Off Market Sep 2017 for $395K

$683,987

Est. refi paymentEst. refi $2,962/mo

•

2,676

sq ft

27 Winthrop Rd, Chester, CT 06412

About this home

Come see this wonderful, up-to-date, spacious gambrel colonial with a gracious foyer and L-shaped great room. The great room offers cathedral ceiling with views & access to the verdant rear yard & deck. The remodeled kitchen is fit with cherry cabinets & granite counters; The center island offers a bar height breakfast bar, center island with Kitchenaid cooktop. Handsome stainless appliances and beautiful glass subway tiles are gorgeous! Warm red oak hardwood floors are found on the entire first floor are refinished and will endure for years. The living room offers a wood insert fireplace flanked by beautiful cherry cabinets and bookshelves. Although the master is on the upper level, the home does offer a first floor bedroom with convenient access to a remodeled full bath. The ample master bedroom on the upper level offers an updated en suite bathroom with tiled walk-in shower, porcelain tiled floors and granite topped vanity with white under mount sink. The common full bath for the other two bedrooms is updated in the same fashion. Enjoy keeping your cars out of New England's finicky weather in the attached 2-car garage. Add to all of this a partially finished lower level and a private outdoor lifestyle complete wth chicken coop and wood shed! A huge deck offers loads outdoor living options. The home is beautifully sited on a private 2.19 acre lot that's close to all things Chester. WALK TO CEDAR LAKE TOWN BEACH and if you love to fly...Chester Airport is as close.

Single-familyProperty Type

1984Year Built

2.19 acresLot Size

$256Est. Price/Sq.Ft.

2 car garageParking

Listed by Mick Marsden • Compass Connecticut, LLC

Bought with Mariette Woolfson • William Pitt Sotheby's Int'l

Source:Smart MLS #N10235609

Redfin Estimate

$683,987

$289K since sold in September 2017$11K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.5% higher than the average sale price ($654K) of 6 comparable homes.

SOLD JUL 29, 2026
$730,000
A
3 beds2.5 baths2,848 sq ft
56 Shailer Pond Rd, Deep River, CT 06417
SOLD MAY 22, 2026
$535,000
B
4 beds2.5 baths2,815 sq ft
172 Parker Hill Rd, Killingworth, CT 06419
SOLD MAR 6, 2026
$715,000
C
3 beds2.5 baths2,139 sq ft
8 Butter Jones Rd, Chester, CT 06412
SOLD AUG 31, 2026
$826,000
D
4 beds2.5 baths3,204 sq ft
89 Falls Landing Rd, Deep River, CT 06417
SOLD JUL 24, 2026
$625,000
E
4 beds2.5 baths2,550 sq ft
22 Ebony Ln, Ivoryton, CT 06442
SOLD JUN 5, 2026
$495,000
F
4 beds2 baths1,906 sq ft
275 W Main St, Chester, CT 06412

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Earn from this home

Sell

$385,641

Est. take-home

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Refinance

Est. cash available

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Rent

$3,215/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 27 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,016 (+0.7%)

$60,640 + $209,250

$269,890

2022

$7,962

$60,640 + $209,250

$269,890

2021

$7,962 (+3.1%)

$60,640 + $209,250

$269,890

2020

$7,724 (−0.6%)

$60,640 + $209,250

$269,890

2019

$7,770 (+8.0%)

$60,640 + $209,250

$269,890

2018

$7,196 (+2.8%)

$64,200 + $201,230

$265,430

2017

$6,997 (+3.1%)

$64,200 + $201,230

$265,430

2016

$6,787 (+3.0%)

$64,200 + $201,230

$265,430

2014

$6,588 (+2.5%)

$64,200 + $201,230

$265,430

2011

$6,427

$85,190 + $207,590

$292,780

Tax history for 27 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$8,016 (+0.7%)

$60,640 + $209,250

$269,890

2022

$7,962

$60,640 + $209,250

$269,890

2021

$7,962 (+3.1%)

$60,640 + $209,250

$269,890

2020

$7,724 (−0.6%)

$60,640 + $209,250

$269,890

2019

$7,770 (+8.0%)

$60,640 + $209,250

$269,890

2018

$7,196 (+2.8%)

$64,200 + $201,230

$265,430

2017

$6,997 (+3.1%)

$64,200 + $201,230

$265,430

2016

$6,787 (+3.0%)

$64,200 + $201,230

$265,430

2014

$6,588 (+2.5%)

$64,200 + $201,230

$265,430

2011

$6,427

$85,190 + $207,590

$292,780

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

2.19 Acres

Year renovated

2002

Sq. Ft.

2,676

Year built

1984

Style

Single Family Residential

County

Middlesex County

APN

941177

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 9
Laundry Room Location: First Floor
Interior Features: Auto Garage Door Opener, Open Floor Plan, Cable - Pre-wired
In-Law Apartment: No
Fireplaces Total: 1
Cooling System: Ceiling Fans
Appliances Included: Dishwasher, Dryer, Electric Cooktop, Microwave, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Bonus Room
Room Count: 8
Basement Description: Concrete Floor, Full With Hatchway, Heated, Partially Finished
Has Attic
Attic Description: Crawl Space

Exterior

Exterior Features
Exterior Siding: Vertical Siding
Exterior Features: Deck, Garden Area, Grill, Gutters, Lighting, Shed, Storage Building

Lot Information
Lot Description: Sloping Lot, Treed, Fence - Partial

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2676
Driveway Type: Asphalt

Financial

Assessments Information
Assessed Value: $265,430

Rental Information
Lease Purchase YN: No

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic, Oil
Heat Type: Baseboard
Heat Fuel Type: Electric, Oil
Fuel Tank Location: In Basement
Energy Features: Thermopane Windows
Electric Voltage: 220
Electric Amperage: 200

Location

School Information
High School: Valley Regional
Elementary School: Chester Elementary

Location Information
State: Connecticut
Directions: Rt 9 to Exit 6 towards Chester Airport to Rt 145 aka Winthrop Rd.
County: Middlesex

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,676
Stories: 2.0
Lot Size: 2.19 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: 2002
County: Middlesex County
APN: 941177

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 • 3.0mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 3.1mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

$650,000 – $787,000

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Nearby similar homes

FOR SALE BY OWNER

$825,000

4 beds3 baths2,320 sq ft

168 Concord Dr, Madison, CT 06443

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90 Water St, Chester, CT 06412

$2,995,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

$499,900

3 beds2 baths1,774 sq ft

55 Wig Hill Rd, Chester, CT 06412

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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 27 Winthrop Rd

Data from public records.

Address	Redfin Estimate
29 Winthrop Rd Apartment A, Chester, CT 3 Beds \| - Baths \| 1620 Sq. Ft.	$499,693
8 Winthrop Rd, Chester, CT 3 Beds \| 1.5 Baths \| 1344 Sq. Ft.	$417,384

Address	Redfin Estimate
35 Winthrop Rd, Chester, CT 1 Beds \| 1 Baths \| 624 Sq. Ft.	$310,873
12 Winthrop Rd, Chester, CT 5 Beds \| 4 Baths \| 4117 Sq. Ft.	$768,923

Address	Redfin Estimate
25 Winthrop Rd, Chester, CT 3 Beds \| 2.5 Baths \| 2876 Sq. Ft.	$518,024
14 Winthrop Rd, Chester, CT 3 Beds \| 2 Baths \| 1716 Sq. Ft.	$555,184

Property information provided by Smart MLS when last listed in 2017. 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 27 Winthrop Rd

Tax history for 27 Winthrop Rd

Public record

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06412

Home values near 27 Winthrop Rd

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