New Canaan, CT Homes

• 

  Est $1,934,964

  Not Listed For Sale

  378 Valley Rd, New Canaan, CT 06840

  • 4 Beds
  • 3.5 Baths
  • 3,546 Sq Ft
  • Built 1966

  378 Valley Rd, New Canaan, CT 06840

  Last Sold Summary

  • 17 Days On Market
• 

  

  

  /40

  $8,997,000

  New Construction

  • 7 Beds
  • 9.5 Baths
  • 13,026 Sq Ft

  259 Frogtown Rd, New Canaan, CT 06840

  FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting -

  Mar Jennings Higgins Group Bedford Square

  259 Frogtown Rd, New Canaan, CT 06840
• 

  $1,350,000

  Sold Jul 30, 2025

  123 Richmond Hill Rd Unit 20, New Canaan, CT 06840

  • 3 Beds
  • 5 Baths
  • 2,678 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $504/SF
  • 21 Days On Market

  Current Estimated Value $1,422,516

  Last Listing Agent Laura Costigan Houlihan Lawrence

  123 Richmond Hill Rd Unit 20, New Canaan, CT 06840
• 

  Est $2,281,333

  Not Listed For Sale

  498 Valley Rd, New Canaan, CT 06840

  • 4 Beds
  • 4.5 Baths
  • 4,034 Sq Ft
  • Built 1792

  498 Valley Rd, New Canaan, CT 06840

  Last Sold Summary

  • 24 Days On Market
• 

  

  

  /40

  $5,195,000

  $300K PRICE DROP

  • 6 Beds
  • 7 Baths
  • 8,505 Sq Ft

  81 Lukes Wood Rd, New Canaan, CT 06840

  Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously

  Jaime Sneddon William Pitt Sotheby's Int'l

  81 Lukes Wood Rd, New Canaan, CT 06840
• 

  $2,100,000

  Sold Oct 22, 2025

  708 L Ponus Ridge Rd, New Canaan, CT 06840

  • Land
  • 2.53 Acres
  • $830,040 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 125 Days On Market

  Last Listing Agent Melissa Jones Houlihan Lawrence

  708 L Ponus Ridge Rd, New Canaan, CT 06840
• 

  Est $2,125,534

  Not Listed For Sale

  11 Valley Rd, New Canaan, CT 06840

  • 4 Beds
  • 3.5 Baths
  • 3,368 Sq Ft
  • Built 1975

  11 Valley Rd, New Canaan, CT 06840

  Last Sold Summary

  • 19 Days On Market
• 

  /2

  $2,550,000

  • Land
  • 2.82 Acres
  • $904,255 per Acre

  168 Brookwood Ln, New Canaan, CT 06840

  Beautiful 2.82 open lot in prime New Canaan location near town and Country Club of New Canaan on a quiet cul-de-sac. Part of a recent 9 lot development created from an historic 32 acre estate. Clear and gently sloping down to a pond and stream.

  James Hoffman Houlihan Lawrence

  168 Brookwood Ln, New Canaan, CT 06840
• 

  $700,000

  Sold Feb 06, 2026

  151 Heritage Hill Rd Unit B, New Canaan, CT 06840

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1965

  Last Sold Summary

  • $509/SF
  • 14 Days On Market

  Last Listing Agent Robyn Bonder Douglas Elliman of Connecticut

  151 Heritage Hill Rd Unit B, New Canaan, CT 06840
• 

  Est $2,198,500

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 3.5 Baths
  • 3,827 Sq Ft
  • Built 1972

  Unlisted Address

  Last Sold Summary

  • 15 Days On Market
• 

  /2

  $4,600,000

  New Construction Pending

  • 5 Beds
  • 8 Baths
  • 6,322 Sq Ft

  25 Gower Rd, New Canaan, CT 06840

  Luxury New Construction in the Heart of New Canaan! Coming Soon 2026! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated between South Ave and South School, this elegant residence offers the perfect blend of neighborhood, convenience, and luxury-with sidewalk access to town for

  Jared Kuehner William Pitt Sotheby's Int'l

  25 Gower Rd, New Canaan, CT 06840
• 

  $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 $1,502,753

  Last Listing Agent Melissa Engel Douglas Elliman of Connecticut

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

  Est $2,495,857

  Not Listed For Sale

  707 Silvermine Rd, New Canaan, CT 06840

  • 4 Beds
  • 3.5 Baths
  • 3,457 Sq Ft
  • Built 1780

  707 Silvermine Rd, New Canaan, CT 06840

  Last Sold Summary

  • 9 Days On Market
• 

  

  /31

  $699,990

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,554 Sq Ft

  33 E Hills Dr Unit 33, New Canaan, CT 06840

  Discover the perfect blend of a private retreat and everyday convenience in this beautifully updated 3-bedroom, 1.5-bathroom townhouse. Ideally situated at the end of a quiet cul-de-sac, this home offers a serene setting with picturesque views of the Five Mile River, while being just minutes from East Elementary School, downtown shopping and dining, and Metro-North. Conservatively estimated

  Ming Kong William Raveis Real Estate

  33 E Hills Dr Unit 33, New Canaan, CT 06840
• 

  $3,200,000

  Sold Jun 22, 2026

  1541 Oenoke Ridge, New Canaan, CT 06840

  • 5 Beds
  • 5.5 Baths
  • 5,687 Sq Ft
  • Built 1967

  Last Sold Summary

  • 7% Above List Price
  • $563/SF
  • 11 Days On Market

  Current Estimated Value $2,985,775

  Last Listing Agent Antoinette Lanni-Lampert Brown Harris Stevens

  1541 Oenoke Ridge, New Canaan, CT 06840
• 

  /2

  Est $1,749,091

  Not Listed For Sale

  92 Pastures Ln, New Canaan, CT 06840

  • 2 Beds
  • 2 Baths
  • 985 Sq Ft
  • Built 1927

  92 Pastures Ln, New Canaan, CT 06840
• 

  

  /37

  $2,395,000

  $154K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 4,384 Sq Ft

  599 N Wilton Rd, New Canaan, CT 06840

  Set on 4 private acres, this fully renovated 5-bedroom, 6-bath home blends modern design with effortless everyday living. From the moment you enter, fresh, sophisticated interiors set the tone for a turnkey lifestyle. The spacious eat-in kitchen with a large center island flows into inviting gathering spaces designed for both daily living and entertaining. The cathedral-ceiling primary suite

  Genevieve Schettino Compass Connecticut, LLC

  599 N Wilton 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 $4,030,437

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

  279 Old Stamford Rd, New Canaan, CT 06840
• 

  Est $3,920,223

  Not Listed For Sale

  78 Pastures Ln, New Canaan, CT 06840

  • 5 Beds
  • 7 Baths
  • 7,579 Sq Ft
  • Built 1927

  78 Pastures Ln, New Canaan, CT 06840

  Last Sold Summary

  • 203 Days On Market
• 

  

  /3

  $4,999,000

  New Construction

  • 6 Beds
  • 7.5 Baths
  • 6,658 Sq Ft

  19 Orchard Ln, New Canaan, CT 06840

  THIS IS THE ONE YOU'VE BEEN WAITING FOR! A rare new construction opportunity by Lecher Development, currently underway on a prime in-town cul-de-sac. With construction still in progress, there is time to personalize finishes and select details to match your style and preferences. This exceptional luxury home offers 6,658 square feet of light-filled living space across four finished levels.

  Hannelore Kaplan William Raveis Real Estate

  19 Orchard 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 $1,735,473

  Last Listing Agent Melissa Rwambuya William Raveis Real Estate

  58 Lantern Ridge Rd, New Canaan, CT 06840
• 

  Est $2,867,894

  Not Listed For Sale

  585 Silvermine Rd, New Canaan, CT 06840

  • 5 Beds
  • 7 Baths
  • 5,499 Sq Ft
  • Built 1969

  585 Silvermine Rd, New Canaan, CT 06840

  Last Sold Summary

  • 245 Days On Market
• 

  

  /38

  $2,195,000

  Pending

  • 5 Beds
  • 3 Baths
  • 5,658 Sq Ft

  2 Sleepy Hollow Rd, New Canaan, CT 06840

  Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled

  Leslie Razook William Pitt Sotheby's Int'l

  2 Sleepy Hollow 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

  Current Estimated Value $1,733,851

  Last Listing Agent Jane Forte Coldwell Banker Realty

  232 Sleepy Hollow Rd, New Canaan, CT 06840
• 

  /2

  Est $4,107,900

  Not Listed For Sale

  583 Silvermine Rd, New Canaan, CT 06840

  • 5 Beds
  • 7 Baths
  • 6,567 Sq Ft
  • Built 1969

  583 Silvermine Rd, New Canaan, CT 06840
• 

  

  /38

  $1,395,000

  • 2 Beds
  • 3 Baths
  • 2,326 Sq Ft

  99 Forest St, New Canaan, CT 06840

  Rare opportunity to own one of just four residences in the desirable Forest Glen Condominium Association, ideally located moments from downtown New Canaan, the train, shops, and the renowned restaurants along Forest Street. Offering 2,326 square feet of living space, this spacious condominium lives much like a single-family home with two bedrooms, three full bathrooms, and a versatile first-floor

  Michele Murray-Sloan Houlihan Lawrence

  99 Forest St, 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 $1,379,369

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

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

  Est $6,270,592

  Not Listed For Sale

  81 Canoe Hill Rd, New Canaan, CT 06840

  • 6 Beds
  • 10 Baths
  • 9,452 Sq Ft
  • Built 1900

  81 Canoe Hill Rd, New Canaan, CT 06840

  Last Sold Summary

  • 10 Days On Market
• 

  

  /11

  $4,495,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,494 Sq Ft

  15 Burtis Ave Unit West Penthouse B, New Canaan, CT 06840

  The Pinnacle of Village Sophistication: The Penthouse at The Quartier. At the heart of downtown New Canaan, The Quartier reimagines timeless luxury through 21 bespoke residences that harmonize classic architecture with forward-thinking sustainability, including solar energy and Geo-thermal. This premier 2,500-square-foot Penthouse offers an unrivaled sense of privacy with a private elevator

  Jaime Sneddon William Pitt Sotheby's Int'l

  15 Burtis Ave Unit West Penthouse B, 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 $1,477,696

  Last Listing Agent Maria Miller William Raveis Real Estate

  48 Rural Dr, New Canaan, CT 06840
• 

  Est $3,144,923

  Not Listed For Sale

  100 Valley Rd, New Canaan, CT 06840

  • 6 Beds
  • 8 Baths
  • 8,284 Sq Ft
  • Built 1999

  100 Valley Rd, New Canaan, CT 06840

  Last Sold Summary

  • 113 Days On Market
• 

  

  /28

  $1,250,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  72 Summer St Unit B, New Canaan, CT 06840

  Beautifully updated and full of charm, this surprisingly spacious townhome offers the ease of in-town living in one of New Canaan's most convenient locations. The kitchen has been thoughtfully updated, while beautiful hardwood floors shine throughout, abundant natural light fills the home, and 7 inch crown moldings bring warmth and character. The grand primary suite is a true retreat with an

  Molly Fewster Houlihan Lawrence

  72 Summer St Unit B, New Canaan, CT 06840
• 

  $4,362,500

  Sold Apr 30, 2026

  32 West Rd, New Canaan, CT 06840

  • 5 Beds
  • 6 Baths
  • 5,679 Sq Ft
  • Built 1820

  Last Sold Summary

  • 8% Above List Price
  • $768/SF
  • 8 Days On Market

  Current Estimated Value $4,042,998

  Last Listing Agent Christine Saxe Compass Connecticut, LLC

  32 West Rd, New Canaan, CT 06840
• 

  Not Listed For Sale

  72 Valley Rd, New Canaan, CT 06840

  • 6 Beds
  • 11 Baths
  • 7,983 Sq Ft
  • Built 1996

  72 Valley Rd, New Canaan, CT 06840

  Last Sold Summary

  • 43 Days On Market
• 

  

  /39

  $1,650,000

  • 4 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  496 Trinity Pass Rd, New Canaan, CT 06840

  This 4 bedroom,3.5 bath tastefully renovated vintage home has an open floor plan,walls and windows with divided light and high ceilings, creating an instant sense of peace and well being. A stone hearth at the entry is surrounded by walls of bookshelves and a reading corner. The beamed living room and adjacent sun room overlook a romantic tiered garden and flat lawn. The fireplace's stone wall

  Leslie Razook William Pitt Sotheby's Int'l

  496 Trinity Pass Rd, 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 $3,284,071

  Last Listing Agent Marsha Charles Coldwell Banker Realty

  1702 Oenoke Ridge, New Canaan, CT 06840
• 

  /2

  Est $1,856,029

  Not Listed For Sale

  80 Wardwell Dr, New Canaan, CT 06840

  • 4 Beds
  • 3 Baths
  • 2,226 Sq Ft
  • Built 1959

  80 Wardwell Dr, New Canaan, CT 06840
• 

  

  /37

  $7,250,000

  $500K PRICE DROP

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

  119 Proprietors Crossing, New Canaan, CT 06840

  119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere.

  Molly Rubins NestSeekers International

  119 Proprietors Crossing, New Canaan, CT 06840
• 

  $7,650,000

  Sold Jun 08, 2026

  372 Brushy Ridge Rd, New Canaan, CT 06840

  • 5 Beds
  • 6 Baths
  • 7,976 Sq Ft
  • Built 1732

  Last Sold Summary

  • 11% Above List Price
  • $959/SF
  • 6 Days On Market

  Current Estimated Value $6,340,179

  Last Listing Agent John Dunn Compass Connecticut, LLC

  372 Brushy Ridge Rd, New Canaan, CT 06840
• 

  Est $2,235,951

  Not Listed For Sale

  104 Salem Rd, New Canaan, CT 06840

  • 5 Beds
  • 3.5 Baths
  • 4,830 Sq Ft
  • Built 1967

  104 Salem Rd, New Canaan, CT 06840

  Last Sold Summary

  • 38 Days On Market

Showing Results 201 - 240, Page 6 of 18