106 Jerusalem Road
Windham, Connecticut 06280
- Beds
- 3
- Baths
- 1
- SqFt
- 1,317
- Acres
- 1.38
- Year Built
- 1953
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Pride of ownership shines throughout this beautifully maintained circa 1953 Ranch, nestled on 1.38 acres of picturesque, park-like grounds! Quality built and lovingly cared for, this inviting 3-bedroom, 1-bath home offers comfortable one-level living with timeless charm and thoughtful updates. Inside, discover gleaming hardwood floors, a spacious living room with fireplace, adjoining dining area, and a bright kitchen featuring natural wood cabinetry and ample storage. A true highlight is the expansive 48'x17' 3-season sunroom, surrounded by windows and sliders offering wonderful views of the beautifully landscaped grounds. Perfect for relaxing, entertaining, or simply enjoying nature's changing seasons! Outside, sweeping lawns, mature trees, ornamental plantings, and lovely garden areas create a peaceful retreat. A covered patio, two storage sheds, paved driveway, and attached 2-car garage add convenience and versatility. Significant improvements include the roof, windows, sliders, updated electrical, mini-split systems, and a new boiler. Central air and a generator hookup provide additional comfort and convenience. A wonderful combination of solid construction, meticulous maintenance, and natural beauty, this special property is ready for its next chapter. Come experience it for yourself! Come experience it for yourself! Owner is a licensed real estate agent in VT.
Key Facts
- City/Town
- Windham
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1953
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,317 sq ft
- Lot Size
- 1.38 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $5,349 / Annually
Market Snapshot
The Windham Market
Single Family · trailing 12 months
Active Listings
17
23 under contract
Median List Price
$288,000
17 active listings
Median Closed Price
$277,500
164 sales
Median Days on Market
23
17 active listings
Median $ / Sq Ft
$202
17 active listings
Sale-to-List Ratio
102.0%
164 sales
How this home compares
List Price
$389,000
vs $288,000 median
35.1% above median
Price / Sq Ft
$295
vs $202 median
46.0% above median
Days on Market
0 days
vs 23 days median
23 days fresher than median
Based on 17 active and 164 closed sales (trailing 12 mo) of single family in Windham. Source: SmartMLS · As of October 22, 2026.
Location
106 Jerusalem Road, Windham, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$2,138
- Property Taxes$446
- Insurance$130
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windham
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1953
- New Construction
- No/Resale
- Living Area
- 1,317 sq ft
Schools
- Elementary
- Windham Center
- High
- Windham
Interior
- Heating
- Heat PumpHot Water
- Heat Fuel
- Oil
- Cooling
- Central AirSplit SystemWhole House Fan
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasher
- Basement
- FullUnfinished
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 1.38 acres
- Zoning
- R1
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- cream
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedPatio
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $5,349 / Annually
- Days on Market
- 0
- MLS #
- 24216131
- MLS Status
- Active
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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 10/22/2026. 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 10/22/2026 at 11:20 PM UTC.