Canaan, CT Homes

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  /33

  $369,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  37 Greene Ave, Canaan, CT 06018

  Welcome home to this beautifully maintained 1,332 sq ft, 7-room gem nestled in the charming town of North Canaan. Set on a lightly wooded half-acre lot, this sun-filled home offers the perfect blend of comfort, style, and space. Step inside to find neutral tones and elegant decor that create a warm, inviting atmosphere throughout. In addition to three comfortable bedrooms and one full updated

  Jennifer Albanesi Berkshire Hathaway NE Prop.

  37 Greene Ave, Canaan, CT 06018
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• 

  $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

  Current Estimated Value $327,688

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  Unlisted Address
• 

  Est $467,262 Not Listed For Sale

  20 Clayton Rd, Canaan, CT 06018

  • 3 Beds
  • 1.5 Baths
  • 1,988 Sq Ft
  • Built 1944

  20 Clayton Rd, Canaan, CT 06018

  Last Sold Summary

  • 20% Above List Price
  • $196/SF
  • 189 Days On Market

  Last Sold Price $390,000

  Last Listing Agent David Mallison William Pitt
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  /10

  $800,000

  • Land
  • 34.46 Acres
  • $23,215 per Acre

  198-1 Beebe Hill Rd, Canaan, CT 06031

  This incredible 34+ acre parcel has a new access from the town road; this lot has been subdivided from a former 72 acre parcel. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you one of the nicest views in Litchfield County, near the top of Beebe Hill itself. New perc tests have been done and approved. This is an estate site, with views into

  David Mallison William Pitt Sotheby's Int'l

  198-1 Beebe Hill Rd, Canaan, CT 06031
• 

  $235,000 Sold Mar 19, 2026

  24 E Main St, Canaan, CT 06018

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Below List Price
  • $196/SF
  • 59 Days On Market

  Current Estimated Value $241,609

  Last Listing Agent Victor Santana Santana Realty Group LLC

  24 E Main St, Canaan, CT 06018
• 

  Est $590,921 Not Listed For Sale

  36 Lime Rock Station, Falls Village, CT 06031

  • 3 Beds
  • 2.5 Baths
  • 1,863 Sq Ft
  • Built 1878

  36 Lime Rock Station, Falls Village, CT 06031

  Last Sold Summary

  • 18% Above List Price
  • $268/SF
  • 26 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Elvia Gignoux William Pitt
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  /17

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 2,603 Sq Ft

  10 College Hill Rd, Canaan, CT 06018

  Privacy and Winter Views - This is a sweet Cape at the end of a private road. Features include a large Great Room with Living Room, Dining Area, and Kitchen, plus Mudroom with half Bath. The Primary Bedroom is on the Main Floor with Full Bath and walk-in closet, and 2 additional Bedrooms and a Full Bath are on the Second Floor. A large finished Family Room on the Lower Level with a Full Bath /

  Juliet Moore Elyse Harney Real Estate

  10 College Hill Rd, Canaan, CT 06018
• 

  $430,000 Sold Nov 13, 2025

  77 Clayton Rd, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Above List Price
  • $256/SF
  • 14 Days On Market

  Current Estimated Value $389,276

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  77 Clayton Rd, Canaan, CT 06018
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  Est $245,911 Not Listed For Sale

  47 E Main St, Canaan, CT 06018

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft
  • Built 1925

  47 E Main St, Canaan, CT 06018

  Last Sold Summary

  • 5% Above List Price
  • $266/SF
  • 25 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC
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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 home are so fabulous! There are 6 fireplaces and a Scandinavian tile stove in the Main House, a paneled 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
• 

  $600,000 Sold Feb 03, 2026

  62 Railroad St, Falls Village, CT 06031

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft
  • Built 1874

  Last Sold Summary

  • 8% Below List Price
  • $244/SF
  • 491 Days On Market

  Current Estimated Value $595,305

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

  62 Railroad St, Falls Village, CT 06031
• 

  Est $265,145 Not Listed For Sale

  16 Barlow St, Canaan, CT 06018

  • 3 Beds
  • 1 Bath
  • 1,532 Sq Ft
  • Built 1877

  16 Barlow St, Canaan, CT 06018

  Last Sold Summary

  • 3% Above List Price
  • $168/SF
  • 111 Days On Market

  Last Sold Price $258,000

  Last Listing Agent Lisa McCarthy Coldwell Banker Realty
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  /13

  $150,000 Pending

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft

  180 Sand Rd, Falls Village, CT 06031

  Investor Take Notice! Opportunity awaits at 180 Sand Rd, Canaan, CT. This 2-bedroom, 1-bath ranch is ready to be brought back to life and reimagined. Set on 2.95 private acres, the property also includes an adjoining 2.13-acre lot (Unique ID: 14100714 | Map Block Lot: 11-44), offering a rare chance to expand or build in a peaceful, rural setting. Make no mistake-this home needs work-but the

  Jorge Deleston Berkshire Hathaway NE Prop.

  180 Sand Rd, Falls Village, CT 06031
• 

  $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 $230,409

  Last Listing Agent Derek Greene Derek Greene

  18 Patty Ln, Canaan, CT 06018
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  Not Listed For Sale

  135 Canaan Mountain Rd, Falls Village, CT 06031

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft
  • Built 2006

  135 Canaan Mountain Rd, Falls Village, CT 06031

  Last Sold Summary

  • $240/SF
  • 412 Days On Market

  Last Sold Price $215,000

  Last Listing Agent John Harney William Pitt
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  /24

  $198,500

  • 2 Beds
  • 1.5 Baths
  • 890 Sq Ft

  70 Church St Unit D1, Canaan, CT 06018

  Skip the renovations and move straight into this chic, end-unit townhouse where "new" is the recurring theme. Every inch of this 2BR condo has been curated for modern tastes, featuring all-new flooring, sleek cabinetry, and stone counters. The open, light-filled layout is complemented by a fresh designer palette and brand-new stainless appliances. The dry basement level with high ceilings is

  David Mallison William Pitt Sotheby's Int'l

  70 Church St Unit D1, Canaan, CT 06018
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  $475,000 Sold Dec 31, 2025

  33 Granite Ave, Canaan, CT 06018

  • 5 Beds
  • 2 Baths
  • 2,494 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Above List Price
  • $190/SF
  • 57 Days On Market

  Current Estimated Value $478,905

  Last Listing Agent Daniel Smith Raynard & Peirce Realty,LLC

  33 Granite Ave, Canaan, CT 06018
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  Est $614,434 Not Listed For Sale

  12 Battle Hill Rd, Falls Village, CT 06031

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • Built 1846

  12 Battle Hill Rd, Falls Village, CT 06031

  Last Sold Summary

  • 4% Below List Price
  • $396/SF
  • 83 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Laurie Dunham William Pitt
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  /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
• 

  $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

  Current Estimated Value $604,456

  Last Listing Agent Cynthia Hochswender Christie's International Real Estate

  36 Kellogg Rd, Falls Village, CT 06031
• 

  Est $507,183 Not Listed For Sale

  11 Route 7 N, Falls Village, CT 06031

  • 3 Beds
  • 1.5 Baths
  • 1,736 Sq Ft
  • Built 1920

  11 Route 7 N, Falls Village, CT 06031

  Last Sold Summary

  • 61% Above List Price
  • $181/SF
  • 129 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Amy Danis William Pitt
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  /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
• 

  $280,000 Sold Feb 24, 2026

  246 Ashley Falls Rd, Canaan, CT 06018

  • 4 Beds
  • 2 Baths
  • 2,214 Sq Ft
  • Built 1800

  Last Sold Summary

  • 24% Below List Price
  • $126/SF
  • 95 Days On Market

  Current Estimated Value $310,082

  Last Listing Agent Roberta Green Elyse Harney Real Estate

  246 Ashley Falls Rd, Canaan, CT 06018
• 

  Est $363,667 Not Listed For Sale

  79 Old Turnpike Rd, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1880

  79 Old Turnpike Rd, Canaan, CT 06018

  Last Sold Summary

  • 17% Above List Price
  • $176/SF
  • 334 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Holly Leibrock Elyse Harney Real Estate
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  /13

  $220,000 Pending

  • 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
• 

  $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

  Current Estimated Value $213,704

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  12 Barlow St, Canaan, CT 06018
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  Est $365,318 Not Listed For Sale

  62 Granite Ave, Canaan, CT 06018

  • 5 Beds
  • 3,004 Sq Ft
  • Built 1889

  62 Granite Ave, Canaan, CT 06018

  Last Sold Summary

  • 11% Above List Price
  • $110/SF
  • 343 Days On Market

  Last Sold Price $329,000

  Last Listing Agent David Mallison William Pitt
• 

  

  /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
• 

  $300,000 Sold Mar 16, 2026

  182 Church St, Canaan, CT 06018

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $244/SF
  • 271 Days On Market

  Current Estimated Value $289,304

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  182 Church St, Canaan, CT 06018
• 

  Est $323,242 Not Listed For Sale

  305 N Elm St, Canaan, CT 06018

  • 4 Beds
  • 2 Baths
  • 1,849 Sq Ft
  • Built 2004

  305 N Elm St, Canaan, CT 06018

  Last Sold Summary

  • 4% Above List Price
  • $168/SF
  • 47 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Jennifer Good Raynard & Peirce Realty,LLC
• 

  

  /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
• 

  $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
• 

  Est $346,446 Not Listed For Sale

  53 Granite Ave, Canaan, CT 06018

  • 4 Beds
  • 1.5 Baths
  • 1,856 Sq Ft
  • Built 1885

  53 Granite Ave, Canaan, CT 06018

  Last Sold Summary

  • 15% Above List Price
  • $162/SF
  • 37 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC
• 

  

  /39

  $274,000 Pending

  • 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
• 

  $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
• 

  Est $283,511 Not Listed For Sale

  130 Church St, Canaan, CT 06018

  • 3 Beds
  • 1.5 Baths
  • 1,659 Sq Ft
  • Built 1905

  130 Church St, Canaan, CT 06018

  Last Sold Summary

  • 35% Above List Price
  • $127/SF
  • 88 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC
• 

  

  /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
• 

  $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 $289,986

  Last Listing Agent Suzie Larson Turning Point Realty, LLC

  58 Barlow St, Canaan, CT 06018
• 

  Est $187,252 Not Listed For Sale

  12 Bond St, Canaan, CT 06018

  • 3 Beds
  • 1 Bath
  • 1,376 Sq Ft
  • Built 1932

  12 Bond St, Canaan, CT 06018

  Last Sold Summary

  • 213% Above List Price
  • $44/SF
  • 42 Days On Market

  Last Sold Price $59,900

  Last Listing Agent Karan Garewal Winwin Realty
• 

  

  /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

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