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

What is 659 East Wakefield Boulevard estimated to be worth?

Trulia's estimated value for 659 East Wakefield Boulevard in Winsted, CT is $204,900 .

What is the price history for 659 East Wakefield Boulevard?

659 East Wakefield Boulevard in Winsted, CT last sold for $160,000 in December 2023.

Is Winsted a buyer's or seller's market?

Winsted is currently a balanced market, based on recent for-sale activity.

What are the closest schools to 659 East Wakefield Boulevard?

The closest schools to 659 East Wakefield Boulevard in Winsted, CT are Mary P. Hinsdale School (Pre-K/Elementary), Pearson Middle School (Elementary, rated 6/10).

Does 659 East Wakefield Boulevard have air conditioning?

Yes, 659 East Wakefield Boulevard in Winsted, CT has air conditioning.

How big is the lot at 659 East Wakefield Boulevard?

The lot at 659 East Wakefield Boulevard in Winsted, CT is about 0.47 acres (20,473 sq ft).

OFF MARKET

659 East Wakefield Boulevard
Winsted, CT 06098

1 Bed
1 Bath
400 sqft (on 0.47 acres)

$204,900

Trulia Estimate

as of Aug 24, 2026

Est. Refi. Payment $1,427/mo*

Refinance Your Home

$204,900

Trulia Estimate

as of Aug 24, 2026

Est. Refi. Payment $1,427/mo*

Refinance Your Home

1 Bed

1 Bath

400 sqft

(on 0.47 acres)

Home Value

Trulia Estimate

$205K

Since last month

$2K (-0.8%)

Since last year

$12K (+6.1%)

Since last sale

$45K (+28%)

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 +268% in the last 10 years

Month	Estimated value
2026
August 2026	$205K
July 2026	$207K
June 2026	$205K
May 2026	$203K
April 2026	$199K
March 2026	$192K
February 2026	$192K
January 2026	$194K
2025
December 2025	$192K
November 2025	$196K
October 2025	$200K
September 2025	$196K
August 2025	$193K
July 2025	$189K
June 2025	$179K
May 2025	$176K
April 2025	$175K
March 2025	$178K
February 2025	$176K
January 2025	$176K
2024
December 2024	$175K
November 2024	$171K
October 2024	$171K
September 2024	$174K
August 2024	$172K
July 2024	$170K
June 2024	$172K
May 2024	$171K
April 2024	$167K
March 2024	$166K
February 2024	$164K
January 2024	$163K
2023
December 2023	$161K
November 2023	$170K
October 2023	$170K
September 2023	$136K
August 2023	$137K
July 2023	$130K
June 2023	$131K
May 2023	$110K
April 2023	$107K
March 2023	$102K
February 2023	$96K
January 2023	$97K
2022
December 2022	$99K
November 2022	$104K
October 2022	$107K
September 2022	$105K
August 2022	$100K
July 2022	$103K
June 2022	$103K
May 2022	$99K
April 2022	$98K
March 2022	$93K
February 2022	$77K
January 2022	$82K
2021
December 2021	$83K
November 2021	$83K
October 2021	$85K
September 2021	$84K
August 2021	$85K
July 2021	$91K
June 2021	$98K
May 2021	$113K
April 2021	$104K
March 2021	$95K
February 2021	$93K
January 2021	$92K
2020
December 2020	$87K
November 2020	$83K
October 2020	$80K
September 2020	$82K
July 2020	$60K
June 2020	$58K
May 2020	$56K
April 2020	$53K
March 2020	$52K
February 2020	$52K
January 2020	$53K
2019
December 2019	$65K
November 2019	$69K
October 2019	$71K
September 2019	$72K
August 2019	$76K
July 2019	$83K
June 2019	$88K
May 2019	$99K
April 2019	$113K
March 2019	$113K
February 2019	$110K
January 2019	$102K
2018
December 2018	$114K
November 2018	$105K
October 2018	$106K
September 2018	$100K
August 2018	$98K
July 2018	$100K
June 2018	$104K
May 2018	$100K
April 2018	$84K
March 2018	$81K
February 2018	$83K
January 2018	$87K
2017
December 2017	$83K
November 2017	$75K
October 2017	$70K
September 2017	$74K
August 2017	$68K
July 2017	$58K
June 2017	$52K
May 2017	$53K
April 2017	$53K
March 2017	$54K
February 2017	$59K
January 2017	$55K
2016
December 2016	$53K
November 2016	$55K
October 2016	$55K
September 2016	$55K
August 2016	$56K

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
621 Wynne Road, Winsted, CT	0.07	Single-Family Home	$320,000	06/26/26	2	1	975
817 East Wakefield Boulevard, Winsted, CT	0.40	Single-Family Home	$231,000	02/20/26	2	1	1,051
660 East Wakefield Boulevard, Winchester, CT	0.05	Single-Family Home	$750,000	07/10/26	2	2	1,320
548 East Wakefield Boulevard, Winsted, CT	0.44	Single-Family Home	$425,000	10/28/25	2	1	512
107 Peck Road, Winsted, CT	0.63	Single-Family Home	$309,250	02/06/26	3	1	960
736 West Wakefield Boulevard, Winsted, CT	0.50	Single-Family Home	$525,000	07/21/26	1	1.5	1,308
819 East Wakefield Boulevard, Winsted, CT	0.42	Single-Family Home	$439,900	12/04/25	3	1.5	1,892
343 West Wakefield Boulevard, Winsted, CT	1.14	Single-Family Home	$236,434	08/25/25	2	1	674
674 East Wakefield Boulevard, Winsted, CT	0.11	Single-Family Home	$1,050,000	06/18/26	3	3	2,097

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
624 Wynne Road, Winsted, CT 06098	0.04	$75,000	-	-	-	Recently Sold
621 Wynne Road, Winsted, CT 06098	0.07	$320,000	2	1	975	Recently Sold
660 East Wakefield Boulevard, Winchester, CT 06098	0.05	$750,000	2	2	1,320	Recently Sold
674 East Wakefield Boulevard, Winsted, CT 06098	0.11	$1,050,000	3	3	2,097	Recently Sold
638 & 640 Jewel Rd, Winsted, CT 06098	0.12	-	-	-	-	Off Market
722 Lake Drive, Winsted, CT 06098	0.13	$1,200,000	3	2.5	1,556	Recently Sold
630 East Wakefield Boulevard, Winsted, CT 06098	0.18	$1,289,600	3	2	2,320	Off Market
600 East Wakefield Boulevard, Winsted, CT 06098	0.20	$649,900	2	1	1,361	For Sale
748 Lake Drive, Winsted, CT 06098	0.25	$1,250,000	5	4	3,584	Recently Sold
756 Lake Drive, Winsted, CT 06098	0.27	$622,400	3	1	816	Off Market
552 East Wakefield Boulevard, Winsted, CT 06098	0.40	$1,339,700	3	3	2,526	Off Market

Local Information

Map ViewExplore the area around 659 East Wakefield Boulevard.
Schools1 Preschool School2 Elementary Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1940

Lot Size

0.47 acres

Living Area

400 sqft

Price/Sqft

$512

About this House

Introducing 659 East Wakefield Blvd, a charming 4-season bungalow nestled in the idyllic Highland Lake District. This 400 sq ft gem is in excellent condition, with new flooring and a beautifully updated kitchen and bath, ensuring modern comfort in a rustic setting. The inclusion of a sleeping loft maximizes space, while an efficient split system for heating and cooling keeps you cozy year-round. Step out onto the expansive 24 x 15 deck and soak in breathtaking lake views, making this property a perfect haven for all seasons.

659 East Wakefield Boulevard, Winsted, CT 06098 is a 1 bedroom, 1 bathroom, 400 sqft single-family home built in 1940. It last sold for $160,000 on Dec 13, 2023 (3% below the $165,000 asking price). It is currently off market. The Trulia Estimate is $204,900, with a rent estimate of $1,223/month.

Last check for updates: about 24 hours ago

Listed by David Sartirana, (860) 806-0225

Northwest CT Realty, (860) 379-7245

Bought with: David Sartirana, (860) 806-0225, Northwest CT Realty, (860) 379-7245

Source: Smart MLS, MLS#170603601

Home Details for 659 East Wakefield Boulevard

Interior Features
Interior Details Basement: Full,Dirt FloorNumber of Rooms: 2Types of Rooms: Other
Beds & Baths Number of Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 400 Square Feet
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Electric Water HeaterRefrigerator
Heating & Cooling Heating: Heat Pump,Space Heater,Electric,PropaneHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa No Fireplace
View Has a ViewView: Water

Exterior Features
Exterior Home Features Roof: AsphaltFoundation: StoneNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageParking: Off Street
Frontage Waterfront: Walk to WaterNot on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 400 Square Feet

Property Information
Year Built Year Built: 1940
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information Parcel Number: 925776

Price & Status
Price List Price: $165,000
Status Change & Dates Off Market Date: Thu Oct 19 2023Possession Timing: Immediate

Active Status
MLS Status: Closed

Location
Direction & Address City: WinchesterCommunity: Winsted
School Information Elementary School: Per Board of EdHigh School: Gilbert

Building
Building Area Building Area: 400 Square Feet

Community
Community Features: Golf, Health Club, Lake, Library, Medical Facilities

HOA
No HOA

Lot Information
Lot Area: 0.47 acres

Miscellaneous
BasementMls Number: 170603601Attic: NoneWater ViewWater View: WaterAbove Grade Unfinished Area: 400

Additional Information
GolfHealth ClubLakeLibraryMedical Facilities

Price and Tax history

Date	Event	Price
Dec 13, 2023 Source: Smart MLS #170603601	Sold	$160,000
Oct 11, 2023 Source: Smart MLS #170603601	Listed For Sale	$165,000
Feb 18, 2003 Source: N/A	Sold	$40,000

Year	Property tax	Tax assessment
2025	$2,969	$101,780

Additional Cost

Market trends in Winchester

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

Around this home

Mary P. Hinsdale School
PK-2
Public
263 Students
Winchester School District
NA
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

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.
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."
0
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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 659 East Wakefield Boulevard

What is 659 East Wakefield Boulevard estimated to be worth?
Trulia's estimated value for 659 East Wakefield Boulevard in Winsted, CT is $204,900.
What is the price history for 659 East Wakefield Boulevard?
659 East Wakefield Boulevard in Winsted, CT last sold for $160,000 in December 2023.
Is Winsted a buyer's or seller's market?
Winsted is currently a balanced market, based on recent for-sale activity.
What are the closest schools to 659 East Wakefield Boulevard?
The closest schools to 659 East Wakefield Boulevard in Winsted, CT are Mary P. Hinsdale School (Pre-K/Elementary), Pearson Middle School (Elementary, rated 6/10).
Does 659 East Wakefield Boulevard have air conditioning?
Yes, 659 East Wakefield Boulevard in Winsted, CT has air conditioning.
How big is the lot at 659 East Wakefield Boulevard?
The lot at 659 East Wakefield Boulevard in Winsted, CT is about 0.47 acres (20,473 sq ft).

Explore by feature - Pet Friendly

10 pet-friendly rentals in Winsted, CT

SPECIAL OFFER
PET FRIENDLY
$1,150 - $1,350/mo
Fees may apply
Studio-2 bd
1-2 ba
Gilbert Clock Apartments | 13 Wallens St,
Winsted, CT 06098
PET FRIENDLY
$1,650/mo
Total price
2 bd
1 ba
800 sqft
1013F Whiting St #3F,
Winsted, CT 06098
PET FRIENDLY
$1,500/mo
Total price
1 bd
1 ba
600 sqft
101A Whiting St #1D,
Winsted, CT 06098
PET FRIENDLY
$1,650/mo
Total price
2 bd
1 ba
101F4 Whiting St #4F,
Winsted, CT 06098
PET FRIENDLY
$1,025/mo
Total price
1 bd
1 ba
146 Elm St #2,
Winsted, CT 06098
PET FRIENDLY
$1,500/mo
Total price
1 bd
1 ba
700 sqft
A101 Whiting St #1D,
Winsted, CT 06098
NEW - 15 HRS AGO
PET FRIENDLY
$1,095/mo
Fees may apply
1 bd
1 ba
500 sqft
139 N Main St #LL,
Winsted, CT 06098
PET FRIENDLY
$1,495/mo
Fees may apply
2 bd
1 ba
856 sqft
99-101 Elm St,
Winsted, CT 06098
PET FRIENDLY
$1,025/mo
Fees may apply
1 bd
1 ba
398 Main St #33,
Winsted, CT 06098
PET FRIENDLY
$1,400/mo
Fees may apply
2 bd
1.5 ba
1,100 sqft
104 Elm St,
Winsted, CT 06098

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Winsted, CT

PET FRIENDLY
$1,650/mo
Total price
2 bd
1 ba
800 sqft
1013F Whiting St #3F,
Winsted, CT 06098
$1,500/mo
Fees may apply
3 bd
1 ba
1,150 sqft
30 Rock St,
Winsted, CT 06098
PET FRIENDLY
$1,650/mo
Total price
2 bd
1 ba
101F4 Whiting St #4F,
Winsted, CT 06098
PET FRIENDLY
$1,500/mo
Total price
1 bd
1 ba
700 sqft
A101 Whiting St #1D,
Winsted, CT 06098
NEW - 15 HRS AGO
PET FRIENDLY
$1,095/mo
Fees may apply
1 bd
1 ba
500 sqft
139 N Main St #LL,
Winsted, CT 06098
PET FRIENDLY
$1,495/mo
Fees may apply
2 bd
1 ba
856 sqft
99-101 Elm St,
Winsted, CT 06098
$1,950/mo
Fees may apply
2 bd
2 ba
1,289 sqft
59 Cook St #7,
Winsted, CT 06098
PET FRIENDLY
$1,400/mo
Fees may apply
2 bd
1.5 ba
1,100 sqft
104 Elm St,
Winsted, CT 06098
$1,195/mo
Fees may apply
1 bd
1 ba
600 sqft
267 Rockwell St #1,
Winsted, CT 06098

Apartments for Rent

Skip to last item

PET FRIENDLY
$1,150 - $1,350/mo
Fees may apply
Studio-2 bd
1-2 ba
Gilbert Clock Apartments | 13 Wallens St,
Winsted, CT 06098
PET FRIENDLY
$1,650/mo
Total price
2 bd
1 ba
1013F Whiting St #3F,
Winsted, CT 06098
PET FRIENDLY
$1,500/mo
Total price
1 bd
1 ba
101A Whiting St #1D,
Winsted, CT 06098
$1,500/mo
Fees may apply
3 bd
1 ba
30 Rock St,
Winsted, CT 06098
PET FRIENDLY
$1,650/mo
Total price
2 bd
1 ba
101F4 Whiting St #4F,
Winsted, CT 06098
PET FRIENDLY
$1,025/mo
Total price
1 bd
1 ba
146 Elm St #2,
Winsted, CT 06098
PET FRIENDLY
$1,500/mo
Total price
1 bd
1 ba
A101 Whiting St #1D,
Winsted, CT 06098
NEW - 15 HRS AGO
PET FRIENDLY
$1,095/mo
Fees may apply
1 bd
1 ba
139 N Main St #LL,
Winsted, CT 06098
PET FRIENDLY
$1,025/mo
Fees may apply
1 bd
1 ba
398 Main St #33,
Winsted, CT 06098
$1,950/mo
Fees may apply
2 bd
2 ba
59 Cook St #7,
Winsted, CT 06098
$1,025/mo
Fees may apply
1 bd
1 ba
398 Main St #16,
Winsted, CT 06098
See more homes for rent in
Winsted
Take a look

Skip to first item

Off Market Homes Near 659 East Wakefield Boulevard

Skip to last item

SOLD
AUG 14, 2026
$105,000
12 Hilltop Road,
New Hartford, CT 06057
William Raveis Real Estate
SOLD
AUG 14, 2026
$256,000
3 bd
3 ba
1,612 sqft
239 Ledge Drive,
Torrington, CT 06790
William Pitt Sotheby's Int'l
SOLD
AUG 7, 2026
$305,000
3 bd
1 ba
1,392 sqft
111 Moore Avenue,
Winsted, CT 06098
William Raveis Real Estate
SOLD
AUG 5, 2026
$198,000
2 bd
2 ba
1,095 sqft
68 Rockledge Loop #68,
Torrington, CT 06790
The Washington Agency
SOLD
JUL 31, 2026
$222,000
3 bd
2.5 ba
1,584 sqft
151 Old Farms Road #151,
Torrington, CT 06790
Coldwell Banker Premier Real Estate
SOLD
JUL 31, 2026
$180,000
1 bd
1 ba
790 sqft
57 Rockledge Loop #57,
Torrington, CT 06790
William Pitt Sotheby's Int'l
SOLD
JUL 31, 2026
$255,000
3 bd
2.5 ba
1,584 sqft
473 Evergreen Road,
Torrington, CT 06790
William Pitt Sotheby's Int'l
SOLD
JUL 30, 2026
$275,000
3 bd
2.5 ba
1,888 sqft
431 Trailsend Drive #431,
Torrington, CT 06790
William Pitt Sotheby's Int'l
SOLD
JUL 22, 2026
$190,000
2 bd
1 ba
1,042 sqft
167 West West Hill Road,
Barkhamsted, CT 06063
William Raveis Real Estate
SOLD
JUL 22, 2026
$185,000
4 bd
2 ba
1,844 sqft
30 Upland Road,
Winsted, CT 06098
Northwest CT Realty
See more homes for sale in
Winsted
Take a look