27 E Main St, Canaan, CT 06018
OFF MARKET

27 E Main St
Canaan, CT 06018

North Canaan
  • 4 Beds
  • 1.5 Baths
  • 2,152 sqft (on 0.45 acres)

$353,100

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $2,381/mo*
Refinance Your Home

$353,100

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $2,381/mo*
Refinance Your Home
4 Beds
1.5 Baths
2,152 sqft
(on 0.45 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Charming four bedroom Victorian with nicely landscaped yard. One car attached garage. Beautiful hardwood floors throughout - newly refinished in living room, 20 x 20 Great Room with cathedral ceiling, fireplace with propane insert. Wood stove in kitchen. Full attic storage. Slate roof. Invisible fence in yard. Nice rear deck for entertaining. Paved driveway.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 27 E Main St

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1920Year Updated: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Victorian

Lot Information

Lot Area: 0.45 acres

Price History for 27 E Main St

DatePriceEventSource
03/26/2019$180,000Sold
Smart MLS #170081895
02/07/2019$195,000PendingAgent Provided
12/29/2018$195,000PriceChange
Agent Provided
09/10/2018$219,500PriceChange
Agent Provided
05/09/2018$225,000Listed For SaleAgent Provided
05/05/2015$200,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$4,680
Assessment$173,670
Home facts updated by county records

Comparable Sales for 27 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
24 East Main Street, Canaan, CT
0.18
Single-Family Home
$235,000
03/19/26
2
1
1,200
246 Ashley Falls Road, Canaan, CT
0.81
Single-Family Home
$280,000
02/24/26
4
2
2,214
91 Main St, North canaan, CT
0.60
Single-Family Home
$665,000
11/24/25
4
2
2,316
12 Barlow Street, Canaan, CT
0.63
Single-Family Home
$200,000
10/21/25
5
1.5
2,434
76 Prospect Street, Canaan, CT
0.65
Single-Family Home
$310,000
10/22/25
3
2
1,799
26 Granite Avenue, Canaan, CT
0.28
Single-Family Home
$595,000
04/30/26
5
3
2,750
18 Patty Lane, Canaan, CT
0.28
Single-Family Home
$233,300
06/09/25
2
1
696
182 Church Street, Canaan, CT
0.81
Single-Family Home
$300,000
03/16/26
3
1.5
1,232
68 East Main Street, Canaan, CT
0.42
Single-Family Home
$403,000
08/28/25
3
1.5
2,821
58 Barlow Street, Canaan, CT
0.74
Single-Family Home
$287,500
08/07/25
3
1.5
1,368

Nearby homes

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Assigned Schools

These are the assigned schools for 27 E Main St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

North Canaan
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about North Canaan

At least 14 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 93 % Say there's wildlife

  • 88 % Say kids play outside

  • 88 % Say there's holiday spirit

  • 88 % Say yards are well-kept

  • 82 % Say it's dog friendly

  • 80 % Say it's walkable to restaurants

  • 79 % Say car is needed

  • 70 % Say they plan to stay for at least 5 years

  • 69 % Say it's walkable to grocery stores

  • 66 % Say neighbors are friendly

  • 56 % Say streets are well-lit

  • 53 % Say people would walk alone at night

  • 42 % Say there are sidewalks

  • 33 % Say it's quiet

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Jules6638
    "There are lots of dog owners in the neighborhood and people walk their dogs all the time. Some of the neighbors dont like to hear dogs barking but that is only a few. Those of us that have dogs and cats as pets dont mind when dogs bark. "
    18
    Flag
  • Jules6638
    "I know my neighbors, we help each other out and watch out for each other. several houses are decorated for Christmas. we alert each other about bears and other wild animals."
    0
    Flag
  • Jules6638
    "I've lived in my neighborhood for 6 years and for the most part it's nice and safe. My neighbors watch out for each other and I feel safe to go on vacation knowing that someone has my back."
    0
    Flag

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Apartments for Rent

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Homes for sale near 27 E Main St

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Off Market Homes Near 27 E Main St

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Homes for rent near 27 E Main St

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27 E Main St, Canaan, CT 06018 is a 4 bedroom, 2 bathroom, 2,152 sqft single-family home built in 1920. 27 E Main St is located in North Canaan, Canaan. This property is not currently available for sale. 27 E Main St was last sold on Mar 26, 2019 for $180,000. The current Trulia Estimate for 27 E Main St is $353,100.