Off market jan 2026 for $319K

$331,862

Est. refi paymentEst. refi $844/mo

•

912

sq ft

12 Deep Hollow Rd, Chester, CT 06412

About this home

Enjoy convenient one level living on a quiet, charming dead-end street just steps from Chester Village. This home offers a full unfinished walkout basement, vinyl siding, thermal windows, and a 200-amp electrical panel. A new furnace was installed in 2019. The neighborhood is truly exceptional, residents are unbelievably kind and feel like family. With a little TLC, this property is ready for your personal updates and vision!

Single-familyProperty Type

1960Year Built

0.28 acresLot Size

$364Est. Price/Sq.Ft.

2 spacesParking

Listed by Craig Milton • Re/Max Valley Shore

Contact: Agent Attribution Contact: (860) 388-4663 | Office Attribution Contact: (860) 388-1228

Bought with Craig Milton • Re/Max Valley Shore

Source:Smart MLS #24141147

Redfin Estimate

$331,862

$12K since sold in January 2026$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26.2% lower than the average sale price ($450K) of 5 comparable homes.

SOLD JUN 12, 2026
$470,000
A
3 beds1.5 baths1,092 sq ft
19 Castle View Dr, Chester, CT 06412
SOLD AUG 25, 2026
$452,000
B
3 beds1.5 baths1,198 sq ft
1 Kirtland Ave, Chester, CT 06412
SOLD JUL 24, 2026
$345,000
C
2 beds1 bath912 sq ft
8 Prospect Hl, Deep River, CT 06417
SOLD OCT 2, 2026
$502,500
D
3 beds2 baths2,103 sq ft
11 Castle View Dr, Chester, CT 06412
SOLD AUG 14, 2026
$480,000
E
3 beds1 bath1,900 sq ft
15 Cloverdale Cir, Deep River, CT 06417

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Earn from this home

Sell

$57,728

Est. take-home

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Refinance

Est. cash available

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Rent

$1,782/mo

Redfin rental estimate

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Market trends in 06412, CT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.8%

0.5% MoM

Median sale price

$495K

$70K MoM

Avg. days on market

31d

1 days MoM

Recently sold homes

1 MoM

New listings for sale

COMING SOON
$379,900
3 beds1.5 baths1,142 sq ft
40 Castle View Dr, Chester, CT 06412
$699,000
3 beds2.5 baths2,882 sq ft
42 Straits Rd, Chester, CT 06412
$779,999
4 beds3.5 baths2,706 sq ft
275 W Main St, Chester, CT 06412
$875,000
3 beds2.5 baths3,233 sq ft
15 Hickory Hill Dr, Chester, CT 06412
See all

Provided by Redfin

Sale history for 12 Deep Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$3,450 (+0.7%)

$54,530 + $61,620

$116,150

2022

$3,426

$54,530 + $61,620

$116,150

2021

$3,426 (+3.1%)

$54,530 + $61,620

$116,150

2020

$3,324 (−0.6%)

$54,530 + $61,620

$116,150

2019

$3,344 (+7.2%)

$54,530 + $61,620

$116,150

2018

$3,120 (+2.8%)

$57,400 + $57,700

$115,100

2017

$3,034 (+3.1%)

$57,400 + $57,700

$115,100

2016

$2,943 (+3.0%)

$57,400 + $57,700

$115,100

2014

$2,857 (−2.5%)

$57,400 + $57,700

$115,100

2011

$2,930

$73,150 + $60,320

$133,470

Tax history for 12 Deep Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$3,450 (+0.7%)

$54,530 + $61,620

$116,150

2022

$3,426

$54,530 + $61,620

$116,150

2021

$3,426 (+3.1%)

$54,530 + $61,620

$116,150

2020

$3,324 (−0.6%)

$54,530 + $61,620

$116,150

2019

$3,344 (+7.2%)

$54,530 + $61,620

$116,150

2018

$3,120 (+2.8%)

$57,400 + $57,700

$115,100

2017

$3,034 (+3.1%)

$57,400 + $57,700

$115,100

2016

$2,943 (+3.0%)

$57,400 + $57,700

$115,100

2014

$2,857 (−2.5%)

$57,400 + $57,700

$115,100

2011

$2,930

$73,150 + $60,320

$133,470

*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

0.28 Acres

Year renovated

1992

Sq. Ft.

912

Year built

1960

Style

Single Family Residential

County

Middlesex County

APN

940414

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Unpaved

Parking Information
Parking Total Spaces: 2

Interior

Interior Information
Total Rooms: 5
Laundry Room Location: In Basement.
Laundry Room Info: Lower Level
Appliances Included: Oven/Range, Refrigerator, Washer

Bathroom Information
# of Baths (Full): 1

Bedroom Information
Beds Total: 3

Room Information
Basement Description: Full, Unfinished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Shingle
Exterior Siding: Vinyl Siding

Lot Information
Lot Description: Sloping Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Grey

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 912

Financial

Assessments Information
Assessed Value: $152,950

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Baseboard
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

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

Location Information
State: Connecticut
Nearby Amenities: Library, Medical Facilities, Park, Playground/Tot Lot, Public Transportation, Shopping/Mall, Walk to Bus Lines
Directions: GPS Friendly
County: Middlesex

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 912
Stories: 1.0
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: 1992
County: Middlesex County
APN: 940414

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 • 0.4mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 3.1mi

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

8/10 Flood Factor

Estimated 80%+ chance 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 96° expected this year, 16 days in 30 years

6/10 Wind Factor

77% 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 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$316,000 – $382,000

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Nearby similar homes

$2,400,000

3 beds4 baths4,711 sq ft

150-1 Mitchell Hill Rd, Lyme, CT 79532

$810,000

3 beds2 baths1,554 sq ft

Essex, CT 06426

$449,999

2 beds2 baths1,252 sq ft

46 Main St, Centerbrook, CT 06409

$2,995,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

$779,999

4 beds3.5 baths2,706 sq ft

275 W Main St, Chester, CT 06412

3D WALKTHROUGH

$1,900,000

4 beds3.5 baths3,957 sq ft

47 E Kings Hwy, Chester, CT 06412

New listings for sale in 06412

COMING SOON

$379,900

3 beds1.5 baths1,142 sq ft

40 Castle View Dr, Chester, CT 06412

$699,000

3 beds2.5 baths2,882 sq ft

42 Straits Rd, Chester, CT 06412

$779,999

4 beds3.5 baths2,706 sq ft

275 W Main St, Chester, CT 06412

$875,000

3 beds2.5 baths3,233 sq ft

15 Hickory Hill Dr, Chester, CT 06412

Home values near 12 Deep Hollow Rd

Data from public records.

Address	Redfin Estimate
24 Deep Hollow Rd, Chester, CT 4 Beds \| 2 Baths \| 1927 Sq. Ft.	$542,540
17 Deep Hollow Rd, Chester, CT 3 Beds \| 2 Baths \| 1471 Sq. Ft.	$356,837

Address	Redfin Estimate
2 Deep Hollow Rd, Chester, CT 3 Beds \| 4.5 Baths \| 2910 Sq. Ft.	$993,562
18 Deep Hollow Rd, Chester, CT 4 Beds \| 1 Baths \| 1180 Sq. Ft.	$363,794

Address	Redfin Estimate
15 Deep Hollow Rd, Chester, CT 4 Beds \| 1.5 Baths \| 2066 Sq. Ft.	$642,638
16 Deep Hollow Rd, Chester, CT 2 Beds \| 1 Baths \| 1087 Sq. Ft.	$346,503

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 12 Deep Hollow Rd

Tax history for 12 Deep Hollow 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 12 Deep Hollow Rd

More real estate resources