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

18 Jack Henry Dr
Windham, CT 06280

  • 3 Beds
  • 3 Baths
  • 1,664 sqft (on 2.19 acres)

$432,000

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $2,265/mo*
Refinance Your Home

$432,000

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $2,265/mo*
Refinance Your Home
3 Beds
3 Baths
1,664 sqft
(on 2.19 acres)

Local Information

  • Map ViewExplore the area around 18 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
2.19 acres
Living Area
1,664 sqft
Price/Sqft
$260
Parking
Garage

About this House

18 MONTH OLD HOME. GREAT CONDITION. GRANITE COUNTERTOPS, NICE LOT, SUBDIVISION SETTING, COME AND TAKE ALOOK!!
18 Jack Henry Dr, Windham, CT 06280 is a 3 bedroom, 3 bathroom, 1,664 sqft single-family home built in 2009. It last sold for $230,000 on Aug 3, 2011. It is currently off market. The Trulia Estimate is $432,000, with a rent estimate of $2,846/month.

Home Details for 18 Jack Henry Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
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: 2.19 acres

Price History for 18 Jack Henry Dr

DatePriceEventSource
08/03/2011$230,000Sold
Smart MLS #G581225
05/02/2011$229,000PriceChange
Agent Provided
03/13/2011$239,000PriceChange
Agent Provided
03/11/2011$239,900PriceChange
Agent Provided
02/18/2011$249,900Listed For SaleAgent Provided
06/23/2009$277,400Sold
N/A
01/21/2009$50,000Sold
Smart MLS #G480534
04/25/2008$60,000Sold
Smart MLS #G459526

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$6,857
Assessment$229,700
Home facts updated by county records

Comparable Sales for 18 Jack Henry Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Jack Henry Dr, Windham, CT
0.14
Single-Family Home
$286,000
06/30/26
3
3
1,472
7 Autumn Ridge, Windham, CT
0.32
Single-Family Home
$430,000
10/06/25
3
2.5
1,792
4 Jerusalem Road, Windham, CT
0.51
Single-Family Home
$379,000
12/17/25
3
2
1,938
91 Insalaco Drive, Windham, CT
0.63
Single-Family Home
$362,900
03/27/26
3
3
2,128
47 Insalaco Drive, Windham, CT
0.73
Single-Family Home
$379,900
12/09/25
3
2.5
2,112
5 Autumn Ridge, Windham, CT
0.33
Single-Family Home
$527,000
05/01/26
4
3.5
2,368
121 Insalaco Drive, Windham, CT
0.55
Single-Family Home
$447,000
04/30/26
3
2.5
2,388
22 Indian Hollow Rd, Windham, CT
0.44
Single-Family Home
$55,000
10/30/25
2
2
1,697
69 Mullen Hill Rd, Windham, CT
0.67
Single-Family Home
$449,000
09/09/25
4
3
2,031
170 Windham Center Road, Windham, CT
0.60
Single-Family Home
$321,600
04/30/26
3
1
1,423

Nearby homes

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Assigned Schools

These are the assigned schools for 18 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 18 Jack Henry Dr

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Off Market Homes Near 18 Jack Henry Dr

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Frequently asked questions about 18 Jack Henry Dr

  • What is 18 Jack Henry Dr estimated to be worth?
    Trulia's estimated value for 18 Jack Henry Dr in Windham, CT is $432,000.
  • What is the price history for 18 Jack Henry Dr?
    18 Jack Henry Dr in Windham, CT last sold for $230,000 in August 2011.
  • 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 18 Jack Henry Dr?
    The lot at 18 Jack Henry Dr in Windham, CT is about 2.2 acres.
  • Does 18 Jack Henry Dr have a garage?
    Yes, 18 Jack Henry Dr in Windham, CT has a garage.