Would people walk alone at night in Winchester, CT?

As of early 2026, 100% of users say people would walk alone at night

Is parking easy in Winchester, CT?

As of early 2026, 89% of users say parking is easy

Is a car needed in Winchester, CT?

As of early 2026, 80% of users say car is needed

Is Winchester, CT quiet?

As of early 2026, 78% of users say it's quiet

Are yards well-kept in Winchester, CT?

As of early 2026, 70% of users say yards are well-kept

Is there wildlife in Winchester, CT?

As of early 2026, 67% of users say there's wildlife

Does Winchester, CT show holiday spirit?

As of early 2026, 64% of users say there's holiday spirit

Is Winchester, CT dog-friendly?

As of early 2026, 50% of users say it's dog friendly

Is Winchester, CT walkable to grocery stores?

As of early 2026, 40% of users say it's walkable to grocery stores

Are neighbors friendly in Winchester, CT?

As of early 2026, 38% of users say neighbors are friendly

Do kids play outside in Winchester, CT?

As of early 2026, 36% of users say kids play outside

Do residents of Winchester, CT plan to stay at least 5 years?

As of early 2026, 33% of users say they plan to stay for at least 5 years

Are the streets well-lit in Winchester, CT?

As of early 2026, 33% of users say streets are well-lit

Are there community events in Winchester, CT?

As of early 2026, 33% of users say there are community events

Is Winchester, CT walkable to restaurants?

As of early 2026, 29% of users say it's walkable to restaurants

Does Winchester, CT have sidewalks?

As of early 2026, 11% of users say there are sidewalks

FOR SALE

674 East Wakefield Boulevard
Winsted, CT 06098

3 Beds
3 Baths
2,097 sqft

$990,000

Est. Mortgage $5,094/mo*

Get Pre-Qualified

$990,000

Est. Mortgage $5,094/mo*

Get Pre-Qualified

3 Beds

3 Baths

2,097 sqft

We estimate this home will sell faster than 91% nearby.

Local Information

-- mins to

Commute Destination

Description

Experience the best of year-round waterfront living on Highland Lake in this beautifully maintained 3-bedroom, 3-bath home with stunning panoramic views and direct water access. Ideally located in the sought-after 3rd Bay, this property features a private dock-perfect for boating, swimming, kayaking, and enjoying everything lake life has to offer. Inside, an open and inviting layout connects the living room, dining area, and updated kitchen, ideal for entertaining. Expansive windows flood the home with natural light and frame breathtaking lake views throughout. The primary bedroom offers generous closet space, while additional bedrooms provide flexibility for guests, family, or a home office. Outdoor living is equally impressive, with a lakeside deck, screened porch, and low-maintenance landscaped yard-perfect for relaxing or hosting. A spacious paver driveway allows for ample parking, and a detached storage shed provides room for all your lake gear. Enjoy four-season recreation just minutes away, including skiing and snowboarding at Ski Sundown and Butternut, along with nearby dining, shopping, and outdoor activities. Whether you're looking for a full-time residence or a weekend retreat, this move-in-ready home offers the perfect blend of comfort, lifestyle, and location.

We estimate this home will sell faster than 91% nearby.

Home Highlights

Parking

1 Car Garage

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

$472

Listed

9 days ago

Home Details for 674 East Wakefield Boulevard

Interior Features
Interior Details Basement: Partial,Sump Pump,Storage Space,Dirt Floor,ConcreteNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout Living Area: 2097 Square Feet
Appliances & Utilities Appliances: Gas Cooktop, Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Instant Hot Water, Washer, DryerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Baseboard,Gas on Gas,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa Number of Fireplaces: 3Has a Fireplace
View Has a ViewView: Water

Exterior Features
Exterior Home Features Roof: AsphaltFoundation: MasonryNo Private Pool
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Attached
Frontage WaterfrontWaterfront: Waterfront, Lake, Dock or Mooring, AccessOn Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 2097 Square Feet

Days on Market
Days on Market: 9

Property Information
Year Built Year Built: 1942
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cottage
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information Parcel Number: 925597

Price & Status
Price List Price: $990,000Price Per Sqft: $472
Status Change & Dates Possession Timing: Immediate

Active Status
MLS Status: Active

Media
See Virtual Tour

Location
Direction & Address City: WinchesterCommunity: Winsted
School Information Elementary School: Harry P. HinsdaleHigh School: Gilbert

Agent Information
Listing Agent Listing ID: 24170488

Building
Building Area Building Area: 2097 Square Feet

Community
Community Features: Golf, Park

HOA
No HOA

Lot Information
Lot Area: 10018.8 sqft

Miscellaneous
BasementMls Number: 24170488Attic: NoneWater ViewWater View: WaterAttribution Contact: (631) 478-5094Above Grade Unfinished Area: 2097

Additional Information
GolfPark

Last check for updates: 1 day ago

Listing courtesy of Matthew L. Smith, (631) 478-5094

Smith & DeGroat Real Estate, (631) 478-5094

Source: Smart MLS, MLS#24170488

Also Listed on Smart MLS.

Price History for 674 East Wakefield Boulevard

Date	Price	Event	Source
04/30/2026	$990,000	Listed For Sale	Smart MLS #24170488

11/30/2025	$1,149,000	ListingRemoved	Smart MLS #24118799

08/12/2025	$1,149,000	Listed For Sale	Smart MLS #24118799

03/20/1993	$115,000	Sold	N/A
Recording Date 03/20/1993 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$16,721
Assessment	$573,230

Home facts updated by county records

Comparable Sales for 674 East Wakefield Boulevard

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
819 East Wakefield Boulevard, Winsted, CT	0.31	Single-Family Home	$439,900	12/04/25	3	1.5	1,892
817 East Wakefield Boulevard, Winsted, CT	0.29	Single-Family Home	$231,000	02/20/26	2	1	1,051
421 Unity Place, Winsted, CT	0.81	Single-Family Home	$286,000	06/09/25	3	2	1,440
126 Forest Avenue, Winsted, CT	0.71	Single-Family Home	$375,000	10/28/25	3	1.5	1,833
604 West Wakefield Boulevard, Winsted, CT	0.64	Single-Family Home	$309,742	03/18/26	3	1	1,188
538 Wheelers Point, Winchester, CT	0.72	Single-Family Home	$1,500,000	10/14/25	4	3	2,496
107 Peck Road, Winsted, CT	0.53	Single-Family Home	$309,250	02/06/26	3	1	960

Assigned Schools

These are the assigned schools for 674 East Wakefield Boulevard.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winchester

At least 4 Trulia users voted on each feature.

100 % Say people would walk alone at night
89 % Say parking is easy
80 % Say car is needed
78 % Say it's quiet
70 % Say yards are well-kept
67 % Say there's wildlife
64 % Say there's holiday spirit
50 % Say it's dog friendly
40 % Say it's walkable to grocery stores
38 % Say neighbors are friendly
36 % Say kids play outside
33 % Say they plan to stay for at least 5 years
33 % Say streets are well-lit
33 % Say there are community events
29 % Say it's walkable to restaurants
11 % Say there are sidewalks

Learn more about our methodology.

Carrie P.
Resident
7y ago
"The homes have big, spacious yards, and most people are dog owners. There is not a lot of traffic on the street."
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Additional Cost

Matthew L. Smith, Smith & DeGroat Real Estate, (631) 478-5094

Agent Phone: (631) 478-5094

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

674 East Wakefield Boulevard, Winsted, CT 06098 is a 3 bedroom, 3 bathroom, 2,097 sqft single-family home built in 1942. This property is currently available for sale and was listed by Smart MLS on Apr 30, 2026. The MLS # for this home is MLS# 24170488.

674 East Wakefield Boulevard
Winsted, CT 06098

$990,000

$990,000

Local Information