New Canaan, CT Homes

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  /15

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 2,084 Sq Ft

  40 E Maple St, New Canaan, CT 06840

  In-town colonial charmer with income Potential & single-family flexibility. Nestled on a quiet residential street in the heart of town, this classic two-family colonial offers timeless charm, impressive flexibility, and a truly rare investment opportunity. With its high ceilings, oversized windows, and sun-filled rooms, this home effortlessly blends historic character with everyday functionality.

  

  Laura Danforth

  William Raveis Real Estate

  (475) 258-7482

  40 E Maple St, New Canaan, CT 06840
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  /24

  $3,122 - $7,953 per month

  Riverwood at New Canaan

  1-3 Beds

  100 Lakeview Ave, New Canaan, CT 06840

  Riverwood at New Canaan is an apartment home crafted to suit your lifestylewhether youre embarking on a new chapter, scaling back, or creating a space for everyone. Our expansive one-, two-, and three-bedroom residences feature lofted third-floor layouts and garages. Each residence feels inviting from the moment you arrive, and just beyond your doorstep, a shimmering pond brings a touch of

  100 Lakeview Ave, New Canaan, CT 06840
• 

  $6,500,000 Sold Apr 25, 2025

  • 7,358 Sq Ft
  • $883/SF
  • 58 Days On Market

  • 7 Beds
  • 8 Baths
  • Built 1938

  930 Oenoke Ridge, New Canaan, CT 06840

  For the first time in over 80 years, one of New Canaan's most iconic estates is ready for its next steward. Perched on one of New Canaan's highest points, with clear views of the Manhattan skyline, this classic Georgian home overlooks 10+ acres of lush lawn, gardens, orchards, a beautiful pool and an artist's cottage. Drenched in sunlight, ''Rockin' Chair Hill's'' formal and informal spaces

  Christine Saxe Compass Connecticut, LLC

  930 Oenoke Ridge, New Canaan, CT 06840
• 

  Est $2,528,062 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,853 Sq Ft

  203 Putnam Rd, New Canaan, CT 06840

  203 Putnam Rd, New Canaan, CT 06840
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  /27

  $450,000 Pending

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  234 Park St Unit 21, New Canaan, CT 06840

  First-floor end Unit with Breathtaking Mead Park & Pond Views! Wake up to stunning water views and enjoy an unparalleled lifestyle in this highly sought-after first-floor end unit directly across from Mead Park! With three exterior walls, this home is bathed in natural light and offers gorgeous western sunset views over the park's pond. This exceptional unit is move-in ready and features a

  

  Laura Danforth

  William Raveis Real Estate

  (475) 219-2014

  234 Park St Unit 21, New Canaan, CT 06840
• 

  

  /39

  $15,500 per month

  • 4 Beds
  • 2.5 Baths
  • 4,458 Sq Ft
  • House for Rent

  784 Smith Ridge Rd, New Canaan, CT 06840

  New Canaan Country Retreat. This beautifully renovated home blends modern elegance with a lifestyle of comfort and convenience. Designed with today's lifestyle in mind, the home's heart is an open floor plan where the kitchen, dining, and family rooms merge into a seamless space for living and entertaining. The chef's kitchen features an oversized quartz island and high-end appliances, while the

  Rebecca Walsh William Pitt Sotheby's Int'l

  784 Smith Ridge Rd, New Canaan, CT 06840
• 

  $3,505,000 Sold Apr 24, 2025

  • 4,653 Sq Ft
  • $753/SF
  • 3 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1934

  243 White Oak Shade Rd, New Canaan, CT 06840

  Quietly tucked away on ~2.5 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this one-of-a-kind home is a rare gem. The home has been thoughtfully transformed inside and out, blending timeless charm with modern

  Daniel McCamblau Coldwell Banker Realty

  243 White Oak Shade Rd, New Canaan, CT 06840
• 

  Est $1,869,998 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,952 Sq Ft

  45 Jelliff Mill Rd, New Canaan, CT 06840

  45 Jelliff Mill Rd, New Canaan, CT 06840
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  /36

  $3,195,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 5,931 Sq Ft

  148 W Hills Rd, New Canaan, CT 06840

  Modern Elegance Meets Timeless Charm in Prime West Side Location. Welcome to the one you've been waiting for-where location, lifestyle, and luxury converge. Perfectly situated on 2 lush acres in a quiet neighborhood minutes from New Canaan village, this completely reimagined five-bedroom, four and a half bath home is the epitome of turnkey sophistication.Property Highlights include:The new

  Hannelore Kaplan William Raveis Real Estate

  148 W Hills Rd, New Canaan, CT 06840
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  /6

  $3,000 per month

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft
  • Condo for Rent

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

  Spacious 1 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. Private rear entrance. Two pools on premises and a fun common room that can be reserved for functions. Heat and hot water included.

  155 Heritage Hill Rd Unit A, New Canaan, CT 06840
• 

  $1,500,000 Sold Apr 22, 2025

  • 2,352 Sq Ft
  • $638/SF
  • 7 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1964

  22 Old Stamford Rd, New Canaan, CT 06840

  Exceptional duplex steps from the heart of New Canaan! Cited on 0.26 acres in the BRES zone, this property is a standout for investors, residents, or developers eyeing growth. With two units and prime location, it's ideal for steady income, occupancy, or maximizing density (subject to zoning approval). Town center amenities accessed in minutes-rare in-town real estate with endless potential.

  Melissa Engel Douglas Elliman of Connecticut

  22 Old Stamford Rd, New Canaan, CT 06840
• 

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  41 Jelliff Mill Rd Unit 7, New Canaan, CT 06840

  41 Jelliff Mill Rd Unit 7, New Canaan, CT 06840
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  /38

  $1,975,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 4,338 Sq Ft

  31 Lakeview Ave, New Canaan, CT 06840

  Walk to town and train from this beautiful 4 bedroom, 4 bath home with dramatic vaulted ceilings, loads of sunlight and 3900+ sf of space galore! With hardwood floors throughout, newly renovated kitchen and baths and 2 outdoor spaces to relax, you have found home. The 2 story entry foyer leads you to the living room with vaulted ceilings, a wood burning fireplace and wall of windows w French

  Casey Lange Compass Connecticut, LLC

  31 Lakeview Ave, New Canaan, CT 06840
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  /33

  $50,000 per month

  • 7 Beds
  • 9 Baths
  • 9,114 Sq Ft
  • House for Rent

  584 West Rd, New Canaan, CT 06840

  Spend the summer in beautiful Connecticut by the pool, or enjoy beaches and boating on the Long Island Sound, just 6 miles away from this elegant and stately 7-bedroom New Canaan estate with a refined elegance for sophisticated yet comfortable living. The versatile spaces, unique design elements and thoughtful layout are perfect for casual gatherings or elegant, formal entertaining. The property

  Schuyler Morris Brown Harris Stevens

  584 West Rd, New Canaan, CT 06840
• 

  $1,500,000 Sold Apr 22, 2025

  • 2,304 Sq Ft
  • $651/SF
  • 7 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1964

  16 Old Stamford Rd, New Canaan, CT 06840

  Prime in-town duplex just steps from New Canaan's town center! This 0.25-acre property in the BRES zone offers a rare opportunity for investors, end users, or developers. Featuring two well-positioned units, it's perfect for rental income, personal use, or potential redevelopment (subject to zoning approval). Enjoy quick access to shops, restaurants, and local charm. A unique find in the heart

  Melissa Engel Douglas Elliman of Connecticut

  16 Old Stamford Rd, New Canaan, CT 06840
• 

  Est $2,320,948 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,003 Sq Ft

  130 Richmond Hill Rd, New Canaan, CT 06840

  130 Richmond Hill Rd, New Canaan, CT 06840
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  /34

  $2,199,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 4 Baths
  • 2,487 Sq Ft

  2 Mead St Unit 20, New Canaan, CT 06840

  A literal jewel box. This beautiful unit in coveted Canaan Square is an end unit with 3+ bedrooms, finished basement, stunning outdoor space on two levels, attached garage and plenty of parking in front. Light and bright, this home has been completely renovated with a timeless and chic kitchen featuring high-end appliances and soaring ceilings throughout. Living room space with wood burning

  Kelly Defrancesco William Raveis Real Estate

  2 Mead St Unit 20, New Canaan, CT 06840
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  /35

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  99 River St Unit Apartment 2, New Canaan, CT 06840

  Privacy, location, move in condition, charm. This is an oasis surrounded by green space.

  99 River St Unit Apartment 2, New Canaan, CT 06840
• 

  $2,450,000 Sold Apr 22, 2025

  • 3,457 Sq Ft
  • $709/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1780

  707 Silvermine Rd, New Canaan, CT 06840

  This exquisite 1780 antique home seamlessly blends historical charm with sophisticated modern touches, creating a living space that exudes timeless elegance. With vaulted ceilings, exposed beams & hardwood floors throughout, every room feels open, airy, and full of character. Large, inviting windows & French doors bring in natural light. The chef's kitchen with custom island features high-end

  Jaime Sneddon William Pitt Sotheby's Int'l

  707 Silvermine Rd, New Canaan, CT 06840
• 

  Est $1,459,487 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,497 Sq Ft

  52 Lakeview Ave Unit 19, New Canaan, CT 06840

  52 Lakeview Ave Unit 19, New Canaan, CT 06840
• 

  

  /32

  $1,375,000

  • 3 Beds
  • 3.5 Baths
  • 2,806 Sq Ft

  205 Main St Unit 36, New Canaan, CT 06840

  Newly renovated move in ready condo in the heart of New Canaan village. Spacious rooms with large picture windows allow for incredible light filled space. Eat-in-kitchen with built-in sitting banquette and all new stainless appliances. Three large ensuite bedrooms. Finished lower level with half bath and laundry room. Outdoor fenced patio. End unit with attached garage and plentiful parking.

  Hannelore Kaplan William Raveis Real Estate

  205 Main St Unit 36, New Canaan, CT 06840
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  /40

  $15,000 per month

  • 5 Beds
  • 3.5 Baths
  • 3,767 Sq Ft
  • House for Rent

  9 Lantern Ridge Rd, New Canaan, CT 06840

  Discover the perfect blend of elegance and modern comfort in this newly renovated home nestled on two serene acres in New Canaan. Boasting five spacious bedrooms and three and a half baths, this home offers ample space for relaxation and entertaining. The heart of the home is an open floorplan kitchen and dining area, featuring a large kitchen island perfect for culinary creations and

  Melissa Engel Douglas Elliman of Connecticut

  9 Lantern Ridge Rd, New Canaan, CT 06840
• 

  $3,783,000 Sold Apr 21, 2025

  • 8,152 Sq Ft
  • $464/SF
  • 16 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2005

  19 Chichester Rd, New Canaan, CT 06840

  This stunning Stone & Shingle Colonial boasts an expansive 8,200 square feet of living space, nestled high on the property to maximize natural light. The interior features 9'+ ceilings, hardwood floors, custom built-ins, coffered and tray ceilings, and five fireplaces throughout, creating an inviting and elegant atmosphere. A welcoming grand 2-story foyer, spacious living, dining, and family

  Jaime Sneddon William Pitt Sotheby's Int'l

  19 Chichester Rd, New Canaan, CT 06840
• 

  Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,032 Sq Ft

  43 Jelliff Mill Rd Unit 43, New Canaan, CT 06840

  43 Jelliff Mill Rd Unit 43, New Canaan, CT 06840
• 

  

  /16

  $1,550,000

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

  202 Gramercy Park Unit 202, New Canaan, CT 06840

  Welcome to Gramercy Park! Exquisite, boutique enclave of eight luxury residences nestled in the heart of sought-after New Canaan, CT. Private and pristine, Unit 202 offers turn-key single-floor living, complete with elevator access (no stairs) & in-unit washer/dryer. This 2 bedroom, 2 full bath w/den residence features 1,573 sq. ft. of carefully crafted living space centered around a chef's

  Lauren Parr Houlihan Lawrence

  202 Gramercy Park Unit 202, New Canaan, CT 06840
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  /40

  $13,500 per month

  • 5 Beds
  • 3.5 Baths
  • 3,724 Sq Ft
  • House for Rent

  60 Squires Ln, New Canaan, CT 06840

  Welcome to 60 Squires Lane, an exceptional rental opportunity nestled at the top of a peaceful cul-de-sac on the west side of town. This beautifully maintained 5-bedroom, 3.5-bath home offers space, style, and serenity on over 5 acres of lush, private grounds. Step inside to find sun-drenched rooms, gleaming hardwood floors, and a gracious flow ideal for both everyday living and entertaining.

  Diana Demirjian William Raveis Real Estate

  60 Squires Ln, New Canaan, CT 06840
• 

  $1,364,000 Sold Apr 18, 2025

  • 1,868 Sq Ft
  • $730/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1939

  86 Old Norwalk Rd, New Canaan, CT 06840

  Not to be missed! 86 Old Norwalk Road, New Canaan, a charming gambrel colonial set on an oversized corner lot of cul de sac street. Enjoy both natural beauty and convenient access to schools, parks, and downtown New Canaan. Located on a sidewalk-lined street, enjoy a scenic stroll to New Canaan's top-rated schools or take the nearby hiking trails to Kiwanis Park, featuring a playground. The

  Betsy DiMatteo William Pitt Sotheby's Int'l

  86 Old Norwalk Rd, New Canaan, CT 06840
• 

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  68 Lakeview Ave Unit 5, New Canaan, CT 06840

  68 Lakeview Ave Unit 5, New Canaan, CT 06840
• 

  

  /40

  $3,715,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 6 Baths
  • 6,924 Sq Ft

  291 Laurel Rd, New Canaan, CT 06840

  Nestled on a serene private lane, this stunning updated colonial exudes charm and sophistication, offering a picturesque escape from the hustle and bustle of daily life. As you approach the property, you are greeted by a meticulously landscaped front yard that sets the tone for the beauty that lies within. The home features a chef's kitchen that is a culinary masterpiece, equipped with top-notch

  Kerry O'Dea William Raveis Real Estate

  291 Laurel Rd, New Canaan, CT 06840
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  /16

  $12,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,779 Sq Ft
  • House for Rent

  1191 Smith Ridge Rd, New Canaan, CT 06840

  Looking for space, privacy, and a home that feels like a retreat? This classic 4-bedroom, 3.5-bath colonial sits on over 8 acres of peaceful land and is available for annual or extended rental. The home has tons of character with modern updates throughout - updated kitchen with newer appliances, refreshed hardwood floors, renovated bathrooms, and a light-filled family room with a beautiful

  Richard Companik William Pitt Sotheby's Int'l

  1191 Smith Ridge Rd, New Canaan, CT 06840
• 

  $3,849,000 Sold Apr 18, 2025

  • 7,952 Sq Ft
  • $484/SF
  • 31 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2024

  107 Weed St, New Canaan, CT 06840

  Welcome to Stonegate! We're excited to announce that "Your Ideal Residential" is back, and we can't wait to share this fantastic opportunity with you! We invite you to explore this exceptional property, which is now available on the market again-not due to any deficiencies, but as it eagerly awaits its next suitable owner. Discover a stunning new construction home that combines traditional

  Mar Jennings Higgins Group Bedford Square

  107 Weed St, New Canaan, CT 06840
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  /84

  Est $8,662,000 Not Listed For Sale

  • 8 Beds
  • 12 Baths
  • 16,299 Sq Ft

  488 West Rd, New Canaan, CT 06840

  488 West Rd, New Canaan, CT 06840
• 

  

  /38

  $3,750,000

  • 6 Beds
  • 7 Baths
  • 7,775 Sq Ft

  652 Ponus Ridge, New Canaan, CT 06840

  Welcome to 652 Ponus Ridge Road, a stunning estate nestled on a quiet cul-de-sac surrounded by stone walls and a private gated entrance. This gracious home offers six spacious bedrooms featuring a pristine open kitchen with abundant natural light while, the adjacent multi-purpose prep kitchen and coffee bar serve to enhance everyday ease and entertaining. The expansive great room seamlessly

  Marsha Charles Coldwell Banker Realty

  652 Ponus Ridge, New Canaan, CT 06840
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  /15

  $4,200 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Townhouse for Rent

  56 East Ave, New Canaan, CT 06840

  Just steps away from everything! This charming unit is minutes from town, shops, restaurants, and the train station. Freshly painted and move-in ready, it features a spacious eat-in kitchen with granite countertops, a brand-new dishwasher, and a refrigerator. Step out onto a generously sized deck directly from the kitchen. Elegant molding details add character throughout. Enjoy the convenience of

  Maria Miller William Raveis Real Estate

  56 East Ave, New Canaan, CT 06840
• 

  $1,951,000 Sold Apr 17, 2025

  • 2,969 Sq Ft
  • $657/SF
  • 22 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  42 Siwanoy Ln, New Canaan, CT 06840

  Classic Colonial with Stunning Views in a Prime Location Nestled on a coveted cul-de-sac, this classic four-bedroom Colonial offers sweeping views of the Forever Green Land Trust and the serene Five Mile River. Set on one acre of beautiful park like property, the home features Connecticut stone walls and a level front and back yard, elevated for optimal vistas. This spacious home is connected to

  Hannelore Kaplan William Raveis Real Estate

  42 Siwanoy Ln, New Canaan, CT 06840
• 

  Not Listed For Sale

  71 Proprietors Crossing, New Canaan, CT 06840

  71 Proprietors Crossing, New Canaan, CT 06840
• 

  

  /40

  $3,950,000

  • 6 Beds
  • 6.5 Baths
  • 5,465 Sq Ft

  208 Canoe Hill Rd, New Canaan, CT 06840

  Historic New Canaan Landmark... Experience the allure of New Canaan's rich past with this extraordinary estate, originally The Waring Farm established in 1863. Enclosed by timeless New England stone walls and adorned with climbing hydrangea, the 3-acre property exudes charm from the moment you arrive. This distinguished residence masterfully blends historic elegance with modern luxury across

  Janis Hennessy William Raveis Real Estate

  208 Canoe Hill Rd, New Canaan, CT 06840
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  /24

  $8,500 per month

  • 3 Beds
  • 2.5 Baths
  • 4,484 Sq Ft
  • House for Rent

  294 South Ave, New Canaan, CT 06840

  Conveniently Located and Comfortable In-Town Living -- Welcome to 294 South Avenue. This home is ideal for a family desiring quick access to the Village of New Canaan, and walking distances to schools and parks. Meticulously maintained, this spacious Ranch/Cape Cod has 3 Bedrooms and 3 Baths. The Lower Level is completely finished and offers plenty of room for an Office, Recreation/Game Area or

  Jack Baney Howard Hanna Rand Realty

  294 South Ave, New Canaan, CT 06840
• 

  $2,715,000 Sold Apr 17, 2025

  • 7,180 Sq Ft
  • $378/SF
  • 105 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 2000

  25 Lukes Wood Rd, New Canaan, CT 06840

  Welcome to 25 Lukes Wood Road (aka Father's Folly), one of the most unique homes and desirable neighborhoods in New Canaan. A straight shot along beautiful Oenoke Ridge from the vibrant downtown, you will be immediately captivated by its covered front porch and sunny upper deck. You will not be disappointed when you walk in the front door and see all the light! The heart of this home lies in the

  Kelly Kraus Houlihan Lawrence

  25 Lukes Wood Rd, New Canaan, CT 06840
• 

  Est $4,202,744 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 7,351 Sq Ft

  772 N Wilton Rd, New Canaan, CT 06840

  772 N Wilton Rd, New Canaan, CT 06840

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