41 Ashland Street
Windham, Connecticut 06226
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 1,715
- Acres
- 0.63
- Year Built
- 1915
- Neighborhood
- Willimantic
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
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
- 0 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
Active Listings
16
32 under contract
Median List Price
$325,000
16 active listings
Median Closed Price
$280,500
166 sales
Median Days on Market
14
16 active listings
Median $ / Sq Ft
$175
16 active listings
Sale-to-List Ratio
101.4%
166 sales
How this home compares
List Price
$289,900
vs $325,000 median
10.8% below median
Price / Sq Ft
$169
vs $175 median
In line with median
Days on Market
0 days
vs 14 days median
14 days fresher than median
Based on 16 active and 166 closed sales (trailing 12 mo) of single family in Windham. Source: SmartMLS · As of August 29, 2026.
Location
41 Ashland Street, Windham, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$1,490
- 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
- 0
- MLS #
- 24202429
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/29/2026. 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 8/29/2026 at 10:31 PM UTC.