 9 Baths
    • 9,395 Sq Ft

    71 Welles Ln, New Canaan, CT 06840

    Exquisite, Stylish & Exceptional! Set on two private acres in a picturesque west-side cul-de-sac just moments from town, this stunning home offers an unparalleled blend of sophistication & comfort. Thoughtfully designed & beautifully built, it features three levels of impeccably finished living space with an open & inviting layout. The generous living room with fireplace creates a warm &

    Bettina Hegel Brown Harris Stevens

    71 Welles Ln, New Canaan, CT 06840
  • /33

    $4,995,000

    • 6 Beds
    • 7 Baths
    • 8,500 Sq Ft

    87 N Wilton Rd, New Canaan, CT 06840

    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

    87 N Wilton Rd, New Canaan, CT 06840
  • /40

    $25,500,000

    • 9 Beds
    • 14 Baths
    • 14,266 Sq Ft

    104 Dans Hwy, New Canaan, CT 06840

    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

    104 Dans Hwy, New Canaan, CT 06840
  • /38

    $10,900,000

    • 7 Beds
    • 13 Baths
    • 16,216 Sq Ft

    266 Michigan Rd, New Canaan, CT 06840

    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

    266 Michigan Rd, New Canaan, CT 06840
  • /5

    $4,899,000

    • 6 Beds
    • 6 Baths
    • 7,000 Sq Ft

    152 Carter St, New Canaan, CT 06840

    NEW CONSTRUCTION To Be Built!! Enjoy modern living with an open floor plan in this stunning 5 Bedroom, 4/2 bath custom home designed by the renowned CAH Architects. Constructed by HOBI award winning builder with 35+ years of experience, the team is dedicated to building long-term relationships with their clients through creativity, attention to detail, budget oversight & timeliness. The home

    Mitchell Moore Brown Harris Stevens

    152 Carter St, New Canaan, CT 06840
  • /9

    $4,510,000

    • 5 Beds
    • 7 Baths
    • 6,726 Sq Ft

    531 N Wilton Rd, New Canaan, CT 06840

    Stunning proposed new transitional home nestled on 2.78 acres in private nature setting with reservoir views. This exquisite home will be stylishly designed with high end finishes and gracious open living spacious. Additional 2000+sqft can be finished in lower level. Plans and specifications can be customized to your specific needs. Pool site available.

    Bettina Hegel Brown Harris Stevens

    531 N Wilton Rd, New Canaan, CT 06840
  • /4

    $3,999,000

    • 5 Beds
    • 5.5 Baths
    • 6,700 Sq Ft

    470 Frogtown Rd, New Canaan, CT 06840

    Stunning new proposed Colonial Farmhouse sited on just over 2 acres on corner of private west side cul de sac close to town. This lovely home will feature 3 stylishly finished floors of modern and sophisticated high end finishes and gracious open living spaces. Additional 2000+ sqft can be finished in lower level. Plans and specifications can be customized to your specific needs. Pool site

    Bettina Hegel Brown Harris Stevens

    470 Frogtown Rd, New Canaan, CT 06840
  • /34

    $8,995,000 New Construction

    • 7 Beds
    • 9 Baths
    • 11,494 Sq Ft

    928 West Rd, New Canaan, CT 06840

    The Ultimate Compound! Exceptional new construction by custom home builder, Woodcrest Homes. Ultra-Prime West Road Location on 6.5 flat & dry private acres with room for a Pool, Pool House, Sports Court and Guest House (with special permit application). Seven ensuite bedrooms, transitional style throughout with beautiful finishes & clean lines. Four fireplaces with a wonderful flow & generously

    Jaime Sneddon William Pitt Sotheby's Int'l

    928 West Rd, New Canaan, CT 06840
  • /37

    $19,000,000

    • 6 Beds
    • 9 Baths
    • 10,197 Sq Ft

    865 Hollow Tree Ridge Rd, Darien, CT 06820

    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

    865 Hollow Tree Ridge Rd, Darien, CT 06820
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