NOMADEReal Estate

$1,850,000

Active

431 Wakefield Boulevard

Winchester, Connecticut, 06098 · Litchfield County

9

Beds

6

Baths

7,000

Sq Ft

2002

Built

MLS # 24159989

Price / Sq Ft

$264

Property Type

Single Family For Sale

Lot Size

3

Class

Property

About This Property

Live the Highland Lake Dream - 431 W. Wakefield Blvd, Winchester, CT Summer is just around the corner - and in Winsted, resort living never ends. Recently named one of the most desirable towns to live in, with the breathtaking Highland Lake at its heart, Winchester offers the perfect blend of beauty and lifestyle. This waterfront estate at 431 W. Wakefield Blvd isn't just a home - it's your gateway to the ultimate lake life. Wake each morning to panoramic water views, and step outside to a world of four-season recreation. In summer, enjoy boating, jet skiing, swimming, and fishing right from your private dock, or simply relax by the shoreline. When winter arrives, the lake transforms into your own frozen wonderland for ice fishing, skating, and fireside gatherings. Inside, luxury awaits. The main home features gourmet finishes, a chef's kitchen, and custom craftsmanship throughout. A charming guest bungalow offers privacy for family, friends, or guests. Zoned for a bed and breakfast, and featuring an extra subdividable lot, the property offers immense potential - whether as a private retreat, an upscale B&B, or an investment in future development. Set on 425 feet of pristine water frontage, this estate captures the essence of Highland Lake living - natural beauty, year-round recreation, and endless opportunity.

Property Details

431 Wakefield Boulevard, Winchester Connecticut 06098 — Single Family For Sale listed at $1,850,000.

At a Glance

9

Bedrooms

6

Bathrooms

7,000

Sq Ft

3

Lot Size

--

Garage

2002

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodLitchfield
Address431 Wakefield Boulevard
MLS Number24159989
Year Built2002
Square Footage7,000
Lot Size3
Bedrooms9
Bathrooms6
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedOven/Range,Microwave,Refrigerator,Dishwasher,Disposal,Dryer
ColorWhite
In Law AccessLower Level,Separate Entry
In Law ApartmentPossible
Lockbox LocationFront Door
Parcel Number924886
Parking Total Spaces9
Rooms AdditionalBonus Room
ZoningHLD

Financial

Assessed Value829080
Mil Rate Total29.17
Property Tax24184
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionHeated,Finished,Floored,Walk-In
Attic YN1
Basement DescriptionFull,Heated,Garage Access,Interior Access,Liveable Space,Full With Walk-Out
Cooling SystemAttic Fan,Window Unit
Driveway TypePrivate,Paved,Crushed Stone
Exterior FeaturesCabana,Deck,Covered Deck,French Doors
Exterior SidingVinyl Siding
Fireplaces Total4
Foundation TypeConcrete
Fuel Tank LocationAbove Ground
Garage ParkingBarn,Under House Garage,Off Street Parking,Driveway
Garages Number2
Heat Fuel TypeOil
Heat TypeBaseboard
Hot Water DescriptionOil,Domestic
Interior FeaturesAuto Garage Door Opener,Cable - Available,Central Vacuum,Security System
Laundry Room InfoLower Level
Laundry Room LocationLower level
Roof InformationAsphalt Shingle

All Photos (36)

Affordability Calculator

$1,850,000

Down Payment$370,000
Loan Amount$1,480,000
Principal & Interest$9,355/mo
Property Tax$1,850/mo
Insurance$100/mo
Est. Monthly$11,305/mo

Listing Agent

L

Lisa Ogren

Berkshire Hathaway NE Prop.

Contact Lisa Ogren

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Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24159989
Last Updated2026-05-08