54 Old Boston Post Rd, North Windham, CT 06256
Property image
Property image
OFF MARKET

$345,900

Trulia Estimate
  • 5 Beds
  • 2 Baths
  • 2,190 sqft (on 0.81 acres)

54 Old Boston Post Rd, North Windham, CT 06256

Est. Refi. Payment $2,412/mo*
Refinance Your Home
Currently Off Market - Sold Nov 14, 2003 for $159,500

Home Value

Trulia Estimate
$346K
Since last month
Decreased$9K (-2.5%)
Since last year
Decreased$500 (-0.1%)
Since last sale
Increased$186K (+116.9%)
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 +126% in the last 10 years
MonthEstimated value
2026
September 2026$346K
August 2026$355K
July 2026$359K
June 2026$362K
May 2026$365K
April 2026$358K
March 2026$349K
February 2026$334K
January 2026$331K
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
648 North Windham Rd Extension, North Windham, CT
0.12
Single-Family Home
$396,000
09/23/25
4
2.5
2,530
46 Station Road, North Windham, CT
0.30
Single-Family Home
$275,000
07/15/26
4
2
1,272
7-9 Bates Road, Chaplin, CT
0.20
Single-Family Home
$470,000
09/15/26
4
3
3,522
670 Boston Post Rd, North Windham, CT
0.22
Single-Family Home
$160,000
11/26/25
2
1
1,146
18 Bates Road, Chaplin, CT
0.26
Single-Family Home
$580,000
05/22/26
5
3.5
3,615
20 Carefree Lane, Chaplin, CT
0.80
Single-Family Home
$381,200
10/22/25
5
2
2,224
293 Willimantic Road, Chaplin, CT
0.39
Single-Family Home
$357,500
10/15/25
3
1
1,052
261 Beaver Hill Road, North Windham, CT
1.23
Single-Family Home
$270,000
12/15/25
4
2
1,184
25 Chappell Street, Chaplin, CT
1.12
Single-Family Home
$229,900
02/27/26
3
1
1,495
5 Chappell Street, Chaplin, CT
1.07
Single-Family Home
$355,000
01/14/26
3
2.5
1,748

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
649 North Windham Rd Extension, North Windham, CT 06256
0.11
$367,500
4
1.5
1,499
Off Market
648 North Windham Rd Extension, North Windham, CT 06256
0.12
$418,000
4
2.5
2,530
Off Market
623 Boston Post Road, North Windham, CT 06256
0.18
$331,700
5
1.5
1,440
Off Market
7-9 Bates Road, Chaplin, CT 06235
0.20
$470,000
4
3
3,522
Recently Sold
18 Bates Road, Chaplin, CT 06235
0.26
$580,000
5
3.5
3,615
Recently Sold
571 North Windham Road, North Windham, CT 06256
0.30
$410,700
4
2
1,508
Off Market
46 Station Road, North Windham, CT 06256
0.30
$275,000
4
2
1,272
Recently Sold
137 Boulevard Road, North Windham, CT 06256
0.31
$145,000
3
1
1,204
Recently Sold
143 Boulevard Road, North Windham, CT 06256
0.34
$338,400
3
1.5
1,196
Off Market
459 Beaver Hill Road, North Windham, CT 06256
0.37
$301,000
3
1.5
1,175
Off Market
46 Boulevard Road, North Windham, CT 06256
0.40
$395,000
3
1
1,322
Off Market

Local Information

  • Map ViewExplore the area around 54 Old Boston Post Rd.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1866
0.81 acre lot
2,190 sqft
$158/sqft

About this House

This single-family home is located at 54 Old Boston Post Rd, North Windham, CT. 54 Old Boston Post Rd is in North Windham, CT and in ZIP code 06256. This property has 5 bedrooms, 2 bathrooms and approximately 2,190 sqft of floor space. This property has a lot size of 0.81 acres and was built in 1866.
54 Old Boston Post Rd, North Windham, CT 06256 is a 5 bedroom, 2 bathroom, 2,190 sqft single-family home built in 1866. It last sold for $159,500 on Nov 14, 2003. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $345,900, with a rent estimate of $3,112/month.

Home Details for 54 Old Boston Post Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1866
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.81 acres

Price and Tax history

DateEventPrice
Nov 14, 2003
Source: Smart MLS #G327049
Sold
$159,500

Market trends in Windham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8
5MoM

Around this home

What Locals Say about Windham

At least 25 Trulia users voted on each feature.

  • 76 % Say car is needed

  • 74 % Say parking is easy

  • 74 % Say it's quiet

  • 70 % Say there's wildlife

  • 68 % Say it's dog friendly

  • 67 % Say yards are well-kept

  • 57 % Say kids play outside

  • 53 % Say people would walk alone at night

  • 52 % Say neighbors are friendly

  • 47 % Say there's holiday spirit

  • 41 % Say streets are well-lit

  • 37 % Say it's walkable to restaurants

  • 36 % Say there are community events

  • 32 % Say there are sidewalks

  • 32 % Say they plan to stay for at least 5 years

  • 30 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Kissle26
    "Its fine. My office is only a 10 minutes drive (or less). It’s mostly back roads but they are usually cleaned off and whatnot!"
    0
    Flag
  • Lindsay F.
    "very quiet and friendly community, close enough to commute to and from hartford county but far enough away from the city to be able to enjoy rural settings"
    1
    Flag
  • Bobbyquiles
    "Living here for 3 years now and we love the area. Quite and peaceful. The wild turkeys, deer, and he hummingbirds"
    1
    Flag
  • Tiffany H.
    "Its 75% Puerto Rican. The taxes are very high. You pay for police, but they won't come. Only state police do, when they get around to it. "
    0
    Flag
  • D L.
    "I lived in this area for 26 years. It has always been a great neighborhood! You have plenty of privacy while still being close to others to feel comfortable and supported. It is a great neighborhood for children or retirees. Beacon Rd. is only five miles from downtown where there are several restaurants and a variety of shopping for food and other needs. The schools do not get the credit that they deserve, but they are very progressive and they offer a variety of educational support services, both for the students and the staff. The student population is diverse and there is a brand-new state-of-the-art science-based school for grades K thru 8. They offer a variety of sports and other extra-curricular activities; football, soccer, track, swimming, baseball, softball, wrestling and tennis. They also offer before and after-school child care programs for grades K thru 8. There is a State University in the town of Willimantic, Eastern CT State University and UCONN (the University of CT') is only 17 miles away. Manchester CT is only about 25 miles away and there is all the shopping and stores that you could think of available there. Beacon Rd. has always been a great neighborhood to live in and to raise our kids in. It is well known as one of the "better" areas of Windham/Willimantic. The people take pride in their properties and the area has maintained a good value, even through these difficult times. There is ample parking for family and friends and the road is well maintained. Check it out! "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 54 Old Boston Post Rd

  • What is 54 Old Boston Post Rd estimated to be worth?
    Trulia's estimated value for 54 Old Boston Post Rd in North Windham, CT is $345,900.
  • What is the price history for 54 Old Boston Post Rd?
    54 Old Boston Post Rd in North Windham, CT last sold for $159,500 in November 2003.
  • Is North Windham a buyer's or seller's market?
    North Windham is currently a seller's market, based on recent for-sale activity.
  • What do residents say about North Windham?
    Residents describe North Windham, CT as easy to park in, quiet, and dog-friendly. Most residents say you need a car. See recently sold homes in North Windham, CT.
  • How big is the lot at 54 Old Boston Post Rd?
    The lot at 54 Old Boston Post Rd in North Windham, CT is about 0.81 acres (35,284 sq ft).

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 54 Old Boston Post Rd

Skip to last item
Skip to first item

Homes for sale near 54 Old Boston Post Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item