323 East Wakefield Boulevard, Winsted, CT 06098
OFF MARKET

$423,600

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,426 sqft (on 0.28 acres)

323 East Wakefield Boulevard, Winsted, CT 06098

Est. Refi. Payment $2,858/mo*
Refinance Your Home
Currently Off Market - Sold Jun 4, 2025 for $397,000

Home Value

Trulia Estimate
$424K
Since last month
$0 (0%)
Since last year
Increased$24K (+5.9%)
Since last sale
Increased$28K (+7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +158% in the last 10 years
MonthEstimated value
2026
August 2026$425K
July 2026$425K
June 2026$417K
May 2026$415K
April 2026$413K
March 2026$417K
February 2026$414K
January 2026$410K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
226 East Wakefield Boulevard, Winsted, CT
0.19
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
230 East Wakefield Boulevard, Winsted, CT
0.18
Single-Family Home
$300,000
05/11/26
3
2
1,536
258 Perch Rock Trail, Winsted, CT
0.09
Single-Family Home
$925,000
06/04/26
4
2
1,373
39 Orchard Street, Winsted, CT
0.81
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
351 Platt Hill Road, Winsted, CT
0.59
Single-Family Home
$370,000
04/17/26
3
2
1,715
43 East Lake Street, Winsted, CT
0.59
Single-Family Home
$920,000
11/17/25
4
3
2,131
44 Lewis Street, Winsted, CT
0.96
Single-Family Home
$335,000
04/07/26
3
2
1,604
156 Shore Drive, Winsted, CT
0.44
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
107 Birdsall Street, Winsted, CT
0.79
Single-Family Home
$210,000
07/02/26
4
2
1,874

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
325 East Wakefield Boulevard, Winsted, CT 06098
0.01
$319,900
2
2
1,192
For Sale
315 East Wakefield Boulevard, Winsted, CT 06098
0.01
$311,100
3
1
988
Off Market
303 East Wakefield Boulevard, Winsted, CT 06098
0.04
$296,600
2
1
960
Off Market
266 Perch Rock Trail, Winsted, CT 06098
0.06
$846,700
3
2
1,488
Off Market
325 Norcross Road, Winsted, CT 06098
0.13
$387,600
1
1
749
Off Market
322 Norcross Road, Winsted, CT 06098
0.13
$245,400
1
1
598
Off Market
258 Perch Rock Trail, Winsted, CT 06098
0.09
$925,000
4
2
1,373
Recently Sold
155 Alpha Avenue, Winsted, CT 06098
0.12
$334,200
2
1
954
Off Market
234 East Wakefield Boulevard, Winsted, CT 06098
0.13
$145,900
2
1
816
Off Market
319 White Oak Trail, Winsted, CT 06098
0.17
$42,900
-
-
-
For Sale
230 East Wakefield Boulevard, Winsted, CT 06098
0.18
$300,000
3
2
1,536
Recently Sold

Local Information

  • Map ViewExplore the area around 323 East Wakefield Boulevard.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1989
Lot Size
0.28 acres
Living Area
1,426 sqft
Price/Sqft
$297
Parking
None

About this House

Charming 3-Bedroom Cape in Sought-After Lake Community. Welcome to this beautifully updated 3-bedroom, 2.5-bath Cape nestled in a vibrant lake community offering year-round fun! Enjoy boating, waterskiing, tubing, and all the perks of lake life just steps from your door, with serene water views to enjoy every day. The main level features a bright, inviting living room with hardwood floors and a custom wood-paneled accent wall that frames the propane wood stove, creating a warm and cozy focal point. The kitchen is updated with quartz countertops, stainless steel appliances, and a center island that opens into a casual dining area-perfect for entertaining or everyday meals. The flexible layout includes a main-level bedroom, while the second floor offers two additional bedrooms and an updated full bath. Downstairs, the finished basement provides extra living space ideal for a den, workout area, or home office. Step outside to your private backyard oasis-an expansive deck with a pergola and cabana, complete with a bar and outdoor TV setup, making it the ultimate spot for relaxing or entertaining after a day on the water. Whether you're looking for a full-time residence or a weekend retreat, this home offers the perfect blend of comfort, style, and lakefront living.
323 East Wakefield Boulevard, Winsted, CT 06098 is a 3 bedroom, 3 bathroom, 1,426 sqft single-family home built in 1989. It last sold for $397,000 on Jun 4, 2025 (6% above the $375,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $423,600, with a rent estimate of $2,605/month.
Last check for updates: about 5 hours ago
Listed by Heather Crabtree, (203) 558-7720
Coldwell Banker Realty, (860) 393-0087
Bought with: Bonnie L. Crafa, (203) 206-7195, Weichert REALTORS Briotti Group, (203) 754-5171
Source: Smart MLS, MLS#24088496

Home Details for 323 East Wakefield Boulevard

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1426 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Water HeaterDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Baseboard,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Frontage
Waterfront: Walk to Water, Water Community, AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1426 Square Feet

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 924691

Price & Status

Price
List Price: $375,000
Status Change & Dates
Off Market Date: Tue Apr 29 2025Possession Timing: Neg

Active Status

MLS Status: Closed

Location

Direction & Address
City: Winchester
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 1426 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Miscellaneous

BasementMls Number: 24088496Attic: Access Via HatchWater ViewWater View: WaterAbove Grade Unfinished Area: 1426

Price and Tax history

DateEventPrice
Jun 4, 2025
Source: Smart MLS #24088496
Sold
$397,000
Apr 29, 2025
Source: Smart MLS #24088496
Pending
$375,000
Apr 24, 2025
Source: Smart MLS #24088496
Listed For Sale
$375,000
Mar 24, 2012
Source: Agent Provided
ListingRemoved
$189,000
Nov 19, 2011
Source: Agent Provided
Listed For Sale
$189,000

Market trends in Winsted

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
12
2MoM

Around this home

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 Winsted

At least 82 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 85 % Say there's wildlife

  • 82 % Say it's dog friendly

  • 67 % Say it's walkable to restaurants

  • 67 % Say there's holiday spirit

  • 67 % Say yards are well-kept

  • 67 % Say parking is easy

  • 62 % Say streets are well-lit

  • 59 % Say kids play outside

  • 58 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 52 % Say people would walk alone at night

  • 44 % Say it's quiet

  • 39 % Say they plan to stay for at least 5 years

  • 30 % Say it's walkable to grocery stores

  • 18 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Amber Matarainen
    "Takes forever to get anywhere worthy of being. Traffic gets backed up midday, and people speed through lights all the time"
    0
    Flag
  • Linda Kaiser
    "Small town feel with all of the required amenities. People are friendly and there are several excellent eateries. "
    0
    Flag
  • Nick W.
    " great schools nice tonw friendly people and streets are fimmaly getting repaved though some aren't even tho they need it Really badly "
    2
    Flag
  • Tammy W.
    "I really like it here just really wish that we had a grocery store in walking distance. There is only one in this town and if you don’t have a car you can not get to it."
    0
    Flag
  • Tammy W.
    "It’s not a bad place to live. Most of the people are nice and it is a clean place. I am just looking for a place with a bigger yard and closer to grocery stores. That is the biggest problem with this town. If you don’t have a car it is very hard to live here. If they could fix that problem I would not be looking to move out of town."
    0
    Flag
  • Tammy W.
    "People are always walking their dogs around my neighborhood. Just have to remind a few of them that they need to clean up after their dogs and not leave it there. But it is nice to see that family’s still walk around and enjoy themselves."
    2
    Flag
  • Tammy W.
    "This is a nice place to raise your kids. And it is a very safe place as well. I have lived here my whole life."
    5
    Flag
  • Tammy W.
    "Great. The driver was very nice and helpful when needed. It is not expensive to ride the bus. I would recommend public transit to everybody that needs it. The drivers are very nice about stopping close to your designation."
    1
    Flag
  • Trulia User
    "My neighborhood is close to downtown, close to the Main Street and easily accessible for the public transportation "
    0
    Flag
  • Nick W.
    "I think most of the surrounding areas within Winsted are Gradually getting better, Great schools, Awsome neighbors(Most) small town feel is good for me."
    0
    Flag
  • Shanura G.
    "I've lived here for over 25 yrs and love...very great neighborhood and friendly people...school system is great"
    0
    Flag
  • Ericka A.
    "watch out for walkways they need work and the best parks for kids is the baseball/memorial park and peirson elementary park there enclosed "
    0
    Flag
  • Jennifer M.
    "Winsted is a small working class town. the schools are improving and you g families should definitely consider moving here. "
    0
    Flag
  • Bruinssox1
    "No dog parks to bring your dog too. The parks we do have are no dogs allowed.There is a lot of traffic to watch out for"
    0
    Flag
  • Kaeabalan
    "There are a million dogs on my street and the surrounding streets. I see people out walking dogs frequently, day and night. On the occasion my dog gets loose, the neighbors are a great help in bringing him home. "
    2
    Flag
  • Eric R.
    "Great access to parks and public activities. Close to local community college, private neighbors, easy access to local hospitals."
    1
    Flag
  • Choiniere j.
    "Been here almost a year, and its what you make of it. Could be better her and there, but its a nice town for your family. Not too much in the cost of living, which is a plus!"
    6
    Flag
  • liz
    "Nice and quiet area where neighbors look out for each other's property."
    1
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 323 East Wakefield Boulevard

  • What is 323 East Wakefield Boulevard estimated to be worth?
    Trulia's estimated value for 323 East Wakefield Boulevard in Winsted, CT is $423,600.
  • What is the price history for 323 East Wakefield Boulevard?
    323 East Wakefield Boulevard in Winsted, CT last sold for $397,000 in June 2025.
  • Is Winsted a buyer's or seller's market?
    Winsted is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Winsted?
    Residents describe Winsted, CT as dog-friendly, walkable to restaurants, and well-kept. See recently sold homes in Winsted, CT.
  • How big is the lot at 323 East Wakefield Boulevard?
    The lot at 323 East Wakefield Boulevard in Winsted, CT is about 0.28 acres (12,197 sq ft).

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