Fairfield, CT Homes

• 

  

  

  /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

  

  Danielle Malloy

  Serhant Connecticut, LLC

  (475) 471-0607

  945 Oenoke Ridge, New Canaan, CT 06840
• 

  Explore New Canaan

• 

  

  

  /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

  

  Richard Breglia

  Coldwell Banker Realty

  (203) 664-5950

  760 Valley Rd, New Canaan, CT 06840
• 

  $2,525,000 Sold Aug 04, 2025

  • 4,018 Sq Ft
  • $628/SF
  • 8 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1957

  151 Woodridge Dr, New Canaan, CT 06840

  Located in a quiet and desirable West Side neighborhood with quick access to the scenic Watson-Symington Land Trust, this gracious 5-bedroom Center Hall Colonial seamlessly blends classic charm with modern comfort. Step into a spacious and welcoming layout featuring a formal living room with a wood-burning fireplace, and a dining room adorned with original corner cabinets-perfect for elegant

  Michele Murray-Sloan Houlihan Lawrence

  151 Woodridge Dr, New Canaan, CT 06840
• 

  Est $1,053,968 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  132 Seminary St, New Canaan, CT 06840

  132 Seminary St, New Canaan, CT 06840
• 

  

  

  /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

  

  Richard Breglia

  Coldwell Banker Realty

  (475) 241-7968

  67 Carter St, New Canaan, CT 06840
• 

  

  /23

  $3,122 - $8,852 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
• 

  $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
• 

  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

  $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

  

  Danielle Malloy

  Serhant Connecticut, LLC

  (475) 445-2580

  544 Oenoke Ridge, New Canaan, CT 06840
• 

  

  /32

  $12,000 per month

  • 5 Beds
  • 4.5 Baths
  • 4,014 Sq Ft
  • House for Rent

  88 Summer St, New Canaan, CT 06840

  Recently built, this like-new 5 bed, 4.5 bath home showcases impeccable craftsmanship and attention to detail. Located just a few blocks from town, it offers a generator, hardwood floors, high ceilings, and expansive windows that fill the space with natural light. The gourmet kitchen features stainless steel appliances and a sleek island overlooking the living room, complete with a fireplace and

  Lianna Tomas Fetko Brown Harris Stevens

  88 Summer St, New Canaan, CT 06840
• 

  $2,000,000 Sold Aug 01, 2025

  • 3,501 Sq Ft
  • $571/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  127 Danforth Dr, New Canaan, CT 06840

  Updated and sunny Colonial w/two park-like acres on a quiet cul-de-sac is waiting for its new happy residents. Formal living room w/bay window has a fireplace. Dining room's perfect for starting your new traditions. The renovated kitchen's a chef's dream w/quality appliances. Family room w/fireplace is right off the kitchen and it opens onto one of the two newer high-end Concordia Symmetry decks.

  Candace Blackwood BHHS Darien/New Canaan

  127 Danforth Dr, New Canaan, CT 06840
• 

  Est $2,281,828 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
• 

  

  /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
• 

  $2,275,000 Sold Aug 01, 2025

  • 4,039 Sq Ft
  • $563/SF
  • 68 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1959

  38 Tommys Ln, New Canaan, CT 06840

  Experience the perfect blend of comfort and elegance in this stunning home, set on an expansive 1-acre lot in New Canaan, CT. Thoughtfully designed with exceptional craftsmanship, this home seamlessly combines modern conveniences with timeless charm. Inside, an inviting layout features gleaming hardwood floors that flow throughout. The well-appointed kitchen offers ample counter space, making it

  Michael Spindler RE/MAX Right Choice

  38 Tommys Ln, New Canaan, CT 06840
• 

  Est $1,460,306 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
• 

  

  /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
• 

  

  /26

  $6,500 per month

  • 4 Beds
  • 1.5 Baths
  • 2,345 Sq Ft
  • House for Rent

  89 Forest St, New Canaan, CT 06840

  Charming 4-Bedroom Cape in Prime In-Town Location Welcome to this beautifully maintained Cape-style home, ideally located just moments from downtown restaurants, shops, the train station, and other local amenities. This 4-bedroom, 1.5-bath residence features a warm and inviting living room with a cozy fireplace, and a spacious eat-in kitchen with plenty of room for cooking and casual dining. The

  Maria Miller William Raveis Real Estate

  89 Forest St, 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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  

  /40

  $28,000 per month

  • 6 Beds
  • 8 Baths
  • 9,734 Sq Ft
  • House for Rent

  83 Lukes Wood Rd, New Canaan, CT 06840

  This remarkable 8,000 sq. ft. Georgian-style home sits on over 4 peaceful acres just a mile from Grace Farms. Designed by acclaimed architect Alex Kaali-Nagy, it blends timeless design with modern comfort in a perfect blend of comfort and style-ideal for those looking for space, privacy, and style Inside, you'll find 10-foot ceilings, detailed millwork, and sun-filled spaces throughout. A formal

  John Armellino William Raveis Real Estate

  83 Lukes Wood Rd, 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
• 

  

  /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
• 

  $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
• 

  Est $4,405,323 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

  $3,795,000

  • 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
• 

  

  /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
• 

  $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
• 

  Est $3,758,937 Not Listed For Sale

  • 6 Beds
  • 8.5 Baths
  • 11,434 Sq Ft

  274 Mariomi Rd, New Canaan, CT 06840

  274 Mariomi Rd, New Canaan, CT 06840
• 

  

  /39

  $2,495,000

  • 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
• 

  $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
• 

  Est $2,286,022 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 5,248 Sq Ft

  142 White Birch Rd, New Canaan, CT 06840

  142 White Birch Rd, New Canaan, CT 06840

Showing Results 1 - 40, Page 1 of 18