New Canaan, CT Homes

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  $2,950,000

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft

  48 Brookwood Ln, New Canaan, CT 06840

  A once-in-a-lifetime opportunity to create a home in one of New Canaan's most coveted neighborhoods in close proximity to town, train, Country Club of New Canaan and NC Field Club. Over 4 acres of prime, tranquil land on a quiet, winding lane with mature trees in what will become a neighborhood of impressive homes in a beautiful setting. Currently improved with a charming, historical cottage that

  James Hoffman Houlihan Lawrence

  48 Brookwood Ln, New Canaan, CT 06840
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  /15

  $3,950 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,370 Sq Ft
  • House for Rent

  40 Ledge Ave, New Canaan, CT 06840

  Live Your Best Life in the Heart of New Canaan... Imagine starting your morning with coffee on your private patio, then strolling into town for lunch or catching the train to the city - all without getting in your car. This is the effortless lifestyle waiting for you in this stunning, thoughtfully updated rental. Designed for Modern Living, This exceptional two-bedroom residence has been

  AnnMarie Sementilli William Pitt Sotheby's Int'l

  40 Ledge Ave, New Canaan, CT 06840
• 

  $1,225,000 Sold Apr 07, 2025

  259 New Norwalk Rd Unit 7, New Canaan, CT 06840

  • 3 Beds
  • 2.5 Baths
  • 2,418 Sq Ft
  • Built 1970

  Last Sold Summary

  • 23% Above List Price
  • $507/SF
  • 7 Days On Market

  Current Estimated Value $1,257,433

  Last Listing Agent Debbie Volpe Coldwell Banker Realty

  259 New Norwalk Rd Unit 7, New Canaan, CT 06840
• 

  Not Listed For Sale

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

  1 Echo Hill Rd, New Canaan, CT 06840

  1 Echo Hill Rd, New Canaan, CT 06840
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  /40

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 3,395 Sq Ft

  289 New Norwalk Rd Unit 22, New Canaan, CT 06840

  Spectacular, sun-filled riverfront end unit townhouse with 3-4BR, 2.5 BA this beautifully maintained home offers 3,395 sq. ft. on three finished levels. The light-filled main level features hardwood floors, LR w/wood burning fireplace, and an updated kitchen with granite countertops and stainless steel appliances. A private deck with retractable awning extends the main living space outdoors. The

  Roslyn Reed Houlihan Lawrence

  289 New Norwalk Rd Unit 22, New Canaan, CT 06840
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  /14

  $2,950 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 750 Sq Ft
  • Apartment for Rent

  31 Ledge Ave Unit 2, New Canaan, CT 06840

  Wonderful rental within walking distance to town.Spacious and updated 2nd floor unit with living room, kitchen, 1 bedroom, 2 bathrooms plus walk-in closet and laundry room. A must see...truly a charming unit!

  AnnMarie Sementilli William Pitt Sotheby's Int'l

  31 Ledge Ave Unit 2, New Canaan, CT 06840
• 

  $1,700,000 Sold Apr 04, 2025

  418 Carter St, New Canaan, CT 06840

  • 7 Beds
  • 6 Baths
  • 4,436 Sq Ft
  • Built 1835

  Last Sold Summary

  • 4% Below List Price
  • $383/SF
  • 90 Days On Market

  Current Estimated Value $1,950,467

  Last Listing Agent Charles Albertario William Raveis Real Estate

  418 Carter St, New Canaan, CT 06840
• 

  Est $2,693,211 Not Listed For Sale

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

  128 Danforth Dr, New Canaan, CT 06840

  128 Danforth Dr, New Canaan, CT 06840
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  /40

  $2,675,000

  • 5 Beds
  • 3.5 Baths
  • 5,748 Sq Ft

  171 Proprietors Crossing, New Canaan, CT 06840

  Just renovated to perfection, this 5BR, 3.5BA classic Connecticut colonial with extra 1900 square feet of finished lower level gives you over 5300 square feet of living area and is situated on a very private much sought-after cul de sac in New Canaan's loveliest areas of 4+ acres estates and properties. This home has it all. Beautiful quartz countertops in your new light filled family kitchen

  Becky Munro Brown Harris Stevens

  171 Proprietors Crossing, New Canaan, CT 06840
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  /17

  $5,100 total monthly price

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  89 Richmond Hill Rd, New Canaan, CT 06840

  A 1920s Treasure with Park Views and a Walk-to-Everything Lifestyle! This enchanting 1920s Dutch Colonial Townhouse has been meticulously renovated, offering the best of both worlds: the enduring grace of historic architecture paired with the ease and style of contemporary amenities. Set directly across from Mead Park, the property enjoys serene, tree-lined views of the sparkling trout-stocked

  Kristina Rostad Keller Williams Prestige Prop.

  89 Richmond Hill Rd, New Canaan, CT 06840
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  $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 $2,927,601

  Last Listing Agent Melissa Engel Douglas Elliman of Connecticut

  23 Benedict Hill Rd, New Canaan, CT 06840
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  Est $2,073,614 Not Listed For Sale

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

  104 Bald Hill Rd, New Canaan, CT 06840

  104 Bald Hill Rd, New Canaan, CT 06840
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  /32

  $2,495,000

  • 5 Beds
  • 5 Baths
  • 4,109 Sq Ft

  77 Winfield Ln, New Canaan, CT 06840

  Located on a much sought-after cul-de-sac surrounded by estate properties, 77 Winfield Lane presents a compelling opportunity to re-envision a 4,100 square foot, 5-bedroom, 5-bath residence set on 2.88 acres of private grounds. The home's traditional architecture and balanced proportions create a strong framework for renovation, expansion, or enhancement. The property features a pool and generous

  John Dunn Compass Connecticut, LLC

  77 Winfield Ln, New Canaan, CT 06840
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  /14

  $4,500 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 2,124 Sq Ft
  • House for Rent

  126 East Ave, New Canaan, CT 06840

  Stress-Free Short-Term Living in the Heart of New Canaan... Perfect for discerning renters navigating life transitions-whether you're renovating your dream home, waiting for your new home closing, or simply need temporary housing in New Canaan. Why Choose This Exceptional Rental... Prime In-Town Location: Walk to shops, restaurants, and town amenities. Fully Furnished & Move-In Ready: No need

  AnnMarie Sementilli William Pitt Sotheby's Int'l

  126 East Ave, New Canaan, CT 06840
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  $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 $1,455,309

  Last Listing Agent Hannelore Kaplan William Raveis Real Estate

  24 Oak Grove Place, New Canaan, CT 06840
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  Est $2,062,751 Not Listed For Sale

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

  142 Rocky Brook Rd, New Canaan, CT 06840

  142 Rocky Brook Rd, New Canaan, CT 06840
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  /38

  $3,195,000

  • 5 Beds
  • 6 Baths
  • 9,170 Sq Ft

  39 Running Brook Ln, New Canaan, CT 06840

  If you're looking for luxury and comfort with easy access to top-rated schools and the train, look no further. 39 Running Brook Lane is ready for its next owner! Tucked on a quiet cul-de-sac just minutes from downtown New Canaan and Metro-North, this custom-built home feels fresh, open, and full of light.Tucked on a quiet cul-de-sac just minutes from downtown New Canaan and Metro-North, this

  Stacey Delikat Houlihan Lawrence

  39 Running Brook Ln, New Canaan, CT 06840
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  /50

  $15,000 total monthly price

  • 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
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  $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 $2,860,403

  Last Listing Agent Molly Fewster Houlihan Lawrence

  882 Silvermine Rd, New Canaan, CT 06840
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  Est $2,241,425 Not Listed For Sale

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

  17 Journeys End Rd, New Canaan, CT 06840

  17 Journeys End Rd, New Canaan, CT 06840
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  /3

  $1,575,000

  • Land
  • 2.11 Acres
  • $746,445 per Acre

  470 Frogtown Rd Unit Lot 1, New Canaan, CT 06840

  Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location.

  Mitchell Moore Brown Harris Stevens

  470 Frogtown Rd Unit Lot 1, New Canaan, CT 06840
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  /35

  $15,000 total monthly price

  • 5 Beds
  • 5.5 Baths
  • 10,175 Sq Ft
  • House for Rent

  134 Valley Rd, New Canaan, CT 06840

  Gracious center hall colonial set back from road. Living room, family room and primary bedroom have fireplaces. A large, eat-in country kitchen walks out to a lovely, private terrace and in-ground pool. Family room opens out to a cozy screened porch with fireplace. Spacious dining room, office, sunroom plus 5 bedrooms. Walk-up attic for storage, basement playroom and a 3-car garage. Owners will

  Nez Swanberg Houlihan Lawrence

  134 Valley Rd, New Canaan, CT 06840
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  $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

  Last Listing Agent Taylor Tait Houlihan Lawrence

  561 Smith Ridge Rd, New Canaan, CT 06840
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  /2

  Not Listed For Sale

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

  149 Journeys End Rd, New Canaan, CT 06840

  149 Journeys End Rd, New Canaan, CT 06840
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  /3

  $1,800,000

  • Land
  • 2 Acres
  • $900,000 per Acre

  30L Huckleberry Hill Rd, New Canaan, CT 06840

  Wonderful Opportunity To Build Your Dream Home On This Prime, level 2 Acre Lot With An Approved Five Bedroom Septic. Maps Are Available for review.

  Mitchell Moore Brown Harris Stevens

  30L Huckleberry Hill Rd, New Canaan, CT 06840
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  /25

  $7,900 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  190 Main St, New Canaan, CT 06840

  Super convenient In-town flexible term furnished rental. This is an opportunity to get to know what it's like to live in the wonderful town of New Canaan CT. Walk everywhere, enjoy living in the village center, new library complex, town pool, public tennis courts, Waveny Park with gardens & walking trails, Irwin Park, Kiwanis Park, farmers market, a plethora of gourmet alfresco dining options and

  Hannelore Kaplan William Raveis Real Estate

  190 Main St, New Canaan, CT 06840
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  $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 $2,319,041

  Last Listing Agent Leigh Finley Houlihan Lawrence

  1208 Smith Ridge Rd, New Canaan, CT 06840
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  Est $3,123,461 Not Listed For Sale

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

  122 Journeys End Rd, New Canaan, CT 06840

  122 Journeys End Rd, New Canaan, CT 06840
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  /12

  $699,000 Pending

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

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

  *FRESHLY PAINTED AND READY FOR MOVE IN* Discover one of the largest units in the sought-after Oenoke Association! This bright and airy 3-bedroom, 2-bathroom (both remodeled) first-floor condo spans 1,376 sq. ft. and features beautiful hardwood floors throughout. The remodeled kitchen boasts granite countertops and tile flooring, while the dining room and sun-filled living room provides comfort

  Robyn Bonder Douglas Elliman of Connecticut

  151 Heritage Hill Rd Unit B, New Canaan, CT 06840
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  /31

  $15,000 total monthly price

  • 4 Beds
  • 5.5 Baths
  • 5,460 Sq Ft
  • House for Rent

  680 Weed St, New Canaan, CT 06840

  Welcome to this charming house. 680 Weed Street is a hidden gem in one of New Canaan's most desirable neighborhoods! This beautifully maintained home offers the perfect blend of classic New England charm and modern comfort, surrounded by lush greenery, a perfectly sited pool, and hot tub. All this located just steps from downtown New Canaan, parks and the train station A sun-filled living spaces,

  Penne Weicker Brown Harris Stevens

  680 Weed St, New Canaan, CT 06840
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  $2,895,000 Sold May 09, 2025

  18 Lantern Ridge Rd, New Canaan, CT 06840

  • 5 Beds
  • 6 Baths
  • 5,456 Sq Ft
  • Built 1959

  Last Sold Summary

  • $531/SF
  • 210 Days On Market

  Current Estimated Value $2,975,866

  Last Listing Agent Jane Forte Coldwell Banker Realty

  18 Lantern Ridge Rd, New Canaan, CT 06840
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  Est $1,413,467 Not Listed For Sale

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

  38 Lantern Ridge Rd, New Canaan, CT 06840

  38 Lantern Ridge Rd, New Canaan, CT 06840
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  /40

  $2,698,000

  • 4 Beds
  • 3.5 Baths
  • 4,186 Sq Ft

  135 Comstock Hill Rd, New Canaan, CT 06840

  Introducing The Sun House with a blend of history and modernity. Enveloped in the charm of 1845 architecture, this Silvermine estate is a treasure trove for the discerning homeowner. Spanning over 4,000 square feet, the fully updated main house boasts four bedrooms and three and a half bathrooms. Step into the chef's kitchen, a culinary haven for the home gourmet, where modern amenities meet

  Marion Filley Compass Connecticut, LLC

  135 Comstock Hill Rd, New Canaan, CT 06840
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  $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 $2,485,991

  Last Listing Agent Christine Saxe Compass Connecticut, LLC

  95 Louises Ln, New Canaan, CT 06840
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  Est $2,983,758 Not Listed For Sale

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

  716 Cheese Spring Rd, New Canaan, CT 06840

  716 Cheese Spring Rd, New Canaan, CT 06840
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  /40

  $8,600,000 Pending

  • 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
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  $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 $2,747,057

  Last Listing Agent Mary Ellen Gallagher Compass Connecticut, LLC

  289 Wahackme Rd, New Canaan, CT 06840
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  Est $1,344,415 Not Listed For Sale

  • 4 Beds

  240 Benedict Hill Rd, New Canaan, CT 06840

  240 Benedict Hill Rd, New Canaan, CT 06840
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  /38

  $2,595,000 Open Sat 1PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 4,911 Sq Ft

  2 Wahackme Ln, New Canaan, CT 06840

  Set high on a quiet cul-de-sac, 2 Wahackme Lane is a gracious single family home in New Canaan that offers privacy, space, and a beautiful natural setting. Overlooking rolling greenery and expansive outdoor play areas, this property sits on 2.9 acres and is designed for both everyday living and entertaining. The home features 5 bedrooms, (the 5th bedroom with full bath is on the first floor and

  Janis Hennessy William Raveis Real Estate

  2 Wahackme Ln, New Canaan, CT 06840
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  $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 $2,810,572

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

  72 Wellesley Dr, New Canaan, CT 06840

Showing Results 81 - 120, Page 3 of 18