275 High Street, Windham, CT 06226
OFF MARKET

275 High Street
Windham, CT 06226

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

$318,500

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $2,113/mo*

$318,500

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $2,113/mo*
3 Beds
2.5 Baths
1,378 sqft
(on 0.44 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 29, 2023

Home Highlights

Parking
Attached Garage
Outdoor
Patio, Pool
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

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
Last check for updates: about 15 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

Price History for 275 High Street

DatePriceEventSource
12/10/2025$2,600ListingRemovedBerkshire Hathaway HomeServices New England Properties
11/05/2025$2,600Listed For RentBerkshire Hathaway HomeServices New England Properties
01/25/2024ListingRemovedBerkshire Hathaway HomeServices New England Properties
01/08/2024$2,550Listed For RentBerkshire Hathaway HomeServices New England Properties
12/29/2023ListingRemovedBerkshire Hathaway HomeServices New England Properties #170613287
12/20/2023$2,550Listed For RentBerkshire Hathaway HomeServices New England Properties #170613287
11/15/2023$195,000Sold
Smart MLS #170599737
10/05/2023$249,900PendingSmart MLS #170599737
09/23/2023$249,900Listed For SaleSmart MLS #170599737
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Property Tax and Assessment

Year2025
Tax$6,593
Assessment$178,100
Home facts updated by county records

Comparable Sales for 275 High Street

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
0.34
Single-Family Home
$300,000
06/24/25
3
2
1,512
0.36
Single-Family Home
$263,000
02/25/26
4
1.5
1,907
0.32
Single-Family Home
$269,000
11/25/25
4
1.5
2,032
0.24
Single-Family Home
$320,000
06/02/25
2
1
1,200
0.36
Single-Family Home
$300,000
11/18/25
4
2
2,673

Nearby homes

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Assigned Schools

These are the assigned schools for 275 High Street.
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."

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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275 High Street, Windham, CT 06226 is a 3 bedroom, 3 bathroom, 1,378 sqft single-family home built in 1959. This property is not currently available for sale. 275 High Street was last sold on Nov 15, 2023 for $195,000 (22% lower than the asking price of $249,900). The current Trulia Estimate for 275 High Street is $318,500.