New Canaan, CT Homes

• 

  

  

  /33

  $1,750,000

  Pending

  • 3 Beds
  • 4 Baths
  • 2,220 Sq Ft

  312 Elm St Unit 20, New Canaan, CT 06840

  This spacious 3 bedroom, 2 full & 2 half bath townhouse offers luxury, care free living within an easy walk to the quaint New Canaan village with a variety of restaurants, train station, parks and more. There is a living room with fireplace, separate dining room, cozy study and lower level family room. There are two garages - one is just a few steps from the residence. Prides Crossing has a

  Hugh Halsell Houlihan Lawrence

  312 Elm St Unit 20, New Canaan, CT 06840
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  /27

  $35,000 Per Month

  • 4 Beds
  • 6 Baths
  • 5,066 Sq Ft
  • House for Rent

  301 Old Norwalk Rd, New Canaan, CT 06840

  Escape to your perfect summer retreat in this stunning colonial home, where comfort, style, and tranquility come together seamlessly. Nestled at the end of a quiet cul-de-sac, this spacious residence offers an ideal blend of privacy and convenience. Step inside and discover generous, light-filled rooms with gleaming hardwood floors throughout. Three fireplaces create a cozy ambiance, perfect for

  Roseann Benedict Compass Connecticut, LLC

  301 Old Norwalk 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 $2,536,651

  Last Listing Agent Hannelore Kaplan William Raveis Real Estate

  15 Mill Rd, New Canaan, CT 06840
• 

  Not Listed For Sale

  1 Echo Hill Rd, New Canaan, CT 06840

  • 5 Beds
  • 5.5 Baths
  • 7,590 Sq Ft
  • Built 1710

  1 Echo Hill Rd, New Canaan, CT 06840

  Last Sold Summary

  • $725/SF
  • 14 Days On Market

  • Last Sold Price $5,500,000
  • Jun 24, 2024

  Last Listing Agent John Dunn Compass Connecticut, LLC
• 

  

  

  /39

  $2,995,000

  Pending

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

  1541 Oenoke Ridge, New Canaan, CT 06840

  Welcome to 1541 Oenoke Ridge, a spectacular country retreat with unparalleled privacy and natural beauty. Beyond the stately stone pillars, you are greeted by 4.5 beautifully landscaped acres including manicured gardens, a lighted tennis/sports court, a swimming pool, a 1-bedroom guest/pool house and a cozy stone fire pit. The main house blends elegance with everyday comfort. Highlights: spacious

  Antoinette Lanni-Lampert Brown Harris Stevens

  1541 Oenoke Ridge, New Canaan, CT 06840
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  /9

  $2,295 Per Month

  • 1 Bed
  • 1 Bath
  • 758 Sq Ft
  • House for Rent

  196 Park St Unit 8, New Canaan, CT 06840

  Great 1 bedroom across the street from Mead Park and just steps to the heart of downtown! - Light and bright unit with hardwood floors throughout - Off/street reserved parking space + additional visitor parking - *Heat & hot water included in rent, just pay electric!* - Enjoy Mead Park for the walking, tennis, playground, or baseball fields - A short walk to town for shopping and dining + Metro

  Ryan Panny Milligan Realty.com

  196 Park St Unit 8, 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 $2,245,845

  Last Listing Agent Marsha Charles Coldwell Banker Realty

  66 Seminary St, New Canaan, CT 06840
• 

  Est $2,628,939

  Not Listed For Sale

  128 Danforth Dr, New Canaan, CT 06840

  • 5 Beds
  • 6 Baths
  • 5,602 Sq Ft
  • Built 1965

  128 Danforth Dr, New Canaan, CT 06840

  Last Sold Summary

  • 31% Above List Price
  • $358/SF
  • 34 Days On Market

  • Last Sold Price $2,007,000
  • Oct 31, 2023

  Last Listing Agent Michele Murray-Sloan Houlihan Lawrence
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  /40

  $3,595,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 5,300 Sq Ft

  245 Benedict Hill Rd, New Canaan, CT 06840

  A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle

  Melissa Jones Houlihan Lawrence

  245 Benedict Hill Rd, New Canaan, CT 06840
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  /26

  $2,900 Per Month

  • 1 Bed
  • 1 Bath
  • 715 Sq Ft
  • Apartment for Rent

  88 Main St, New Canaan, CT 06840

  **Receive up to one month free when you lease in May** Gorgeous one-bedroom apartment on Main Street in a landmark, boutique building (one of only ten units). Located in the heart of New Canaan Village, it is ideal for a highly walkable lifestyle with easy access to shops, restaurants, and the train for a Grand Central commute. The residence blends old-world charm (1881) with luxury new

  Betsy DiMatteo William Pitt Sotheby's Int'l

  88 Main St, New Canaan, CT 06840
• 

  $2,800,000

  Sold Apr 16, 2026

  258 Dans Hwy, New Canaan, CT 06840

  • 4 Beds
  • 3.5 Baths
  • 3,598 Sq Ft
  • Built 1951

  Last Sold Summary

  • 8% Above List Price
  • $778/SF
  • 12 Days On Market

  Current Estimated Value $2,481,037

  Last Listing Agent Melissa Rwambuya William Raveis Real Estate

  258 Dans Hwy, New Canaan, CT 06840
• 

  Est $2,074,412

  Not Listed For Sale

  104 Bald Hill Rd, New Canaan, CT 06840

  • 5 Beds
  • 4.5 Baths
  • 4,224 Sq Ft
  • Built 1958

  104 Bald Hill Rd, New Canaan, CT 06840

  Last Sold Summary

  • 16% Above List Price
  • $424/SF
  • 77 Days On Market

  • Last Sold Price $1,790,000
  • Jan 11, 2024

  Last Listing Agent Basil Amso RE/MAX
• 

  

  /15

  $2,995,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft

  15 Burtis Ave Unit Townhome A, New Canaan, CT 06840

  In the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs classic architecture and natural materials with sustainable energy features. This thoughtfully-designed free-standing 3-bedroom, 2-full and 1-half bath Townhome offers almost 1,800 square feet with gorgeous views off the spacious living room with oversized windows and doors, and 7" white oak flooring. Chef's

  Jaime Sneddon William Pitt Sotheby's Int'l

  15 Burtis Ave Unit Townhome A, New Canaan, CT 06840
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  /32

  $40,000 Per Month

  • 6 Beds
  • 4.5 Baths
  • 5,552 Sq Ft
  • House for Rent

  198 Hemlock Hill Rd, New Canaan, CT 06840

  198 Hemlock Hill Road, New Canaan, CT. Perfectly blending classic charm with high-end amenities, this home offers a private summer escape, just moments from the heart of town on desirable Hemlock Hill. Enjoy 2.5 acres of sweeping lawns and secluded pool. This special property offers many lovely outdoor spaces to enjoy, the inviting covered porch, complete with Adirondack chairs and dining,

  Anne Krieger William Pitt Sotheby's Int'l

  198 Hemlock Hill Rd, New Canaan, CT 06840
• 

  $2,800,000

  Sold Jul 18, 2025

  23 Benedict Hill Rd, New Canaan, CT 06840

  • 5 Beds
  • 6.5 Baths
  • 6,070 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Below List Price
  • $461/SF
  • 84 Days On Market

  Current Estimated Value $2,963,627

  Last Listing Agent Melissa Engel Douglas Elliman of Connecticut

  23 Benedict Hill Rd, New Canaan, CT 06840
• 

  Est $1,967,266

  Not Listed For Sale

  142 Rocky Brook Rd, New Canaan, CT 06840

  • 4 Beds
  • 4 Baths
  • 4,609 Sq Ft
  • Built 1964

  142 Rocky Brook Rd, New Canaan, CT 06840

  Last Sold Summary

  • 8% Above List Price
  • $396/SF
  • 34 Days On Market

  • Last Sold Price $1,825,000
  • Jul 25, 2024

  Last Listing Agent PJ Taylor Brown Harris Stevens
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  /39

  $2,250,000

  • 3 Beds
  • 2.5 Baths
  • 3,649 Sq Ft

  13 Old Stamford Rd Unit 13, New Canaan, CT 06840

  Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main

  Hannelore Kaplan William Raveis Real Estate

  13 Old Stamford Rd Unit 13, New Canaan, CT 06840
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  /14

  $3,800 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  40 Unit B Seminary St, New Canaan, CT 06840

  Lovingly renovated 2-bedroom apartment located in the heart of downtown New Canaan. This bright and inviting home offers modern updates while being just a short walk to the train station, local shops, restaurants, cafes, and all the charm of downtown living. Convenient commuter location with easy access to everything New Canaan has to offer. Heat and electricity are included in the rent,

  Toni-Ann Vittoria William Raveis Real Estate

  40 Unit B Seminary St, New Canaan, CT 06840
• 

  $1,425,000

  Sold Aug 06, 2025

  24 Oak Grove Place, New Canaan, CT 06840

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Below List Price
  • $735/SF
  • 110 Days On Market

  Current Estimated Value $1,511,368

  Last Listing Agent Hannelore Kaplan William Raveis Real Estate

  24 Oak Grove Place, New Canaan, CT 06840
• 

  Est $2,138,956

  Not Listed For Sale

  17 Journeys End Rd, New Canaan, CT 06840

  • 5 Beds
  • 4.5 Baths
  • 6,828 Sq Ft
  • Built 1957

  17 Journeys End Rd, New Canaan, CT 06840

  Last Sold Summary

  • 21% Above List Price
  • $260/SF
  • 153 Days On Market

  • Last Sold Price $1,775,000
  • Dec 20, 2023

  Last Listing Agent Colleen Rock William Raveis Real Estate
• 

  

  /36

  $2,895,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 5,038 Sq Ft

  792 N Wilton Rd, New Canaan, CT 06840

  Exceptional 1998 colonial on 2.3 pristine, level acres with circular drive and rare 6-car garage capacity-4-car attached plus separate 2-car garage. This impressive residence welcomes you with a dramatic two-story entry hall that sets the tone for refined living. The open floor plan seamlessly connects living spaces, enhanced by 9-foot ceilings and distinctive architectural details including a

  Elizabeth Rowley William Pitt Sotheby's Int'l

  792 N Wilton Rd, New Canaan, CT 06840
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  /36

  $30,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 4,440 Sq Ft
  • House for Rent

  55 Talmadge Hill Rd, New Canaan, CT 06840

  A rare opportunity to enjoy all that New Canaan has to offer while living in an historic mid-century modern masterpiece: The Elinor and Sherman Ford House. Located on 5.2 private, lush acres in desirable New Canaan, CT. This iconic residence, listed on the National Register of Historic Places (2010), is a pristine local example of Mid-Century Modern architecture designed in 1952-54 by the firm

  Inger Stringfellow William Pitt Sotheby's Int'l

  55 Talmadge Hill Rd, New Canaan, CT 06840
• 

  $2,775,000

  Sold Sep 30, 2025

  882 Silvermine Rd, New Canaan, CT 06840

  • 6 Beds
  • 6 Baths
  • 6,280 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $442/SF
  • 57 Days On Market

  Current Estimated Value $2,884,201

  Last Listing Agent Molly Fewster Houlihan Lawrence

  882 Silvermine Rd, New Canaan, CT 06840
• 

  /2

  Not Listed For Sale

  149 Journeys End Rd, New Canaan, CT 06840

  • 4 Beds
  • 5 Baths
  • 3,149 Sq Ft
  • Built 1946

  149 Journeys End Rd, New Canaan, CT 06840

  Last Sold Summary

  • $428/SF

  • Last Sold Price $1,346,200

  Last Listing Agent Elizabeth Rowley William Pitt
• 

  

  /34

  $3,100,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 4,980 Sq Ft

  35 Danvers Ln, New Canaan, CT 06840

  An exceptional opportunity to own in the desirable South of the YMCA neighborhood featuring four bedrooms & 4 1/2 baths, this home is a perfect mix of elegance and practicality. Taken down to the studs and rebuilt in 2006 - this home has it all. From the moment you step inside, you'll be captivated by the sophisticated details, including elegant moldings and wainscoting, rich hardwood floors and

  Lisa O'Rourke William Pitt Sotheby's Int'l

  35 Danvers Ln, New Canaan, CT 06840
• 

  $8,650,000

  Sold Dec 15, 2025

  561 Smith Ridge Rd, New Canaan, CT 06840

  • 5 Beds
  • 8 Baths
  • 13,124 Sq Ft
  • Built 1905

  Last Sold Summary

  • 1% Below List Price
  • $659/SF
  • 21 Days On Market

  Current Estimated Value $8,677,698

  Last Listing Agent Taylor Tait Houlihan Lawrence

  561 Smith Ridge Rd, New Canaan, CT 06840
• 

  Est $2,989,395

  Not Listed For Sale

  122 Journeys End Rd, New Canaan, CT 06840

  • 5 Beds
  • 6 Baths
  • 7,707 Sq Ft
  • Built 2003

  122 Journeys End Rd, New Canaan, CT 06840

  Last Sold Summary

  • 18% Above List Price
  • $328/SF
  • 14 Days On Market

  • Last Sold Price $2,525,000
  • Apr 10, 2024

  Last Listing Agent Michele Murray-Sloan Houlihan Lawrence
• 

  

  /35

  $2,795,000

  • 5 Beds
  • 3.5 Baths
  • 5,532 Sq Ft

  171 Proprietors Crossing, New Canaan, CT 06840

  Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through

  Jaime Sneddon William Pitt Sotheby's Int'l

  171 Proprietors Crossing, New Canaan, CT 06840
• 

  $2,266,000

  Sold Jul 30, 2025

  1208 Smith Ridge Rd, New Canaan, CT 06840

  • 5 Beds
  • 4.5 Baths
  • 5,030 Sq Ft
  • Built 1929

  Last Sold Summary

  • 5% Above List Price
  • $450/SF
  • 22 Days On Market

  Current Estimated Value $2,389,462

  Last Listing Agent Leigh Finley Houlihan Lawrence

  1208 Smith Ridge Rd, New Canaan, CT 06840
• 

  Est $1,417,813

  Not Listed For Sale

  38 Lantern Ridge Rd, New Canaan, CT 06840

  • 4 Beds
  • 3 Baths
  • 3,006 Sq Ft
  • Built 1956

  38 Lantern Ridge Rd, New Canaan, CT 06840

  Last Sold Summary

  • 29% Above List Price
  • $366/SF
  • 24 Days On Market

  • Last Sold Price $1,100,000
  • Apr 18, 2024

  Last Listing Agent Hannelore Kaplan William Raveis Real Estate
• 

  

  /40

  $2,795,000

  Pending

  • 5 Beds
  • 4 Baths
  • 4,547 Sq Ft

  35 Canoe Hill Rd, New Canaan, CT 06840

  Enchanting Private Country Estate offering classic design and exceptional lifestyle flexibility. Privately set at the end of a country lane among prestigious estates on one of New Canaan's premier streets, this property delivers rare seclusion just minutes from town and train and acclaimed award-winning schools. Recently refreshed throughout, the home features a spacious primary suite with

  Melissa Rwambuya William Raveis Real Estate

  35 Canoe Hill Rd, New Canaan, CT 06840
• 

  $2,450,000

  Sold Jul 01, 2025

  95 Louises Ln, New Canaan, CT 06840

  • 5 Beds
  • 3 Baths
  • 4,900 Sq Ft
  • Built 1954

  Last Sold Summary

  • 15% Below List Price
  • $500/SF
  • 21 Days On Market

  Current Estimated Value $2,550,225

  Last Listing Agent Christine Saxe Compass Connecticut, LLC

  95 Louises Ln, New Canaan, CT 06840
• 

  Est $3,011,572

  Not Listed For Sale

  716 Cheese Spring Rd, New Canaan, CT 06840

  • 5 Beds
  • 5.5 Baths
  • 5,076 Sq Ft
  • Built 1957

  716 Cheese Spring Rd, New Canaan, CT 06840

  Last Sold Summary

  • 10% Above List Price
  • $542/SF
  • 30 Days On Market

  • Last Sold Price $2,750,000
  • Apr 03, 2024

  Last Listing Agent Jessica Sigmund Compass Connecticut, LLC
• 

  

  /33

  $2,795,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 5,674 Sq Ft

  374 Michigan Rd, New Canaan, CT 06840

  Privately set on 3.2 picturesque acres, this distinguished 5-bedroom, 4.5-bath residence blends classic architecture with sophisticated living in a peaceful, private setting. A double-height foyer welcomes you into sun-filled interiors with elegant architectural details and generously proportioned rooms. At the center of the home is a beautifully designed gourmet kitchen that opens to a bright

  Bettina Hegel Brown Harris Stevens

  374 Michigan Rd, New Canaan, CT 06840
• 

  $2,700,000

  Sold Aug 27, 2025

  289 Wahackme Rd, New Canaan, CT 06840

  • 4 Beds
  • 3.5 Baths
  • 4,187 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Below List Price
  • $645/SF
  • 21 Days On Market

  Current Estimated Value $2,765,735

  Last Listing Agent Mary Ellen Gallagher Compass Connecticut, LLC

  289 Wahackme Rd, New Canaan, CT 06840
• 

  Est $1,523,152

  Not Listed For Sale

  8 Evergreen Rd, New Canaan, CT 06840

  • 4 Beds
  • 2.5 Baths
  • 3,148 Sq Ft
  • Built 1958

  8 Evergreen Rd, New Canaan, CT 06840

  Last Sold Summary

  • 7% Above List Price
  • $453/SF
  • 6 Days On Market

  • Last Sold Price $1,425,000
  • Jun 26, 2024

  Last Listing Agent Libby Mattson Houlihan Lawrence
• 

  

  /39

  $3,195,000

  Pending

  • 5 Beds
  • 7 Baths
  • 6,715 Sq Ft

  323 Smith Ridge Rd, New Canaan, CT 06840

  Pristine move in ready five-bedroom Colonial residence situated on 2.9 acres of parklike grounds. Spanning over 6,000 square feet, this home features an open floor plan with formal rooms, elegant moldings, graceful archways and French doors. The interior includes a gourmet kitchen with high-end appliances, a marble center seating island, breakfast room with coffee bar, all which open into a

  Hannelore Kaplan William Raveis Real Estate

  323 Smith Ridge Rd, New Canaan, CT 06840
• 

  $2,750,000

  Sold Oct 06, 2025

  72 Wellesley Dr, New Canaan, CT 06840

  • 5 Beds
  • 4.5 Baths
  • 4,852 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Above List Price
  • $567/SF
  • 8 Days On Market

  Current Estimated Value $2,930,360

  Last Listing Agent Jaime Sneddon William Pitt Sotheby's Int'l

  72 Wellesley Dr, New Canaan, CT 06840
• 

  Est $1,698,735

  Not Listed For Sale

  118 Benedict Hill Rd, New Canaan, CT 06840

  • 5 Beds
  • 2.5 Baths
  • 3,996 Sq Ft
  • Built 1966

  118 Benedict Hill Rd, New Canaan, CT 06840

  Last Sold Summary

  • 12% Above List Price
  • $378/SF
  • 57 Days On Market

  • Last Sold Price $1,510,000
  • Jan 28, 2025

  Last Listing Agent Jaime Sneddon William Pitt
• 

  

  /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

Showing Results 81 - 120, Page 3 of 18