27 E Main St, Canaan, CT 06018
Property image
Property image
OFF MARKET

27 E Main St
Canaan, CT 06018

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

$351,100

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,392/mo*
Refinance Your Home

$351,100

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,392/mo*
Refinance Your Home
4 Beds
1.5 Baths
2,152 sqft
(on 0.45 acres)

Home Value

Trulia Estimate
$351K
Since last month
Decreased$2K (-0.5%)
Since last year
Increased$14K (+4.1%)
Since last sale
Increased$171K (+95.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +78% in the last 10 years
MonthEstimated value
2026
August 2026$351K
July 2026$353K
June 2026$357K
May 2026$359K
April 2026$347K
March 2026$338K
February 2026$330K
January 2026$329K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 Granite Avenue, Canaan, CT
0.32
Single-Family Home
$475,000
12/31/25
5
2
2,494
24 East Main Street, Canaan, CT
0.18
Single-Family Home
$235,000
03/19/26
2
1
1,200
31 Granite Ave, Canaan, CT
0.39
Single-Family Home
$360,000
06/24/26
3
2
2,160
49 Reed Street, Canaan, CT
0.65
Single-Family Home
$158,500
08/10/26
3
2
1,736
59 Prospect St, Canaan, CT
0.66
Single-Family Home
$300,000
06/29/26
3
2
1,511
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

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
147 Lower Road, East Canaan, CT 06024
0.15
-
-
-
-
Off Market
117 Lower Road, East Canaan, CT 06024
0.15
$300,400
3
1
1,472
Off Market
136 Lower Road, East Canaan, CT 06024
0.16
$839,300
3
3.5
1,383
Off Market
152 Lower Road, East Canaan, CT 06024
0.16
$320,200
3
1
1,695
Off Market
24 East Main Street, Canaan, CT 06018
0.18
$235,000
2
1
1,200
Recently Sold
80 North Elm #F, Canaan, CT 06018
0.27
$185,400
2
2
780
Off Market
26 Granite Avenue, Canaan, CT 06018
0.28
$595,000
5
3
2,750
Recently Sold
18 Patty Lane, Canaan, CT 06018
0.28
$248,800
2
1
696
Off Market
25 Granite Avenue, Canaan, CT 06018
0.29
$684,500
4
3.5
2,524
Off Market
72 North Elm Street #1C, Canaan, CT 06018
0.30
$194,900
2
1.5
958
Off Market
72 North Elm Street APT 2A, Canaan, CT 06018
0.30
$190,000
2
1.5
966
Recently Sold
72 North Elm Street APT 2E, Canaan, CT 06018
0.30
$146,500
1
1
714
Recently Sold

Local Information

  • Map ViewExplore the area around 27 E Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Lot Size
0.45 acres
Living Area
2,152 sqft
Price/Sqft
$163
Parking
Garage

About this House

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.
27 E Main St, Canaan, CT 06018 is a 4 bedroom, 2 bathroom, 2,152 sqft single-family home in North Canaan, built in 1920. It last sold for $180,000 on Mar 26, 2019. It is currently off market. The Trulia Estimate is $351,100, with a rent estimate of $2,674/month.

Home Details for 27 E Main St

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: OilHeating Fuel: Oil
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 and Tax history

DateEventPrice
Mar 26, 2019
Source: Smart MLS #170081895
Sold
$180,000
Feb 7, 2019
Source: Agent Provided
Pending
$195,000
Dec 29, 2018
Source: Agent Provided
PriceChange
$195,000
Price decreased by 11%
Sep 10, 2018
Source: Agent Provided
PriceChange
$219,500
Price decreased by 2%
May 9, 2018
Source: Agent Provided
Listed For Sale
$225,000

Market trends in Canaan

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
16
1MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 27 E Main St

  • What is 27 E Main St estimated to be worth?
    Trulia's estimated value for 27 E Main St in Canaan, CT is $351,100.
  • What is the price history for 27 E Main St?
    27 E Main St in Canaan, CT last sold for $180,000 in March 2019.
  • Is Canaan a buyer's or seller's market?
    Canaan is currently a balanced market, based on recent for-sale activity.
  • What do residents say about the North Canaan neighborhood?
    Residents describe the North Canaan neighborhood in Canaan, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in North Canaan, Canaan.
  • How big is the lot at 27 E Main St?
    The lot at 27 E Main St in Canaan, CT is about 0.45 acres (19,602 sq ft).
  • Does 27 E Main St have a garage?
    Yes, 27 E Main St in Canaan, CT has a garage.

Apartments for Rent

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Off Market Homes Near 27 E Main St

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