275 High Street, Windham, CT 06226
OFF MARKET

$313,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,378 sqft (on 0.44 acres)

275 High Street, Windham, CT 06226

Est. Refi. Payment $2,142/mo*
Refinance Your Home
Currently Off Market - Sold Nov 15, 2023 for $195,000

Home Value

Trulia Estimate
$313K
Since last month
Decreased$2K (-0.8%)
Since last year
Increased$31K (+11.1%)
Since last sale
Increased$118K (+60.7%)
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 +128% in the last 10 years
MonthEstimated value
2026
August 2026$313K
August 2026$313K
July 2026$316K
June 2026$318K
May 2026$316K
April 2026$308K
March 2026$305K
February 2026$294K
January 2026$290K
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
0.07
Single-Family Home
$250,000
09/24/25
4
2
1,265
0.01
Single-Family Home
$390,000
06/04/26
3
2.5
1,995
0.13
Single-Family Home
$290,000
08/06/26
4
1.5
1,900
0.28
Single-Family Home
$320,000
08/20/26
3
2
2,412
0.28
Single-Family Home
$332,500
08/10/26
3
1.5
1,494
0.51
Single-Family Home
$410,000
06/10/26
3
2
1,498
0.36
Single-Family Home
$263,000
02/25/26
4
1.5
1,907

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
0.01
$390,000
3
2.5
1,995
Recently Sold
0.07
$267,700
4
2
1,265
Off Market
0.10
$364,400
4
1
1,855
Off Market
0.11
$431,700
3
2
1,708
Off Market
0.13
$290,000
4
1.5
1,900
Recently Sold
0.19
$293,600
4
1.5
1,520
Off Market
0.20
$379,200
3
1.5
2,085
Off Market
0.19
$338,400
5
2
1,656
Off Market
0.19
$264,400
3
1.5
1,200
Off Market
0.20
$479,000
9
4
2,939
For Sale
0.19
$374,200
5
2
2,002
Off Market

Local Information

  • Map ViewExplore the area around 275 High Street.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1959
0.44 acre lot
1,378 sqft
$227/sqft
Attached Garage

About this House

This home needs TLC, no updates ever, sold "AS-IS, WHERE-IS", cash or conventional, but possibly FHA with a 203 rehab could work. The acreage listed is .44 ac. as defined by its building lot of .28 ac. plus a back lot (#275R), sized at .18 ac. - the back lot passes with the dwelling at closing. Home is across the street from Eastern Connecticut State University making it a high potential academic premium rental investment property. The in-ground pool is of metal construction, & new owner can make it ready for a new vinyl liner (see photo, it is in need of complete rehab or back fill), rehab would add tremendous value to this property. There are 2 refrigerators, one floor type (in use), the other is a "retro" type intended to look like cabinets over the counter - working condition is unknown. Furnace works as does exchanger to warm air, witness, occupant has lived here many winters & at some point it did provide cooling but the cooling mechanism has been out of commission for years. There is a security system in the home, though not activated. The bedrooms are large, huge basement (some water in basement seemingly from roof gutters being clogged), large LR with fireplace, wonderful area, close to all local amenities - fun place to live. This desirable home does need work, study the photos carefully so you not waste your time expecting more, its price reflects its condition but given TLC, this home would be a family or investment jewel. Taxes ... See Add'l remarks... Taxes are $3,528.62 for dwelling + back lot (included in sale) is $80.96 totaling $3,609.58 approximately, but Buyer is to do own due-diligence for own edification because other reports are $4,710.00 on dwelling & $114 for the back lot. The home is occupied by owner who must find an appropriate residence before title can pass on to new ownership.
275 High Street, Windham, CT 06226 is a 3 bedroom, 3 bathroom, 1,378 sqft single-family home built in 1959. It last sold for $195,000 on Nov 15, 2023 (22% below the $249,900 asking price). More recently, it was listed as a rental in November 2025 with an asking price of $2,600 per month. That rental listing was removed on December 10, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $313,400, with a rent estimate of $2,858/month.
Last check for updates: about 3 hours ago
Listed by Ron Vliet, (860) 490-5614
Portal Connecticut Realty, LLC, (860) 490-5614
Bought with: Robyn Letourneau, (860) 918-3945, Berkshire Hathaway NE Prop., (860) 267-4481
Source: Smart MLS, MLS#170599737

Home Details for 275 High Street

Interior Features

Interior Details
Basement: Full,Unfinished,ConcreteNumber of Rooms: 5Types of Rooms: Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1378 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Electric Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)
Levels, Entrance, & Accessibility
Accessibility: Bath Grab Bars
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFencing: Partial, Chain LinkExterior: SidewalkFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
No CarportHas a GarageHas an Attached GarageHas Open ParkingParking: Attached,Driveway,Off Street
Pool
Pool: In Ground, FencedPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1378 Square Feet

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Clapboard, Vinyl Siding, StoneNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: None. See inclusion/exclusion document.Parcel Number: 2292698

Price & Status

Price
List Price: $249,900
Status Change & Dates
Off Market Date: Mon Oct 02 2023Possession Timing: Upon Locating A Suitable Location Residence.

Active Status

MLS Status: Closed

Location

Direction & Address
City: WindhamCommunity: Willimantic
School Information
Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Windham

Building

Building Area
Building Area: 1378 Square Feet

Community

Community Features: Basketball Court, Health Club, Library, Near Public Transport

HOA

No HOA

Lot Information

Lot Area: 0.44 acres

Energy

Energy Efficiency Features: Doors

Miscellaneous

BasementMls Number: 170599737Attic: NoneAbove Grade Unfinished Area: 1378

Additional Information

Basketball CourtHealth ClubLibraryNear Public Transport

Price and Tax history

DateEventPrice
Dec 10, 2025
Source: Berkshire Hathaway HomeServices New England Properties
ListingRemoved
$2,600
Nov 5, 2025
Source: Berkshire Hathaway HomeServices New England Properties
Listed For Rent
$2,600
Jan 25, 2024
Source: Berkshire Hathaway HomeServices New England Properties
ListingRemoved
Jan 8, 2024
Source: Berkshire Hathaway HomeServices New England Properties
Listed For Rent
$2,550
Dec 29, 2023
Source: Berkshire Hathaway HomeServices New England Properties #170613287
ListingRemoved

Market trends in Willimantic

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
18
1
MoM

Around this home

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."
  • 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. "
  • Aaron D.
    "Densely populated area. Never have any issues living here. Well situated from major cities but also feels very country. "
  • Flor R.
    "My neighborhood is quiet and neighbors are friendly. Could benefit from more lighting around. Is dark at night."
  • 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."
  • Flor R.
    "Is a nice neighborhood just wish the city would provide more lighting since us really dark at night. "
  • Flor R.
    "Great town but public transport needs to increase and get better. For the most part you will need a car."
  • Kyle
    "Long time resident of Willi. I've never had a problem here. I think of it as the oasis to the surrounding farmland"
  • 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 "
  • Kennyacalzada
    "The dog owner maintained the areas clean!! Never I see trash in my area or in the neighborhood area!! "
  • Flor R.
    "Is a nice family oriented neighborhood. Everything is close and accessible ,schools, agencies, grocery stores."
  • 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."

LGBTQ Local Legal Protections

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Frequently asked questions about 275 High Street

  • What is 275 High Street estimated to be worth?
    Trulia's estimated value for 275 High Street in Windham, CT is $313,400.
  • What is the price history for 275 High Street?
    275 High Street in Windham, CT last sold for $195,000 in November 2023.
  • 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.
  • Does 275 High Street have a pool?
    Yes, 275 High Street in Windham, CT has a pool.
  • Does 275 High Street have laundry facilities?
    Yes, 275 High Street in Windham, CT has in-unit laundry.

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