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21 Pennywood Lane

Windham, Connecticut 06226

COMING SOON - NEW$250,000
Beds
3
Baths
1
SqFt
1,362
Acres
0.24
Year Built
1952
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,860

per 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

Similar Properties

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Listed By

Amber Jones

(860) 938-7835

KW Legacy Partners

(860) 313-0700

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.