8,484

New Canaan, CT Homes

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  • 48 Brookwood Ln, New Canaan, CT 06840
    48 Brookwood Ln, New Canaan, CT 06840
    48 Brookwood Ln, New Canaan, CT 06840
    /5

    $2,495,000

    $455K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    48 Brookwood Ln, New Canaan, CT 06840

    Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature

    James Hoffman Houlihan Lawrence

    48 Brookwood Ln, New Canaan, CT 06840
  • 42 Forest St Unit 4, New Canaan, CT 06840
    42 Forest St Unit 4, New Canaan, CT 06840
    42 Forest St Unit 4, New Canaan, CT 06840
    /31

    $16,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,290 Sq Ft
    • Townhouse for Rent

    42 Forest St Unit 4, New Canaan, CT 06840

    Imagine a little bit of New York City in New Canaan! Incredible opportunity for a townhouse rental in an extraordinary enclave of luxury lofts and townhouses and experience refined design and the finest hand-crafted finishes. This 3 bedroom, 3 bath townhouse has gorgeous wide plank white oak floors, living room with custom build-ins galore, fireplace with marble surround, 2 car attached garage,

    Rita Kirby William Pitt Sotheby's Int'l

    42 Forest St Unit 4, New Canaan, CT 06840
  • 202 Gramercy Park Unit 202, New Canaan, CT 06840

    $1,550,000

    Sold Jul 28, 2025

    202 Gramercy Park Unit 202, New Canaan, CT 06840

    • 2 Beds
    • 2.5 Baths
    • 1,573 Sq Ft
    • Built 2020

    Last Sold Summary

    • $985/SF
    • 55 Days On Market

    Last Listing Agent Lauren Parr Houlihan Lawrence

    202 Gramercy Park Unit 202, New Canaan, CT 06840
  • 64 Douglas Rd, New Canaan, CT 06840
    64 Douglas Rd, New Canaan, CT 06840
    64 Douglas Rd, New Canaan, CT 06840
    /26

    $2,985,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 4,941 Sq Ft

    64 Douglas Rd, New Canaan, CT 06840

    The ONE you've been waiting for! Picture-perfect classic Colonial in the heart of one of New Canaan's CUTEST neighborhoods, steps from South School, Saxe Middle School, New Canaan High School, and the vibrant town center. Move right in and enjoy a spacious kitchen, generous living spaces, and a large, flat backyard perfect for entertaining, play, or relaxing outdoors. 4+ bedrooms, huge

    April Kaynor William Raveis Real Estate

    64 Douglas Rd, New Canaan, CT 06840
  • 42 Forest St, New Canaan, CT 06840
    42 Forest St, New Canaan, CT 06840
    42 Forest St, New Canaan, CT 06840
    /27

    $16,000

    Total Monthly Price

    • 3 Beds
    • 4 Baths
    • Condo for Rent

    42 Forest St, New Canaan, CT 06840

    Imagine a little bit of New York City in New Canaan! Incredible opportunity for a townhouse rental in an extraordinary enclave of luxury lofts and townhouses and experience refined design and the finest hand-crafted finishes. This 3 bedroom, 3 bath townhouse has gorgeous wide plank white oak floors, living room with custom build-ins galore, fireplace with marble surround, 2 car attached garage,

    42 Forest St, New Canaan, CT 06840
  • 113 Skyview Ln, New Canaan, CT 06840

    $3,600,000

    Sold Jan 09, 2026

    113 Skyview Ln, New Canaan, CT 06840

    • 5 Beds
    • 6 Baths
    • 5,693 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Below List Price
    • $632/SF
    • 59 Days On Market

    Current Estimated Value $3,590,788

    Last Listing Agent Kelly Daniel Compass Connecticut, LLC

    113 Skyview Ln, New Canaan, CT 06840
  • 815 Valley Rd, New Canaan, CT 06840
    815 Valley Rd, New Canaan, CT 06840
    815 Valley Rd, New Canaan, CT 06840
    /28

    $1,450,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,294 Sq Ft

    815 Valley Rd, New Canaan, CT 06840

    Set on 1.53 beautifully landscaped acres on a quiet New Canaan cul-de-sac, this single-level home offers a rare blend of style, functionality, and flexibility in one of Fairfield County's most sought-after towns. The setting alone is worth the visit. Mature trees, lush greenery, and substantial new landscaping create a private retreat, while the heated in-ground pool anchors the backyard as a

    Nicholas Helmuth Corcoran Centric Realty

    815 Valley Rd, New Canaan, CT 06840
  • 467 Laurel Rd, New Canaan, CT 06840
    467 Laurel Rd, New Canaan, CT 06840
    467 Laurel Rd, New Canaan, CT 06840
    /32

    $18,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,859 Sq Ft
    • House for Rent

    467 Laurel Rd, New Canaan, CT 06840

    This charming story book French country house nestled on 2.96 acres with terraces, patios and in-ground free form pool make this home the perfect retreat. An open floorplan with many gathering areas in living room, media room, and family room make it a perfect home for both entertaining guests and enjoying private living. The home is drenched in natural sunlight from the many windows and

    Karen Ceraso William Raveis Real Estate

    467 Laurel Rd, New Canaan, CT 06840
  • 365 Jelliff Mill Rd, New Canaan, CT 06840

    $1,000,000

    Sold Jun 18, 2026

    365 Jelliff Mill Rd, New Canaan, CT 06840

    • Land
    • 1.23 Acres
    • $813,008 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 12 Days On Market

    Current Estimated Value $1,389,903

    Last Listing Agent Anne-Lise Brown Brown Harris Stevens

    365 Jelliff Mill Rd, New Canaan, CT 06840
  • 197 Bowery Rd, New Canaan, CT 06840
    197 Bowery Rd, New Canaan, CT 06840
    197 Bowery Rd, New Canaan, CT 06840
    /37

    $2,795,000

    Pending
    • 6 Beds
    • 5.5 Baths
    • 5,549 Sq Ft

    197 Bowery Rd, New Canaan, CT 06840

    Privately set at the end of a long drive and elevated to capture tranquil reservoir views, this more than 5,500 square foot Colonial offers a rare sense of serenity and scale. Designed to embrace its natural surroundings, the home features beautifully proportioned interiors and oversized windows that bathe each space in light. The grand living room with fireplace opens seamlessly to a screened

    John Dunn Compass Connecticut, LLC

    197 Bowery Rd, New Canaan, CT 06840
  • 64 White Oak Shade Rd, New Canaan, CT 06840
    64 White Oak Shade Rd, New Canaan, CT 06840
    64 White Oak Shade Rd, New Canaan, CT 06840
    /29

    $9,550

    Total Monthly Price

    • 4 Beds
    • 4 Baths
    • House for Rent

    64 White Oak Shade Rd, New Canaan, CT 06840

    A charming light-filled 4 bedrooms/ 4baths rental jewel in MINT condition with new baths, gourmet kitchen, freshly painted inside and out, new floors, and beautifully landscaped with pool. Take your pick for your Primary bedroom either on the first floor or upstairs! A relaxing and entertaining retreat with spacious rooms including the first floor family room as well as a great finished Lower

    64 White Oak Shade Rd, New Canaan, CT 06840
  • 25 Conrad Rd, New Canaan, CT 06840

    $2,615,000

    Sold Jul 07, 2025

    25 Conrad Rd, New Canaan, CT 06840

    • 4 Beds
    • 3.5 Baths
    • 3,562 Sq Ft
    • Built 1956

    Last Sold Summary

    • 31% Above List Price
    • $734/SF
    • 8 Days On Market

    Current Estimated Value $2,286,693

    Last Listing Agent Elizabeth Blanchard William Pitt Sotheby's Int'l

    25 Conrad Rd, New Canaan, CT 06840
    • 760 Rd, New Canaan, CT 06840

      Not Listed For Sale

      760 Rd, New Canaan, CT 06840

      • 4 Beds
      • 4.5 Baths
      • 4,040 Sq Ft
      • Built 1931
      760 Rd, New Canaan, CT 06840

      Last Sold Summary

      • 19 Days On Market

  • 25 Adams Ln, New Canaan, CT 06840
    25 Adams Ln, New Canaan, CT 06840
    25 Adams Ln, New Canaan, CT 06840
    /39

    $5,195,000

    • 6 Beds
    • 8 Baths
    • 9,134 Sq Ft

    25 Adams Ln, New Canaan, CT 06840

    On one of New Canaan's most coveted streets, 25 Adams Lane stands as a rare offering: exceptional architecture, extraordinary amenities, and the kind of warmth that cannot be built - only lived. Set on two glorious south-facing acres, the property commands one of the finest front lawns in town; a sweeping, softly grassed acre framed by mature flowering trees, and longtime home to the

    Christine Saxe Compass Connecticut, LLC

    25 Adams Ln, New Canaan, CT 06840
  • 51 Squires Ln, New Canaan, CT 06840
    51 Squires Ln, New Canaan, CT 06840
    51 Squires Ln, New Canaan, CT 06840
    /33

    $15,000 Per Month

    • 5 Beds
    • 7 Baths
    • 6,261 Sq Ft
    • House for Rent

    51 Squires Ln, New Canaan, CT 06840

    Nestled on a quiet cul-de-sac just minutes from town this 5br/5.2ba Colonial offers exceptional space, comfort, and flexibility. Designed for both everyday living and entertaining, the home features a spacious kitchen that was renovated in 2005 with a large breakfast room that flows seamlessly into an oversized family room with custom built-ins and a fireplace. Along with the formal living and

    Molly Fewster Houlihan Lawrence

    51 Squires Ln, New Canaan, CT 06840
  • 2 Mead St Unit 20, New Canaan, CT 06840

    $1,850,000

    Sold Oct 30, 2025

    2 Mead St Unit 20, New Canaan, CT 06840

    • 3 Beds
    • 4 Baths
    • 2,908 Sq Ft
    • Built 1964

    Last Sold Summary

    • 16% Below List Price
    • $636/SF
    • 105 Days On Market

    Last Listing Agent Kelly Defrancesco William Raveis Real Estate

    2 Mead St Unit 20, New Canaan, CT 06840
  • 114 Adams Ln, New Canaan, CT 06840
    114 Adams Ln, New Canaan, CT 06840
    114 Adams Ln, New Canaan, CT 06840
    /40

    $4,995,000

    Under Contract
    • 6 Beds
    • 10 Baths
    • 9,369 Sq Ft

    114 Adams Ln, New Canaan, CT 06840

    Experience timeless elegance and resort-style living in this extraordinary stone estate on 2+ spectacular acres overlooking a serene spring-fed pond with direct water access. Designed by architect Malcolm Robertson with interiors inspired by Rick Livingston Period Design, this home offers 9,369 SF of masterfully crafted living space blending architectural sophistication with modern luxury. Built

    Denise Gannalo William Raveis Real Estate

    114 Adams Ln, New Canaan, CT 06840
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /23

    $3,850 Per Month

    • 2 Beds
    • 1.5 Baths
    • 945 Sq Ft
    • House for Rent

    Unlisted Address

    Idyllic Silvermine cottage living along one of New Canaan's most enchanting river roads. Set on a narrow, storybook stretch of Mill Road where yellow lines disappear, stone walls trace the landscape, and older homes sit close to the Silvermine River, this charming 1933 cottage offers a rare chance to live in one of New Canaan's most atmospheric settings. With direct frontage along the Silvermine

    John Desmarais The Bridge Realty Inc.

    Unlisted Address
  • 127 Richmond Hill Rd, New Canaan, CT 06840

    $1,499,000

    Sold Sep 02, 2025

    127 Richmond Hill Rd, New Canaan, CT 06840

    • 3 Beds
    • 3.5 Baths
    • 2,723 Sq Ft
    • Built 1980

    Last Sold Summary

    • $550/SF
    • 32 Days On Market

    Current Estimated Value $1,625,681

    Last Listing Agent Kelly Defrancesco William Raveis Real Estate

    127 Richmond Hill Rd, New Canaan, CT 06840
  • 42 Old Stamford Rd, New Canaan, CT 06840
    42 Old Stamford Rd, New Canaan, CT 06840
    42 Old Stamford Rd, New Canaan, CT 06840
    /35

    $1,795,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    42 Old Stamford Rd, New Canaan, CT 06840

    Just minutes from town, schools, and daily conveniences, this beautifully updated Colonial offers the perfect blend of comfort, style, and lifestyle. The heart of the home is a stunning open kitchen featuring premium Thermador appliances, a large quartz island, and skylights that bring warmth and natural light into the space. A sophisticated wet bar with wine fridge and coffee station enhances

    John Dunn Compass Connecticut, LLC

    42 Old Stamford Rd, New Canaan, CT 06840
  • 43 River St, New Canaan, CT 06840
    43 River St, New Canaan, CT 06840
    43 River St, New Canaan, CT 06840
    /30

    $6,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,679 Sq Ft
    • House for Rent

    43 River St, New Canaan, CT 06840

    Lives Like a Townhouse - Spacious, Sunny & Conveniently Located Enjoy the comfort and privacy of townhouse-style living in this bright and spacious four-bedroom rental just 0.7 miles from the New Canaan Metro-North station and close to town, schools, shopping, and dining. The versatile floor plan offers generous living spaces, including a formal Living Room (or Home Office), Dining Room, and a

    Marta Stroll Houlihan Lawrence

    43 River St, New Canaan, CT 06840
  • 439 Cheese Spring Rd, New Canaan, CT 06840

    $1,025,000

    Sold Jan 06, 2026

    439 Cheese Spring Rd, New Canaan, CT 06840

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Above List Price
    • $410/SF
    • 44 Days On Market

    Current Estimated Value $1,122,020

    Last Listing Agent Laura Dijs William Raveis Real Estate

    439 Cheese Spring Rd, New Canaan, CT 06840
  • 6 Down River Rd Unit B, New Canaan, CT 06840
    6 Down River Rd Unit B, New Canaan, CT 06840
    6 Down River Rd Unit B, New Canaan, CT 06840
    /35

    $2,395,000

    • 3 Beds
    • 3.5 Baths
    • 3,302 Sq Ft

    6 Down River Rd Unit B, New Canaan, CT 06840

    New 2024 | Detached Townhouse That Lives Like a Single-Family | Walk to Town & Train | Quiet Cul-de-Sac. A rare New Canaan offering combining new construction, privacy, and convenience-exactly what today's buyers are waiting for. Built in 2024 and further customized in 2025 by Cypress Development, this 3-bedroom home with a flexible 4th bedroom/office/playroom lives Like a true single-family,

    Melissa Rwambuya William Raveis Real Estate

    6 Down River Rd Unit B, New Canaan, CT 06840
  • 244 Park St Unit 244, New Canaan, CT 06840
    244 Park St Unit 244, New Canaan, CT 06840
    244 Park St Unit 244, New Canaan, CT 06840
    /25

    $7,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft
    • Townhouse for Rent

    244 Park St Unit 244, New Canaan, CT 06840

    Enjoy effortless one-level living in this beautifully appointed New Canaan residence, ideally located just a short stroll from everything downtown New Canaan has to offer - boutique shopping, acclaimed dining, cafes, Mead Park, and the train. Overlooking the picturesque beauty of Mead Park, this home offers the perfect blend of tranquility, convenience, and sophisticated in-town living. Sunlight

    Len Schwartz Keller Williams Prestige Prop.

    244 Park St Unit 244, New Canaan, CT 06840
  • 50 Heritage Hill Rd Unit 50, New Canaan, CT 06840

    $1,551,540

    Sold Jun 23, 2026

    50 Heritage Hill Rd Unit 50, New Canaan, CT 06840

    • 3 Beds
    • 2.5 Baths
    • 2,875 Sq Ft
    • Built 1972

    Last Sold Summary

    • 9% Above List Price
    • $540/SF
    • 13 Days On Market

    Last Listing Agent Sarah Arestia William Pitt Sotheby's Int'l

    50 Heritage Hill Rd Unit 50, New Canaan, CT 06840
  • 43 Crystal St, New Canaan, CT 06840
    43 Crystal St, New Canaan, CT 06840
    43 Crystal St, New Canaan, CT 06840
    /31

    $1,795,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,089 Sq Ft

    43 Crystal St, New Canaan, CT 06840

    Move right into this beautifully renovated in-town Colonial, ideally located on one of New Canaan's most desirable neighborhood streets. Combining timeless charm with modern updates, this exceptional home offers the perfect blend of convenience, comfort, and lifestyle. The heart of the home is the stunning open-concept kitchen and family room, thoughtfully designed for both everyday living and

    Michele Murray-Sloan Houlihan Lawrence

    43 Crystal St, New Canaan, CT 06840
  • 88 Heritage Hill Rd Unit A, New Canaan, CT 06840
    88 Heritage Hill Rd Unit A, New Canaan, CT 06840
    88 Heritage Hill Rd Unit A, New Canaan, CT 06840
    /13

    $3,575 Per Month

    • 2 Beds
    • 1 Bath
    • 927 Sq Ft
    • Apartment for Rent

    88 Heritage Hill Rd Unit A, New Canaan, CT 06840

    Spacious 2 bedroom apartment in town. Close to train, shopping and restaurants. Well maintained complex with easy parking, laundry and storage on premises. Open floor plan with hardwood floors throughout. Two pools on premises and a fun common room that can be reserved for functions. Heat and hot water included.

    Daniel Hudson Real Estate Eight

    88 Heritage Hill Rd Unit A, New Canaan, CT 06840
  • 15 Mill Rd, New Canaan, CT 06840

    $2,400,000

    Sold Aug 25, 2025

    15 Mill Rd, New Canaan, CT 06840

    • 5 Beds
    • 4.5 Baths
    • 5,184 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $463/SF
    • 60 Days On Market

    Current Estimated Value $2,666,853

    Last Listing Agent Hannelore Kaplan William Raveis Real Estate

    15 Mill Rd, New Canaan, CT 06840
    • 488 West Rd, New Canaan, CT 06840
      488 West Rd, New Canaan, CT 06840
      488 West Rd, New Canaan, CT 06840
      /84

      Not Listed For Sale

      488 West Rd, New Canaan, CT 06840

      • 8 Beds
      • 12 Baths
      • 16,299 Sq Ft
      • Built 2014
      488 West Rd, New Canaan, CT 06840

      Last Sold Summary

      • 202 Days On Market

  • 917 Silvermine Rd, New Canaan, CT 06840
    917 Silvermine Rd, New Canaan, CT 06840
    917 Silvermine Rd, New Canaan, CT 06840
    /29

    $1,849,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 4,071 Sq Ft

    917 Silvermine Rd, New Canaan, CT 06840

    Nestled in New Canaan's coveted Silvermine neighborhood, this beautifully maintained 4-bedroom, 2.5-bath Colonial offers the perfect blend of timeless charm and modern living. Set on 1.07 private acres just moments from the Silvermine Arts Center, GreyBarns, and all that New Canaan has to offer, this special property combines a sought-after location with exceptional indoor and outdoor living

    Cindy Cash William Raveis Real Estate

    917 Silvermine Rd, New Canaan, CT 06840
  • 637 Valley Rd, New Canaan, CT 06840
    637 Valley Rd, New Canaan, CT 06840
    637 Valley Rd, New Canaan, CT 06840
    /38

    $50,000 Per Month

    • 6 Beds
    • 10 Baths
    • 12,071 Sq Ft
    • House for Rent

    637 Valley Rd, New Canaan, CT 06840

    Your Private 7-Acre Summer Resort on the Silvermine River - Trade the ordinary for an extraordinary summer at 637 Valley Road, a sprawling 12,000-square-foot stone estate where "vacation mode" is the only setting. Whether you're perfecting your serve on the private tennis court, hosting legendary poolside barbecues on the bluestone patios, or winding down with s'mores at the oversized fire pit,

    Jaime Sneddon William Pitt Sotheby's Int'l

    637 Valley Rd, New Canaan, CT 06840
  • 66 Seminary St, New Canaan, CT 06840

    $2,225,000

    Sold Nov 17, 2025

    66 Seminary St, New Canaan, CT 06840

    • 3 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • Built 1872

    Last Sold Summary

    • 7% Below List Price
    • $967/SF
    • 93 Days On Market

    Current Estimated Value $2,268,033

    Last Listing Agent Marsha Charles Coldwell Banker Realty

    66 Seminary St, New Canaan, CT 06840

Showing Results 41 - 80, Page 2 of 18

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