8,423

New Canaan, CT Homes

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  • /40

    $2,495,000

    • 3 Beds
    • 5 Baths
    • 3,796 Sq Ft

    133 East Ave Unit A, New Canaan, CT 06840

    Convenience & sophisticated style is what you get with this ultra-chic 3 bedroom, 3 full, 2 half Bathroom masterpiece located within walking distance to New Canaan's favorite restaurants, shops and train station. Built with the best finishes in mind, this 3,800 sq ft home features a flexible open floor plan, Elevator, private office, large-pane oversized windows, formal rooms that flow seamlessly

    Edward Zislis Higgins Group Real Estate

    133 East Ave Unit A, New Canaan, CT 06840
  • /20

    $3,000 per month

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

    192 Park St Unit 4, New Canaan, CT 06840

    Great opportunity to live in the heart of New Canaan. Welcome to 192 Mead St. 2 bedroom, 1 bath. Easy one floor living. In town location. Walk to train, restaurants, theatre, parks. NO PETS

    Nicola Dougherty Houlihan Lawrence

    192 Park St Unit 4, New Canaan, CT 06840
  • 2 Sleepy Hollow Rd, New Canaan, CT 06840

    $1,900,000 Sold Jul 07, 2025

    • 5,658 Sq Ft
    • $336/SF
    • 60 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1981

    2 Sleepy Hollow Rd, New Canaan, CT 06840

    Spectacular contemporary with soaring ceilings and walls of windows on one of New Canaan's most coveted cul-de-sacs. Purposefully set to capture light, 2 Sleepy Hollow delights on all four floors, with dramatic design and inspiring spaces. The 4-5 bedroom 5600sf home is defined by a remarkable double-story 270 degree arc that encompasses living, dining and the kitchen, all bathed with south and

    Richard Tanner Houlihan Lawrence

    2 Sleepy Hollow Rd, New Canaan, CT 06840
  • /39

    $1,525,000

    • 2 Beds
    • 4 Baths
    • 2,628 Sq Ft

    1 Maple St, New Canaan, CT 06840

    Perfectly Located Luxury, Unmatched Convenience! Experience the best of New Canaan living in this luxurious, recently renovated (2023) townhouse, ideally situated IN TOWN!. Enjoy unparalleled convenience with easy strolls to the Metro-North station, local cafes, coffee shops, acclaimed restaurants, shops, and the movie theater-everything is within reach. This end unit townhouse offers ultimate

    Bonnie Sztam William Pitt Sotheby's Int'l

    1 Maple St, New Canaan, CT 06840
  • /20

    $9,250 per month

    • 4 Beds
    • 2.5 Baths
    • 3,080 Sq Ft
    • House for Rent

    85 Thayer Dr, New Canaan, CT 06840

    Stylish, Fully Renovated Colonial in Tranquil Country Setting This beautifully updated 4-bedroom Colonial offers the perfect blend of classic design and modern comfort in a serene, high-end neighborhood. With three finished levels of living space, this home features hardwood floors throughout, a brand-new kitchen with sleek finishes, and fully renovated bathrooms. The layout is ideal for

    Elizabeth Blanchard William Pitt Sotheby's Int'l

    85 Thayer Dr, New Canaan, CT 06840
  • 224 Park St Unit 2, New Canaan, CT 06840

    $450,000 Sold Jul 07, 2025

    • 990 Sq Ft
    • $455/SF
    • 29 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    224 Park St Unit 2, New Canaan, CT 06840

    Discover this charming 2 bedroom, 1 bathroom condo, perfectly situated just moments from town. Flooded with natural light, this inviting space features an open layout that maximizes comfort and functionality. The well-appointed kitchen flows seamlessly into the living and dining areas, creating an ideal setting for both relaxation and entertaining. With its convenient location, you're just steps

    Cindy Cash William Raveis Real Estate

    224 Park St Unit 2, New Canaan, CT 06840
  • /40

    $2,995,000

    • 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
  • /32

    $12,000 per month

    • 5 Beds
    • 3 Baths
    • 4,201 Sq Ft
    • House for Rent

    95 Louises Ln, New Canaan, CT 06840

    Discover serene living at 95 Louise's Lane, a modern oasis available for rent at the end of a quiet cul-de-sac. This stunning home offers breathtaking pond and river views, blending tranquility with proximity to vibrant downtown New Canaan and nearby Pound Ridge. Featuring 5 spacious bedrooms with nature-inspired views, this home is perfect for those seeking comfort and elegance. The open

    Melissa Engel Douglas Elliman of Connecticut

    95 Louises Ln, New Canaan, CT 06840
  • 226 Park St Unit 4, New Canaan, CT 06840

    $498,000 Sold Jul 01, 2025

    • 979 Sq Ft
    • $509/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    226 Park St Unit 4, New Canaan, CT 06840

    Highest and Best Offers due Monday, June 16th by 12 noon. Discover comfort, convenience in this inviting 2-bedroom, 1-bath condo, ideally located within walking distance to town/train. Overlooking the serene landscape of Mead Park, this residence offers a perfect blend of peaceful surroundings and vibrant local lifestyle. The condo has been freshly painted and floors refinished. Enclosed,

    Sheila Clemente Houlihan Lawrence

    226 Park St Unit 4, New Canaan, CT 06840
  • /34

    $3,195,000

    • 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
  • /16

    $9,500 per month

    • 6 Beds
    • 4.5 Baths
    • 4,040 Sq Ft
    • House for Rent

    326 Ponus Ridge, New Canaan, CT 06840

    Set on private, back lot on the West side of town, this newly renovated home offers a fabulous commuting location and room for everyone. Flexible floor plans allows for an in-law suite and/or multiple home offices. Bedrooms and office spaces are located on main and lower levels. Centrally located, oversized kitchen with large bay window, opens to a deck and screened porch, convenient for indoor

    Bozena Jablonski Brown Harris Stevens

    326 Ponus Ridge, New Canaan, CT 06840
  • 31 Lakeview Ave, New Canaan, CT 06840

    $2,251,600 Sold Jul 01, 2025

    • 4,338 Sq Ft
    • $519/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1987

    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
  • /7

    $2,695,000 New Construction

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

    145 River St, New Canaan, CT 06840

    NEW CONSTRUCTION !! 1 of 3 new construction homes to be built in walking distance to town. 4-5 BR colonial under construction, possible in-law or nanny suite available. Call for an appointment to meet with the award-winning Architect CAH !! there is time to customize! Convenient location!

    Ruth Jones Blue Anchor Realty Group

    145 River St, New Canaan, CT 06840
  • /37

    $9,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,160 Sq Ft
    • House for Rent

    183 Frogtown Rd, New Canaan, CT 06840

    Updated and move in ready! This renovated 4 bedroom Colonial is located on a wonderful cul de sac 1 mile from town. Light and bright with a lovely outdoor setting including a deck, terrace and new fire pit perfect for outdoor entertaining. Dont miss this fantastic rental!

    Melissa Jones Houlihan Lawrence

    183 Frogtown Rd, New Canaan, CT 06840
  • 621 Weed St, New Canaan, CT 06840

    $2,080,750 Sold Jul 01, 2025

    • 3,105 Sq Ft
    • $670/SF
    • 14 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1749

    621 Weed St, New Canaan, CT 06840

    This beautifully maintained 4-5 bedroom, 3.1 bath Antique offers the perfect blend of timeless elegance and modern comfort, all within walking distance to town and train. From the moment you arrive, the home's stunning curb appeal and classic charm make a lasting impression. Inside, you'll find oversized, light-filled rooms ideal for both grand entertaining and everyday living. The thoughtfully

    Molly Fewster Houlihan Lawrence

    621 Weed St, New Canaan, CT 06840
  • /27

    $2,750,000 Pending

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

    289 Wahackme Rd, New Canaan, CT 06840

    Welcome to 289 Wahackme Rd, a fusion of modern style and classic charm. This jewel box was meticulously renovated and expanded by the award-winning Gardiner Larson Homes and is tailored for today's modern lifestyle with sophistication and practicality. The original 1955 home was taken down to the studs and rebuilt in 2021-2022. This "Smart House" spans 3,056 square feet on 2 levels with approx.

    Mary Ellen Gallagher Compass Connecticut, LLC

    289 Wahackme Rd, New Canaan, CT 06840
  • /24

    $7,000 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, and just updated (each room on the main level freshly painted, with new light fixtures, and completely refinished hardwood floors), this spacious Ranch/Cape Cod

    Jack Baney Howard Hanna Rand Realty

    294 South Ave, New Canaan, CT 06840
  • 279 Old Stamford Rd, New Canaan, CT 06840

    $3,900,000 Sold Jun 30, 2025

    • 5,865 Sq Ft
    • $665/SF
    • 24 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2000

    279 Old Stamford Rd, New Canaan, CT 06840

    Nestled on a private cul-de-sac in a pristine neighborhood, this like-new renovated 5-bedroom, 5.5-bathroom residence offers polished luxury and modern convenience just steps from schools and Waveny Park. The parking courtyard leads to a glass enclosed entry with formal living and dining rooms at either end. The white custom kitchen with quartz countertops and new high- end appliances, has a

    Leslie Razook William Pitt Sotheby's Int'l

    279 Old Stamford Rd, New Canaan, CT 06840
  • /39

    $2,895,000 Pending

    • 4 Beds
    • 5 Baths
    • 4,937 Sq Ft

    49 Dogwood Ln, New Canaan, CT 06840

    Welcome to 49 Dogwood Lane, a stunning French Provincial-style Colonial, gracefully tucked away just minutes from town. Originally built in 1937, this exceptional residence has been thoughtfully expanded, blending historic elegance with the refined comforts of modern living. The main level boasts soaring 9-foot ceilings and beautifully arched doorways, creating a sense of architectural harmony

    Libby Mattson Houlihan Lawrence

    49 Dogwood Ln, New Canaan, CT 06840
  • /34

    $12,000 per month

    • 3 Beds
    • 2.5 Baths
    • 3,251 Sq Ft
    • House for Rent

    82 Rilling Ridge, New Canaan, CT 06840

    Newly renovated and ready for immediate occupancy, this pristine, move-in ready home offers spacious one-floor living. The impressive 37 x 20 GREAT ROOM, featuring soaring ceilings and a fireplace, is a true showstopper. A brand-new, generously sized kitchen with a center island and breakfast nook sits adjacent to the great room family room & screened porch making it ideal for entertaining and

    Hannelore Kaplan William Raveis Real Estate

    82 Rilling Ridge, New Canaan, CT 06840
  • 167 Richmond Hill Rd, New Canaan, CT 06840

    $1,900,000 Sold Jun 30, 2025

    • 2,503 Sq Ft
    • $759/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1940

    167 Richmond Hill Rd, New Canaan, CT 06840

    Ideally situated in the heart of New Canaan, this beautifully maintained home offers unmatched convenience-just a short stroll to Mead Park, local shops, restaurants, and the train station. Flooded with natural light, the interior boasts a flexible layout designed to accommodate a variety of lifestyles. The spacious primary suite is complemented by three additional bedrooms and two full baths,

    Julie Hancock Houlihan Lawrence

    167 Richmond Hill Rd, New Canaan, CT 06840
  • /40

    $1,649,000 Pending

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

    180 Park St Unit 103, New Canaan, CT 06840

    Embrace the effortless & worry free lifestyle with easy condominium living at its best. Experience refined elegance in this newly constructed 2019 two-bedroom, two full bath condo w/the benefit of prized den space. Perfectly situated unit on desirable first floor for ultimate level of convenience. Designed with sophisticated living in mind, this high-end residence features an open-concept layout,

    Hannelore Kaplan William Raveis Real Estate

    180 Park St Unit 103, New Canaan, CT 06840
  • /40

    $8,999 per month

    • 5 Beds
    • 4.5 Baths
    • 5,520 Sq Ft
    • House for Rent

    66 Middle Ridge Rd, New Canaan, CT 06840

    Discover the perfect blend of sophistication, space, and serenity in this magnificent five-bedroom Colonial home, a true gem that promises an exceptional living experience. This splendid residence is ideally situated on over two private acres of meticulously landscaped property, offering a peaceful retreat that remains conveniently close to town, parkways, and schools. As you enter this stately

    AnnMarie Sementilli William Pitt Sotheby's Int'l

    66 Middle Ridge Rd, New Canaan, CT 06840
  • 181 Lambert Rd, New Canaan, CT 06840

    $3,300,000 Sold Jun 30, 2025

    • 9,049 Sq Ft
    • $365/SF
    • 82 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1984

    181 Lambert Rd, New Canaan, CT 06840

    Nestled in an exceptional location close to town, 181 Lambert Rd offers an unparalleled living experience. Architecturally enhanced, this estate exudes timeless elegance while embracing modern luxury. Built like a fortress & with the highest standards, it is designed to entertain on a grand scale. A two-story foyer welcomes you with front-to-back views of the meticulously manicured grounds.

    Paola Carey Houlihan Lawrence

    181 Lambert Rd, New Canaan, CT 06840
  • /29

    $2,899,000 Pending

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

    23 Benedict Hill Rd, New Canaan, CT 06840

    Welcome to this exquisite stone and shingle home, an extraordinary masterpiece built in the timeless English Cotswold tradition. Updated in 1999 and again in the early 2000's, this impeccably designed home showcases unparalleled craftsmanship, and captivates with its attention to every detail, offering a truly custom living experience. As you step inside, you'll be greeted by the allure of

    Melissa Engel Douglas Elliman of Connecticut

    23 Benedict Hill Rd, New Canaan, CT 06840
  • /32

    $15,000 per month

    • 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
  • 238 Weed St, New Canaan, CT 06840

    $1,850,000 Sold Jun 27, 2025

    • 4,180 Sq Ft
    • $443/SF
    • 15 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1850

    238 Weed St, New Canaan, CT 06840

    Discover a truly unique home nestled on over 1 acre and ideally located near top-rated schools, parks, the train and the vibrant New Canaan town center. A dramatic two-story foyer with vaulted ceilings sets the tone for the spacious and thoughtfully designed interior. The main level features a bright, step-down living/dining room with hw floors, cozy fireplace and striking 2-story greenhouse

    Maria Reciuga Berkshire Hathaway NE Prop.

    238 Weed St, New Canaan, CT 06840
  • /16

    $1,550,000 Pending

    • 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
  • /37

    $15,500 per month

    • 4 Beds
    • 5.5 Baths
    • 5,453 Sq Ft
    • House for Rent

    19 Mead St, New Canaan, CT 06840

    Just steps from the heart of the village of New Canaan, this beautifully renovated and expanded home offers modern living spaces throughout with exquisite private stone patios and gardens. A gracious covered porch welcomes you, leading into a stunning living room and den adorned with a fireplace, multiple seating areas and walls of windows. The spacious cooks Kitchen integrates seamlessly with

    Page Growney William Pitt Sotheby's Int'l

    19 Mead St, 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

Showing Results 41 - 80, Page 2 of 18

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