1,918

Canaan, CT Homes

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  • /26

    $1,750,000

    • 4 Beds
    • 3 Baths
    • 3,078 Sq Ft

    37 Lower Barrack Rd, Falls Village, CT 06031

    Extraordinary Property with 99+/- Acres in 10 Parcels The details of this Falls Village home are so fabulous! There are 5 fireplaces and a Scandinavian tile stove in the Main House, a Library filled with bookshelves, large Kitchen with a 4-oven AGA stove plus supplementary electric range, attached Greenhouse, large Deck overlooking the Brook, Dining Room, Study, 4 Bedrooms, 3 Full Baths, higher

    Juliet Moore Elyse Harney Real Estate

    37 Lower Barrack Rd, Falls Village, CT 06031
  • 27 Tobey Hill Rd, Canaan, CT 06018

    $630,000 Sold Aug 25, 2025

    27 Tobey Hill Rd, Canaan, CT 06018

    • 5 Beds
    • 3 Baths
    • 3,436 Sq Ft
    • Built 1790

    Last Sold Summary

    • 3% Below List Price
    • $183/SF
    • 73 Days On Market

    Current Estimated Value $640,318

    Last Listing Agent Tommy Connors Redfin Corporation

    27 Tobey Hill Rd, Canaan, CT 06018
  • /37

    $625,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,463 Sq Ft

    62 Railroad St, Falls Village, CT 06031

    "The Conductor's House" The northern 1/3 of this home is the local, authentic conductor's house built by the original Housatonic Railroad Company in 1874. The southern 2/3 of the home was added on in 2003, and both sections have been fully renovated in the Modern Farmhouse motif to blend the wonderful history with contemporary elements and style. Just about every surface has been altered with

    David Mallison William Pitt Sotheby's Int'l

    62 Railroad St, Falls Village, CT 06031
  • 305 Ashley Falls Rd, Canaan, CT 06018

    $68,000 Sold May 23, 2025

    305 Ashley Falls Rd, Canaan, CT 06018

    • Land
    • 1.2 Acres
    • $56,667 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 326 Days On Market

    Current Estimated Value $69,235

    Last Listing Agent Susan Belmonte Coldwell Banker Realty

    305 Ashley Falls Rd, Canaan, CT 06018
  • /5

    $449,900 Pending

    • 5 Beds
    • 2 Baths
    • 2,494 Sq Ft

    33 Granite Ave, Canaan, CT 06018

    Charming 5-Bed Village Colonial in the Heart of North Canaan Set in a desirable sidewalk neighborhood, this fully renovated Colonial blends timeless charm with modern comfort. Updates include new electrical, plumbing, replastered walls, refinished main-level floors, all-new baths, and a stunning kitchen. Freshly painted throughout, it's move-in ready. A welcoming front porch opens to a

    Daniel Smith Raynard & Peirce Realty,LLC

    33 Granite Ave, Canaan, CT 06018
  • Unlisted Address

    $310,000 Sold Oct 22, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 1,799 Sq Ft
    • Built 1907

    Last Sold Summary

    • 10% Below List Price
    • $172/SF
    • 52 Days On Market

    Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

    Unlisted Address
  • /22

    $369,000

    • 4 Beds
    • 2 Baths
    • 2,214 Sq Ft

    246 Ashley Falls Rd, Canaan, CT 06018

    Welcome to this Spacious 4-bedroom, 2-bathroom Colonial offering 2,214 sq. ft of inviting living space on a .44-acre in-town lot in the heart of North Canaan. Step inside to a spacious country kitchen, perfect for family gatherings. The bright and airy floor plan features multiple living areas with plenty of natural light and traditional charm throughout. Upstairs, you will find generous

    Roberta Green Elyse Harney Real Estate

    246 Ashley Falls Rd, Canaan, CT 06018
  • 18 Patty Ln, Canaan, CT 06018

    $233,300 Sold Jun 09, 2025

    18 Patty Ln, Canaan, CT 06018

    • 2 Beds
    • 1 Bath
    • 696 Sq Ft
    • Built 1940

    Last Sold Summary

    • 1% Above List Price
    • $335/SF
    • 151 Days On Market

    Current Estimated Value $227,218

    Last Listing Agent Derek Greene Derek Greene

    18 Patty Ln, Canaan, CT 06018
  • /7

    $215,000

    • Land
    • 5 Acres
    • $43,000 per Acre

    198-3 Beebe Hill Rd, Canaan, CT 06031

    This affordable 5 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south southwest to the south southeast. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings,

    David Mallison William Pitt Sotheby's Int'l

    198-3 Beebe Hill Rd, Canaan, CT 06031
  • 36 Kellogg Rd, Falls Village, CT 06031

    $599,000 Sold Dec 19, 2025

    36 Kellogg Rd, Falls Village, CT 06031

    • 2 Beds
    • 2 Baths
    • 2,228 Sq Ft
    • Built 1996

    Last Sold Summary

    • $269/SF
    • 99 Days On Market

    Last Listing Agent Cynthia Hochswender Christie's International Real Estate

    36 Kellogg Rd, Falls Village, CT 06031
  • /14

    $650,000

    • Land
    • 27.96 Acres
    • $23,247 per Acre

    198-2 Beebe Hill Rd, Canaan, CT 06031

    This stunning 29+ acre lot is part of a subdivision from a much larger parcel. It has a new access from the road. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you up to a secluded open meadow high on a hill with protected views to the west northwest. New perc tests have been completed and approved. This is a special site, with no clearing needed,

    David Mallison William Pitt Sotheby's Int'l

    198-2 Beebe Hill Rd, Canaan, CT 06031
  • 15 Marilyn Dr, Canaan, CT 06018

    $475,000 Sold Feb 28, 2025

    15 Marilyn Dr, Canaan, CT 06018

    • 4 Beds
    • 2.5 Baths
    • 2,162 Sq Ft
    • Built 1986

    Last Sold Summary

    • 18% Below List Price
    • $220/SF
    • 195 Days On Market

    Current Estimated Value $511,817

    Last Listing Agent John Harney William Pitt Sotheby's Int'l

    15 Marilyn Dr, Canaan, CT 06018
  • /13

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft

    41 Prospect St, Canaan, CT 06018

    Looking for small town charm, a country home, investment property or weekend retreat? This one level, three bedroom, two bath home is waiting for your creative vision. Situated on a quiet street, filled with natural light, hardwood flooring, enclosed front porch and detached garage. Just minutes to local shops, short drive to the Berkshires and a great location for outdoor enthusiasts. This home

    Dawn Sanderson Northwest CT Realty

    41 Prospect St, Canaan, CT 06018
  • 140 W Main St, Canaan, CT 06018

    $300,000 Sold Jan 03, 2025

    140 W Main St, Canaan, CT 06018

    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft
    • Built 1920

    Last Sold Summary

    • 8% Below List Price
    • $218/SF
    • 66 Days On Market

    Current Estimated Value $320,745

    Last Listing Agent Linda Ganem Borla & Associates Real Estate

    140 W Main St, Canaan, CT 06018
  • /40

    $2,695,000

    • 3 Beds
    • 3 Baths
    • 2,796 Sq Ft

    89 Under Mountain Rd, Falls Village, CT 06031

    This stunning, Architecturally Designed Modern home was newly constructed in 2022 boasts being an energy-efficient passive house with an Energy Recovery System. No detail has been overlooked! Every decision was made with great thought and with the highest quality craftsmanship. This home is located on 58+ acres, with its own private hiking trails, a brook at the edge of the property, a mountain

    Liza Reiss Elyse Harney Real Estate

    89 Under Mountain Rd, Falls Village, CT 06031
  • 10 Railroad St, Canaan, CT 06018

    $295,000 Sold Feb 28, 2025

    10 Railroad St, Canaan, CT 06018

    • 2 Beds
    • 1.5 Baths
    • 1,900 Sq Ft
    • Built 1845

    Last Sold Summary

    • 6% Below List Price
    • $155/SF
    • 97 Days On Market

    Current Estimated Value $314,591

    Last Listing Agent Liza Reiss Elyse Harney Real Estate

    10 Railroad St, Canaan, CT 06018
  • /6

    $120,000

    • Land
    • 5.41 Acres
    • $22,181 per Acre

    00 N Elm St, Canaan, CT 06018

    Here is a rare chance to own an affordable 5.41 ac parcel of land in North Canaan, a village in the Litchfield Hills. Its Location on a secondary town road offers public utilities from the street. The wooded lot shares a border with CT State land and is accessed by a deeded right of way. Just minutes from what both Litchfield and Berkshire counties offer - shopping, outdoor activities, fine

    MICHAEL CONLOGUE William Pitt Sotheby's Int'l

    00 N Elm St, Canaan, CT 06018
  • 12 Barlow St, Canaan, CT 06018

    $200,000 Sold Oct 21, 2025

    12 Barlow St, Canaan, CT 06018

    • 5 Beds
    • 1.5 Baths
    • 2,434 Sq Ft
    • Built 1877

    Last Sold Summary

    • 5% Above List Price
    • $82/SF
    • 10 Days On Market

    Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

    12 Barlow St, Canaan, CT 06018
  • /39

    $274,000

    • 2 Beds
    • 1 Bath
    • 1,616 Sq Ft

    65 E Main St, Canaan, CT 06018

    Beautifully remodeled 2-bedroom Colonial in North Canaan! This 1,616 sq ft single-family home blends classic charm with modern updates. Set on a spacious 0.33-acre lot with a fenced yard and sloping landscape, the property offers 5 total rooms, 1 full bath, and an updated, bright interior featuring a cozy fireplace, fresh finishes, and contemporary touches throughout. Classic wood siding and a

    Alex King Lock and Key Realty, Inc

    65 E Main St, Canaan, CT 06018
  • 46 Old Turnpike Rd N, Canaan, CT 06018

    $450,500 Sold Dec 19, 2025

    46 Old Turnpike Rd N, Canaan, CT 06018

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $271/SF
    • 28 Days On Market

    Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

    46 Old Turnpike Rd N, Canaan, CT 06018
  • /15

    $275,000

    • Land
    • 41.92 Acres
    • $6,560 per Acre

    66 Barnes Rd, Falls Village, CT 06031

    Discover the perfect blend of tranquility and opportunity with this newly listed 41+ acre residential lot in scenic Falls Village. Situated on a quiet secondary road, this lightly wooded property offers a rare chance to build your dream home in one of Connecticut's most picturesque areas. The land includes an approved 2.4-acre separate parcel, with the remaining acreage offering potential for

    Carol Staats Elyse Harney Real Estate

    66 Barnes Rd, Falls Village, CT 06031
  • 72 N Elm St Unit 2E, Canaan, CT 06018

    $146,500 Sold Dec 19, 2025

    72 N Elm St Unit 2E, Canaan, CT 06018

    • 1 Bed
    • 1 Bath
    • 714 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $205/SF
    • 30 Days On Market

    Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

    72 N Elm St Unit 2E, Canaan, CT 06018
  • /27

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,784 Sq Ft

    163 Dublin Rd, Falls Village, CT 06031

    Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired farmhouse offers magnificent western views to Falls Mountain and beyond. Recently renovated by a nationally recognized decorating editor and landscaped by an acclaimed garden designer, this timeless Litchfield County property seamlessly blends historic character with sophisticated modern touches. The

    Thomas Callahan Elyse Harney Real Estate

    163 Dublin Rd, Falls Village, CT 06031
  • 58 Barlow St, Canaan, CT 06018

    $287,500 Sold Aug 07, 2025

    58 Barlow St, Canaan, CT 06018

    • 3 Beds
    • 1.5 Baths
    • 1,368 Sq Ft
    • Built 1930

    Last Sold Summary

    • 1% Below List Price
    • $210/SF
    • 36 Days On Market

    Current Estimated Value $290,109

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    58 Barlow St, Canaan, CT 06018
  • /17

    $359,900

    • 2 Beds
    • 2 Baths
    • 2,127 Sq Ft

    277 Ashley Falls Rd, Canaan, CT 06018

    A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the

    John Harney William Pitt Sotheby's Int'l

    277 Ashley Falls Rd, Canaan, CT 06018
  • 151 Sand Rd, Canaan, CT 06018

    $89,250 Sold Jul 31, 2025

    151 Sand Rd, Canaan, CT 06018

    • Land
    • 2.1 Acres
    • $42,500 per Acre

    Last Sold Summary

    • 38% Below List Price
    • 120 Days On Market

    Current Estimated Value $132,300

    Last Listing Agent David Mallison William Pitt Sotheby's Int'l

    151 Sand Rd, Canaan, CT 06018

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