4 Jack Henry Dr, Windham, CT 06280
Property image
Property image
OFF MARKET

4 Jack Henry Dr
Windham, CT 06280

  • 3 Beds
  • 3 Baths
  • 1,792 sqft (on 3.14 acres)

$449,400

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $3,021/mo*
Refinance Your Home

$449,400

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $3,021/mo*
Refinance Your Home
3 Beds
3 Baths
1,792 sqft
(on 3.14 acres)

Local Information

  • Map ViewExplore the area around 4 Jack Henry Dr.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2009
Lot Size
3.14 acres
Living Area
1,792 sqft
Price/Sqft
$251
Parking
Garage

About this House

This single-family home is located at 4 Jack Henry Dr, Windham, CT. 4 Jack Henry Dr is in Windham, CT and in ZIP code 06280. This property has 3 bedrooms, 3 bathrooms and approximately 1,792 sqft of floor space. This property has a lot size of 3.14 acres and was built in 2009.
4 Jack Henry Dr, Windham, CT 06280 is a 3 bedroom, 3 bathroom, 1,792 sqft single-family home built in 2009. It last sold for $350,000 on Aug 15, 2022. It is currently off market. The Trulia Estimate is $449,400, with a rent estimate of $2,871/month.

Home Details for 4 Jack Henry Dr

Interior Features

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

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2009
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.14 acres

Price History for 4 Jack Henry Dr

DatePriceEventSource
08/15/2022$350,000Sold
Smart MLS #170497663
07/28/2022$350,000ContingentSmart MLS #170497663
07/21/2022$350,000PendingToActiveSmart MLS #170497663
07/08/2022$350,000ContingentSmart MLS #170497663
07/06/2022$350,000PendingToActiveSmart MLS #170497663
06/26/2022$350,000ContingentSmart MLS #170497663
06/25/2022$350,000Listed For SaleSmart MLS #170497663
07/15/2009$256,101Sold
Smart MLS #E223968
03/18/2009$58,000Sold
Smart MLS #G480526

Market trends in Windham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
10
2MoM
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Property Tax and Assessment

Year2025
Tax$8,207
Assessment$274,950
Home facts updated by county records

Comparable Sales for 4 Jack Henry Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Jack Henry Dr, Windham, CT
0.22
Single-Family Home
$286,000
06/30/26
3
3
1,472
7 Autumn Ridge, Windham, CT
0.42
Single-Family Home
$430,000
10/06/25
3
2.5
1,792
91 Insalaco Drive, Windham, CT
0.53
Single-Family Home
$362,900
03/27/26
3
3
2,128
47 Insalaco Drive, Windham, CT
0.62
Single-Family Home
$379,900
12/09/25
3
2.5
2,112
121 Insalaco Drive, Windham, CT
0.44
Single-Family Home
$447,000
04/30/26
3
2.5
2,388
4 Jerusalem Road, Windham, CT
0.57
Single-Family Home
$379,000
12/17/25
3
2
1,938
5 Autumn Ridge, Windham, CT
0.44
Single-Family Home
$527,000
05/01/26
4
3.5
2,368
69 Mullen Hill Rd, Windham, CT
0.77
Single-Family Home
$449,000
09/09/25
4
3
2,031
22 Indian Hollow Rd, Windham, CT
0.41
Single-Family Home
$55,000
10/30/25
2
2
1,697
244 Jerusalem Road, Windham, CT
0.83
Single-Family Home
$485,000
12/12/25
3
2.5
1,622

Nearby homes

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Assigned Schools

These are the assigned schools for 4 Jack Henry Dr.
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 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!"
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  • 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
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  • 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! "
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Apartments for Rent

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Homes for sale near 4 Jack Henry Dr

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Off Market Homes Near 4 Jack Henry Dr

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Frequently asked questions about 4 Jack Henry Dr

  • What is 4 Jack Henry Dr estimated to be worth?
    Trulia's estimated value for 4 Jack Henry Dr in Windham, CT is $449,400.
  • What is the price history for 4 Jack Henry Dr?
    4 Jack Henry Dr in Windham, CT last sold for $350,000 in August 2022.
  • 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 easy to park in, quiet, and dog-friendly. Most residents say you need a car. See recently sold homes in Windham, CT.
  • How big is the lot at 4 Jack Henry Dr?
    The lot at 4 Jack Henry Dr in Windham, CT is about 3.1 acres.
  • Does 4 Jack Henry Dr have a garage?
    Yes, 4 Jack Henry Dr in Windham, CT has a garage.