New Canaan, CT Homes

• 

  

  

  /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
• 

  $3,750,000 Sold May 01, 2025

  • 5,958 Sq Ft
  • $629/SF
  • 14 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2003

  12 Father Peters Ln, New Canaan, CT 06840

  Designed by renowned architect Rink Dupont, Sunneywood is a masterpiece of style and sophistication. Every space in this five-bedroom home is beautifully proportioned, featuring exquisite millwork, high-end finishes, and a seamless floor plan. The gracious foyer leads to a sunlit living room, elegant dining room, and inviting family room-all with walls of windows that frame the breathtaking

  Rita Kirby William Pitt Sotheby's Int'l

  12 Father Peters Ln, 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
• 

  

  

  /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
• 

  

  /20

  $7,500 per month

  • 4 Beds
  • 3 Baths
  • 2,721 Sq Ft
  • Townhouse for Rent

  143 East Ave, New Canaan, CT 06840

  Gracious 4 bed / 3 bath townhouse in the highly desirable Old Forge Green community. Cozy yet spacious interiors include large eat-in-kitchen, dining room, inviting living room with fireplace and built-ins. Step outside to a bright exterior terrace with stylish awning and beautifully landscaped gardens. Close to center of the New Canaan village for easy access to top rated restaurants, stores,

  Rita Kirby William Pitt Sotheby's Int'l

  143 East Ave, New Canaan, CT 06840
• 

  $5,600,000 Sold May 01, 2025

  • 8,780 Sq Ft
  • $638/SF
  • 21 Days On Market

  • 6 Beds
  • 7.5 Baths
  • Built 2025

  22 Charter Oak Dr, New Canaan, CT 06840

  Exceptional NEW CONSTRUCTION - Experience the pinnacle of luxury living in this stunning new construction, designed to blend contemporary elegance with timeless sophistication. Built by a renowned local builder known for meticulous attention to detail, this home showcases exquisite craftsmanship, high-end finishes, and seamless functionality. Ideally situated near top-tier shopping, dining, &

  Katherine Kuras BHHS Darien/New Canaan

  22 Charter Oak Dr, 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
• 

  

  /40

  $3,295,000 Open Sun 12PM - 1:45PM

  • 5 Beds
  • 8 Baths
  • 6,905 Sq Ft

  1187 Smith Ridge Rd, New Canaan, CT 06840

  Nestled at the end of a private lane and set on 4.4 beautifully landscaped acres, this stunning brick colonial-crafted by award-winning builder Kaali-Nagy-offers nearly 7,000 square feet of luxurious living space. A dramatic three-story entryway fills the home with natural light, leading into a formal living room with a fireplace and French doors. A richly paneled office tucked just behind the

  Melissa Rwambuya William Raveis Real Estate

  1187 Smith Ridge Rd, New Canaan, CT 06840
• 

  

  /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
• 

  $3,500,000 Sold May 01, 2025

  • 6,560 Sq Ft
  • $534/SF
  • 209 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1974

  627 Laurel Rd, New Canaan, CT 06840

  Within a desirable community and through a private gated entrance, a dream retreat on over four bucolic acres awaits. Designed for privacy and entertainment, this exquisite country estate is a perfect multi-generational compound. The colonial-style home spans 6,560 sq. ft. over three levels, featuring an updated kitchen with quartzite countertops that flows into a large family room with high

  Kelly Defrancesco William Raveis Real Estate

  627 Laurel 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
• 

  

  /25

  $1,549,000

  • 2 Beds
  • 2.5 Baths
  • 2,330 Sq Ft

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

  Experience the epitome of modern living at the Lounsbury Carriage House found in New Canaan's most sought-after condominium development at Jelliff Mill Falls. This exceptional loft-style residence boasts remarkable architectural details, gorgeous high ceilings and luxurious finishes throughout. With an open floor plan, two fireplaces (one gas, the other wood burning), a lovely private terrace and

  Christine Saxe Compass Connecticut, LLC

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

  

  /33

  $17,500 per month

  • 7 Beds
  • 4.5 Baths
  • 6,371 Sq Ft
  • House for Rent

  235 Canoe Hill Rd, New Canaan, CT 06840

  A grand home in a private estate setting. You will be awed by the stunning 2 story great room surrounded by French doors leading to stone terraces. A gracious entertaining space with it's own caterer's kitchen. This flexible 7 bedroom home is easily adaptable to your needs. Perhaps 2 offices, a gym, a studio for yoga or artistic endeavors, a nanny suite? All the charm and character of this 1910

  Joe Scozzafava William Raveis Real Estate

  235 Canoe Hill Rd, New Canaan, CT 06840
• 

  $3,435,000 Sold Apr 30, 2025

  • 6,048 Sq Ft
  • $568/SF
  • 8 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1955

  83 Lone Tree Farm Rd, New Canaan, CT 06840

  This unique and special vintage stone and shingle 5/6 bedroom colonial exudes classic Connecticut charm and is privately set on 4.7 rolling acres. The grand entry gives the first hint of this property's pedigree, with a stunning foyer leading past the formal living, dining and music rooms to the heart of the home.... that would be the spectacular family room with vaulted beamed ceilings, wide

  Richard Tanner Houlihan Lawrence

  83 Lone Tree Farm 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
• 

  

  /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
• 

  

  /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
• 

  $2,010,000 Sold Apr 30, 2025

  • 3,863 Sq Ft
  • $520/SF
  • 84 Days On Market

  • 8 Beds
  • 5 Baths
  • Built 1888

  125 East Ave, New Canaan, CT 06840

  Beautifully renovated townhouse style 2 family featuring 4 bedrooms, 3 full baths, and a finished attic on left side while 4 bedrooms, 2 full baths and a loft/fin attic on the rigt side. House has new Roof, New Siding. Tastefully renovated Kitchen with custom built cabinets and quartz counter-tops Walking distance to a brand-new library, downtown, award-winning restaurants, and the train station.

  Aziz Seyal William Raveis Real Estate

  125 East Ave, 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
• 

  

  /28

  $1,499,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,723 Sq Ft

  127 Richmond Hill Rd, New Canaan, CT 06840

  This beautifully renovated 2021 home sits in a pristine duplex setting across from scenic Mead Park and just moments from the heart of town. Whether you're commuting to the city or enjoying all the charm of suburban life, this location offers the best of both worlds - Grand Central is a quick ride away, and restaurants, boutique shops, movies, the library and so much more are all just around the

  Kelly Defrancesco William Raveis Real Estate

  127 Richmond Hill Rd, New Canaan, CT 06840
• 

  

  /15

  $8,200 per month

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft
  • Townhouse for Rent

  118 Millport Ave Unit 118, New Canaan, CT 06840

  Nested alongside Fivemile river, this waterfront 3 bedroom 2.5 bath townhouse is a perfect fit for anyone looking for both a luxurious and comfortable setup close to the epicenter of New Canaan. The 2,279 sq. foot space boasts a wide, high-ceilinged living room with two-story windows, a fireplace, sleek hardwood floors and a Chef's kitchen! There's also a fully-finished basement as well as an

  Elizabeth Rowley Connecticut Homes & Estates

  118 Millport Ave Unit 118, New Canaan, CT 06840
• 

  $2,775,000 Sold Apr 30, 2025

  • 6,749 Sq Ft
  • $411/SF
  • 183 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1994

  132 Lone Tree Farm Rd, New Canaan, CT 06840

  Beautifully sited at end of cul de sac w/ mature, lush landscaping, this quintessential New England Colonial offers the best in lifestyle living with 5 bedrooms and 5.2 baths. Enter into an oversize foyer with a graceful, sweeping staircase setting the mood for this home with a seamless blend of formal rooms & casual living in well thought-out room layout. The formal living room boasts a

  Pamela Stutz Brown Harris Stevens

  132 Lone Tree Farm 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
• 

  

  /34

  $2,199,000 Open Sat 12PM - 3PM

  • 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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  /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
• 

  $3,600,000 Sold Apr 29, 2025

  • 8,572 Sq Ft
  • $420/SF
  • 263 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 1982

  49 Cross Ridge Rd, New Canaan, CT 06840

  Come experience this handsome English manor house. A gracious family home and entertainer's dream at 8572 SF with multiple oversized entertaining areas. Marvel at the 28 by 30-foot grand living room with coffered ceilings and double doors that lead out to the gardens. Gather with family and friends near one of the six fireplaces. The dining room glistens with attractive molding and built in

  Christa Kenin Douglas Elliman of Connecticut

  49 Cross Ridge Rd, New Canaan, CT 06840
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  $2,139,000 Sold Apr 28, 2025

  • 3,078 Sq Ft
  • $695/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1975

  151 Butler Ln, New Canaan, CT 06840

  LOCATION! LOCATION! LOCATION! Nestled in a prime New Canaan neighborhood, this 4-bedroom, 3.5-bath colonial offers classic charm and a spacious layout, An incredible opportunity to make this your dream home. The main level features generous living spaces, including formal living room with fireplace, sun-filled family room with fireplace, a formal dining room, and a kitchen overlooking sunroom

  Richard Breglia Coldwell Banker Realty

  151 Butler Ln, New Canaan, CT 06840
• 

  Not Listed For Sale

  71 Proprietors Crossing, New Canaan, CT 06840

  71 Proprietors Crossing, 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
• 

  

  /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
• 

  $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 $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
• 

  

  /40

  $3,715,000

  • 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
• 

  

  /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
• 

  $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 $3,092,222 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,886 Sq Ft

  431 Valley Rd, New Canaan, CT 06840

  431 Valley Rd, New Canaan, CT 06840

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