New Canaan, CT Homes for Sale with Acreage

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  /6

  $5,500,000

  • 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

  (203) 349-8841

  67 Carter St, New Canaan, CT 06840
• Explore New Canaan

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  /40

  $6,595,000

  • 6 Beds
  • 9 Baths
  • 16,126 Sq Ft

  62 Summersweet Ln, New Canaan, CT 06840

  Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and

  

  Danielle Malloy

  Serhant Connecticut, LLC

  (475) 241-0980

  62 Summersweet Ln, New Canaan, CT 06840
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  /40

  $5,995,000

  • 6 Beds
  • 10 Baths
  • 10,143 Sq Ft

  140 Stoneleigh Rd, New Canaan, CT 06840

  Discover the epitome of timeless luxury in this magnificent Colonial Chateau-style residence. Perfectly situated on two flat, meticulously landscaped acres in a coveted walking neighborhood, this home offers unparalleled privacy while remaining just moments from town and top-rated schools. This quiet, no-cut-through street is a haven for outdoor enthusiasts, offering exceptional bike riding and

  

  Aileen Mastey

  William Pitt Sotheby's Int'l

  (475) 264-5527

  140 Stoneleigh Rd, New Canaan, CT 06840
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  /2

  $4,200,000

  • 6 Beds
  • 7.5 Baths
  • 7,450 Sq Ft

  760 Valley Rd, New Canaan, CT 06840

  A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable,

  

  Richard Breglia

  Coldwell Banker Realty

  (203) 721-7670

  760 Valley Rd, New Canaan, CT 06840
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  /40

  $4,995,000

  • 6 Beds
  • 10 Baths
  • 9,369 Sq Ft

  114 Adams Ln, New Canaan, CT 06840

  Experience timeless elegance and resort-style living in this extraordinary stone estate on 2+ spectacular acres overlooking a serene spring-fed pond with direct water access. Designed by architect Malcolm Robertson with interiors inspired by Rick Livingston Period Design, this home offers 9,369 SF of masterfully crafted living space blending architectural sophistication with modern luxury. Built

  Denise Gannalo William Raveis Real Estate

  114 Adams Ln, New Canaan, CT 06840
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  /37

  $7,250,000

  $500K PRICE DROP

  • 6 Beds
  • 10 Baths
  • 15,399 Sq Ft

  119 Proprietors Crossing, New Canaan, CT 06840

  119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere.

  Molly Rubins NestSeekers International

  119 Proprietors Crossing, New Canaan, CT 06840
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  /40

  $3,995,000

  $155K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 6,556 Sq Ft

  760 Smith Ridge Rd, New Canaan, CT 06840

  5.13-Acre Estate Bordering New Canaan Country Club. Discover ultimate privacy on Smith Ridge Road. This impeccably maintained home features a sun-drenched floor plan with southern exposure and high-end updates throughout. Highlights include a 2023 Fiona Leonard kitchen with walnut cabinetry, a 2024 primary bath renovation, and a spacious living room with a custom wet bar. The main level offers a

  Melissa Engel Douglas Elliman of Connecticut

  760 Smith Ridge Rd, New Canaan, CT 06840
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  /38

  $4,950,000

  • 5 Beds
  • 7 Baths
  • 6,823 Sq Ft

  537 Oenoke Ridge, New Canaan, CT 06840

  Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living

  Douglas Milne Houlihan Lawrence

  537 Oenoke Ridge, New Canaan, CT 06840
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  /40

  $4,795,000

  $200K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 6,407 Sq Ft

  24 Llewellyn Dr, New Canaan, CT 06840

  Modern Architectural Masterpiece - Nestled on 1.77 acres of lush, verdant grounds, this custom 2014-built estate is a triumph of contemporary design and sophisticated luxury. Spanning 5,630 square feet, the residence strikes a perfect chord between avant-garde architecture and residential warmth, characterized by soaring ceilings, premium finishes, an abundance of natural light and a Geo-thermal

  Jaime Sneddon William Pitt Sotheby's Int'l

  24 Llewellyn Dr, New Canaan, CT 06840
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  /39

  $4,400,000

  • 4 Beds
  • 4.5 Baths
  • 4,927 Sq Ft

  565 Oenoke Ridge, New Canaan, CT 06840

  Experience Architectural History: The Celebrated Celanese House. This is your chance to own a true masterpiece. Designed in 1959 by visionary architect Edward Durell Stone, the Celanese House is one of New Canaan's most celebrated mid-century modern landmarks-an architectural treasure admired by design publications for decades. Stone's signature elements remain unmistakable: the striking lattice

  Inger Stringfellow William Pitt Sotheby's Int'l

  565 Oenoke Ridge, New Canaan, CT 06840
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  /32

  $4,500,000

  • 6 Beds
  • 5.5 Baths
  • 25,115 Sq Ft

  80 Comstock Hill Rd, New Canaan, CT 06840

  A rare opportunity to acquire Silvermine Farm, a fully integrated, professional-grade equestrian facility spanning two contiguous parcels at 80 & 90 Comstock Hill. Set on 7.06 level acres in a highly desirable Fairfield County location, the property supports a high-caliber training, boarding, or private equestrian operation. The facility includes one indoor ring (75' x 150') and two outdoor rings

  Libby Mattson Houlihan Lawrence

  80 Comstock Hill Rd, New Canaan, CT 06840
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  /40

  $5,450,000

  • 6 Beds
  • 6 Baths
  • 7,670 Sq Ft

  27 Hillsley Rd, Darien, CT 06820

  Exquisitely renovated center hall colonial set on two perfectly manicured acres at end of quiet, private cul-de-sac, offering exceptional space & timeless appeal for both everyday living & entertaining. Renovated in 2023 by ERI Building & Design, this stunning six-bedroom home with private office, four full & two half baths showcases impeccable craftsmanship & sophisticated design throughout.

  Deborah Hidy Houlihan Lawrence

  27 Hillsley Rd, Darien, CT 06820
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  /3

  $2,950,000

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

  48 Brookwood Ln, New Canaan, CT 06840

  A once-in-a-lifetime opportunity to create a home in one of New Canaan's most coveted neighborhoods in close proximity to town, train, Country Club of New Canaan and NC Field Club. Over 4 acres of prime, tranquil land on a quiet, winding lane with mature trees in what will become a neighborhood of impressive homes in a beautiful setting. Currently improved with a charming, historical cottage that

  James Hoffman Houlihan Lawrence

  48 Brookwood Ln, New Canaan, CT 06840
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  /28

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 4,322 Sq Ft

  493 Valley Rd, New Canaan, CT 06840

  Highest and Best Sunday, May 24th at 1PM. Quietly set back from the road in one of New Canaan's most serene settings, 493 Valley Road is a beautifully updated 4-bedroom, 4-bath Colonial offering an exceptional sense of peace and privacy-just minutes from downtown New Canaan, Wilton, and the Silvermine area. Move-in ready and extensively improved, this inviting home blends timeless character with

  Chau Ngo Compass Connecticut, LLC

  493 Valley Rd, New Canaan, CT 06840
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  /37

  $2,795,000

  • 6 Beds
  • 5.5 Baths
  • 5,549 Sq Ft

  197 Bowery Rd, New Canaan, CT 06840

  Privately set at the end of a long drive and elevated to capture tranquil reservoir views, this more than 5,500 square foot Colonial offers a rare sense of serenity and scale. Designed to embrace its natural surroundings, the home features beautifully proportioned interiors and oversized windows that bathe each space in light. The grand living room with fireplace opens seamlessly to a screened

  John Dunn Compass Connecticut, LLC

  197 Bowery Rd, New Canaan, CT 06840
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  /19

  $1,095,000

  • Land
  • 1.23 Acres
  • $890,244 per Acre

  365 Jelliff Mill Rd, New Canaan, CT 06840

  A rare opportunity to secure a beautiful, flat, dry acre+ parcel on the west side of town. Framed by mature wisteria and offering a serene natural setting, this location combines privacy and convenience in equal measure. Ideally situated just minutes from town, shopping, dining and major commuting options, you have the perfect blend of tranquility and accessibility.

  Anne-Lise Brown Brown Harris Stevens

  365 Jelliff Mill Rd, New Canaan, CT 06840
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  /3

  $1,850,000

  • Land
  • 2.28 Acres
  • $811,404 per Acre

  637 Valley Rd, New Canaan, CT 06840

  Build your dream home on a 2.28 acre manicured flat lot nestled within estate properties in the desirable town of New Canaan, CT. Rare.

  Jaime Sneddon William Pitt Sotheby's Int'l

  637 Valley Rd, New Canaan, CT 06840
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  /3

  $1,625,000

  $50K PRICE INCREASE

  • Land
  • 2.11 Acres
  • $770,142 per Acre

  470 Frogtown Rd Unit Lot 1, New Canaan, CT 06840

  Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location.

  Mitchell Moore Brown Harris Stevens

  470 Frogtown Rd Unit Lot 1, New Canaan, CT 06840
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  /3

  $1,800,000

  $200K PRICE INCREASE

  • Land
  • 2 Acres
  • $900,000 per Acre

  30L Huckleberry Hill Rd, New Canaan, CT 06840

  Wonderful Opportunity To Build Your Dream Home On This Prime, level 2 Acre Lot With An Approved Five Bedroom Septic. Maps Are Available for review.

  Mitchell Moore Brown Harris Stevens

  30L Huckleberry Hill Rd, New Canaan, CT 06840
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  /32

  $2,200,000

  • 5 Beds
  • 7 Baths
  • 4,367 Sq Ft

  160 Lantern Ridge Rd, New Canaan, CT 06840

  A truly exceptional property situated high above Milne Lake. This residence offers breathtaking 180-degree water views, soaring ceilings, and abundant natural light throughout. Set on 4.13 acres, the estate is surrounded by nature and features a variety of premium amenities, including private walking paths, Zen gardens, bridges over streams, a dedicated pond and waterfall, and a tennis court. For

  Hannelore Kaplan William Raveis Real Estate

  160 Lantern Ridge Rd, New Canaan, CT 06840
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  /5

  $1,699,000

  • Land
  • 4.75 Acres
  • $357,684 per Acre

  533L N Wilton Rd, New Canaan, CT 06840

  Breathtaking waterfront acreage. High flat land w/ meadow, pond, stone walls.

  Mitchell Moore Brown Harris Stevens

  533L N Wilton Rd, New Canaan, CT 06840
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  /40

  $8,997,000

  New Construction

  • 7 Beds
  • 9.5 Baths
  • 13,026 Sq Ft

  259 Frogtown Rd, New Canaan, CT 06840

  FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting -

  Mar Jennings Higgins Group Bedford Square

  259 Frogtown Rd, New Canaan, CT 06840
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  /4

  $5,174,000

  • Land
  • 13.09 Acres
  • $395,264 per Acre

  469, 531,533 N Wilton Rd, New Canaan, CT 06840

  Lifetime opportunity to create your own private dream estate on 13 magnificent waterfront acres with gorgeous views. Property includes a variety of flat, wooded and open land with stone walls. A rare country setting on a very large property with close access to lovely New Canaan town and NYC commute. Property combines listings for 469, 531 and 533 North Wilton Road. The Assessment and Taxes are

  Mitchell Moore Brown Harris Stevens

  469, 531,533 N Wilton Rd, New Canaan, CT 06840
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  /15

  $2,200,000

  $100K PRICE INCREASE

  • Land
  • 2.14 Acres
  • $1,028,037 per Acre

  140L Carter St, New Canaan, CT 06840

  Beautiful level property with approved seven bedroom septic. Buy as land or build custom home. All septic, engineering and drainage plans complete. Ready to build!

  Mitchell Moore Brown Harris Stevens

  140L Carter St, New Canaan, CT 06840
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  /38

  $2,195,000

  • 5 Beds
  • 3 Baths
  • 5,658 Sq Ft

  2 Sleepy Hollow Rd, New Canaan, CT 06840

  Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled

  Leslie Razook William Pitt Sotheby's Int'l

  2 Sleepy Hollow Rd, New Canaan, CT 06840
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  /38

  $1,849,000

  • 4 Beds
  • 2.5 Baths
  • 3,224 Sq Ft

  463 White Oak Shade Rd, New Canaan, CT 06840

  Welcome to this beautifully maintained four-bedroom residence in the heart of New Canaan, where timeless New England colonial architecture is thoughtfully paired with modern comfort and refined living. Privately set on a picturesque property, this inviting home offers an ideal balance of entertaining spaces, everyday functionality, and unparalleled convenience. The sun-filled main level is

  Wendy Werneburg William Raveis Real Estate

  463 White Oak Shade Rd, New Canaan, CT 06840
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  /39

  $1,895,000

  • 4 Beds
  • 5 Baths
  • 4,550 Sq Ft

  91 Lantern Ridge Rd, New Canaan, CT 06840

  Exceptional contemporary home featuring an open, modern floor plan and 4,550 square feet of finished living space. Situated on a private, gated, and fully fenced two-acre level lot, this residence is located in a highly sought-after, quiet cul-de-sac. The interior boasts an impressive two-story foyer leading to a well-appointed layout. The main level includes a formal dining room, a living room

  Hannelore Kaplan William Raveis Real Estate

  91 Lantern Ridge Rd, New Canaan, CT 06840
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  /40

  $25,500,000

  • 9 Beds
  • 14 Baths
  • 14,266 Sq Ft

  104 Dans Hwy, New Canaan, CT 06840

  Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a

  Leslie Razook William Pitt Sotheby's Int'l

  104 Dans Hwy, New Canaan, CT 06840
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  /35

  $2,795,000

  • 5 Beds
  • 3.5 Baths
  • 5,532 Sq Ft

  171 Proprietors Crossing, New Canaan, CT 06840

  Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through

  Jaime Sneddon William Pitt Sotheby's Int'l

  171 Proprietors Crossing, New Canaan, CT 06840
• 

  

  /3

  $1,625,000

  $50K PRICE INCREASE

  • Land
  • 2 Acres
  • $812,500 per Acre

  470 Frogtown Rd Unit Lot 2, New Canaan, CT 06840

  Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location. Access to property from Welles Lane.

  Mitchell Moore Brown Harris Stevens

  470 Frogtown Rd Unit Lot 2, New Canaan, CT 06840
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  /5

  $1,850,000

  • Land
  • 2.78 Acres
  • $665,468 per Acre

  531L N Wilton Rd, New Canaan, CT 06840

  Beautiful flat waterfront acreage - never developed, with magnificent reservoir views. Access to property provided by right of way from 469 North Wilton Road, access road is unpaved but roughed in and visible.

  Mitchell Moore Brown Harris Stevens

  531L N Wilton Rd, New Canaan, CT 06840
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  /5

  $2,100,000

  $100K PRICE INCREASE

  • Land
  • 2 Acres
  • $1,050,000 per Acre

  136L Carter St, New Canaan, CT 06840

  Beautiful level property with approved seven bedroom septic. Buy as land or build custom home. All septic, engineering and drainage plans complete. Ready to Build!

  Mitchell Moore Brown Harris Stevens

  136L Carter St, New Canaan, CT 06840
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  /4

  $2,495,000

  • Land
  • 2.16 Acres
  • $1,155,093 per Acre

  122 Brookwood Ln, New Canaan, CT 06840

  A generational opportunity to create your dream, custom home on an oversized 2.16 acre parcel on a quiet cul-de-sac in a tranquil neighborhood among other fine homes marked with mature trees and flowing brooks with close proximity to town, train, Country Club of New Canaan and NC Field Club. An open canvas in a rarely available ultimate location.

  James Hoffman Houlihan Lawrence

  122 Brookwood Ln, New Canaan, CT 06840
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  /15

  $1,995,000

  • Land
  • 2.31 Acres
  • $863,636 per Acre

  158L Carter St, New Canaan, CT 06840

  Beautiful level property with approved five bedroom septic. Buy as land or build custom home. All engineering and drainage plans complete. Ready To Build! Flat land with stone walls.

  Mitchell Moore Brown Harris Stevens

  158L Carter St, New Canaan, CT 06840
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  /27

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  44 Benedict Hill Rd, New Canaan, CT 06840

  Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

  John-Michael Rachinsky-Wood Harbor Bridge Realty

  44 Benedict Hill Rd, New Canaan, CT 06840
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  /30

  $1,560,000

  $135K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,671 Sq Ft

  12 Gerdes Rd, New Canaan, CT 06840

  A classic 18th-century New England farmhouse, reimagined for the 21st century after a comprehensive five-year renovation. Thoughtfully modernized, the home retains its original character while seamlessly integrating contemporary comforts and style. Light-filled, open living spaces create an airy, modern feel, grounded by whitewashed Douglas fir flooring and anchored by a large, updated kitchen

  Jennifer Farnum Compass Connecticut, LLC

  12 Gerdes Rd, New Canaan, CT 06840
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  /10

  $1,895,000

  • Land
  • 2.49 Acres
  • $761,044 per Acre

  152L Carter St, New Canaan, CT 06840

  Beautiful level property with appoved five bedroom septic. Buy as land or build custom home. All engineering and drainage plans complete. Ready To Build!

  Mitchell Moore Brown Harris Stevens

  152L Carter St, New Canaan, CT 06840
• 

  

  /22

  $6,395,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 10,295 Sq Ft

  729 Smith Ridge Rd, New Canaan, CT 06840

  Newly completed, gorgeous and with every luxury feature imaginable, 729 Smith Ridge Rd is a sun-drenched modern colonial, convenient to New Canaan town center, yet privately located in the estate section of Smith Ridge. A gated, dramatic approach sets the stage for the epitome of modern luxury inside: oversized windows, 10 foot ceilings, a show-stopping chef's kitchen, an elevator to all four

  Amanda Bryan Compass Connecticut, LLC

  729 Smith Ridge Rd, New Canaan, CT 06840
• 

  /2

  $1,300,000

  • Land
  • 1.98 Acres
  • $656,566 per Acre

  0 Lantern Ridge Rd, New Canaan, CT 06840

  Build your dream home on a quiet cul-de-sac overlooking Milne Lake. This rare vacant property offers a serene setting with stunning reservoir views, combining natural beauty with exceptional convenience. Located in a premier New Canaan neighborhood, this tree-lined spot is perfect for walking, biking, and enjoying nearby nature reserves. While it feels worlds away from the bustle, it is only

  Hannelore Kaplan William Raveis Real Estate

  0 Lantern Ridge Rd, New Canaan, CT 06840
• 

  

  /40

  $5,995,000

  • 5 Beds
  • 7 Baths
  • 6,588 Sq Ft

  211 Oenoke Ridge, New Canaan, CT 06840

  Located on prestigious Oenoke Ridge in the heart of New Canaan, this spectacular modern farmhouse represents the pinnacle of luxury living, offering exceptional craftsmanship, designer finishes, and every high-end amenity imaginable. Perfectly positioned just moments from the New Canaan Nature Center, scenic walking trails, and a short stroll via sidewalks to the Village's renowned restaurants,

  Melissa Rwambuya William Raveis Real Estate

  211 Oenoke Ridge, New Canaan, CT 06840

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