8,423

New Canaan, CT Homes

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  • /38

    $2,375,000

    • 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
  • 60 Lakeview Ave Unit 1, New Canaan, CT 06840

    $855,000 Sold May 23, 2025

    • 1,854 Sq Ft
    • $461/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    60 Lakeview Ave Unit 1, New Canaan, CT 06840

    Nestled in the sought-after Graystone neighborhood association, this beautifully updated 3-bedroom, 2-bath end unit offers the perfect blend of convenience and comfort. The sun-filled, spacious layout boasts an eat-in kitchen with private deck off of the living area and is perfect for relaxing or entertaining. All three bedrooms are on the second floor to add ease to daily living. The newly

    Natalie Bousquet Compass Connecticut, LLC

    60 Lakeview Ave Unit 1, New Canaan, CT 06840
  • /36

    $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
  • 11 Strawberry Hill Rd, New Canaan, CT 06840

    $750,000 Sold May 22, 2025

    • 972 Sq Ft
    • $772/SF
    • 147 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    11 Strawberry Hill Rd, New Canaan, CT 06840

    Discover this charming 3-bedroom, 1-bath ranch home nestled in the heart of New Canaan. This property features a beautifully renovated kitchen with white cabinetry and stunning millwork, along with hardwood floors throughout. The three bedrooms are filled with natural light. Huge unfinished area next to garage with ample storage. Enjoy the spacious, level backyard perfect for outdoor activities,

    Seema Dohil Brown Harris Stevens

    11 Strawberry Hill Rd, New Canaan, CT 06840
  • /40

    $12,400,000

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

    544 Oenoke Ridge, New Canaan, CT 06840

    A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. 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

    Danielle Scialpi-Malloy Serhant Connecticut, LLC

    544 Oenoke Ridge, New Canaan, CT 06840
  • 58 Greenley Rd, New Canaan, CT 06840

    $6,750,000 Sold May 21, 2025

    • 9,096 Sq Ft
    • $742/SF
    • 95 Days On Market
    • 6 Beds
    • 10 Baths
    • Built 1930

    58 Greenley Rd, New Canaan, CT 06840

    THIS IS THE ONE YOU HAVE BEEN WAITING FOR. A Dinyar Wadia masterpiece. Reimagined 1930 Tudor estate with all the allure and convenience of new construction. Arrive through a stone pillared drive into the world of yesteryear with grace & style like no other. The perfect trifecta- *prime private location on park-like property with sweeping lawns and all the amenities *superior quality steel and

    Hannelore Kaplan William Raveis Real Estate

    58 Greenley Rd, New Canaan, CT 06840
  • /3

    $999,000

    • Land
    • 4.60 Acres
    • $217,174 per Acre

    Unlisted Address

    Lot 53 is located at the end of Lee Lane, a private side street off Michigan Road. The 4-acre plot provides ample space for the creation of a single family home (septic study allows for at least five bedrooms), giving buyers the opportunity to design their dream home and avoid the hectic seller's market. The wooded surroundings offer a natural buffer from the outside world, fostering a sense of

    James Barone Compass Connecticut, LLC

    Unlisted Address
  • 14 Crystal St, New Canaan, CT 06840

    $3,600,000 Sold May 20, 2025

    • 5,370 Sq Ft
    • $670/SF
    • 1 Day On Market
    • 5 Beds
    • 7 Baths
    • Built 2015

    14 Crystal St, New Canaan, CT 06840

    This is an exceptional home that combines modern design with luxurious comfort, situated on a peaceful in-town cul-de-sac just steps away from local schools and town amenities. Designed by the renowned Fletcher Development, this recently constructed residence spans over 5,300sf and has been meticulously crafted with attention to both aesthetic and functional details. The home offers four finished

    Jaime Sneddon William Pitt Sotheby's Int'l

    14 Crystal St, New Canaan, CT 06840
  • /40

    $8,600,000

    • 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
  • 311 S Bald Hill Rd, New Canaan, CT 06840

    $1,805,000 Sold May 19, 2025

    • 3,148 Sq Ft
    • $573/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    311 S Bald Hill Rd, New Canaan, CT 06840

    First time on the market! Regardless of the seasons the property of this renown New Canaan horticulturist is stunning; there is a man-made pond, a large meadow, and flowering trees, shrubs, stone walls and paths that divide the two and a half acres into tasteful, green enclaves. Situated in this oasis is a classic 4-bedroom center hall colonial. Offering exceptional living spaces and great flow

    Wendy Dixon Fog Houlihan Lawrence

    311 S Bald Hill Rd, New Canaan, CT 06840
  • /35

    $2,195,000

    • 4 Beds
    • 4.5 Baths
    • 5,018 Sq Ft

    400 White Oak Shade Rd, New Canaan, CT 06840

    Amazing opportunity to own this beautifully renovated home with a spacious flat yard and oversized barn. This classic colonial has been completely reimagined with a modern open concept with large windows, spacious rooms, beautiful bathrooms and a fantastic chef's kitchen. The upper level offers 4 bedrooms including a stunning primary suite complete with a fireplace, walk in closet and spa like

    Michele Murray-Sloan Houlihan Lawrence

    400 White Oak Shade Rd, New Canaan, CT 06840
  • 234 Park St Unit 21, New Canaan, CT 06840

    $477,000 Sold May 16, 2025

    • 990 Sq Ft
    • $482/SF
    • 17 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    234 Park St Unit 21, New Canaan, CT 06840

    First-floor end Unit with Breathtaking Mead Park & Pond Views! Wake up to stunning water views and enjoy an unparalleled lifestyle in this highly sought-after first-floor end unit directly across from Mead Park! With three exterior walls, this home is bathed in natural light and offers gorgeous western sunset views over the park's pond. This exceptional unit is move-in ready and features a

    Laura Danforth William Raveis Real Estate

    234 Park St Unit 21, New Canaan, CT 06840
  • /39

    $2,450,000

    • 4 Beds
    • 3.5 Baths
    • 4,296 Sq Ft

    247 Mill Rd, New Canaan, CT 06840

    Discover the perfect blend of historic charm and modern comfort in this stately Silvermine antique set above picturesque Mill Rd. The property is beautifully landscaped with flat lawns, stunning stone walls and a series of garden rooms. The large bluestone patio off the kitchen/family room overlooks a manicured garden glade with serene sounds of the Silvermine River rustling below, a perfect

    Leslie Razook William Pitt Sotheby's Int'l

    247 Mill Rd, New Canaan, CT 06840
  • 55 Jelliff Mill Rd Unit 55, New Canaan, CT 06840

    $2,100,000 Sold May 16, 2025

    • 4,310 Sq Ft
    • $487/SF
    • 29 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2014

    55 Jelliff Mill Rd Unit 55, New Canaan, CT 06840

    Experience a sophisticated carefree lifestyle at sought after Jelliff Mill Falls. Designed by Judy Larson & built by Gardiner Group renown for quality construction, special architectural details & luxurious finishes. There is no condo of this caliber that compares. This particular unit is unique and offers direct water views of the Noroton River & magical waterfall. Experience an elegant blend

    Hannelore Kaplan William Raveis Real Estate

    55 Jelliff Mill Rd Unit 55, New Canaan, CT 06840
  • /32

    $2,895,000

    • 3 Beds
    • 3.5 Baths
    • 2,217 Sq Ft

    160 Park St Unit 104, New Canaan, CT 06840

    Enjoy luxurious living in this stunning & sophisticated 3 Bd/3.5Bth condominium gem with fabulous private, walled terrace & 2 balconies located in the heart of New Canaan! This professionally designed home offers the perfect blend of modern elegance & serene comfort, with the convenience of single-floor living, numerous upgrades & amenities. The open floor plan is bathed in natural light,

    Bettina Hegel Brown Harris Stevens

    160 Park St Unit 104, New Canaan, CT 06840
  • 70 Welles Ln, New Canaan, CT 06840

    $3,625,000 Sold May 15, 2025

    • 7,228 Sq Ft
    • $502/SF
    • 286 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2007

    70 Welles Ln, New Canaan, CT 06840

    Welcome to your dream home! Located at the end of a quiet cul-de-sac, on over 2.5 acres, in a highly desirable neighborhood moments to downtown New Canaan, New Canaan Country School, the Winter Club and West Elementary School! This stunning 5 bedroom home, with a salt water pool, checks all of the boxes. The attention to detail, the custom millwork and the high ceilings throughout this home

    Michele Murray-Sloan Houlihan Lawrence

    70 Welles Ln, New Canaan, CT 06840
    • Unlisted Address

      Est $1,989,324 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,827 Sq Ft

      Unlisted Address

      Unlisted Address
  • /14

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 2,306 Sq Ft

    144 Hawks Hill Rd, New Canaan, CT 06840

    New Roof, New Driveway, New Bathrooms (x3), New Master Bedroom - Modern Luxury Meets Classic Charm on New Canaan's Prestigious West Side - Step into timeless elegance with this newly renovated, 4-bedroom 2.5-bath Cape Cod home, ideally located on a coveted West Side street. Thoughtfully redesigned to blend classic charm with contemporary comfort, this home features a brand-new roof and driveway,

    Jason Saphire www.HomeZu.com

    144 Hawks Hill Rd, New Canaan, CT 06840
  • 258 Main St, New Canaan, CT 06840

    $1,035,000 Sold May 13, 2025

    • 1,601 Sq Ft
    • $646/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    258 Main St, New Canaan, CT 06840

    Hanford Square, is a six-unit condominium complex in the Village of New Canaan, steps from the brand new NC Library, shops, restaurants, galleries, movie theatre and a short walk to the train. This unit has a FIRST floor bedroom with an adjoining full bath and two additional bedrooms and a full bathroom the 2nd floor. The basement level is very large waiting to be finished. 258 Main Street is a

    Susan E Blabey William Pitt Sotheby's Int'l

    258 Main St, New Canaan, CT 06840
    • /2

      Est $1,575,934 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 985 Sq Ft

      92 Pastures Ln, New Canaan, CT 06840

      92 Pastures Ln, New Canaan, CT 06840
  • /39

    $7,999,999

    • 6 Beds
    • 10 Baths
    • 15,399 Sq Ft

    119 Proprietors Crossing, New Canaan, CT 06840

    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

    119 Proprietors Crossing, New Canaan, CT 06840
  • 9 Twin Pond Ln, New Canaan, CT 06840

    $2,650,000 Sold May 12, 2025

    • 5,460 Sq Ft
    • $485/SF
    • 6 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1992

    9 Twin Pond Ln, New Canaan, CT 06840

    Discover this stunning Colonial home, set on a premier cul-de-sac next to a Land Trust preserve, just minutes from Town and perfect for walking or jogging. Spanning over 5,000 sqft across three beautifully finished levels, this home impresses with a bright, open concept floor plan, cathedral ceilings, and Palladian windows that frame picturesque pond views. Both the front and back yards are

    Melissa Rwambuya William Raveis Real Estate

    9 Twin Pond Ln, New Canaan, CT 06840
  • /39

    $5,495,000

    • 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
  • 18 Lantern Ridge Rd, New Canaan, CT 06840

    $2,895,000 Sold May 09, 2025

    • 5,456 Sq Ft
    • $531/SF
    • 210 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1959

    18 Lantern Ridge Rd, New Canaan, CT 06840

    This dream 5 bedroom home, set on 2.16 acres in a peaceful cul-de-sac, features a beautiful pool, spa and firepit, perfect for entertaining. The light-filled kitchen has been exquisitely renovated with skylights, a Wolf 60" gas cooktop, double full-size ovens, two Carrara marble islands, two Miele dishwashers, two full-size sinks, wine refrigerator and more and is open to the spacious family room

    Jane Forte Coldwell Banker Realty

    18 Lantern Ridge Rd, New Canaan, CT 06840
  • /39

    $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
  • 321 Frogtown Rd, New Canaan, CT 06840

    $2,755,000 Sold May 07, 2025

    • 4,962 Sq Ft
    • $555/SF
    • 41 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1977

    321 Frogtown Rd, New Canaan, CT 06840

    Welcome to 321 Frogtown Lane, a pristine stone and shingle Colonial home nestled on 2 acres in a private cul-de-sac, just minutes away from the Village of New Canaan. This 6-bedroom, 4.5-bath residence with Guest Quarters is ideal for a family eager to enjoy the quality of life and amenities New Canaan has to offer. The home has been completely updated and meticulously maintained, featuring wood

    Jack Baney Howard Hanna Rand Realty

    321 Frogtown Rd, New Canaan, CT 06840
  • /4

    $5,174,000

    • Land
    • 13 Acres
    • $395,264 per Acre

    469, 531,533 N Wilton Rd, New Canaan, CT 06840

    Lifetime opportunity to create your own private dream estate on 13 magnificent waterfront acres with gorgeous views. Property includes a variety of flat, wooded and open land with stone walls. A rare country setting on a very large property with close access to lovely New Canaan town and NYC commute. Property combines listings for 469, 531 and 533 North Wilton Road. The Assessment and Taxes are

    Mitchell Moore Brown Harris Stevens

    469, 531,533 N Wilton Rd, New Canaan, CT 06840
  • 1052 Oenoke Ridge, New Canaan, CT 06840

    $2,825,000 Sold May 05, 2025

    • 3,624 Sq Ft
    • $780/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1956

    1052 Oenoke Ridge, New Canaan, CT 06840

    Nestled atop one of New Canaan's highest points in the esteemed Oenoke Ridge neighborhood, 1052 Oenoke Ridge is set on over 3 captivating acres boasting stunning sunset views. This charming colonial offers refined, open living space. Thoughtfully designed to embrace its natural surroundings, the home has French doors from each room on the first floor; connecting the interior to expansive outdoor

    Christine Saxe Compass Connecticut, LLC

    1052 Oenoke Ridge, New Canaan, CT 06840

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