NOMADEReal Estate

$324,900

Under Contract - Continue to ShowUnder Contract

50 High Street

Winchester, Connecticut, 06098 · Litchfield County

4

Beds

2

Baths

3,044

Sq Ft

1900

Built

MLS # 24199721

Price / Sq Ft

$107

Property Type

Multi-Family For Sale

Lot Size

0.56

Class

Property

About This Property

Well-maintained two-family home offering spacious apartments, separate utilities, and a convenient location within walking distance to downtown amenities. The first-floor apartment features approximately 1,620 sq. ft. with a kitchen, living room, dining room, full bath, and 2-3 bedrooms. The second-floor apartment offers approximately 1,424 sq. ft. with a similar layout including a kitchen, living room, dining room, full bath, and 2-3 bedrooms. Each unit is serviced by its own efficient natural gas boiler and hot water and features a covered porch for additional outdoor living space. Situated on a generous .56-acre lot, the property also includes a two-story barn offering excellent storage and additional possibilities. A nicely maintained property with spacious units and a desirable location close to shopping, restaurants, and other downtown conveniences. An excellent opportunity for an owner-occupant or investor.

Property Details

50 High Street, Winchester Connecticut 06098 — Multi-Family For Sale listed at $324,900.

At a Glance

4

Bedrooms

2

Bathrooms

3,044

Sq Ft

0.56

Lot Size

--

Garage

1900

Year Built

The Details

Property TypeMulti-Family For Sale
NeighborhoodLitchfield
Address50 High Street
MLS Number24199721
Year Built1900
Square Footage3,044
Lot Size0.56
Bedrooms4
Bathrooms2
Water SourcePublic Water Connected

Property Details

Financial

Assessed Value77350
Mil Rate Total29.17
Property Tax2256
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionAccess Via Hatch
Attic YN1
Basement DescriptionFull,Full With Hatchway
Cooling SystemWindow Unit
Energy FeaturesThermopane Windows
Exterior FeaturesPorch-Wrap Around,Porch-Enclosed,Porch,Barn
Exterior SidingClapboard,Wood
Fireplaces Total1
Foundation TypeStone
Garage ParkingBarn,Detached Garage,Off Street Parking
Garages Number2
Heat Fuel TypeNatural Gas
Heat TypeHot Water
Hot Water DescriptionNatural Gas,Upright Tank
Roof InformationAsphalt Shingle

Other Details

ColorBlue
Parcel Number927736
Parking Total Spaces6
ZoningR-3

All Photos (38)

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Affordability Calculator

$324,900

Down Payment$64,980
Loan Amount$259,920
Principal & Interest$1,643/mo
Property Tax$325/mo
Insurance$100/mo
Est. Monthly$2,068/mo

Listing Agent

D

David Sartirana

Northwest CT Realty

Quick Facts

StatusUnder Contract - Continue to Show
TypeMulti-Family For Sale
ClassProperty
MLS #24199721
Last Updated2026-08-25