19 Jack Henry Dr, Windham, CT 06280
OFF MARKET

$410,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,728 sqft (on 1.12 acres)

19 Jack Henry Dr, Windham, CT 06280

Est. Refi. Payment $2,848/mo*
Refinance Your Home
Currently Off Market - Sold Aug 9, 2010 for $50,000

Home Value

Trulia Estimate
$410K
Since last month
Increased$6K (+1.6%)
Since last year
Increased$17K (+4.3%)
Since last sale
Increased$360K (+720.6%)
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 +98% in the last 10 years
MonthEstimated value
2026
September 2026$410K
August 2026$404K
July 2026$415K
June 2026$411K
May 2026$413K
April 2026$408K
March 2026$409K
February 2026$403K
January 2026$392K
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
21 Jack Henry Drive, Windham, CT
0.03
Single-Family Home
$286,000
06/30/26
3
2.5
1,472
22 Indian Hollow Rd, Windham, CT
0.55
Single-Family Home
$55,000
10/30/25
2
2
1,697
7 Autumn Ridge, Windham, CT
0.34
Single-Family Home
$430,000
10/06/25
3
2.5
1,792
121 Insalaco Drive, Windham, CT
0.55
Single-Family Home
$447,000
04/30/26
3
2.5
2,388
5 Autumn Ridge, Windham, CT
0.37
Single-Family Home
$527,000
05/01/26
4
3.5
2,368
4 Jerusalem Road, Windham, CT
0.59
Single-Family Home
$379,000
12/17/25
3
2
1,938
6 Autumn Ridge, Windham, CT
0.40
Single-Family Home
$500,000
09/15/26
2
1.5
2,428
91 Insalaco Drive, Windham, CT
0.66
Single-Family Home
$362,900
03/27/26
3
3
2,128
170 Windham Center Road, Windham, CT
0.69
Single-Family Home
$321,600
04/30/26
3
1
1,423
329 Indian Hollow Road, Windham, CT
0.94
Single-Family Home
$255,000
01/22/26
3
2.5
2,248

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
21 Jack Henry Drive, Windham, CT 06280
0.03
$464,997
3
2.5
1,472
For Sale
17 Jack Henry Drive #13, Windham, CT 06280
0.05
-
-
-
-
Off Market
15 Jack Henry Drive, Windham, CT 06280
0.08
$457,200
-
-
-
Off Market
17 Jack Henry Drive, Windham, CT 06280
0.08
$512,800
3
2.5
1,814
Off Market
10 Henry Drive, Plainfield, CT 06354
0.11
$411,300
2
2
1,647
Off Market
LOT7 (20) Jack Henry Drive, Windham, CT 06280
0.12
$499,200
3
2.5
1,750
Off Market
7 Autumn Ridge, Windham, CT 06280
0.34
$453,400
3
2.5
1,792
Off Market
5 Autumn Ridge, Windham, CT 06280
0.37
$527,000
4
3.5
2,368
Recently Sold
125 Mullen Hill Road, Windham, CT 06280
0.39
$348,300
3
1.5
1,980
Off Market
3 Autumn Ridge, Windham, CT 06280
0.39
$465,000
4
2.5
1,768
Off Market
6 Autumn Ridge, Windham, CT 06280
0.40
$500,000
2
1.5
2,428
Recently Sold
20 Cedar Hill Road, Willimantic, CT 06226
0.51
$472,600
3
3
1,821
Off Market

Local Information

  • Map ViewExplore the area around 19 Jack Henry Dr.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2010
1.12 acre lot
1,728 sqft
$238/sqft
Garage

About this House

Quality built home in one of Windham's nicest subdivisions with woodlands preserved, open space, and beautiful stonewalls. Drive home every afternoon through area surrounded by farm lands and preserved open fields. This maintenance free house sits on the end of the cul-de-sac with a nice, private backyard. A spacious open floor plan, hardwood and tile floors, along with a first floor laundry are just some of the wonderful features in this recently built, energy efficient home. Gorgeous master bedroom suite with full bath and walk-in closet provides you with the privacy and space you've been craving! Don't hesitate, move right in this spring - this is the property you've been searching for!!
19 Jack Henry Dr, Windham, CT 06280 is a 3 bedroom, 3 bathroom, 1,728 sqft single-family home built in 2010. It last sold for $50,000 on Aug 9, 2010. More recently, it was listed as a rental in November 2011 with an asking price of $1,800 per month. That rental listing was removed on June 30, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $410,400, with a rent estimate of $2,999/month.

Home Details for 19 Jack Henry Dr

Interior Features

Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 8Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stone, Vinyl
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.12 acres

Price and Tax history

DateEventPrice
May 9, 2018
Source: Agent Provided
ListingRemoved
$244,900
Mar 23, 2018
Source: Agent Provided
Listed For Sale
$244,900
Jun 30, 2015
Source: Agent Provided
ListingRemoved
$1,850
Jun 29, 2015
Source: Agent Provided
ListingRemoved
$244,900
Jun 4, 2015
Source: Agent Provided
PriceChange
$244,900
Price decreased by 2%

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! "
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LGBTQ Local Legal Protections

Frequently asked questions about 19 Jack Henry Dr

  • What is 19 Jack Henry Dr estimated to be worth?
    Trulia's estimated value for 19 Jack Henry Dr in Windham, CT is $410,400.
  • What is the price history for 19 Jack Henry Dr?
    19 Jack Henry Dr in Windham, CT last sold for $50,000 in August 2010.
  • 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 19 Jack Henry Dr?
    The lot at 19 Jack Henry Dr in Windham, CT is about 1.1 acres.
  • Does 19 Jack Henry Dr have a garage?
    Yes, 19 Jack Henry Dr in Windham, CT has a garage.

Apartments for Rent

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Off Market Homes Near 19 Jack Henry Dr

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Homes for sale near 19 Jack Henry Dr

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