21 Pennywood Lane
Windham, Connecticut 06226
- Beds
- 3
- Baths
- 1
- SqFt
- 1,362
- Acres
- 0.24
- Year Built
- 1952
- 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
There's so much to love about this longtime family home! This inviting Cape offers a comfortable floor plan, nice sized rooms, and wonderful natural light throughout. Invite guests over to enjoy the spacious dining room with vaulted ceilings and oversized windows, while the sunroom/laundry area with wood stove offers another cozy space. The 4th bedroom, previously converted to a den, could be used for an office, extra living space or back to a bedroom to suit your needs. Outside, you'll find a beautifully maintained yard with established gardens, a lovely patio with stone stove, and plenty of room to relax and entertain. A 20x12 workshop with electricity, plus an adjoining covered storage area, is perfect for hobbies, projects, and extra storage. Newer roof, oil tank, and hot water heater add peace of mind. Set in a desirable neighborhood close to Eastern Connecticut State University and with easy access to UConn, this home has been lovingly cared for by the same family for many years and is ready for someone new to bring their vision and make it their own!
Key Facts
- City/Town
- Windham
- Neighborhood
- Willimantic
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1952
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,362 sq ft
- Lot Size
- 0.24 acres
- Property Taxes
- $5,064 / Annually
Market Snapshot
The Windham Market
Single Family · trailing 12 months
Active Listings
17
22 under contract
Median List Price
$217,500
17 active listings
Median Closed Price
$281,000
157 sales
Median Days on Market
41
17 active listings
Median $ / Sq Ft
$142
17 active listings
Sale-to-List Ratio
102.1%
157 sales
How this home compares
List Price
$250,000
vs $217,500 median
14.9% above median
Price / Sq Ft
$184
vs $142 median
29.6% above median
Days on Market
0 days
vs 41 days median
41 days fresher than median
Based on 17 active and 157 closed sales (trailing 12 mo) of single family in Windham. Source: SmartMLS · As of November 10, 2026.
Location
21 Pennywood Lane, Windham, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$1,355
- Property Taxes$422
- Insurance$83
- 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
- 1952
- New Construction
- No/Resale
- Living Area
- 1,362 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- None
- Laundry
- Main Level
- Laundry Location
- Main FloorLaundry Room/Sunroom
- Appliances
- Oven/RangeRefrigeratorWasherDryer
- Basement
- None
- Interior Features
- Cable - Pre-wired
- Additional Rooms
- Workshop
Exterior & Lot
- Lot Size
- 0.24 acres
- Zoning
- R4
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Sagebrush
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedGazeboGuttersGarden AreaPatio
- Lot Description
- TreedDryLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $5,064 / Annually
- Days on Market
- 0
- MLS #
- 24219261
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/10/2026. 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 11/10/2026 at 8:45 AM UTC.