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41 Ashland Street

Windham, Connecticut 06226

PENDING$289,900
Beds
4
Baths
1 | 1
SqFt
1,715
Acres
0.63
Year Built
1915
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplaceVirtual Tour

About This Home

AT THE REQUEST OF THE SELLERS ALL HIGHEST AND BEST OFFERS TO BE SUBMITTED BY MONDAY SEPTEMBER 7, 2026 AT 8PM THANK YOU TO ALL WHO HAVE SHOWN THE PROPERTY AND HAVE SUBMITTED OFFERS Rare find kind of property! This property is complete with many incredible features. First Cape style home is 4 beds and 1.5 baths. Carpeted living room, first floor bedroom with a secondary bedroom that is currently being used as laundry room. Two additional rooms upstairs. Updated Galley style kitchen with granite countertops and plenty of cabinet space. Smaller eatin or informal dining area which leads into great room that looks out over the back yard. Oversized two car garage with lots of room for storage. All the mechanicals are updated including new furnace, electric hot water heater and oil tank. This home is equipped with a propane whole house generator. Your completely fenced in back yard is home to a screened in gazebo, a carefree detached garage, a storage shed and an unbelievable two story barn which has electric and insulated on lower level (WAIT until you see this barn!! Possible make it an ADU or second living space. THIS IS THE ONE YOU HAVE BEEN LOOKING FOR!!!! Priced to be VERY COMPETETIVE. Just a short walk to park springs or a little bit longer walk to center of town.

Key Facts

City/Town
Windham
Neighborhood
Willimantic
Property / Style
Single Family · Cape Cod
Year Built
1915
Days on Market
48 days
Beds
4
Baths
1 full · 1 half
Living Area
1,715 sq ft
Lot Size
0.63 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$5,934 / Annually

Market Snapshot

The Windham Market

Single Family · trailing 12 months

Median Days on Market

38

16 active listings

Median $ / Sq Ft

$170

16 active listings

Sale-to-List Ratio

101.8%

162 sales

How this home compares

List Price

$289,900

vs $203,250 median

42.6% above median

Price / Sq Ft

$169

vs $170 median

In line with median

Days on Market

48 days

vs 38 days median

10 days longer than median

Based on 16 active and 162 closed sales (trailing 12 mo) of single family in Windham. Source: SmartMLS · As of October 16, 2026.

Location

41 Ashland Street, Windham, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,198

per month

  • Principal & Interest$1,606
  • Property Taxes$495
  • Insurance$97
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Windham
Neighborhood
Willimantic
County
Windham

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1915
New Construction
No/Resale
Living Area
1,715 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Steam
Heat Fuel
Oil
Cooling
Split System
Fireplaces
1
Laundry
Main Level
Laundry Location
laundry currently used in main level BR
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
PartialPartial With Hatchway
In-Law Apartment
No
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
0.63 acres
Zoning
R4
Garage / Parking
2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedBarn
Lot Description
Fence - PartialFence - Chain LinkLevel Lot

Listing & Financials

Property Taxes
$5,934 / Annually
Days on Market
48
MLS #
24202429
MLS Status
Under Contract
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Christopher Grant

Christopher F. Grant Broker

(860) 933-3565

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/16/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/16/2026 at 5:50 PM UTC.