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Welcome to 65 E Main Street, nestled in the quiet, close-knit town of North Canaan, in the northwest corner of Litchfield County, at the foothills of the beautiful Berkshire Mountains. This charming countryside retreat offers the perfect blend of comfort, convenience, and natural beauty. Whether you're searching for a cozy primary residence or a serene weekend getaway, this home provides a peaceful escape from the hustle and bustle of everyday life. Step outside onto your backyard deck, where you can unwind among the trees and enjoy the tranquility of nature. Outdoor enthusiasts will love the nearby hiking trails, Bunny McGuire Park, fishing along the Housatonic River, and scenic Campbell Falls. Inside, the home offers thoughtful updates and modern conveniences, including an updated kitchen and bathroom, newer appliances, modern fixtures, updated flooring, and a beautiful vaulted-ceiling dining room that adds character and an airy feel. Additional improvements include a high-efficiency heating and hot water system, propane heating, a Timberline wood stove for added warmth and charm, washer and dryer hookups, an updated concrete driveway, and new gutters. The walkout deck leads to a welcoming backyard, perfect for relaxing, entertaining, or enjoying time outdoors with family and pets. Experience the charm of countryside living without sacrificing the comforts of home. Schedule your private showing today! (Agent/ Owner)

Highlights

  • Residential
  • Single Family Residence
  • Built in 1968
  • 0.33 Acre Lot
  • 10 days on Market

  • Bedrooms
    2
  • Bathrooms
    1
  • Year Built
    1968
  • Architectural Style
    Colonial
  • Construction Materials
    Frame, Other
  • Foundation
    Concrete Perimeter
  • Living Area
    1616.0
  • Appliances
    Microwave, Refrigerator, Range, Oven
  • Cooling
    None
  • Heating
    Baseboard, Propane
  • Basement
    Crawl Space

  • Acres
    0.33
  • Lot Features
    Sloped, Level, Cleared
  • Water
    Well

  • County
    Litchfield
  • City
    Canaan
  • Zip Code
    06018
  • High School
    Per Board of Ed
  • Elementary School
    Lee H. Kellogg

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Frequently Asked Questions

How do I schedule a tour of 65 E Main St?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 65 E Main St.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 65 E Main St?

Click Ask a Question to talk with our team. You already know it is a 2 bed, 1 bath, listed for $249,900. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Canaan, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 65 E Main St?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 65 E Main St at around $1,721. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 65 E Main St?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Litchfield County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 65 E Main St?

In most cases, yes. Whether 65 E Main St is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Canaan's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 65 E Main St?

We can handle that for you. Our preferred local agent specializes in residentials in Canaan and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $249,900 with 1,616 sqft of space—that comes out to approximately $155 per square foot.

How long has this property been on the market?

65 E Main St was listed on October 30, 2026, which means it's been on the market for 10 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1968, making it approximately 58 years old.

What is the lot size of this property?

65 E Main St sits on a 0.33-acre lot, which is 14,375 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Lee H. Kellogg
  • High: Per Board of Ed

Want to see how these schools compare? Check out our Litchfield County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 65 E Main St?

The most recent public record shows annual property taxes for 65 E Main St were approximately $3,585. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 65 E Main St still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, SmartMLS. All rights reserved.

Last Updated: November 09, 2026 at 12:47AM | Source: SmartMLS | MLS#: 24218232