Skip to main content

136 Losaw Road

Winchester, Connecticut 06098

ACTIVE - NEW$439,900
Beds
4
Baths
2
SqFt
1,977
Acres
1.76
Year Built
1984
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.

Call Matt
2-Car Garage1 Fireplace

About This Home

Welcome to 136 Losaw Rd! Built in 1984, this nicely maintained and updated home offers 1,977 sq. ft. of living space with 4 bedrooms, 2 full baths, and a comfortable open floor plan, all set on 1.76 acres. The main living level features an open dining area and kitchen with breakfast bar overlooking the sunken living room, highlighted by a beautiful arched fieldstone fireplace with propane log set. Two modest-sized bedrooms and a full bath complete this level. Upstairs, you'll find two generously sized bedrooms, a second full bath, and a large storage closet. The lower level features a fieldstone hearth and approximately 400 sq. ft. of additional space ready to be finished to suit your needs. Outside, the property offers a two-stall horse barn with additional room for hay and storage, adding great versatility for equestrian use, hobbies, or additional storage. Nicely maintained and thoughtfully updated over the years, this property offers plenty of space both inside and out. Don't let this one slip away!

Key Facts

City/Town
Winchester
Neighborhood
Winsted
Property / Style
Single Family · Contemporary
Year Built
1984
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
1,977 sq ft
Lot Size
1.76 acres
Garage / Parking
2 garage · 10 total
Property Taxes
$4,910 / Annually

Market Snapshot

The Winchester Market

Single Family · trailing 12 months

Median Days on Market

26

17 active listings

Median $ / Sq Ft

$268

17 active listings

Sale-to-List Ratio

100.0%

97 sales

How this home compares

List Price

$439,900

vs $429,000 median

In line with median

Price / Sq Ft

$223

vs $268 median

16.8% below median

Days on Market

0 days

vs 26 days median

26 days fresher than median

Based on 17 active and 97 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of August 31, 2026.

Location

136 Losaw Road, Winchester, Connecticut

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,818

per month

  • Principal & Interest$2,262
  • Property Taxes$409
  • Insurance$147
  • HOA$0

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

Location

City/Town
Winchester
Neighborhood
Winsted
County
Litchfield

Residence

Property Type
Single Family
Style
Contemporary
Year Built
1984
New Construction
No/Resale
Living Area
1,977 sq ft

Schools

Elementary
Per Board of Ed
High
Gilbert

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
PartialHeatedGarage AccessPartially FinishedWalk-outLiveable Space
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor Plan

Exterior & Lot

Lot Size
1.76 acres
Zoning
RU-2
Garage / Parking
2 garage spaces10 total parking spacesUnder House GarageOff Street ParkingDrivewayGravel
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
ClapboardWood
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BarnDeckPaddock
Lot Description
Lightly WoodedRolling

Listing & Financials

Property Taxes
$4,910 / Annually
Days on Market
0
MLS #
24202969
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

David Sartirana

(860) 806-0225

Northwest CT Realty

(860) 379-7245

Co-Listed By

Amy Sartirana

Northwest CT Realty

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/31/2026. 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 8/31/2026 at 7:10 PM UTC.