299 S Windham Rd, Willimantic, CT 06226
OFF MARKET

299 S Windham Rd
Willimantic, CT 06226

  • 3 Beds
  • 1 Bath
  • 1,026 sqft (on 0.99 acres)

$248,200

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $1,697/mo*
Refinance Your Home

$248,200

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $1,697/mo*
Refinance Your Home
3 Beds
1 Bath
1,026 sqft
(on 0.99 acres)

Local Information

  • Map ViewExplore the area around 299 S Windham Rd.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Lot Size
0.99 acres
Living Area
1,026 sqft
Price/Sqft
$242

About this House

This single-family home is located at 299 S Windham Rd, Willimantic, CT. 299 S Windham Rd is in Willimantic, CT and in ZIP code 06226. This property has 3 bedrooms, 1 bathroom and approximately 1,026 sqft of floor space. This property has a lot size of 0.99 acres and was built in 1959.
299 S Windham Rd, Willimantic, CT 06226 is a 3 bedroom, 1 bathroom, 1,026 sqft single-family home built in 1959. It is currently off market. The Trulia Estimate is $248,200, with a rent estimate of $2,472/month.

Home Details for 299 S Windham Rd

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, Wood

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.99 acres

Market trends in South Windham

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

Year2025
Tax$3,785
Assessment$126,810
Home facts updated by county records

Comparable Sales for 299 S Windham Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
241 S Windham Rd, Willimantic, CT
0.29
Single-Family Home
$160,000
10/07/25
2
1
660
235 South Windham Road, Willimantic, CT
0.31
Single-Family Home
$212,500
07/03/26
2
1
952
40 Sanitarium Road, South Windham, CT
0.19
Single-Family Home
$315,000
04/30/26
2
3
2,214
925 Windham Road, South Windham, CT
0.67
Single-Family Home
$316,500
03/04/26
3
1
1,344
170 Windham Center Road, Windham, CT
0.94
Single-Family Home
$321,600
04/30/26
3
1
1,423
21 Pigeon Swamp Road, Lebanon, CT
0.88
Single-Family Home
$266,500
09/29/25
2
1
864
128 Machine Shop Hill Road, South Windham, CT
0.50
Single-Family Home
$395,000
06/01/26
3
2
1,814
337 S Windham Rd, Willimantic, CT
0.18
Single-Family Home
$440,000
12/08/25
4
2
2,620
84 Machine Shop Hill Road, South Windham, CT
0.40
Single-Family Home
$240,000
12/03/25
2
1.5
2,396
337 South Windham Road, Willimantic, CT
0.19
Single-Family Home
$440,000
12/03/25
4
2.5
2,905

Nearby homes

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Assigned Schools

These are the assigned schools for 299 S Windham Rd.
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 South Windham

At least 9 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say parking is easy

  • 92 % Say there's holiday spirit

  • 80 % Say yards are well-kept

  • 67 % Say there's wildlife

  • 62 % Say it's dog friendly

  • 53 % Say neighbors are friendly

  • 42 % Say it's quiet

  • 36 % Say kids play outside

  • 33 % Say it's walkable to grocery stores

  • 30 % Say people would walk alone at night

  • 30 % Say streets are well-lit

  • 25 % Say they plan to stay for at least 5 years

  • 11 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Pauleddiecasanova
    "Third Thursday street Festival. Carnivals yearly. Boom box parade. Shaboo stage / concert. Farmers market "
    0
    Flag
  • Samival
    "It’s noisy. It was nice when I first moved in but now it’s very noisy. A lot of inconsiderate people moved in."
    0
    Flag
  • 4x4chick7886
    "quiet yet close to everything you need library is extremely active with tons of activities for kids and adults "
    0
    Flag
  • Samival
    "It’s noisy and horrible. Everyone gets in your business and are disrespectful. I hope my husband and I find a better place "
    2
    Flag
  • romaniv
    "If you are looking for a family oriented and quiet neighborhood than you have found the right place to call home. Residents take great pride in their homes and keep them well maintained as well. Located on the Windham / Willimantic border you are just a short drive to downtown, shopping and Eastern CT State University. UCONN is approximately 20 minutes away. Go Huskies!"
    1
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

10 pet-friendly rentals in Willimantic, CT

Explore by feature - Air Conditioning

18 rentals with air conditioning in Willimantic, CT

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Homes for sale near 299 S Windham Rd

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Off Market Homes Near 299 S Windham Rd

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Frequently asked questions about 299 S Windham Rd

  • What is 299 S Windham Rd estimated to be worth?
    Trulia's estimated value for 299 S Windham Rd in Willimantic, CT is $248,200.
  • Is Willimantic a buyer's or seller's market?
    Willimantic is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Willimantic?
    Residents describe Willimantic, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Willimantic, CT.
  • What are the closest schools to 299 S Windham Rd?
    The closest schools to 299 S Windham Rd in Willimantic, CT are Charles High Barrows Stem Academy (Elementary/Middle, rated 5/10), Windham Center School (Elementary, rated 4/10), Windham High School (rated 2/10).
  • How big is the lot at 299 S Windham Rd?
    The lot at 299 S Windham Rd in Willimantic, CT is about 0.99 acres (43,124 sq ft).