52 Greenwood Street
Windham, Connecticut 06226
- Beds
- 2
- Baths
- 1
- SqFt
- 1,040
- Acres
- 0.18
- Year Built
- 1955
- 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
Cute and very private. Freshly painted and ready to go. Cozy living room with big picture window with hard wood floors and a fireplace. Kitchen was updated several years ago with Silestone counters. Bathroom updated 2 years ago Two bedrooms with hard wood floors. Whole house fan. Newer windows. Boiler, oil tank and hot water heater replaced within past 3 years. New roof in past 2 years. Solar panels with a lease payment of $91.86 monthly. Electric bill $0 to $10.00 according to the seller. Washer and Dryer in basement. One car garage and a fenced in back yard.
Key Facts
- City/Town
- Windham
- Property / Style
- Single Family · Ranch
- Year Built
- 1955
- Days on Market
- 1107 days
- Beds
- 2
- Baths
- 1 full
- Living Area
- 1,040 sq ft
- Lot Size
- 0.18 acres
- Property Taxes
- Not on file from MLS
Market Snapshot
The Windham Market
Single Family · trailing 12 months
Active Listings
19
25 under contract
Median List Price
$289,900
19 active listings
Median Closed Price
$275,000
171 sales
Median Days on Market
19
19 active listings
Median $ / Sq Ft
$172
19 active listings
Sale-to-List Ratio
101.4%
171 sales
How this home compares
List Price
$189,000
vs $289,900 median
34.8% below median
Price / Sq Ft
$182
vs $172 median
5.8% above median
Days on Market
1107 days
vs 19 days median
1088 days longer than median
Based on 19 active and 171 closed sales (trailing 12 mo) of single family in Windham. Source: SmartMLS · As of September 9, 2026.
Location
52 Greenwood Street, Windham, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$977
- Property Taxes$0
- Insurance$63
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windham
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1955
- Living Area
- 1,040 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Windham
Interior
- Heating
- Baseboard
- Cooling
- Ceiling FansWhole House Fan
- Fireplaces
- 1
- Laundry
- Lower Level
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 0.18 acres
- Garage / Parking
- Attached GaragePaved
- Waterfront Details
- Not Applicable
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- GuttersLightingPatio
- Lot Description
- SecludedLevel LotLightly WoodedFence - PartialFence - Chain Link
Listing & Financials
- Days on Market
- 1107
- MLS #
- 170593902
- MLS Status
- Under Contract
- Financing
- FHA,VA,CHFA
Similar Properties
Homes with a close match in area, property type, and price.
Buyer's Agent
Sharon L. Stokland
List N Show LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/9/2026. 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 9/9/2026 at 2:01 AM UTC.