Off Market Apr 2023 for $315K

$417,384

Est. refi paymentEst. refi $1,690/mo

•

1,344

sq ft

8 Winthrop Rd, Chester, CT 06412

About this home

Adorable cape located a short walk from Cedar Lake and minutes to the Cockaponset State Forest offering swimming, hiking, and kayaking/canoeing. Open floor plan on the main level includes the kitchen and dining area, as well as a center staircase looking into the living room. Two good size bedrooms and a full bath complete the main level. Upstairs opens to two areas making this a spacious primary bedroom suite. One side to sleep and the other use for a dressing area or office with an attached ½ bath. Property is situated on over an acre of cleared land with plenty of space and privacy. A stone patio off the kitchen allows for summer nights eating alfresco. The one car garage situated under the home has been brought up to code with a fire barrier ceiling and walls. Other new upgrades to the home are: NEW septic system in 2020, NEW driveway 2022, NEW well tank and pump in 2020, NEW UV water filtration system, invisible fence for dogs, and a remodeled full bath. Chester is known for their quaint Main Street with award winning restaurants, farmers market, and community events which makes this a perfect town to call home.

Single-familyProperty Type

1953Year Built

1.1 acresLot Size

$311Est. Price/Sq.Ft.

1 car garageParking

Listed by Carly Lucier • Our Home Realty Advisors

Bought with Mary Edeen • Berkshire Hathaway NE Prop.

Source:Smart MLS #170550326

Redfin Estimate

$417,384

$102K since sold in April 2023$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.3% lower than the average sale price ($441K) of 6 comparable homes.

SOLD DEC 23, 2025
$414,900
A
3 beds1.5 baths1,432 sq ft
200 Westbrook Rd, Deep River, CT 06417
SOLD AUG 25, 2026
$452,000
B
3 beds1.5 baths1,198 sq ft
1 Kirtland Ave, Chester, CT 06412
SOLD JUN 22, 2026
$540,000
C
3 beds1.5 baths1,392 sq ft
177 Union St, Deep River, CT 06417
SOLD JUN 12, 2026
$470,000
D
3 beds1.5 baths1,092 sq ft
19 Castle View Dr, Chester, CT 06412
SOLD JUN 30, 2026
$325,000
E
3 beds3 baths1,436 sq ft
102 W Bridge St, Deep River, CT 06417
SOLD OCT 20, 2025
$442,500
F
3 beds2 baths1,198 sq ft
30 Bokum Rd, Chester, CT 06412

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Earn from this home

Sell

$155,341

Est. take-home

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Refinance

Est. cash available

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Rent

$2,256/mo

Redfin rental estimate

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Market trends in 06412, CT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

100.3%

3.4% MoM

Median sale price

$565K

$9K MoM

Avg. days on market

33d

9 days MoM

Recently sold homes

0 MoM

New listings for sale

COMING SOON
$764,900
4 beds2.5 baths2,662 sq ft
13 High Field Ln, Chester, CT 06412
$499,900
3 beds2 baths1,774 sq ft
55 Wig Hill Rd, Chester, CT 06412
$2,995,000
4 beds5 baths4,926 sq ft
288 Middlesex Ave, Chester, CT 06412
See all

Provided by Redfin

Sale history for 8 Winthrop Rd

Date

Event

Price

Smart MLS #170550326

Apr 6, 2023

Sold

$315,000

$234/sq ft

Mar 16, 2023

Pending

—

Feb 26, 2023

Contingent

—

Feb 14, 2023

Listed

$325,000

$242/sq ft

Smart MLS #170237151

Jul 17, 2020

Sold

$210,000

$156/sq ft

May 6, 2020

Pending

—

Apr 21, 2020

Contingent

—

Mar 31, 2020

Relisted

—

Mar 1, 2020

Contingent

—

Feb 10, 2020

Price Changed

$222,000

$165/sq ft

Dec 13, 2019

Relisted

—

Dec 5, 2019

Contingent

—

Nov 12, 2019

Price Changed

$227,000

$169/sq ft

Nov 7, 2019

Relisted

—

Oct 21, 2019

Contingent

—

Sep 25, 2019

Listed

$232,000

$173/sq ft

This 3 bed, one and a half bath Cape on 1.1 acres is looking for someone to bring back it's charm. With a little bit of TLC it could be a great starter house, down-sizer, investment property or a flip. The roof, windows and furnace are newer. Hardwood throughout the main floor with an open staircase leads to the 2nd level. Upstairs has new carpeting and a 1/2 bath, it's divided into 2 generous size spaces so could be used as 2 bedrooms instead of one. A stone patio with a staircase leads down to the garage under the house and the huge, open backyard. Plenty of space for whatever you desire and close to Cedar Lake. Lots of potential for a great price!

Smart MLS #N10157504

Nov 1, 2016

Listing Removed

—

Aug 3, 2016

Listed

$239,000

$178/sq ft

Public Records

May 27, 2008

Sold

$235,000

$175/sq ft

Smart MLS #M9106084

Aug 15, 2007

Listed

$250,000

$186/sq ft

Smart MLS #M9101595

Jul 5, 2007

Listing Removed

—

Jan 5, 2007

Listed

$282,500

$210/sq ft

Smart MLS #E189330

Dec 22, 2006

Listing Removed

—

Jul 10, 2006

Listed

$299,900

$223/sq ft

Smart MLS #M9097866

Dec 21, 2006

Listing Removed

—

Jul 7, 2006

Listed

$299,900

$223/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$4,021 (+0.7%)

$57,120 + $78,260

$135,380

2022

$3,994

$57,120 + $78,260

$135,380

2021

$3,994 (+3.1%)

$57,120 + $78,260

$135,380

2020

$3,875 (−0.6%)

$57,120 + $78,260

$135,380

2019

$3,898 (+2.8%)

$57,120 + $78,260

$135,380

2018

$3,792 (+2.8%)

$60,480 + $79,400

$139,880

2017

$3,687 (+3.1%)

$60,480 + $79,400

$139,880

2016

$3,577 (+3.0%)

$60,480 + $79,400

$139,880

2014

$3,472 (−11.4%)

$60,480 + $79,400

$139,880

2011

$3,917

$74,080 + $104,350

$178,430

Tax history for 8 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,021 (+0.7%)

$57,120 + $78,260

$135,380

2022

$3,994

$57,120 + $78,260

$135,380

2021

$3,994 (+3.1%)

$57,120 + $78,260

$135,380

2020

$3,875 (−0.6%)

$57,120 + $78,260

$135,380

2019

$3,898 (+2.8%)

$57,120 + $78,260

$135,380

2018

$3,792 (+2.8%)

$60,480 + $79,400

$139,880

2017

$3,687 (+3.1%)

$60,480 + $79,400

$139,880

2016

$3,577 (+3.0%)

$60,480 + $79,400

$139,880

2014

$3,472 (−11.4%)

$60,480 + $79,400

$139,880

2011

$3,917

$74,080 + $104,350

$178,430

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

1.1 Acres

Year renovated

1987

Sq. Ft.

1,344

Year built

1953

Style

Single Family Residential

County

Middlesex County

APN

941579

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Under House Garage
Garages Number: 1

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 5
Laundry Room Location: Basement
Laundry Room Info: Lower Level
Interior Features: Cable - Available, Open Floor Plan
In-Law Apartment: No
Appliances Included: Oven/Range, Microwave, Refrigerator, Freezer

Bathroom Information
# of Baths (Full): 1
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Room Count: 6
Basement Description: Full, Partial With Walk-Out, Unfinished, Concrete Floor, Garage Access, Storage

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Aluminum
Exterior Features: Gutters, Patio

Lot Information
Lot Description: Cleared, Lightly Wooded

Building Information
Foundation Type: Concrete
Construction Description: Frame, Brick
Color: Brick/White

Property Information
Waterfront Description: Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1344
Driveway Type: Private, Crushed Stone

Financial

Assessments Information
Assessed Value: $135,380

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, Tankless Hotwater
Heat Type: Baseboard, Hot Water
Heat Fuel Type: Electric, Oil
Fuel Tank Location: In Garage

Location

School Information
Middle Jr High School: Per Board of Ed
Intermediate School: Per Board of Ed
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Lake, Library, Park, Public Rec Facilities
Directions: 148 to Winthrop Rd, home on the right.
County: Middlesex

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,344
Stories: 1.0
Lot Size: 1.1 acres
Style: Single Family Residential
Year Built: 1953
Year Renovated: 1987
County: Middlesex County
APN: 941579

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Chester Elementary School

Public PreK-6 • Assigned • 2.4mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 3.2mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 3.2mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

6/10 Wind Factor

70% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Chester, CT • 06412

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

8.9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$397,000 – $480,000

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3D WALKTHROUGH

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New listings for sale in 06412

COMING SOON

$764,900

4 beds2.5 baths2,662 sq ft

13 High Field Ln, Chester, CT 06412

$499,900

3 beds2 baths1,774 sq ft

55 Wig Hill Rd, Chester, CT 06412

$2,995,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

Home values near 8 Winthrop Rd

Data from public records.

Address	Redfin Estimate
1 Winthrop Road, Chester, CT - Beds \| - Baths \| - Sq. Ft.	$852,442
12 Winthrop Road, Chester, CT 5 Beds \| 4 Baths \| 4117 Sq. Ft.	$768,923

Address	Redfin Estimate
2 Winthrop Road, Chester, CT 4 Beds \| 3.5 Baths \| 3257 Sq. Ft.	$735,260
14 Winthrop Road, Chester, CT 3 Beds \| 2 Baths \| 1716 Sq. Ft.	$555,184

Address	Redfin Estimate
5 Winthrop Road, Chester, CT 3 Beds \| 2.5 Baths \| 1687 Sq. Ft.	$544,448
21 Winthrop Road, Chester, CT 2 Beds \| 1 Baths \| 1260 Sq. Ft.	$349,338

Property information provided by Smart MLS when last listed in 2023. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 8 Winthrop Rd

Tax history for 8 Winthrop Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06412

Home values near 8 Winthrop Rd

More real estate resources