557 Jackson St, Windham, CT 06226
Property image
Property image
OFF MARKET

557 Jackson St
Windham, CT 06226

  • 3 Beds
  • 1.5 Baths
  • 1,100 sqft (on 1.04 acres)

$273,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $1,861/mo*
Refinance Your Home

$273,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $1,861/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,100 sqft
(on 1.04 acres)

Local Information

  • Map ViewExplore the area around 557 Jackson St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1912
Lot Size
1.04 acres
Living Area
1,100 sqft
Price/Sqft
$248
Parking
Garage

About this House

Cute 3 bedroom, 1 ½ bath Cape style home with an open floor plan. Lots of space including a partially finished basement! You'll love the fantastic 1.04 acres of property that backs up to Lauter Park where you'll find frontage on the Natchaug River, a splash pad, ball fields, and lots of beautiful open space for fun and relaxation! Beautiful, sprawling back yard, detached garage, 2-story barn, and outbuildings! Conveniently located, close to shopping, dining, and entertainment.
557 Jackson St, Windham, CT 06226 is a 3 bedroom, 2 bathroom, 1,100 sqft single-family home built in 1912. It last sold for $130,000 on Nov 30, 2017. It is currently off market. The Trulia Estimate is $273,300, with a rent estimate of $2,106/month.

Home Details for 557 Jackson St

Interior Features

Heating & Cooling
Heating: Baseboard, Other, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Laminate
Interior Details
Number of Rooms: 7Types of Rooms: Dining Room, Family Room
Appliances & Utilities
MicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking Spaces: 3Parking: Garage Detached

Property Information

Year Built
Year Built: 1912
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.04 acres

Price History for 557 Jackson St

DatePriceEventSource
11/30/2017$130,000Sold
Smart MLS #170015433
09/15/2017$127,000Listed For SaleAgent Provided
11/17/2016$124,900ListingRemovedAgent Provided
08/17/2016$124,900PriceChange
Agent Provided
05/09/2016$129,900Listed For SaleN/A
03/01/2016$134,900ListingRemovedAgent Provided
02/19/2016$134,900Listed For SaleAgent Provided
01/09/2016$134,900ListingRemovedAgent Provided
11/09/2015$134,900PriceChange
Agent Provided
09/03/2015$139,900PriceChange
Agent Provided
05/12/2015$145,000Listed For SaleAgent Provided
06/03/2014$139,900ListingRemovedAgent Provided
03/15/2014$139,900PriceChange
Agent Provided
10/01/2013$144,900PriceChange
Agent Provided
07/19/2013$149,900PriceChange
Agent Provided
05/13/2013$159,900Listed For SaleAgent Provided

Market trends in Willimantic

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
19
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Property Tax and Assessment

Year2025
Tax$5,137
Assessment$138,760
Home facts updated by county records

Comparable Sales for 557 Jackson St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
615 Jackson Street, Willimantic, CT
0.12
Single-Family Home
$88,000
03/17/26
3
2
1,433
63 Whittemore Street, Willimantic, CT
0.08
Single-Family Home
$310,000
05/29/26
3
2
1,056
130 Natchaug St, Willimantic, CT
0.40
Single-Family Home
$65,000
11/20/25
2
1
1,180
21 Anthony Street, Willimantic, CT
0.15
Single-Family Home
$195,000
11/21/25
4
1
1,740
27 Ash Avenue, Willimantic, CT
0.31
Single-Family Home
$242,000
01/28/26
4
1
1,425
39 Pleasant View Avenue, Willimantic, CT
0.31
Single-Family Home
$180,100
04/08/26
2
1
1,316
35 Peru Street, Willimantic, CT
0.34
Single-Family Home
$262,000
11/19/25
3
1
1,040
128 Natchaug Street, Willimantic, CT
0.44
Single-Family Home
$315,000
01/09/26
3
2
2,376
309 Jackson St, Willimantic, CT
0.49
Single-Family Home
$112,000
06/30/26
4
2
1,570
18 Pleasant View Avenue, Willimantic, CT
0.29
Single-Family Home
$310,000
07/29/26
5
2
1,680

Nearby homes

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Assigned Schools

These are the assigned schools for 557 Jackson St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Willimantic

At least 122 Trulia users voted on each feature.

  • 83 % Say it's dog friendly

  • 78 % Say there are sidewalks

  • 77 % Say parking is easy

  • 73 % Say it's walkable to restaurants

  • 70 % Say kids play outside

  • 68 % Say car is needed

  • 68 % Say it's walkable to grocery stores

  • 66 % Say streets are well-lit

  • 65 % Say yards are well-kept

  • 65 % Say there's holiday spirit

  • 54 % Say people would walk alone at night

  • 50 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 44 % Say it's quiet

  • 44 % Say there are community events

  • 39 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Tjflaherty29
    "Plenty of nice places to walk your dogs. Always get safe walking around here. Only issues are when people don’t leash there dogs but that’s anywhere really."
    1
    Flag
  • Debora.escalona
    "I have to drive at least 25 min to get to most places outside of here. Don’t really see public transportation, not very walkable. "
    4
    Flag
  • Aaron D.
    "Densely populated area. Never have any issues living here. Well situated from major cities but also feels very country. "
    1
    Flag
  • Flor R.
    "My neighborhood is quiet and neighbors are friendly. Could benefit from more lighting around. Is dark at night."
    1
    Flag
  • Liz S.
    "Me as a dog owner love this area cause everyone respect when you are walking your dog or at a park. People have their dog on leash. This neighborhood need a dog park."
    0
    Flag
  • Flor R.
    "Is a nice neighborhood just wish the city would provide more lighting since us really dark at night. "
    0
    Flag
  • Flor R.
    "Great town but public transport needs to increase and get better. For the most part you will need a car."
    0
    Flag
  • Kyle
    "Long time resident of Willi. I've never had a problem here. I think of it as the oasis to the surrounding farmland"
    5
    Flag
  • L s
    "overall it's pretty quiet and you see people walking their dogs. we have a lot of university students walking and enjoying themselves on the weekends. police servaillance is a plus. lots of young kids in the neighborhood "
    0
    Flag
  • Kennyacalzada
    "The dog owner maintained the areas clean!! Never I see trash in my area or in the neighborhood area!! "
    0
    Flag
  • Flor R.
    "Is a nice family oriented neighborhood. Everything is close and accessible ,schools, agencies, grocery stores."
    1
    Flag
  • Pweissenborn84
    "Willimantic is a racially diverse small college town in New England with lots of historic Victorian buildings. It also has high poverty and drug use due to poor employment opportunities."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Windham, CT

Explore by feature - Air Conditioning

13 rentals with air conditioning in Windham, CT

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Windham, CT

Homes for sale near 557 Jackson St

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Off Market Homes Near 557 Jackson St

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Frequently asked questions about 557 Jackson St

  • What is 557 Jackson St estimated to be worth?
    Trulia's estimated value for 557 Jackson St in Windham, CT is $273,300.
  • What is the price history for 557 Jackson St?
    557 Jackson St in Windham, CT last sold for $130,000 in November 2017.
  • Is Windham a buyer's or seller's market?
    Windham is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windham?
    Residents describe Windham, CT as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Windham, CT.
  • How big is the lot at 557 Jackson St?
    The lot at 557 Jackson St in Windham, CT is about 1 acre.
  • Does 557 Jackson St have a garage?
    Yes, 557 Jackson St in Windham, CT has a garage.