185 High Street, Willimantic, CT 06226
OFF MARKET

185 High Street
Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 2,002 sqft (on 0.27 acres)

$378,000

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $2,544/mo*
Refinance Your Home

$378,000

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $2,544/mo*
Refinance Your Home
5 Beds
2 Baths
2,002 sqft
(on 0.27 acres)

Local Information

  • Map ViewExplore the area around 185 High Street.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1900
Lot Size
0.27 acres
Living Area
2,002 sqft
Price/Sqft
$189
Parking
Garage

About this House

Opportunity knocks with this updated two-family home in a prime location-right across the street from ECSU! Whether you're house-hacking or expanding your portfolio, this property offers space, flexibility, and serious rental appeal. Unit one features 3 bedrooms and 1 full bath; unit two offers 2 bedrooms and 1 bath. Both units are freshly painted with new flooring throughout, bright interiors, and functional layouts-totally move-in ready. The home also features a new oil tank, a new roof (June 2024), updates include some new kitchen cabinets with new black handles, new countertops, new black faucets , new appliances, new shower stall, new pedestal sink, new bathroom heat vent system, new toilets , new waterproof LVP flooring downstairs with new trim, freshly sanded and stained hardwood floors upstairs, new ceiling light fixtures, new bulkhead door, updates to inside plumbing, and several updates to broiler/furnace system including new oil tank and is enrolled in the Willimantic Water Department's underground pipe replacement program at no cost to the owner. A freshly painted exterior and updated finishes add to the charm. Enjoy a large backyard perfect for entertaining, plus a detached 4-car tandem garage with a second-floor loft for ample storage or creative use. With separate entrances, strong rental potential, and unbeatable proximity to campus. "Attention investors , Great Passive income !!
185 High Street, Willimantic, CT 06226 is a 5 bedroom, 2 bathroom, 2,002 sqft multi-family built in 1900. It last sold for $320,000 on May 22, 2025 (9% below the $349,900 asking price). More recently, it was listed as a rental in July 2021 with an asking price of $1,700 per month. That rental listing was removed on September 15, 2021. It is currently off market. The Trulia Estimate is $378,000, with a rent estimate of $1,919/month.

Home Details for 185 High Street

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2002 Square Feet
Appliances & Utilities
Appliances: Water Heater
Heating & Cooling
Heating: Steam,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Steam
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Brick/Mortar, StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageNo Attached GarageParking Spaces: 4Parking: Tandem,Detached,Paved,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2002 Square Feet

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units are Side-by-Side
Building
Construction Materials: Wood SidingNot a New ConstructionAttached To Another Structure
Property Information
Parcel Number: 1732215

Price & Status

Price
List Price: $349,900
Status Change & Dates
Off Market Date: Fri Apr 11 2025Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windham
School Information
Elementary School: Per Board of EdHigh School: Windham

Building

Building Area
Building Area: 2002 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.27 acres

Miscellaneous

BasementMls Number: 24084703Attic: NoneAbove Grade Unfinished Area: 2002
Last check for updates: about 17 hours ago
Listed by Amy P. Rio, (860) 916-6048
Executive Real Estate Inc., (860) 633-8800
Bought with: Scott Pellerin, (860) 235-6345, Coldwell Banker Realty, (860) 739-6277
Source: Smart MLS, MLS#24084703

Price History for 185 High Street

DatePriceEventSource
05/22/2025$320,000Sold
Smart MLS #24084703
04/15/2025$349,900PendingSmart MLS #24084703
03/31/2025$349,900Listed For SaleSmart MLS #24084703
09/15/2021ListingRemovedZillow Rental Manager
08/24/2021$1,600PriceChange
Zillow Rental Manager
07/28/2021$1,700Listed For RentZillow Rental Manager
03/24/2021ListingRemovedN/A
07/06/2018$182,000Sold
N/A
11/12/2017$209,000Listed For SaleN/A
09/10/1987$118,000Sold
N/A

Market trends in Willimantic

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
19
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Property Tax and Assessment

Year2025
Tax$6,566
Assessment$177,370
Home facts updated by county records

Comparable Sales for 185 High Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7 Turner Street, Willimantic, CT
0.43
Multi-Family Home
$250,000
05/29/26
5
2
2,145
59 Chestnut Street, Willimantic, CT
0.17
Multi-Family Home
$435,000
03/23/26
8
3
3,307
85 Oak Street, Willimantic, CT
0.44
Multi-Family Home
$330,000
08/19/25
8
2
2,910
295 Jackson Street, Willimantic, CT
0.62
Multi-Family Home
$323,000
01/22/26
6
2
2,576
100 Bolivia Street, Willimantic, CT
0.47
Multi-Family Home
$315,000
07/17/26
2
2
2,210
73 Spring Street, Willimantic, CT
0.20
Multi-Family Home
$450,000
04/15/26
9
3
2,990
9 Ann Street, Willimantic, CT
0.67
Multi-Family Home
$307,000
12/31/25
4
2
2,200
85 Lewiston Avenue, Willimantic, CT
0.42
Multi-Family Home
$436,000
08/12/25
8
3
3,913

Nearby homes

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Assigned Schools

These are the assigned schools for 185 High Street.
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 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."
    1
    Flag
  • 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. "
    4
    Flag
  • Aaron D.
    "Densely populated area. Never have any issues living here. Well situated from major cities but also feels very country. "
    1
    Flag
  • Flor R.
    "My neighborhood is quiet and neighbors are friendly. Could benefit from more lighting around. Is dark at night."
    1
    Flag
  • 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."
    0
    Flag
  • Flor R.
    "Is a nice neighborhood just wish the city would provide more lighting since us really dark at night. "
    0
    Flag
  • Flor R.
    "Great town but public transport needs to increase and get better. For the most part you will need a car."
    0
    Flag
  • Kyle
    "Long time resident of Willi. I've never had a problem here. I think of it as the oasis to the surrounding farmland"
    5
    Flag
  • 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 "
    0
    Flag
  • Kennyacalzada
    "The dog owner maintained the areas clean!! Never I see trash in my area or in the neighborhood area!! "
    0
    Flag
  • Flor R.
    "Is a nice family oriented neighborhood. Everything is close and accessible ,schools, agencies, grocery stores."
    1
    Flag
  • 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."
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

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13 rentals with air conditioning in Willimantic, CT

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Homes for sale near 185 High Street

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Off Market Homes Near 185 High Street

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Frequently asked questions about 185 High Street

  • What is 185 High Street estimated to be worth?
    Trulia's estimated value for 185 High Street in Willimantic, CT is $378,000.
  • What is the price history for 185 High Street?
    185 High Street in Willimantic, CT last sold for $320,000 in May 2025.
  • 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 dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Willimantic, CT.
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.