New Canaan, CT Homes

• 

  $1,425,000 Sold Sep 19, 2025

  312 Elm St Unit 9, New Canaan, CT 06840

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 1973

  Last Sold Summary

  • 10% Above List Price
  • $848/SF
  • 41 Days On Market

  Current Estimated Value $1,435,730

  Last Listing Agent Melissa Engel Douglas Elliman of Connecticut

  312 Elm St Unit 9, New Canaan, CT 06840
• 

  

  /2

  Est $1,715,156 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
• 

  

  

  /5

  $2,100,000

  • Land
  • 2 Acres
  • $1,050,000 per Acre

  136L Carter St, New Canaan, CT 06840

  Beautiful level property with approved seven bedroom septic. Buy as land or build custom home. All septic, engineering and drainage plans complete. Ready to Build!

  Mitchell Moore Brown Harris Stevens

  136L Carter St, New Canaan, CT 06840
• 

  $945,000 Sold Jun 09, 2025

  30 Knapp Ln, New Canaan, CT 06840

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1935

  Last Sold Summary

  • 5% Above List Price
  • $727/SF
  • 36 Days On Market

  Current Estimated Value $991,777

  Last Listing Agent Jennifer Leahy Compass Connecticut, LLC

  30 Knapp Ln, New Canaan, CT 06840
• 

  Est $4,100,025 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,579 Sq Ft

  78 Pastures Ln, New Canaan, CT 06840

  78 Pastures Ln, New Canaan, CT 06840
• 

  

  /38

  $2,995,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,731 Sq Ft

  148 W Hills Rd, New Canaan, CT 06840

  This property wins BEST-IN-CLASS with brand new renovation, perfectly situated in a prime west-side neighborhood location near New Canaan village. This turnkey home blends modern elegance & timeless charm, offering five bedrooms, four and a half bathrooms, and 3 floors of sophisticated living space on two private, park-like acres. Main floor key features: Gourmet Kitchen: New, classic-modern

  Hannelore Kaplan William Raveis Real Estate

  148 W Hills Rd, New Canaan, CT 06840
• 

  $3,900,000 Sold Jun 30, 2025

  279 Old Stamford Rd, New Canaan, CT 06840

  • 5 Beds
  • 4.5 Baths
  • 5,865 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Above List Price
  • $665/SF
  • 24 Days On Market

  Current Estimated Value $3,954,973

  Last Listing Agent Leslie Razook William Pitt Sotheby's Int'l

  279 Old Stamford Rd, New Canaan, CT 06840
• 

  Est $2,744,532 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,499 Sq Ft

  585 Silvermine Rd, New Canaan, CT 06840

  585 Silvermine Rd, New Canaan, CT 06840
• 

  

  /4

  $2,495,000

  • Land
  • 2.16 Acres
  • $1,155,093 per Acre

  122 Brookwood Ln, New Canaan, CT 06840

  A generational opportunity to create your dream, custom home on an oversized 2.16 acre parcel on a quiet cul-de-sac in a tranquil neighborhood among other fine homes marked with mature trees and flowing brooks with close proximity to town, train, Country Club of New Canaan and NC Field Club. An open canvas in a rarely available ultimate location.

  James Hoffman Houlihan Lawrence

  122 Brookwood Ln, New Canaan, CT 06840
• 

  $1,700,000 Sold Aug 11, 2025

  58 Lantern Ridge Rd, New Canaan, CT 06840

  • 5 Beds
  • 2.5 Baths
  • 3,032 Sq Ft
  • Built 1957

  Last Sold Summary

  • 10% Below List Price
  • $561/SF
  • 22 Days On Market

  Current Estimated Value $1,686,620

  Last Listing Agent Melissa Rwambuya William Raveis Real Estate

  58 Lantern Ridge Rd, New Canaan, CT 06840
• 

  /2

  Est $4,474,844 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 6,567 Sq Ft

  583 Silvermine Rd, New Canaan, CT 06840

  583 Silvermine Rd, New Canaan, CT 06840
• 

  

  /36

  $1,695,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,773 Sq Ft

  256 Mill Rd, New Canaan, CT 06840

  Welcome to 256 Mill Road, a charming and enchanting home nestled on a picturesque country road. Overlooking the tranquil Silvermine River, this property offers the ideal setting for your own personal retreat. The home features three bedrooms, two and half bathrooms, living room with fireplace, dining room, walkout lower level with a picturesque sitting room/library. The light-filled rooms

  Barbara Shaw Houlihan Lawrence

  256 Mill Rd, New Canaan, CT 06840
• 

  $1,575,000 Sold Oct 30, 2025

  232 Sleepy Hollow Rd, New Canaan, CT 06840

  • 4 Beds
  • 4 Baths
  • 4,436 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Below List Price
  • $355/SF
  • 20 Days On Market

  Last Listing Agent Jane Forte Coldwell Banker Realty

  232 Sleepy Hollow Rd, New Canaan, CT 06840
• 

  Est $3,201,343 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 8,284 Sq Ft

  100 Valley Rd, New Canaan, CT 06840

  100 Valley Rd, New Canaan, CT 06840
• 

  

  /38

  $4,995,000 Open Sun 11AM - 2:30PM

  • 6 Beds
  • 10 Baths
  • 10,258 Sq Ft

  1421 Oenoke Ridge, New Canaan, CT 06840

  Welcome to 1421 Oenoke Ridge in the picturesque town of New Canaan, CT. A gated entrance and circular drive lead you to this gorgeous home just minutes from New Canaan's vibrant town center. Expertly crafted by Douglas Carter Architects, and stunningly transformed by its current owner/designer, the more than 10,250-square-foot residence, sited on 2.5 pristine acres, offers a luxurious retreat for

  John Dunn Compass Connecticut, LLC

  1421 Oenoke Ridge, New Canaan, CT 06840
• 

  $2,304,000 Sold Jun 05, 2025

  32 Kelley Green, New Canaan, CT 06840

  • 4 Beds
  • 3 Baths
  • 3,232 Sq Ft
  • Built 1949

  Last Sold Summary

  • 26% Above List Price
  • $713/SF
  • 8 Days On Market

  Current Estimated Value $2,346,193

  Last Listing Agent Michele Murray-Sloan Houlihan Lawrence

  32 Kelley Green, New Canaan, CT 06840
• 

  Not Listed For Sale

  • 6 Beds
  • 11 Baths
  • 7,983 Sq Ft

  72 Valley Rd, New Canaan, CT 06840

  72 Valley Rd, New Canaan, CT 06840
• 

  

  /38

  $4,999,000 Pending

  • 5 Beds
  • 8 Baths
  • 8,534 Sq Ft

  42 Hillcrest Rd, New Canaan, CT 06840

  A masterpiece of modern luxury, this 8,400 sq ft estate by Arena Development has been meticulously crafted to elevate everyday living. Thoughtfully designed and majestically sited with a dynamic, light-filled layout, the home unfolds across four exquisitely finished levels, anchored by a spectacular chef's kitchen and expansive family room that form the true heart of the residence. Five

  Schuyler Morris Brown Harris Stevens

  42 Hillcrest Rd, New Canaan, CT 06840
• 

  $1,280,000 Sold Aug 15, 2025

  177 South Ave Unit 6, New Canaan, CT 06840

  • 3 Beds
  • 2.5 Baths
  • 2,305 Sq Ft
  • Built 1974

  Last Sold Summary

  • 1% Below List Price
  • $555/SF
  • 55 Days On Market

  Current Estimated Value $1,307,430

  Last Listing Agent Jon Klemm William Pitt Sotheby's Int'l

  177 South Ave Unit 6, New Canaan, CT 06840
• 

  /2

  Est $1,858,912 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,226 Sq Ft

  80 Wardwell Dr, New Canaan, CT 06840

  80 Wardwell Dr, New Canaan, CT 06840
• 

  

  /31

  $3,100,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,402 Sq Ft

  160 Park St Unit 102, New Canaan, CT 06840

  Experience the epitome of luxury living in this stunning and sophisticated 3Bd/3.5Bth condo gem with thoughtfully curated custom upgrades and two private patios located in the heart of New Canaan! This stylishly appointed home offers the perfect blend of modern elegance & serene comfort, with the convenience of one floor living and wonderful amenities. The open floor plan is bathed in natural

  Bettina Hegel Brown Harris Stevens

  160 Park St Unit 102, New Canaan, CT 06840
• 

  $1,430,000 Sold Sep 12, 2025

  48 Rural Dr, New Canaan, CT 06840

  • 4 Beds
  • 3 Baths
  • 2,362 Sq Ft
  • Built 1959

  Last Sold Summary

  • 11% Below List Price
  • $605/SF
  • 66 Days On Market

  Current Estimated Value $1,439,285

  Last Listing Agent Maria Miller William Raveis Real Estate

  48 Rural Dr, New Canaan, CT 06840
• 

  Est $2,383,615 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,830 Sq Ft

  104 Salem Rd, New Canaan, CT 06840

  104 Salem Rd, New Canaan, CT 06840
• 

  

  /15

  $1,995,000

  • Land
  • 2.31 Acres
  • $863,636 per Acre

  158L Carter St, New Canaan, CT 06840

  Beautiful level property with approved five bedroom septic. Buy as land or build custom home. All engineering and drainage plans complete. Ready To Build! Flat land with stone walls.

  Mitchell Moore Brown Harris Stevens

  158L Carter St, New Canaan, CT 06840
• 

  $3,157,000 Sold Jun 27, 2025

  1702 Oenoke Ridge, New Canaan, CT 06840

  • 5 Beds
  • 4.5 Baths
  • 5,484 Sq Ft
  • Built 1973

  Last Sold Summary

  • 13% Above List Price
  • $576/SF
  • 5 Days On Market

  Current Estimated Value $3,212,665

  Last Listing Agent Marsha Charles Coldwell Banker Realty

  1702 Oenoke Ridge, New Canaan, CT 06840
• 

  /2

  Est $3,119,985 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,655 Sq Ft

  82 Canoe Hill Rd, New Canaan, CT 06840

  82 Canoe Hill Rd, New Canaan, CT 06840
• 

  

  /27

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  44 Benedict Hill Rd, New Canaan, CT 06840

  Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

  John-Michael Rachinsky-Wood Harbor Bridge Realty

  44 Benedict Hill Rd, New Canaan, CT 06840
• 

  $2,675,000 Sold Jun 26, 2025

  1012 Silvermine Rd, New Canaan, CT 06840

  • 4 Beds
  • 4.5 Baths
  • 4,488 Sq Ft
  • Built 1916

  Last Sold Summary

  • 12% Above List Price
  • $596/SF
  • 6 Days On Market

  Current Estimated Value $2,693,586

  Last Listing Agent Gillian DePalo William Raveis Real Estate

  1012 Silvermine Rd, New Canaan, CT 06840
• 

  Est $3,162,134 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,570 Sq Ft

  64 Canoe Hill Rd, New Canaan, CT 06840

  64 Canoe Hill Rd, New Canaan, CT 06840
• 

  

  /10

  $1,895,000

  • Land
  • 2.49 Acres
  • $761,044 per Acre

  152L Carter St, New Canaan, CT 06840

  Beautiful level property with appoved five bedroom septic. Buy as land or build custom home. All engineering and drainage plans complete. Ready To Build!

  Mitchell Moore Brown Harris Stevens

  152L Carter St, New Canaan, CT 06840
• 

  $4,495,000 Sold Jun 20, 2025

  91 4 Winds Ln, New Canaan, CT 06840

  • 5 Beds
  • 7 Baths
  • 7,263 Sq Ft
  • Built 1986

  Last Sold Summary

  • $619/SF
  • 8 Days On Market

  Last Listing Agent Amanda Bryan Compass Connecticut, LLC

  91 4 Winds Ln, New Canaan, CT 06840
• 

  

  /35

  Est $4,017,047 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,200 Sq Ft

  153 Carter St, New Canaan, CT 06840

  153 Carter St, New Canaan, CT 06840
• 

  

  /40

  $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 LLC

  119 Proprietors Crossing, New Canaan, CT 06840
• 

  $1,569,000 Sold Aug 21, 2025

  29 Down River Rd, New Canaan, CT 06840

  • 4 Beds
  • 3.5 Baths
  • 3,472 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Below List Price
  • $452/SF
  • 69 Days On Market

  Current Estimated Value $1,640,421

  Last Listing Agent Bryan Morris William Pitt Sotheby's Int'l

  29 Down River Rd, New Canaan, CT 06840
• 

  /2

  Est $5,058,497 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 7,293 Sq Ft

  289 Carter St, New Canaan, CT 06840

  289 Carter St, New Canaan, CT 06840
• 

  

  /39

  $4,400,000

  • 4 Beds
  • 4.5 Baths
  • 4,927 Sq Ft

  565 Oenoke Ridge, New Canaan, CT 06840

  Experience Architectural History: The Celebrated Celanese House. This is your chance to own a true masterpiece. Designed in 1959 by visionary architect Edward Durell Stone, the Celanese House is one of New Canaan's most celebrated mid-century modern landmarks-an architectural treasure admired by design publications for decades. Stone's signature elements remain unmistakable: the striking lattice

  Inger Stringfellow William Pitt Sotheby's Int'l

  565 Oenoke Ridge, New Canaan, CT 06840
• 

  $3,766,460 Sold Mar 05, 2025

  74 Pastures Ln, New Canaan, CT 06840

  • 6 Beds
  • 8 Baths
  • 6,000 Sq Ft
  • Built 2025

  Last Sold Summary

  • 24% Below List Price
  • $628/SF
  • 177 Days On Market

  Last Listing Agent Christine Saxe Compass Connecticut, LLC

  74 Pastures Ln, New Canaan, CT 06840
• 

  Est $3,260,814 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 6,286 Sq Ft

  106 Hoyt Farm Rd, New Canaan, CT 06840

  106 Hoyt Farm Rd, New Canaan, CT 06840
• 

  

  /3

  $4,800,000

  • Land
  • 4.91 Acres
  • $977,597 per Acre

  230 & 244 West Rd, New Canaan, CT 06840

  Discover an exceptional opportunity to own 4.91 acres of prime land on the West Side, just minutes from town. This property, comprised of two distinct building lots, offers flexibility and potential for your dream home or investment. Bordering a 42 acre land trust that will remain forever undeveloped, this serene setting ensures lasting privacy and natural beauty. Lot Details: 230 West: 2.34

  Christine Williams William Pitt Sotheby's Int'l

  230 & 244 West Rd, New Canaan, CT 06840
• 

  $6,100,000 Sold Aug 20, 2025

  945 Oenoke Ridge, New Canaan, CT 06840

  • 6 Beds
  • 7 Baths
  • 7,336 Sq Ft
  • Built 1891

  Last Sold Summary

  • 2% Below List Price
  • $832/SF
  • 70 Days On Market

  Last Listing Agent Danielle Malloy Serhant Connecticut, LLC

  945 Oenoke Ridge, New Canaan, CT 06840

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