299 Main Street, Willimantic, CT 06226
OFF MARKET

299 Main Street
Willimantic, CT 06226

  • 5 Beds
  • 2 Baths
  • 1,728 sqft

$287,300

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $1,930/mo*
Refinance Your Home

$287,300

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $1,930/mo*
Refinance Your Home
5 Beds
2 Baths
1,728 sqft

Local Information

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

Description

Solid up/down 2 family - great for owner occupied or income. Flanked on both sides by owner-owner occupied homes, this multi has it where it counts! Newer roof, updated natural gas boilers and water heaters, low maintenance vinyl siding, and thermal-pane windows. Freshly painted and carpeted top unit is two floors with 4+ bedrooms, eat-in kitchen and separate living room. First floor unit similar layout as 2nd floor with good-sized eat-in kitchen, living room, and two bedrooms. One occupied unit with long-term tenants on month to month, well below market and could easily be rented for 1100-1200 a month. 1st floor unit could use some freshening up due to long term occupancy. Owner is licensed real estate agent. Not much out there, don't miss this one!
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 March 31, 2023

Home Highlights

Parking
Open Parking
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 299 Main Street

Interior Features

Interior Details
Basement: FullNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1728 Square Feet
Appliances & Utilities
Appliances: Water Heater, Gas Water Heater
Heating & Cooling
Heating: Baseboard,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Unpaved,Driveway,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1728 Square Feet

Property Information

Year Built
Year Built: 1865
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units on different Floors
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1733742

Price & Status

Price
List Price: $214,900
Status Change & Dates
Off Market Date: Mon Jan 23 2023Possession Timing: Immediate

Active Status

MLS Status: Closed

Media

Location

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

Building

Building Area
Building Area: 1728 Square Feet

Community

Community Features: Basketball Court, Near Public Transport, Golf, Health Club, Library, Medical Facilities, Park, Private School(s)Units in Building: 2

HOA

No HOA

Lot Information

Lot Area: 5662.8 sqft

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 170544072Attic: Walk-up, FinishedAbove Grade Unfinished Area: 1728

Additional Information

HOA Amenities: None
Last check for updates: about 3 hours ago
Listed by Daniel Saunders, (860) 377-1362
Great Homes Realty, LLC, (860) 377-1362
Paul Palmer, (860) 377-3794
Great Homes Realty, LLC, (860) 377-1362
Bought with: Luis A. Rodriguez, (860) 428-6370, Coldwell Banker Realty, (860) 536-9618
Source: Smart MLS, MLS#170544072

Price History for 299 Main Street

DatePriceEventSource
03/30/2023$215,000Sold
Smart MLS #170544072
01/24/2023$214,900ContingentSmart MLS #170544072
01/20/2023$214,900PriceChange
Smart MLS #170544072
01/10/2023$199,900Listed For SaleSmart MLS #170544072
08/30/2004$110,000Sold
N/A
06/06/2002$99,000Sold
N/A
04/09/1998$65,000Sold
N/A
01/22/1988$87,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$5,642
Assessment$152,410
Home facts updated by county records

Comparable Sales for 299 Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
96 South Street, Willimantic, CT
0.49
Multi-Family Home
$275,000
10/15/25
6
2
1,736
9 Ann Street, Willimantic, CT
0.39
Multi-Family Home
$307,000
12/31/25
4
2
2,200
100 South Street, Willimantic, CT
0.50
Multi-Family Home
$300,000
11/13/25
6
2
1,932
87 Hayden Street, Willimantic, CT
0.62
Multi-Family Home
$240,000
07/15/25
6
2
1,546
26 Maple Avenue, Willimantic, CT
0.25
Multi-Family Home
$290,000
03/31/26
7
3
3,419
295 Jackson Street, Willimantic, CT
0.42
Multi-Family Home
$323,000
01/22/26
6
2
2,576
85 Oak Street, Willimantic, CT
0.35
Multi-Family Home
$330,000
08/19/25
8
2
2,910

Assigned Schools

These are the assigned schools for 299 Main 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
    Flag

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Apartments for Rent

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Homes for sale near 299 Main Street

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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.

Homes for rent near 299 Main Street

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Off Market Homes Near 299 Main Street

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Explore by feature

299 Main Street, Willimantic, CT 06226 is a 5 bedroom, 2 bathroom, 1,728 sqft multi-family built in 1865. This property is not currently available for sale. 299 Main Street was last sold on Mar 30, 2023 for $215,000 (0% higher than the asking price of $214,900). The current Trulia Estimate for 299 Main Street is $287,300.