325 East Wakefield Boulevard, Winsted, CT 06098
Property image
Property image
FOR SALE

$319,900

  • 2 Beds
  • 2 Baths
  • 1,192 sqft

325 East Wakefield Boulevard, Winsted, CT 06098

Est. Mortgage $2,266/mo*
Get Pre-Qualified
We estimate this home will sell faster than 85% nearby.

Home Highlights

Single-Family Home
Built in 1930
$268/sqft
Open Parking

Local Information

  • Map ViewExplore the area around 325 East Wakefield Boulevard.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

Enjoy beautiful water views and access to Highland Lake from this inviting home offering comfortable living spaces and desirable features throughout. The main level features a galley kitchen with plentiful white cabinetry, laminate flooring, refrigerator, dishwasher, and electric range. A convenient powder room and stackable washer add functionality. The spacious living room/dining area features wide-plank wood flooring, a small dining area, and a walk-out porch leading to a Trex deck-perfect for enjoying the outdoors and water views. A small first-floor bedroom offers flexibility for guests, an office, or additional living space. Upstairs, the primary bedroom is generously sized to easily accommodate a king-size bed and features wood flooring and propane-fired baseboard heat. The second bedroom also offers wood flooring, a large closet, ceiling fan, two large windows, and propane-fired baseboard heat. The full bathroom includes a newer vanity, stall shower, and laminate tile flooring. Additional features include forced-air propane heating on the main level, window air-conditioning units, a carpeted stairway, and two off-street parking spaces. A boat launch on Highland Lake provides an exceptional opportunity to enjoy boating and waterfront recreation.Book a showing today. This property will not last!
Last check for updates: about 9 hours ago
Listing courtesy of Anthony M. Gonsalves, (203) 704-0400
RE/MAX RISE, (203) 704-0400
Source: Smart MLS, MLS#24201785
Also Listed on Smart MLS.
We estimate this home will sell faster than 85% nearby.

Home Details for 325 East Wakefield Boulevard

Interior Features

Interior Details
Basement: Crawl Space,Unfinished,Sump PumpNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1192 Square Feet
Appliances & Utilities
Appliances: Electric Range, Refrigerator, Dishwasher, Water HeaterDishwasherLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchFoundation: SlabNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Off Street,Driveway,Private,Paved
Frontage
Waterfront: Walk to Water, AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1192 Square Feet

Days on Market

Days on Market: 20

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Per Inclusion/Exclusion AddendumParcel Number: 924690

Price & Status

Price
List Price: $319,900Price Per Sqft: $268
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

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

Agent Information

Listing Agent
Listing ID: 24201785

Building

Building Area
Building Area: 1192 Square Feet

Community

Community Features: Lake

HOA

No HOA

Lot Information

Lot Area: 3049.2 sqft

Miscellaneous

BasementMls Number: 24201785Attic: Access Via HatchWater ViewWater View: WaterAttribution Contact: (203) 704-0400Above Grade Unfinished Area: 1192

Additional Information

Lake

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

Market trends in Winsted

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
15
3MoM

Home Value

Trulia Estimate
$312K
Since last month
Increased$21K (+7.2%)
Since last year
Increased$38K (+13.6%)
Since last sale
Increased$42K (+15.7%)
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 +142% in the last 10 years
MonthEstimated value
2026
September 2026$312K
August 2026$328K
July 2026$291K
June 2026$286K
May 2026$285K
April 2026$283K
March 2026$287K
February 2026$284K
January 2026$281K
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
230 East Wakefield Boulevard, Winsted, CT
0.18
Single-Family Home
$300,000
05/11/26
3
2
1,536
226 East Wakefield Boulevard, Winsted, CT
0.20
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
258 Perch Rock Trail, Winsted, CT
0.10
Single-Family Home
$925,000
06/04/26
4
2
1,373
204 East Wakefield Boulevard, Winsted, CT
0.32
Single-Family Home
$960,000
09/01/26
2
1.5
1,472
152 East Lake Street, Winsted, CT
0.72
Single-Family Home
$310,000
11/03/25
2
2
900
156 Shore Drive, Winsted, CT
0.44
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
9 John Street, Winsted, CT
1.11
Single-Family Home
$225,000
04/02/26
2
1.5
1,172
14 Pratt Street, Winsted, CT
0.96
Single-Family Home
$167,900
11/14/25
3
1.5
1,340
39 Orchard Street, Winsted, CT
0.81
Single-Family Home
$290,000
11/26/25
3
1.5
1,200

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
323 East Wakefield Boulevard, Winsted, CT 06098
0.01
$426,400
3
2.5
1,426
Off Market
315 East Wakefield Boulevard, Winsted, CT 06098
0.03
$313,200
3
1
988
Off Market
303 East Wakefield Boulevard, Winsted, CT 06098
0.05
$294,500
2
1
960
Off Market
266 Perch Rock Trail, Winsted, CT 06098
0.07
$852,400
3
2
1,488
Off Market
325 Norcross Road, Winsted, CT 06098
0.12
$397,200
1
1
749
Off Market
322 Norcross Road, Winsted, CT 06098
0.12
$246,700
1
1
598
Off Market
258 Perch Rock Trail, Winsted, CT 06098
0.10
$925,000
4
2
1,373
Recently Sold
155 Alpha Avenue, Winsted, CT 06098
0.12
$329,300
2
1
954
Off Market
234 East Wakefield Boulevard, Winsted, CT 06098
0.14
$157,100
2
1
816
Off Market
319 White Oak Trail, Winsted, CT 06098
0.16
$37,900
-
-
-
For Sale
230 East Wakefield Boulevard, Winsted, CT 06098
0.18
$300,000
3
2
1,536
Recently Sold

Price and Tax history

DateEventPrice
Aug 27, 2026
Source: Smart MLS #24201785
Listed For Sale
$319,900
Mar 31, 2025
Source: Smart MLS #24071795
Sold
$270,000
Mar 26, 2025
Source: Smart MLS #24071795
Pending
$260,000
Feb 14, 2025
Source: Smart MLS #24071795
Listed For Sale
$260,000
Jul 30, 2021
Source: Smart MLS #170394172
Sold
$185,000

LGBTQ Local Legal Protections

Anthony M. Gonsalves, RE/MAX RISE, (203) 704-0400
Agent Phone: (203) 704-0400
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.

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 325 East Wakefield Boulevard

Skip to last item
Skip to first item

Frequently asked questions about 325 East Wakefield Boulevard

  • What is the estimated monthly payment for 325 East Wakefield Boulevard?
    Based on a $319,900 list price with 20% down at today's rates, the estimated monthly payment for 325 East Wakefield Boulevard in Winsted, CT is approximately $2,293 (about $1,743 principal & interest, $475 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Winsted?
    Residents describe Winsted, CT as dog-friendly, walkable to restaurants, and well-kept. See homes for sale in Winsted, CT.
  • What are the closest schools to 325 East Wakefield Boulevard?
    The closest schools to 325 East Wakefield Boulevard in Winsted, CT are Mary P. Hinsdale School (Pre-K/Elementary), Pearson Middle School (Elementary, rated 6/10).
  • What is 325 East Wakefield Boulevard estimated to be worth?
    Trulia's estimated value for 325 East Wakefield Boulevard in Winsted, CT is $312,400.
  • Does 325 East Wakefield Boulevard have air conditioning?
    Yes, 325 East Wakefield Boulevard in Winsted, CT has air conditioning.
  • Does 325 East Wakefield Boulevard have laundry facilities?
    Yes, 325 East Wakefield Boulevard in Winsted, CT has laundry facilities.
325 East Wakefield Boulevard, Winsted, CT 06098 is a 2 bedroom, 2 bathroom, 1,192 sqft single-family home built in 1930. This property is currently available for sale and was listed by Smart MLS on Aug 27, 2026. The MLS # for this home is MLS# 24201785.