Off Market Dec 2025 for $580K

$673,618

•

3,091

sq ft

28 S Wig Hill Rd, Chester, CT 06412

About this home

Step into history with this 1770 Cape, part of "Old Homes of Chester." Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house spans 1303 square feet and includes 2 bedrooms and 2 full baths. Recent upgrades include a new furnace (2023), electric hot water heater, oil tank (2022), and a whole-house generator, ensuring modern comfort while maintaining historic charm. A delightful patio with a gazebo, adorned with wine grapes, provides a perfect spot to relax and enjoy the picturesque surroundings. Additionally, the property features a 1020 square foot heated "artist studio" complete with a kitchen, full bath, and loft. This versatile space is ideal for an in-law suite, office, workshop, art studio, or potential rental. The property also includes a detached garage with its own driveway and a storage shed, enhancing its functionality. Located close to Chester's fine dining, boutique shopping, and the recreational offerings of Cedar Lake with its two public beaches, this home offers a blend of historic elegance and modern convenience. Perfect for those seeking a serene, yet accessible retreat, 28 S Wig Hill Road is a unique opportunity to own a piece of Chester's rich history, set amidst a stunning natural landscape.

Single-familyProperty Type

1770Year Built

2.34 acresLot Size

$218Est. Price/Sq.Ft.

1 car garageParking

Listed by Andrew O'Reilly • Seaport Real Estate Services

Contact: Agent Attribution Contact: (860) 608-5065 | Office Attribution Contact: (860) 245-9200

Bought with Rosemarie Smith • Coldwell Banker Realty

Source:Smart MLS #24112154

Redfin Estimate

$673,618

$94K since sold in December 2025$12K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.2% lower than the average sale price ($675K) of 6 comparable homes.

SOLD SEP 1, 2026
$805,000
A
2 beds2.5 baths2,428 sq ft
6 Jagger Ln, Chester, CT 06412
SOLD APR 30, 2026
$635,000
B
3 beds3 baths2,752 sq ft
1 Ferry Rd, Chester, CT 06412
SOLD JUL 29, 2026
$730,000
C
3 beds2.5 baths2,848 sq ft
56 Shailer Pond Rd, Deep River, CT 06417
SOLD APR 29, 2026
$605,000
D
4 beds3 baths2,969 sq ft
112 Cedar Swamp Rd, Deep River, CT 06417
SOLD AUG 21, 2026
$460,000
E
3 beds2.5 baths2,068 sq ft
42 Straits Rd, Chester, CT 06412
SOLD APR 30, 2026
$813,500
F
3 beds1.5 baths1,982 sq ft
6 Pelton Hl, Chester, CT 06412

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Earn from this home

Sell

$174,868

Est. take-home

List your home with Redfin and save $6,736

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 28 S Wig Hill Rd

Date

Event

Price

Smart MLS #24112154

Dec 10, 2025

Sold

$580,000

$188/sq ft

Dec 1, 2025

Pending

—

Sep 24, 2025

Contingent

—

Aug 12, 2025

Price Changed

$625,000

$202/sq ft

Jul 16, 2025

Listed

$645,000

$209/sq ft

Smart MLS #24035876

Jun 25, 2025

Listing Removed

—

May 22, 2025

Price Changed

$694,000

$225/sq ft

Mar 14, 2025

Price Changed

$725,000

$235/sq ft

Oct 22, 2024

Price Changed

$764,000

$247/sq ft

Jul 29, 2024

Listed

$789,000

$255/sq ft

Smart MLS #170525004

Mar 22, 2023

Listing Removed

—

Oct 2, 2022

Price Changed

$745,000

$241/sq ft

Sep 24, 2022

Listed

$779,000

$252/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$5,521 (+0.7%)

$61,520 + $124,380

$185,900

2022

$5,484

$61,520 + $124,380

$185,900

2021

$5,484 (+3.1%)

$61,520 + $124,380

$185,900

2020

$5,320 (−0.6%)

$61,520 + $124,380

$185,900

2019

$5,352 (+5.0%)

$61,520 + $124,380

$185,900

2018

$5,098 (+2.8%)

$65,140 + $122,910

$188,050

2017

$4,957 (+3.1%)

$65,140 + $122,910

$188,050

2016

$4,808 (+3.0%)

$65,140 + $122,910

$188,050

2014

$4,667 (−20.5%)

$65,140 + $122,910

$188,050

2011

$5,867

$78,960 + $188,320

$267,280

Tax history for 28 S Wig Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,521 (+0.7%)

$61,520 + $124,380

$185,900

2022

$5,484

$61,520 + $124,380

$185,900

2021

$5,484 (+3.1%)

$61,520 + $124,380

$185,900

2020

$5,320 (−0.6%)

$61,520 + $124,380

$185,900

2019

$5,352 (+5.0%)

$61,520 + $124,380

$185,900

2018

$5,098 (+2.8%)

$65,140 + $122,910

$188,050

2017

$4,957 (+3.1%)

$65,140 + $122,910

$188,050

2016

$4,808 (+3.0%)

$65,140 + $122,910

$188,050

2014

$4,667 (−20.5%)

$65,140 + $122,910

$188,050

2011

$5,867

$78,960 + $188,320

$267,280

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

2.34 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Middlesex County

APN

941226

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 1

Interior

Interior Information
Total Rooms: 7
Laundry Room Info: Lower Level
In-Law Apartment: Yes
In-Law Access: Detached
Cooling System: Window Unit
Appliances Included: Oven/Range, Refrigerator

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 2

Room Information
Basement Description: Partial, Unfinished

Exterior

Exterior Features
Roof Information: Shake
Exterior Siding: Wood
Exterior Features: Shed, Gutters, Garden Area, Guest House, Stone Wall, Patio

Lot Information
Lot Description: Secluded, Dry, Cleared, Professionally Landscaped, Open Lot

Building Information
Foundation Type: Stone
Construction Description: Frame
Color: Red

Property Information
Property Type: Single Family For Sale

Financial

Assessments Information
Assessed Value: $240,310

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Steam, Wood/Coal Stove
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Lake, Medical Facilities, Park
Directions: GPS Friendly
County: Middlesex

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2.34 acres
Style: Other
Year Built: —
Year Renovated: —
County: Middlesex County
APN: 941226

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Chester Elementary School

Public PreK-6 • Assigned • 1.0mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.9mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 2.7mi

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 95° expected this year, 16 days in 30 years

6/10 Wind Factor

71% 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$640,000 – $775,000

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Nearby similar homes

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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 28 S Wig Hill Rd

Data from public records.

Address	Redfin Estimate
35 S Wig Hill Road, Chester, CT 3 Beds \| 1.5 Baths \| 1662 Sq. Ft.	$461,980
65 Wig Hill Road, Chester, CT 3 Beds \| 2 Baths \| 1643 Sq. Ft.	$495,152

Address	Redfin Estimate
72 Wig Hill Road, Chester, CT 3 Beds \| 2 Baths \| 1684 Sq. Ft.	$442,406
67 Wig Hill Road #B, Chester, CT 3 Beds \| 2.5 Baths \| 3009 Sq. Ft.	$971,950

Address	Redfin Estimate
15 S Wig Hill Road, Chester, CT 4 Beds \| 2.5 Baths \| 2429 Sq. Ft.	$685,548
20 S Wig Hill Road, Chester, CT 3 Beds \| 1 Baths \| 1856 Sq. Ft.	$450,065

Property information provided by Smart MLS when last listed in 2025. 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 28 S Wig Hill Rd

Tax history for 28 S Wig Hill 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 28 S Wig Hill Rd

More real estate resources