NOMADEReal Estate

$749,999

Active

660 Wakefield Boulevard

Winchester, Connecticut, 06098 · Litchfield County

2

Beds

2

Baths

1,320

Sq Ft

1960

Built

MLS # 24174215

Price / Sq Ft

$568

Property Type

Single Family For Sale

Lot Size

0.27

Class

Property

About This Property

Nestled along the coveted east side of Highland Lake, 660 East Wakefield Blvd offers a rare opportunity to create the waterfront retreat you've always imagined. Bursting with classic lake charm and timeless character, this home is ready for a new owner to make it their own and bring fresh vision to an unforgettable setting. Enjoy excellent water access for swimming, boating, kayaking, and lakeside living, including use of a semi-private boat launch that makes getting out on the water effortless. Positioned on the east shore, the property captures magnificent sunset views across the lake, where evening skies melt into the water like brushed copper and glass. Whether you're dreaming of a cozy seasonal getaway, a year-round lake home, or a stunning custom renovation, this property offers the perfect canvas to create the waterfront home of your dreams. Opportunities like this on Highland Lake don't come around often.

Property Details

660 Wakefield Boulevard, Winchester Connecticut 06098 — Single Family For Sale listed at $749,999.

At a Glance

2

Bedrooms

2

Bathrooms

1,320

Sq Ft

0.27

Lot Size

--

Garage

1960

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodLitchfield
Address660 Wakefield Boulevard
MLS Number24174215
Year Built1960
Square Footage1,320
Lot Size0.27
Bedrooms2
Bathrooms2
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedElectric Cooktop,Refrigerator,Dishwasher,Washer,Electric Dryer
Lockbox LocationFront door
Parcel Number925588
Parking Total Spaces6
ZoningHLD

Financial

Assessed Value420000
Mil Rate Total29.17
Property Tax12251
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionAccess Via Hatch
Attic YN1
Basement DescriptionFull,Garage Access,Partially Finished,Walk-out,Liveable Space,Full With Walk-Out
Cooling SystemNone
Driveway TypePaved
Exterior SidingVinyl Siding
Fireplaces Total1
Foundation TypeConcrete
Garage ParkingAttached Garage,Driveway,Paved,Off Street Parking
Garages Number2
Heat Fuel TypeElectric
Heat TypeHot Water
Hot Water DescriptionDomestic
Roof InformationAsphalt Shingle

All Photos (29)

Affordability Calculator

$749,999

Down Payment$150,000
Loan Amount$599,999
Principal & Interest$3,792/mo
Property Tax$750/mo
Insurance$100/mo
Est. Monthly$4,642/mo

Listing Agent

M

Matthew Smith

Smith & DeGroat Real Estate

Contact Matthew Smith

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Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24174215
Last Updated2026-05-21