136 Losaw Road
Winchester, Connecticut 06098
- Beds
- 4
- Baths
- 2
- SqFt
- 1,977
- Acres
- 1.76
- Year Built
- 1984
- Neighborhood
- Winsted
- 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
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
Active Listings
17
9 under contract
Median List Price
$429,000
17 active listings
Median Closed Price
$330,000
97 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per 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
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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.