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New Canaan, CT Homes for Sale with Acreage

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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,

    Agent Photo

    Richard Breglia

    Coldwell Banker Realty

    (203) 721-7670

    760 Valley Rd, New Canaan, CT 06840
  • /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

    Agent Photo

    Danielle Malloy

    Serhant Connecticut, LLC

    (475) 241-0980

    62 Summersweet Ln, New Canaan, CT 06840
  • /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

    Agent Photo

    Richard Breglia

    Coldwell Banker Realty

    (203) 349-8841

    67 Carter St, New Canaan, CT 06840
  • /38

    $4,150,000 Open Sat 1PM - 3PM

    • 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
  • /40

    $4,395,000

    • 5 Beds
    • 5.5 Baths
    • 6,557 Sq Ft

    1191 Oenoke Ridge, New Canaan, CT 06840

    Step into timeless sophistication at this breathtaking Neoclassical estate, ideally located on over 4 pristine acres in one of New Canaan's most sought-after locations. Offering 6,557 square feet of beautifully refined living space, this extraordinary home effortlessly balances classic architectural elegance with the comforts of modern luxury. Thoughtfully redesigned and expanded between 2010 and

    Diane Jenkins Houlihan Lawrence

    1191 Oenoke Ridge, New Canaan, CT 06840
  • /35

    $3,495,000

    • 4 Beds
    • 6 Baths
    • 6,114 Sq Ft

    346 Frogtown Rd, New Canaan, CT 06840

    This stunning shingle and stone Colonial perfectly blends traditional architecture with modern luxury amenities, offering a resort-at-home lifestyle while maintaining close-to-town convenience. The heart of the home is a brand-new Deane kitchen, featuring an oversized center island, high-end side-by-side refrigerator/freezer, two sinks, two dishwashers, and a premium range. This space is

    Hannelore Kaplan William Raveis Real Estate

    346 Frogtown Rd, New Canaan, CT 06840
  • /28

    $5,500,000

    • 7 Beds
    • 8 Baths
    • 8,194 Sq Ft

    757 Oenoke Ridge, New Canaan, CT 06840

    The "Legacy Estate" An Oenoke Ridge Masterpiece: The main brick residence captures the essence of Gilded Age elegance with 10-12 ft ceilings, eight fireplaces, a classic wrap-around-porch, and a porte-cochere. Spanning four finished levels, the main residence seamlessly blends original character with a significant three-story addition completed in 2012. The newer wing features a spacious

    Hannelore Kaplan William Raveis Real Estate

    757 Oenoke Ridge, New Canaan, CT 06840
  • /40

    $4,595,000 Open Sat 2PM - 4PM

    • 7 Beds
    • 10 Baths
    • 10,258 Sq Ft

    1421 Oenoke Ridge, New Canaan, CT 06840

    Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush

    Jaime Sneddon William Pitt Sotheby's Int'l

    1421 Oenoke Ridge, New Canaan, CT 06840
  • /37

    $4,199,000

    • 5 Beds
    • 10 Baths
    • 9,062 Sq Ft

    73 Lake Wind Rd, New Canaan, CT 06840

    Located in the desirable Lake Wind / Ponus Ridge corridor, this custom Colonial estate offers over 9,000 square feet of living space, thoughtfully rebuilt in 2010 and designed for both scale and comfort. The home features 5 bedrooms, 7 full and 3 half baths, six fireplaces (including one outdoor), and multiple porches, with select rooms showcasing cathedral ceilings. Set on 2.74 acres, the

    Gene Shklover AG Prime Realty

    73 Lake Wind Rd, New Canaan, CT 06840
  • /40

    $3,595,000

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

    245 Benedict Hill Rd, New Canaan, CT 06840

    A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle

    Melissa Jones Houlihan Lawrence

    245 Benedict Hill Rd, New Canaan, CT 06840
  • /35

    $7,750,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /9

    $4,800,000

    • Land
    • 4.91 Acres
    • $977,597 per Acre

    230 & 244 West Rd, New Canaan, CT 06840

    Artist renderings are for conceptual purposes only. Homes not included in this offering. Conceptual renderings by renowned architect Wadia Associates illustrate potential residences ranging from approximately 6,000 to 8,000+ square feet. Buyers may choose to work from these concepts or bring their own vision. This rare West Side offering includes two approved building lots totaling 4.91 acres,

    Christine Williams William Pitt Sotheby's Int'l

    230 & 244 West Rd, New Canaan, CT 06840
  • /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
  • /3

    $1,800,000

    • 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
  • /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
  • /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
  • /15

    $2,200,000

    • 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
  • /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
  • /5

    $2,100,000

    • 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
  • /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
  • /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
  • /5

    $1,625,000

    • Land
    • 5.56 Acres
    • $292,266 per Acre

    469L N Wilton Rd, New Canaan, CT 06840

    Fantastic level lot with water views and Brook on property. Right of way to Grupes Reservoir LLC.

    Mitchell Moore Brown Harris Stevens

    469L N Wilton Rd, New Canaan, CT 06840
  • /3

    $1,625,000

    • 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
  • /3

    $1,625,000

    • 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
  • /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
  • /40

    $2,488,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 7 Baths
    • 7,108 Sq Ft

    137 Linden Tree Rd, Wilton, CT 06897

    Welcome to 137 Linden Tree, a masterpiece of modern luxury and thoughtful upgrades in the heart of Wilton. This meticulously maintained home blends elegance, functionality, and high-end amenities for an extraordinary living experience. The property's curb appeal is striking, with a circular driveway, manicured lawns, curated plantings, and a full-property irrigation system. In the backyard, a

    Marion Filley Compass Connecticut, LLC

    137 Linden Tree Rd, Wilton, CT 06897
  • /37

    $13,000,000

    • 5 Beds
    • 10 Baths
    • 10,197 Sq Ft

    865 Hollow Tree Ridge Rd, Darien, CT 06820

    Set on 7 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational

    Ashley Dineen Compass Connecticut, LLC

    865 Hollow Tree Ridge Rd, Darien, CT 06820
  • /39

    $15,000,000

    • 5 Beds
    • 10 Baths
    • 10,197 Sq Ft

    865 Hollow Tree Ridge Rd, Darien, CT 06820

    Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house

    Ashley Dineen Compass Connecticut, LLC

    865 Hollow Tree Ridge Rd, Darien, CT 06820
  • /10

    $4,500,000

    • Land
    • 44.21 Acres
    • $101,787 per Acre

    0 Rolling Meadow Ln Unit ONEH6302491, Scotts Corners, NY 10576

    Exceptional 44-Acre Estate or Development Opportunity in Pound RidgeBuild your dream estate, spacious compound, or luxury residential enclave on this extraordinary 44-acre property just one hour from New York City. Set in the unspoiled natural beauty of Pound Ridge, the land is defined by the Mill River meandering through a landscape of mountain laurel, pine, and hemlock, creating a setting

    Catherine Workman Coldwell Banker Realty

    0 Rolling Meadow Ln Unit ONEH6302491, Scotts Corners, NY 10576

Home Trends in New Canaan, CT

Housing Trends

Median Sale Price
$2,445,000
Median Single Family Sale Price
$2,767,500
Median Townhouse Sale Price
$1,607,500
Median 2 Bedroom Sale Price
$1,524,000
Median 1 Bedroom Sale Price
$413,250
Average Price Per Sq Ft
$727
Number of Homes for Sale
35
Last 12 months Home Sales
282
Months of Supply
1.50
Median List Price
$2,495,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
34%
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