NOMADEReal Estate

$1,595,000

Active

424 Wakefield Boulevard

Winchester, Connecticut, 06098 · Litchfield County

5

Beds

2

Baths

3,693

Sq Ft

1890

Built

MLS # 24171266

Price / Sq Ft

$432

Property Type

Single Family For Sale

Lot Size

0.59

Class

Property

About This Property

Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer appliances and farm sink, open floorplan greatroom with fireplace. Separate oversized two car detached garage with second floor and HVAC units for heating/cooling.

Property Details

424 Wakefield Boulevard, Winchester Connecticut 06098 — Single Family For Sale listed at $1,595,000.

At a Glance

5

Bedrooms

2

Bathrooms

3,693

Sq Ft

0.59

Lot Size

--

Garage

1890

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodLitchfield
Address424 Wakefield Boulevard
MLS Number24171266
Year Built1890
Square Footage3,693
Lot Size0.59
Bedrooms5
Bathrooms2
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedGas Range,Microwave,Refrigerator,Dishwasher,Washer,Dryer
ColorGrey
Encumbrances RestrictionsEasements
Parcel Number924848
Parking Total Spaces4
ZoningHLD

Financial

Assessed Value755090
Mil Rate Total29.17
Property Tax22026
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionFinished,Walk-up
Attic YN1
Basement DescriptionFull,Unfinished
Cooling SystemSplit System
Driveway TypeShared
Energy FeaturesFireplace Insert,Generator Ready,Thermopane Windows
Exterior FeaturesPorch-Screened,Porch,Garden Area,Covered Deck,French Doors
Exterior SidingClapboard
Fireplaces Total1
Foundation TypeStone
Fuel Tank LocationIn Basement
Garage ParkingDetached Garage,Driveway
Garages Number2
Heat Fuel TypeElectric,Oil
Heat TypeHot Water
Home AutomationLock(s),Security System,Thermostat(s)
Hot Water DescriptionDomestic
Interior FeaturesCable - Pre-wired,Open Floor Plan,Security System
Laundry Room InfoMain Level
Roof InformationAsphalt Shingle

All Photos (40)

Affordability Calculator

$1,595,000

Down Payment$319,000
Loan Amount$1,276,000
Principal & Interest$8,065/mo
Property Tax$1,595/mo
Insurance$100/mo
Est. Monthly$9,760/mo

Listing Agent

K

Karen Newton

William Pitt Sotheby's Int'l

Contact Karen Newton

Fill out the form below and we will respond promptly.

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24171266
Last Updated2026-05-17