8,434

New Canaan, CT Homes

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  • 91 Fox Run Rd, New Canaan, CT 06840
    91 Fox Run Rd, New Canaan, CT 06840
    91 Fox Run Rd, New Canaan, CT 06840
    /38

    $1,649,000 Pending

    • 6 Beds
    • 3.5 Baths
    • 3,664 Sq Ft

    91 Fox Run Rd, New Canaan, CT 06840

    This updated Cape with its freshly painted exterior is set on a quiet culdesac with a park-like and beautifully landscaped two-acre parcel. Many vaulted ceilings and Marvin windows allow the large living areas to be bathed in sunlight. Spacious living room with fireplace, oversized vaulted ceiling formal dining room, large eat-in kitchen with an extra high ceiling opens to a wet bar, as well as a

    Candace Blackwood BHHS Darien/New Canaan

    91 Fox Run Rd, New Canaan, CT 06840
  • 27 Rippowam Rd, New Canaan, CT 06840

    $2,612,500 Sold Jun 27, 2025

    • 3,446 Sq Ft
    • $758/SF
    • 63 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1948

    27 Rippowam Rd, New Canaan, CT 06840

    Spectacular single-floor living nestled on an oversized lot in the 2 acre zone - 3.85 serene acres overlooking Collins Pond. This remarkable property features breathtaking landscapes, a private dock, in-ground pool, and expansive sun-filled terrace-perfect for entertaining. Surrounded by magnificent old trees, enjoy unmatched privacy with 4 garages, a workshop, and a guest/caretaker apartment.

    Melissa Engel Douglas Elliman of Connecticut

    27 Rippowam Rd, New Canaan, CT 06840
  • 35 Church St, New Canaan, CT 06840
    35 Church St, New Canaan, CT 06840
    35 Church St, New Canaan, CT 06840
    /32

    $2,695,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,176 Sq Ft

    35 Church St, New Canaan, CT 06840

    A sophisticated Victorian home on a sought after in-town street with the amenities for today's lifestyle. This 5 bedroom home features an open floor plan with a first floor primary suite, gourmet kitchen with spacious island, dual-fuel range and wine cooler. A spectacular light filled family room has soaring ceilings and a gas fireplace, it opens to a lovely stone wall terrace. Beautiful gardens

    Suzanne Green Houlihan Lawrence

    35 Church St, New Canaan, CT 06840
  • 295 Smith Ridge Rd, New Canaan, CT 06840

    $2,470,000 Sold Jun 27, 2025

    • 5,372 Sq Ft
    • $460/SF
    • 14 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1989

    295 Smith Ridge Rd, New Canaan, CT 06840

    Nestled behind a circular driveway at the end of a picturesque cul de sac near town is an updated colonial gem, the perfect blend of classic elegance and warmth. Built for entertainment, with a foyer that opens directly into a two-story living room, anchored by an inviting fireplace that leads into a beautiful formal dining room. The open-concept eat-in kitchen and den flank the main level on one

    Haley Bise William Pitt Sotheby's Int'l

    295 Smith Ridge Rd, New Canaan, CT 06840
  • 31 Selleck Place, New Canaan, CT 06840
    31 Selleck Place, New Canaan, CT 06840
    31 Selleck Place, New Canaan, CT 06840
    /34

    $1,550,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,076 Sq Ft

    31 Selleck Place, New Canaan, CT 06840

    Welcome to 31 Selleck Place -- a captivating vintage Colonial in a fabulous location (halfway between the schools and town) at the end of a quiet cul-de-sac! The house has a fresh young vibe and is brimming with character and charm. The setting is picture perfect, too, framed by beautiful shrubs and trees and featuring a gorgeous umbrella pine tree, colorful perennial gardens and a spacious stone

    Carolyn Clark William Pitt Sotheby's Int'l

    31 Selleck Place, New Canaan, CT 06840
  • 201 Gramercy Park Unit 201, New Canaan, CT 06840

    $1,380,000 Sold Jun 27, 2025

    • 1,395 Sq Ft
    • $989/SF
    • 39 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2020

    201 Gramercy Park Unit 201, 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 201 offers turn-key single-floor living, complete with elevator access (no stairs) & in-unit washer/dryer. This 2 bedroom, 2 full bath residence features 1,395 sq. ft. of carefully crafted living space centered around a chef's kitchen

    Lauren Parr Houlihan Lawrence

    201 Gramercy Park Unit 201, New Canaan, CT 06840
  • 39 Louises Ln, New Canaan, CT 06840
    39 Louises Ln, New Canaan, CT 06840
    39 Louises Ln, New Canaan, CT 06840
    /38

    $4,295,000 Pending

    • 5 Beds
    • 6.5 Baths
    • 10,420 Sq Ft

    39 Louises Ln, New Canaan, CT 06840

    Generational Compound with all the luxuries & amenities one desires. Cascading waterfall pool, pool house, tennis court with viewing gazebo, barn, guest house, fenced garden and meandering sculpture rock garden. Set off New Canaan's highest ridge and down a private lane this resort-style estate is prime living-just one hour from NYC. This is for the discerning buyer who can spot value &

    Hannelore Kaplan William Raveis Real Estate

    39 Louises Ln, New Canaan, CT 06840
  • 1702 Oenoke Ridge, New Canaan, CT 06840

    $3,157,000 Sold Jun 27, 2025

    • 5,484 Sq Ft
    • $576/SF
    • 5 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1973

    1702 Oenoke Ridge, New Canaan, CT 06840

    An idyllic haven! This meticulous country estate complete with private gated driveway and 4.65 acres features endless hours of entertainment and relaxation. Greeted by extraordinary millwork and an inviting covered porch complete with swing and sweeping views, this 5 bedroom 4 1/2 bath home will steal your heart! The expansive state-of-the-art kitchen opens to a gracious vaulted family room with

    Marsha Charles Coldwell Banker Realty

    1702 Oenoke Ridge, New Canaan, CT 06840
  • 513 Main St, New Canaan, CT 06840
    513 Main St, New Canaan, CT 06840
    513 Main St, New Canaan, CT 06840
    /40

    $3,795,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 5,487 Sq Ft

    513 Main St, New Canaan, CT 06840

    Welcome to this just-completed, thoughtfully designed new construction home that seamlessly combines everyday comfort with timeless elegance. Bathed in natural light & set on a generous 3/4-acre professionally landscaped level lot, you are welcomed through a large covered front porch. Inside, meticulous craftsmanship shines through custom cabinetry, millwork, & premium finishes. The heart of the

    Lisa Ferrante Houlihan Lawrence

    513 Main St, New Canaan, CT 06840
  • 1012 Silvermine Rd, New Canaan, CT 06840

    $2,675,000 Sold Jun 26, 2025

    • 4,488 Sq Ft
    • $596/SF
    • 6 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1916

    1012 Silvermine Rd, New Canaan, CT 06840

    Welcome to The Samuel Buttery House! This stunning Silvermine antique has been expertly renovated to meet today's buyers' needs. Built circa 1880 and converted to a residence circa 1916, this stunning Greek-Revival home has a storied provenance, documented by the Historical Society. Anchored on a level lot, near GrayBarns tavern, with lush lawns and formal front garden, the home exudes warmth and

    Gillian DePalo William Raveis Real Estate

    1012 Silvermine Rd, New Canaan, CT 06840
  • 44 Reeder Ln, New Canaan, CT 06840
    44 Reeder Ln, New Canaan, CT 06840
    44 Reeder Ln, New Canaan, CT 06840
    /35

    $4,195,000 Pending

    • 5 Beds
    • 7 Baths
    • 7,902 Sq Ft

    44 Reeder Ln, New Canaan, CT 06840

    A stately approach evokes the grandeur of this elegant five bedroom Colonial. Perfectly sited on two park-like acres in a premier west side cul de sac location, the refined luxury, classic details and serene decor will delight anyone looking for something truly special. This home embodies gracious sophistication with comfortable living. Light filled formal and informal rooms feature high

    Dawn Sterner Brown Harris Stevens

    44 Reeder Ln, New Canaan, CT 06840
  • 1658 Ponus Ridge, New Canaan, CT 06840

    $2,600,000 Sold Jun 26, 2025

    • 6,619 Sq Ft
    • $393/SF
    • 31 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1994

    1658 Ponus Ridge, New Canaan, CT 06840

    Discover luxury and privacy at this stunning colonial on iconic Ponus Ridge. Set on 2.2 lush acres with perennial gardens and bordering conservation land, this west-side oasis is minutes from town, trains, and West Elementary School. Move-in with a new roof, renovated bathrooms, freshly painted interiors, and meticulous mechanicals, this home blends elegance with modern convenience. The grand

    Indira Desai Christie William Pitt Sotheby's Int'l

    1658 Ponus Ridge, New Canaan, CT 06840
  • 106 Kimberly Place, New Canaan, CT 06840
    106 Kimberly Place, New Canaan, CT 06840
    106 Kimberly Place, New Canaan, CT 06840
    /31

    $1,895,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    106 Kimberly Place, New Canaan, CT 06840

    Welcome to 106 Kimberly Place-an updated Colonial on one of New Canaan's most loved in-town cul-de-sacs. Just two blocks to the train and walkable to restaurants, shops, and parks. Top-rated New Canaan schools and top notch community offers the perfect blend of lifestyle and ideal location. Inside, enjoy a bright and functional layout with hardwood floors throughout. The main level features a

    Laura Sigg William Raveis Real Estate

    106 Kimberly Place, New Canaan, CT 06840
  • 43 Green Meadow Ln, New Canaan, CT 06840

    $2,100,000 Sold Jun 24, 2025

    • 3,545 Sq Ft
    • $592/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1957

    43 Green Meadow Ln, New Canaan, CT 06840

    Exceptional Opportunity in coveted New Canaan location. Don't miss this rare chance to own a beautifully updated home at the end of a quiet, protected cul-de-sac with just eight residences. Ideally situated within walking distance to schools, YMCA, Waveny Park, and downtown New Canaan, this property with over 3500 sq ft of living space, offers convenience and serenity in equal measure. Enjoy

    Denise Gannalo William Raveis Real Estate

    43 Green Meadow Ln, New Canaan, CT 06840
  • 37 Woodridge Cir, New Canaan, CT 06840
    37 Woodridge Cir, New Canaan, CT 06840
    37 Woodridge Cir, New Canaan, CT 06840
    /35

    $1,850,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    37 Woodridge Cir, New Canaan, CT 06840

    Don't miss this adorable home right in the middle of the friendliest and most coveted neighborhood in town! Built for logical, easy flow to family, living and dining rooms and home office, this home works great for entertaining and relaxing. Large second floor landing and 4 generous bedrooms PLUS versatile bonus room makes hosting family and friends a breeze. Beautifully sited with mature

    Kelly Defrancesco William Raveis Real Estate

    37 Woodridge Cir, New Canaan, CT 06840
  • 47 Old Norwalk Rd, New Canaan, CT 06840

    $2,175,000 Sold Jun 24, 2025

    • 4,846 Sq Ft
    • $449/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1997

    47 Old Norwalk Rd, New Canaan, CT 06840

    The One You've Been Waiting For! This in-town Colonial, offering over 4,000 square feet of living space and framed by a classic white picket fence, provides sidewalk access to award-winning schools, popular restaurants, and the vibrant town center. Step into a sun-drenched foyer with a vaulted ceiling and open views of the formal dining and living rooms. The spacious family room, also with

    Melissa Rwambuya William Raveis Real Estate

    47 Old Norwalk Rd, New Canaan, CT 06840
  • 95 Heather Dr, New Canaan, CT 06840
    95 Heather Dr, New Canaan, CT 06840
    95 Heather Dr, New Canaan, CT 06840
    /40

    $1,895,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 5,514 Sq Ft

    95 Heather Dr, New Canaan, CT 06840

    Modern Light-Filled Retreat in the Heart of Silvermine Welcome to this spacious modern home, perfectly nestled in the heart of New Canaan's sought-after Silvermine neighborhood on two bucolic acres. Just moments from the iconic Silvermine Arts Center, Silvermine Market, GrayBarns, and The Mercantile, this vibrant and historic community is where neighbors gather and friendships grow. Brimming

    Marsha Charles Coldwell Banker Realty

    95 Heather Dr, New Canaan, CT 06840
  • 38 Old Rock Ln, New Canaan, CT 06840

    $2,500,000 Sold Jun 20, 2025

    • 4,446 Sq Ft
    • $562/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    38 Old Rock Ln, New Canaan, CT 06840

    Mid-Century Masterpiece expertly restored to reflect the original vision of renowned architect John Black Lee, this sun-drenched mid-century modern home seamlessly blends with its natural surroundings. Set on two park-like acres with mature specimen trees and thoughtfully designed landscaping, the property offers exceptional indoor-outdoor living. Expansive glass walls connect generous living

    Melissa Rwambuya William Raveis Real Estate

    38 Old Rock Ln, New Canaan, CT 06840
  • 34 Mead St Unit 3, New Canaan, CT 06840
    34 Mead St Unit 3, New Canaan, CT 06840
    34 Mead St Unit 3, New Canaan, CT 06840
    /33

    $1,200,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft

    34 Mead St Unit 3, New Canaan, CT 06840

    Ideally located in the heart of the village of New Canaan and just moments from scenic Mead Park-with tennis courts, pickleball, a playground, and a picturesque pond-this impeccably maintained townhouse is part of the charming and sought-after Laurel Green complex. The bright and spacious living room opens to a private stone terrace and garden, offering a peaceful retreat for outdoor relaxation

    Caroline McInerney Coldwell Banker Realty

    34 Mead St Unit 3, New Canaan, CT 06840
  • 91 4 Winds Ln, New Canaan, CT 06840

    $4,495,000 Sold Jun 20, 2025

    • 7,263 Sq Ft
    • $619/SF
    • 8 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1986

    91 4 Winds Ln, New Canaan, CT 06840

    Designed and constructed by Wadia Associates, 91 Four Winds combines quintessential beauty with timeless and understated elegance. Sunlit and spacious, this six-bedroom brick Georgian provides ample space to gather and entertain and also areas for quiet solitude, offering an intuitive floorplan that favors luxurious functionality. The serene kitchen by Deane Inc. is a cook's delight. A newly

    Amanda Bryan Compass Connecticut, LLC

    91 4 Winds Ln, New Canaan, CT 06840
  • 312 Elm St Unit 9, New Canaan, CT 06840
    312 Elm St Unit 9, New Canaan, CT 06840
    312 Elm St Unit 9, New Canaan, CT 06840
    /24

    $1,299,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    312 Elm St Unit 9, New Canaan, CT 06840

    Discover this charming corner unit at "Prides Crossing," a collection of 51 elegant brick townhouses just steps from the vibrant village center, offering easy access to restaurants, shops, and the train station. Nestled on a gentle knoll, this home is exceptionally private, featuring a fenced south-facing back patio and garden that bathes the space in natural light. The cozy interior has a

    Melissa Engel Douglas Elliman of Connecticut

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

    $640,000 Sold Jun 20, 2025

    • 1,685 Sq Ft
    • $380/SF
    • 210 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1970

    388 Main St, New Canaan, CT 06840

    Welcome to 388 Main St New Canaan! Spacious three bedroom colonial condominium unit on lovely Main Street with views of the Five Mile River from the terrace, master bedroom & lower level. The two unit condominium was enhanced by Carl Kuehner (BLT) in 1987. The complex was further developed with landscaping, a flagstone walk way, stone walls, belgium block perimeters and perennial gardens. The

    Scott Palma William Raveis Real Estate

    388 Main St, New Canaan, CT 06840
  • 15 Bank St, New Canaan, CT 06840
    15 Bank St, New Canaan, CT 06840
    15 Bank St, New Canaan, CT 06840
    /31

    $1,000,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft

    15 Bank St, New Canaan, CT 06840

    Welcome to the highly desirable Leefair community. Enjoy rare one-floor living at its best! This ranch-style home offers privacy, an interior location, and is a corner unit. It boasts an extra-large garden just waiting for your personal touch. A nice floor plan offering a large living room with fireplace and sliders to the garden, a dining room, eat-in kitchen with bay window, three bedrooms and

    Carol Hollyday William Pitt Sotheby's Int'l

    15 Bank St, New Canaan, CT 06840
  • 38 Heritage Hill Rd Unit 38, New Canaan, CT 06840

    $1,440,000 Sold Jun 18, 2025

    • 2,863 Sq Ft
    • $503/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    38 Heritage Hill Rd Unit 38, New Canaan, CT 06840

    Discover refined living in this meticulously maintained 3-bedroom, 2.5-bathroom townhouse nestled within the sought-after Heritage Common community. One of 12 units, spanning approximately 2,863 sq. ft., this residence is a harmonious blend of comfort and sophistication. The home offers an open-concept design, with a sunlit living room featuring a cozy fireplace, perfect for relaxation or

    Caroline Hanley Houlihan Lawrence

    38 Heritage Hill Rd Unit 38, New Canaan, CT 06840
  • 17 Wardwell Dr, New Canaan, CT 06840
    17 Wardwell Dr, New Canaan, CT 06840
    17 Wardwell Dr, New Canaan, CT 06840
    /40

    $4,995,000 Pending

    • 6 Beds
    • 9 Baths
    • 9,620 Sq Ft

    17 Wardwell Dr, New Canaan, CT 06840

    UNDERSTATED GRANDEUR. UNFORGETTABLE LIVING. At the end of a quiet New Canaan cul-de-sac stands a rare blend of timeless elegance and modern livability. Architect-designed and set amidst landscape architect-crafted gardens, this stone and shingle estate is grand yet understated with every inch reflecting thoughtful design & refined materials. The gracious foyer leads to a sunlit living room,

    Rita Kirby William Pitt Sotheby's Int'l

    17 Wardwell Dr, New Canaan, CT 06840
  • 208 Park St Unit 21, New Canaan, CT 06840

    $397,500 Sold Jun 18, 2025

    • 678 Sq Ft
    • $586/SF
    • 63 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1956

    208 Park St Unit 21, New Canaan, CT 06840

    Step into this beautifully renovated, sun-filled corner unit on the first floor of Park Mead Condominium in New Canaan's charming Village Center! This updated, stylish home features gleaming taupe-stained hardwood floors, a brand-new kitchen with modern finishes, and a sleek, designer-inspired bathroom with a walk-in shower. Though compact on paper, the home lives much larger than the square

    Karen Gilmore Redfin Corporation

    208 Park St Unit 21, New Canaan, CT 06840

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