552 East Wakefield Boulevard, Winsted, CT 06098
OFF MARKET

552 East Wakefield Boulevard
Winsted, CT 06098

  • 3 Beds
  • 3 Baths
  • 2,526 sqft (on 0.28 acres)

$1,328,700

Trulia Estimate
as of Jun 5, 2026

$1,328,700

Trulia Estimate
as of Jun 5, 2026
3 Beds
3 Baths
2,526 sqft
(on 0.28 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Paradise awaits! Located in the 3rd bay sunny East side of Highland Lake boasting spectacular, unobstructed views of the waterfront to enjoy brilliant days and lingering sunsets! Home sold with furnishings. See your agent for details. Many upgrades make this home a dream including: a new propane heating system/Fall 2023; Full house generator/Fall 2023; New floating dock/Summer 2023; New Carrara marble countertops to the full baths/Spring 2024; The fixed dock has been repaired and retained and new bumpers added/Summer 2023; Outbuilding remodel includes: new roof, new railing and sliding door/Spring 2024. Enter the home to a beautiful open living room/great room with full windows overlooking the lake which enhances the open floor plan to the dining area and gourmet, center island kitchen with quartz countertops. Glass sliders lead to a wraparound deck with room to spare for lounging and a cookout! A finished lower level includes a full wet bar with under counter fridge and dishwasher and bathroom/laundry room. Sliders to a covered patio are just a few steps to the lake. Primary ensuite bedroom on the upper level accompanies two additional bedrooms and a second full bath. A permanent dock and sea wall create the perfect boating and swimming experience! Nearby destinations include Lenox/Tanglewood; Shakespeare Festival; Butternut Basin Skiing; Jacob's Pillow and many great restaurants! Welcome to your dream home!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 01, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 552 East Wakefield Boulevard

Interior Features

Interior Details
Basement: Full,Heated,FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 2526 Square Feet
Appliances & Utilities
Utilities: Underground Utilities, Cable AvailableAppliances: Gas Cooktop, Oven, Refrigerator, Freezer, Ice Maker, Dishwasher, Disposal, Trash Compactor, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,PropaneHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Storm Window(s)Door: Storm Door(s)
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Wrap Around, Deck, PatioOther Structures: Shed(s)Foundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Attached,Paved,Driveway,Garage Door Opener,Private
Frontage
WaterfrontWaterfront: Waterfront, Lake, Walk to Water, Beach, Dock or Mooring, Beach Access, Water Community, AccessOn Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2118 Square FeetFinished Area (below surface): 408 Square Feet

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 925495

Price & Status

Price
List Price: $1,500,000
Status Change & Dates
Off Market Date: Tue Jul 09 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WinchesterCommunity: Winchester Center
School Information
Elementary School: Harry P. HinsdaleHigh School: Gilbert

Building

Building Area
Building Area: 2526 Square Feet

Community

Community Features: Basketball Court, Near Public Transport, Golf, Lake, Library, Medical Facilities, Park, Playground
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Energy

Energy Efficiency Features: Doors, Windows

Miscellaneous

BasementMls Number: 24028424Attic: Access Via HatchWater ViewWater View: WaterAbove Grade Unfinished Area: 2118

Additional Information

Basketball CourtNear Public TransportGolfLakeLibraryMedical FacilitiesParkPlayground
Last check for updates: about 3 hours ago
Listed by Annemarie C. Bellenoit, (860) 449-2325
Berkshire Hathaway NE Prop., (860) 739-6666
Bought with: Robert M. Leonard, (914) 505-4416, Berkshire Hathaway NE Prop., (203) 744-5544
Source: Smart MLS, MLS#24028424

Price History for 552 East Wakefield Boulevard

DatePriceEventSource
08/12/2024$1,350,000Sold
Smart MLS #24028424
07/10/2024$1,500,000PendingSmart MLS #24028424
07/06/2024$1,500,000Listed For SaleSmart MLS #24028424
12/02/2022$1,150,000Sold
Smart MLS #170509036
07/29/2022$1,250,000Listed For SaleSmart MLS #170509036
08/01/2001$220,000Sold
N/A

Market trends in Winchester

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
11
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$17,852
Assessment$612,010
Home facts updated by county records

Comparable Sales for 552 East Wakefield Boulevard

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
538 Wheelers Point, Winchester, CT
0.24
Single-Family Home
$1,500,000
10/14/25
4
3
2,496
722 Lake Drive, Winsted, CT
0.48
Single-Family Home
$1,200,000
05/20/26
3
2.5
1,556
508 West Wakefield Boulevard, Winsted, CT
0.39
Single-Family Home
$1,575,000
06/30/25
7
4
2,687
421 Unity Place, Winsted, CT
0.33
Single-Family Home
$286,000
06/09/25
3
2
1,440
200 Perch Rock Trail, Winsted, CT
1.23
Single-Family Home
$1,200,000
07/23/25
3
2.5
2,407
126 Forest Avenue, Winsted, CT
0.54
Single-Family Home
$375,000
10/28/25
3
1.5
1,833
819 East Wakefield Boulevard, Winsted, CT
0.76
Single-Family Home
$439,900
12/04/25
3
1.5
1,892
435/434 West Wakefield Boulevard, Winsted, CT
0.46
Single-Family Home
$1,215,000
09/10/25
8
4.5
5,231

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 552 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

Sourced by Trulia users. Learn more about our methodology.
  • Carrie P.
    "The homes have big, spacious yards, and most people are dog owners. There is not a lot of traffic on the street."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 552 East Wakefield Boulevard

Skip to last item
Skip to first item

Off Market Homes Near 552 East Wakefield Boulevard

Skip to last item
Skip to first item
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.

Homes for rent near 552 East Wakefield Boulevard

Skip to last item
  • Results are loading
Skip to first item
552 East Wakefield Boulevard, Winsted, CT 06098 is a 3 bedroom, 4 bathroom, 2,526 sqft single-family home built in 2002. This property is not currently available for sale. 552 East Wakefield Boulevard was last sold on Aug 12, 2024 for $1,350,000 (10% lower than the asking price of $1,500,000). The current Trulia Estimate for 552 East Wakefield Boulevard is $1,328,700.