39 E Main St, Canaan, CT 06018
OFF MARKET

39 E Main St
Canaan, CT 06018

North Canaan
  • 2 Beds
  • 1 Bath
  • 1,022 sqft (on 0.60 acres)

$278,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $1,486/mo*
Refinance Your Home

$278,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $1,486/mo*
Refinance Your Home
2 Beds
1 Bath
1,022 sqft
(on 0.60 acres)

Home Value

Trulia Estimate
$278K
Since last month
Decreased$1K (-0.4%)
Since last year
Increased$14K (+5.1%)
Since last sale
Increased$178K (+176.4%)
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 +106% in the last 10 years
MonthEstimated value
2026
August 2026$279K
July 2026$280K
June 2026$281K
May 2026$285K
April 2026$275K
March 2026$268K
February 2026$266K
January 2026$263K
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
24 East Main Street, Canaan, CT
0.10
Single-Family Home
$235,000
03/19/26
2
1
1,200
49 Reed Street, Canaan, CT
0.89
Single-Family Home
$158,500
08/10/26
3
2
1,736
76 Prospect Street, Canaan, CT
0.84
Single-Family Home
$310,000
10/22/25
3
2
1,799
59 Prospect St, Canaan, CT
0.86
Single-Family Home
$300,000
06/29/26
3
2
1,511
22 Pease Street, Canaan, CT
0.80
Single-Family Home
$315,000
06/18/26
3
1.5
1,300
68 East Main Street, Canaan, CT
0.25
Single-Family Home
$403,000
08/28/25
3
1.5
2,821
31 Granite Ave, Canaan, CT
0.58
Single-Family Home
$360,000
06/24/26
3
2
2,160
33 Granite Avenue, Canaan, CT
0.53
Single-Family Home
$475,000
12/31/25
5
2
2,494
12 Barlow Street, Canaan, CT
0.88
Single-Family Home
$200,000
10/21/25
5
1.5
2,434
182 Church Street, Canaan, CT
1.07
Single-Family Home
$300,000
03/16/26
3
1.5
1,232

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
47 East Main Street, Canaan, CT 06018
0.06
$267,500
2
1
884
Off Market
24 East Main Street, Canaan, CT 06018
0.10
$235,000
2
1
1,200
Recently Sold
Aspen Hill Drive, Falls Village, CT 06031
0.25
$315,000
-
-
-
For Sale
18 Patty Lane, Canaan, CT 06018
0.29
$249,400
2
1
696
Off Market
68 East Main Street, Canaan, CT 06018
0.25
$512,200
3
1.5
2,821
Off Market
80 North Elm #F, Canaan, CT 06018
0.35
$184,200
2
2
780
Off Market
72 North Elm Street #1C, Canaan, CT 06018
0.36
$194,900
2
1.5
958
Off Market
72 North Elm Street APT 2A, Canaan, CT 06018
0.36
$190,000
2
1.5
966
Recently Sold
72 North Elm Street APT 2E, Canaan, CT 06018
0.36
$146,500
1
1
714
Recently Sold
147 Lower Road, East Canaan, CT 06024
0.36
-
-
-
-
Off Market
117 Lower Road, East Canaan, CT 06024
0.36
$303,100
3
1
1,472
Off Market
136 Lower Road, East Canaan, CT 06024
0.38
$870,000
3
3.5
1,383
Off Market

Local Information

  • Map ViewExplore the area around 39 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
1955
Lot Size
0.6 acres
Living Area
1,022 sqft
Price/Sqft
$272
Parking
Garage

About this House

This single-family home is located at 39 E Main St, Canaan, CT. 39 E Main St is in the North Canaan neighborhood in Canaan, CT and in ZIP code 06018. This property has 2 bedrooms, 1 bathroom and approximately 1,022 sqft of floor space. This property has a lot size of 10019 sqft and was built in 1955.
39 E Main St, Canaan, CT 06018 is a 2 bedroom, 1 bathroom, 1,022 sqft single-family home in North Canaan, built in 1955. It last sold for $100,940 on Dec 11, 2000. It is currently off market. The Trulia Estimate is $278,200, with a rent estimate of $2,069/month.

Home Details for 39 E Main St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 4
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1955Year Updated: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.60 acres

Price and Tax history

DateEventPrice
Dec 11, 2000
Source: Smart MLS #L96321
Sold
$100,940

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
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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

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Apartments for Rent

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Homes for sale near 39 E Main St

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Off Market Homes Near 39 E Main St

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Frequently asked questions about 39 E Main St

  • What is 39 E Main St estimated to be worth?
    Trulia's estimated value for 39 E Main St in Canaan, CT is $278,200.
  • What is the price history for 39 E Main St?
    39 E Main St in Canaan, CT last sold for $100,940 in December 2000.
  • 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 39 E Main St?
    The lot at 39 E Main St in Canaan, CT is about 0.23 acres (10,019 sq ft).
  • Does 39 E Main St have a garage?
    Yes, 39 E Main St in Canaan, CT has a garage.