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342 Mountain Road

Windsor, Connecticut 06095

ACTIVE$270,000

Reduced from $289,995

Beds
2
Baths
1
SqFt
1,343
Acres
0.46
Year Built
1935
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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1-Car GaragePrice Reduced

About This Home

Diamond in the Rough Investors and homeowners, take notice! This 2-bedroom, 1-bath cottage-style home is tucked away in a tranquil setting and offers an incredible opportunity for the right buyer. This property will need an overhaul, but the potential is there to transform it into something truly special. The garage has also been newly remodeled, adding even more value and versatility to the property. Bring your vision, your imagination, and your renovation ideas! Come take a look and see the possibilities for yourself!

Key Facts

City/Town
Windsor
Neighborhood
N/A
Property / Style
Single Family · Bungalow
Year Built
1935
Days on Market
56 days
Beds
2
Baths
1 full
Living Area
1,343 sq ft
Lot Size
0.46 acres
Garage / Parking
1 garage
Property Taxes
$4,850 / Annually

Market Snapshot

The Windsor Market

Single Family · trailing 12 months

Median Days on Market

47

37 active listings

Median $ / Sq Ft

$224

37 active listings

Sale-to-List Ratio

102.9%

242 sales

How this home compares

List Price

$270,000

vs $398,000 median

32.2% below median

Price / Sq Ft

$201

vs $224 median

10.3% below median

Days on Market

56 days

vs 47 days median

9 days longer than median

Based on 37 active and 242 closed sales (trailing 12 mo) of single family in Windsor. Source: SmartMLS · As of October 19, 2026.

Location

342 Mountain Road, Windsor, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,990

per month

  • Principal & Interest$1,496
  • Property Taxes$404
  • Insurance$90
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Windsor
Neighborhood
N/A
County
Hartford

Residence

Property Type
Single Family
Style
Bungalow
Year Built
1935
New Construction
No/Resale
Living Area
1,343 sq ft

Schools

Elementary
Oliver Ellsworth
High
Windsor

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
None
Appliances
Electric CooktopMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
Partial

Exterior & Lot

Lot Size
0.46 acres
Zoning
AA
Garage / Parking
1 garage spaceDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$4,850 / Annually
Days on Market
56
MLS #
24201430
MLS Status
Active

Similar Properties

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Listed By

Brian Gallagher

(917) 202-4145

Coldwell Banker Realty

(203) 481-4571

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/19/2026. 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 10/19/2026 at 7:01 PM UTC.