8,425

Fairfield, CT Homes

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  • /11

    $5,250,000

    • 5 Beds
    • 8 Baths
    • 9,300 Sq Ft

    67 Carter St, New Canaan, CT 06840

    67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five

    Agent Photo

    Richard Breglia

    Coldwell Banker Realty

    (475) 241-7968

    67 Carter St, New Canaan, CT 06840
  • /37

    $13,500 per month

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

    760 Valley Rd, New Canaan, CT 06840

    Sculpted from the Earth, Steeped in History This 1931 Frazier Forman Peters masterpiece is a true work of art-hand-cut fieldstone seamlessly embedded into its hillside perch, embodying strength, grace, and timeless craftsmanship. Architectural drama and elegance define the interiors: soaring ceilings, a striking double staircase atrium, stacked living and dining rooms, and five fireplaces that

    Agent Photo

    Richard Breglia

    Coldwell Banker Realty

    (203) 664-5950

    760 Valley Rd, New Canaan, CT 06840
  • 16 Grace St, New Canaan, CT 06840

    $1,500,000 Sold Aug 01, 2025

    • 2,328 Sq Ft
    • $644/SF
    • 22 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1946

    16 Grace St, New Canaan, CT 06840

    Welcome to 16 Grace Street - a truly special find! Nestled on a quiet cul-de-sac within walking distance to all three in-town schools-South, NCMS, and NCHS-this charming 4-bedroom, 2.5-bath Colonial is located in one of New Canaan's most sought-after neighborhoods. Owned by the same family for 80 years, the home is brimming with timeless character and offers incredible potential. Whether you're

    Hannelore Kaplan William Raveis Real Estate

    16 Grace St, New Canaan, CT 06840
  • /40

    $12,400,000

    • 12 Beds
    • 16 Baths
    • 18,000 Sq Ft

    544 Oenoke Ridge, New Canaan, CT 06840

    A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar

    Agent Photo

    Danielle Malloy

    Serhant Connecticut, LLC

    (475) 445-2580

    544 Oenoke Ridge, New Canaan, CT 06840
  • /23

    $4,491 - $9,039 per month

    Riverwood at New Canaan

    1 - 3 Beds

    100 Lakeview Ave, New Canaan, CT 06840

    Riverwood at New Canaan offers expansive and unique three-bedroom and townhomes with attached garage as well as one-, and two-bedroom residences. Each apartment home is crafted to suit your lifestylewhether youre embarking on a new chapter, scaling back, or creating a space for everyone. Just beyond your doorstep, a shimmering pond brings a touch of natural beauty to your routine and welcomes you

    100 Lakeview Ave, New Canaan, CT 06840
  • /40

    $6,750,000 Sold Jul 31, 2025

    • 4,120 Sq Ft
    • $1638/SF
    • 169 Days On Market
    • 8 Beds
    • 8.5 Baths
    • Built 1846

    485 Laurel Rd, New Canaan, CT 06840

    Welcome to Extown Farm, a stunning 17.5-acre estate that once served as New Canaan's historic farm. This rare property offers 3 separate residences, making it perfect for discerned buyers seeking a private compound. At the heart of the estate is the crown jewel: a meticulously restored 7,000 sqft farmhouse that masterfully combines modern luxury with timeless charm. This whole house renovation,

    Chau Ngo Compass Connecticut, LLC

    485 Laurel Rd, New Canaan, CT 06840
  • /40

    $6,195,000 Pending

    • 6 Beds
    • 7 Baths
    • 7,336 Sq Ft

    945 Oenoke Ridge, New Canaan, CT 06840

    Set on over five private acres along New Canaan's coveted Oenoke Ridge, this extraordinary estate is a reimagined 1890s cow barn masterfully transformed by the Hobbs family with architects Joeb Moore and Louise Brooks. Blending agrarian charm with refined modern design, the residence honors its heritage while offering sophisticated comfort. A tree-lined drive and landscape lighting set a

    Agent Photo

    Danielle Malloy

    Serhant Connecticut, LLC

    (475) 471-0607

    945 Oenoke Ridge, New Canaan, CT 06840
  • /25

    $7,900 per month

    • 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
  • 1208 Smith Ridge Rd, New Canaan, CT 06840

    $2,266,000 Sold Jul 30, 2025

    • 5,030 Sq Ft
    • $450/SF
    • 22 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1929

    1208 Smith Ridge Rd, New Canaan, CT 06840

    Surround yourself with the charm and serene privacy of this 1929, 11 room, clapboard farmhouse on 5.35 acres, yet 7 minutes to the heart of New Canaan. Complete with 4/5 bedrooms, optional office, and 4.5 baths; sunroom, spacious screened porch and deck - perfect for morning coffee and/or a late day respite from the rest of the world. Most rooms overlook picturesque views of the deep, lush

    Leigh Finley Houlihan Lawrence

    1208 Smith Ridge Rd, New Canaan, CT 06840
  • /31

    $1,294,900

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    101 Parade Hill Rd, New Canaan, CT 06840

    Welcome to 101 Parade Hill, a masterpiece of modern design in the prestigious town of New Canaan, CT. This fully redesigned home offers a rare and coveted one-floor living experience, blending sleek contemporary style with exceptional comfort. The open, airy layout is highlighted by stunning black and gold appliances, creating a bold and sophisticated kitchen that's perfect for both everyday

    Karly Worth Call It Closed Realty

    101 Parade Hill Rd, New Canaan, CT 06840
  • /11

    $10,500 per month

    • 5 Beds
    • 3 Baths
    • 4,898 Sq Ft
    • House for Rent

    27 Turtle Back Ln E, New Canaan, CT 06840

    Property Id: 204240327 Turtle Back Ln E, New Canaan, CT - Your Private RetreatDiscover elegant living in this spacious home, perfectly situated on a private lot in New Canaan's desirable Turtle Back Lane East.Key Features:Generous Living Space: Sprawling 4,898 sq ft with 5 bedrooms and 3 bathrooms, offering ample room for comfortable living.Prime Location:

    27 Turtle Back Ln E, New Canaan, CT 06840
  • 123 Richmond Hill Rd Unit 20, New Canaan, CT 06840

    $1,350,000 Sold Jul 30, 2025

    • 2,678 Sq Ft
    • $504/SF
    • 21 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1973

    123 Richmond Hill Rd Unit 20, New Canaan, CT 06840

    Updated 3 bedroom, 3 full and 1 half baths townhouse in desirable Orchard Hills complex with heated pool. This unit has an open floorplan with large kitchen-dining room, high end appliances and a living room with fireplace. There is a large Primary suite with walk-in closets, large bath and second floor laundry. The lower level has a wet bar and a large bonus room that is a walk out leading to a

    Laura Costigan Houlihan Lawrence

    123 Richmond Hill Rd Unit 20, New Canaan, CT 06840
  • /28

    $3,750,000

    • 4 Beds
    • 5.5 Baths
    • 7,154 Sq Ft

    22 Father Peters Ln, New Canaan, CT 06840

    Experience the magic of organic architecture in this stunning John Howe-designed masterpiece, where every detail tells a story of harmony and connection with nature. Influenced and mentored by Frank Lloyd Wright, this home seamlessly, integrates with its surrounding. Nestled on nearly 7 acres at the end of a private cul-de-sac, this sprawling 7000 sqft estate strikes the perfect balance of

    Chau Ngo Compass Connecticut, LLC

    22 Father Peters Ln, New Canaan, CT 06840
  • /15

    $1,900 per month

    • 1 Bath
    • 350 Sq Ft
    • House for Rent

    46 Seminary St Unit Apartment, New Canaan, CT 06840

    Fully renovated charming studio apartment overlooking downtown New Canaan. Accessible by an exterior staircase, this rental includes heat, water and electricity. Perched high above the street, it feels like you are in your own treehouse with a lot of light and views. Recently renovated full bath, hardwood floors, windows and kitchen. Perfect rental right in town and moments to train, shopping and

    Michele Murray-Sloan Houlihan Lawrence

    46 Seminary St Unit Apartment, New Canaan, CT 06840
  • 144 South Ave, New Canaan, CT 06840

    $2,485,000 Sold Jul 30, 2025

    • 3,856 Sq Ft
    • $644/SF
    • 29 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1900

    144 South Ave, New Canaan, CT 06840

    Exceptional Renovated Antique Home in the Heart of Downtown New Canaan. This exquisite antique home, nestled in the vibrant heart of downtown New Canaan, masterfully blends historic charm with contemporary luxury. Completely rebuilt "to the studs" in 2011, it boasts wide-board hardwood floors, new casement windows, updated wiring and plumbing, and a high-efficiency gas boiler. In 2014, the

    Melissa Rwambuya William Raveis Real Estate

    144 South Ave, New Canaan, CT 06840
  • /33

    $2,399,000

    • 3 Beds
    • 3.5 Baths
    • 2,189 Sq Ft

    217 Park St Unit 217, New Canaan, CT 06840

    Can be shown before BOH, Tuesday, 7/29. Impeccable townhouse with 2025 elevator servicing 3 levels. This luxurious and spacious end unit overlooks Mead Park and the pond. Beautiful millwork and high ceilings. Both living room and primary bedroom have a fireplace. In the lower level family room there is a bath. Stairs from the guest parking area lead to a Park Slope owned gazebo, and Mead Park.

    Hugh Halsell Houlihan Lawrence

    217 Park St Unit 217, New Canaan, CT 06840
  • /15

    $9,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,569 Sq Ft
    • House for Rent

    51 Hawthorne Rd, New Canaan, CT 06840

    In-town Oasis! Expanded 4 bedroom, 3.5 bath cape on private, professionally landscaped property. Renovated for today's lifestyle with generous room sizes and an open floor plan. Vaulted ceiling family room features a brick fireplace and French doors opening to an extensive terrace w/spa tub and outdoor shower. Brand new designer kitchen with quartzite counters, Wolf range, Subzero refrigerators,

    51 Hawthorne Rd, New Canaan, CT 06840
  • 33 Bickford Ln, New Canaan, CT 06840

    $2,310,000 Sold Jul 30, 2025

    • 3,442 Sq Ft
    • $671/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1959

    33 Bickford Ln, New Canaan, CT 06840

    HIGHEST AND BEST MONDAY 5/19 at 12PM. Tucked away on a quiet cul-de-sac on one of New Canaan's most desirable streets, this beautifully renovated 4-bedroom, 3.5-bathroom home offers the perfect blend of classic charm and modern convenience. Just minutes from town and ideal for commuters, the location combines privacy with accessibility. Originally built with timeless design, the home was

    Seema Dohil Brown Harris Stevens

    33 Bickford Ln, New Canaan, CT 06840
  • /31

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    75 Bank St, New Canaan, CT 06840

    Welcome to this meticulously maintained, bright, and spacious end-unit townhome in the sought-after Leefair complex. Boasting a comfortable and inviting floor plan, this home offers an abundance of natural light and a sense of privacy that's hard to beat. The heart of the home features a lovely white eat-in kitchen perfect for casual dining. A formal dining room is ideal for hosting guests, while

    Lisa Ferrante Houlihan Lawrence

    75 Bank St, New Canaan, CT 06840
  • /9

    $2,500 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    74 Locust Ave, New Canaan, CT 06840

    Timeless New Canaan gem! Single floor living, one bedroom, one bath lower unit with updated kitchen and washer and dryer in unit. Ample parking included. Steps from your door you'll find top-rated restaurants, boutiques, the farmers market, library, schools, and Waveny Park. Also nearby is Metro North and a quick hop to the Merritt Parkway. Fully separated utilities (electric, hot water) ensure

    Melissa Engel Douglas Elliman of Connecticut

    74 Locust Ave, New Canaan, CT 06840
  • 33 Fitch Ln, New Canaan, CT 06840

    $2,541,000 Sold Jul 29, 2025

    • 5,291 Sq Ft
    • $480/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1983

    33 Fitch Ln, New Canaan, CT 06840

    Nestled on 2 serene, landscaped acres on a quiet cul-de-sac this custom colonial style home exudes timeless elegance & modern comfort. A Belgian block-lined driveway sets a welcoming tone from the moment you arrive. Inside you'll find extraordinary craftsmanship throughout, highlighted by extensive updates & thoughtful renovations. The elegant entry foyer leads to gracious living spaces,

    Fran Snelwar Brown Harris Stevens

    33 Fitch Ln, 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
  • /40

    $4,295,000

    • 5 Beds
    • 9 Baths
    • 13,457 Sq Ft

    1247 Oenoke Ridge, New Canaan, CT 06840

    AMAZING opportunity to breathe fresh life into this Magnificent Estate! Luxurious style and surroundings including pool and pool house on four acres at this stately address. Over 13,400 square feet of luxury on four finished floors with elegant rooms and flow, including a double story library, lavish primary suite, and fantastic lower level with bar, wine cellar and gym.

    Kelly Defrancesco William Raveis Real Estate

    1247 Oenoke Ridge, New Canaan, CT 06840
  • /31

    $3,100 per month

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

    64 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. Two pools on premises and a fun common room that can be reserved for functions. Heat and hot water included.

    64 Heritage Hill Rd Unit A, New Canaan, CT 06840
  • 120 Briscoe Rd, New Canaan, CT 06840

    $1,350,000 Sold Jul 28, 2025

    • Land
    • 2.01 Acres
    • $671,642 per Acre
    • 8 Days On Market

    120 Briscoe Rd, New Canaan, CT 06840

    YES LAND! This is YOUR opportunity to build the home of your dreams that you have yet to find or have yet to win that bid on! Welcome to 120 Briscoe Road, a 2 acre buildable lot right around the corner from St Luke's School and an 8 min drive to desirable downtown New Canaan with it's amazing restaurants and shops. Current lot has a ranch home and a log cabin on site to be fully renovated or torn

    Holly Giordano William Pitt Sotheby's Int'l

    120 Briscoe Rd, New Canaan, CT 06840
  • /40

    $3,795,000 Open Sun 1PM - 3PM

    • 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
  • /11

    $3,100 per month

    • 1 Bed
    • 1 Bath
    • 799 Sq Ft
    • Apartment for Rent

    64 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, private entrance with hardwood floor throughout. Two pools on premises and a fun common room that can be reserved for functions. Heat and hot water included.

    Daniel Hudson Real Estate Eight

    64 Heritage Hill Rd Unit A, New Canaan, CT 06840
  • 202 Gramercy Park Unit 202, New Canaan, CT 06840

    $1,550,000 Sold Jul 28, 2025

    • 1,573 Sq Ft
    • $985/SF
    • 55 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2020

    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
  • /39

    $2,495,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 3,923 Sq Ft

    113 Harrison Ave Unit A, New Canaan, CT 06840

    Step into this beautifully crafted 4 bedroom, 4.5 bath townhome by renowned Kaali-Nagy Partners, perfectly situated on a private, professionally landscaped property in the heart of New Canaan. From the moment you arrive, the gracious front porch, classic wood shingle roof, and exquisite stonework set the tone for a home that's both luxurious and welcoming. Inside, refined details abound, from

    Marsha Charles Coldwell Banker Realty

    113 Harrison Ave Unit A, New Canaan, CT 06840
  • /37

    $4,450 per month

    • 3 Beds
    • 1.5 Baths
    • 1,224 Sq Ft
    • Townhouse for Rent

    49 Cross St, New Canaan, CT 06840

    Sun filled 3 bedroom, newly updated rental, freshly painted, new stainless steel kitchen appliances, new countertops, new kitchen sink and faucet. Private deck, yard access, 2 off street parking spaces available. Walking distance to train and down town New Canaan, CT. Additional space in lower level/basement has been painted. This space can be a playroom and/or storage area, includes washer/dryer

    49 Cross St, New Canaan, CT 06840
  • 90 Beech Rd, New Canaan, CT 06840

    $1,650,000 Sold Jul 24, 2025

    • 3,783 Sq Ft
    • $436/SF
    • 36 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1958

    90 Beech Rd, New Canaan, CT 06840

    This pristine home is a great opportunity in one of New Canaan's coveted walking community neighborhoods. As you enter the property crossing over the picturesque Silvermine brook you will appreciate that it is sited beautifully on a knoll with great curb appeal accented with stone walls, patios, a large front and rear yard with specimen landscaping all on a mostly flat, 1.90 acres. The main floor

    Anthony Ardino William Raveis Real Estate

    90 Beech Rd, New Canaan, CT 06840

Showing Results 1 - 40, Page 1 of 18

Home Trends in New Canaan, CT

Housing Trends

Median Sale Price
$1,440,000
Median Single Family Sale Price
$2,900,000
Median Townhouse Sale Price
$1,295,000
Median 2 Bedroom Sale Price
$1,555,000
Average Price Per Sq Ft
$849
Number of Homes for Sale
5
Last 12 months Home Sales
96
Months of Supply
0.60
Median List Price
$1,525,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
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