Google street view image for 8 Deep Hollow Rd, Chester, CT 06412

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Sold
$754,711
Est. refi paymentEst. refi $3,456/mo
3
bd
•
2 ba
•
2,094
sq ft

8 Deep Hollow Rd, Chester, CT 06412

map-entry

About this home

Thoughtfully renovated & meticulously maintained. Open first floor living area. 4 Season porch. Total sq.Ft. Includes ll fr. Large barn(new roof & 1 car gar.Added 2004). Bounded by great brook. Mature trees. Water garden w/fish & frogs. Horses permitted.

Single-familyProperty Type
1889Year Built
4.67 acresLot Size
$360Est. Price/Sq.Ft.
1 car garageParking
Source:Public Records

Redfin Estimate

$754,711
$255K since sold in September 2008$18K since September

This home's estimate is 19.9% higher than the average sale price ($630K) of 5 comparable homes.

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Earn from this home

Sell
$709,306
Est. take-home

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Refinance
$0
Est. cash available

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Rent
$3,086/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

$71K MoM

Avg. days on market
31d

1 days MoM

Recently sold homes
9

1 MoM

New listings for sale

Provided by Redfin

Sale history for 8 Deep Hollow Rd

Tax history for 8 Deep Hollow Rd

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

Public record

Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
4.67 Acres
Year renovated
1997
Sq. Ft.
2,094
Year built
1889
Style
Single Family Residential
County
Middlesex County
APN
940376
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.

Property details

Around this home

Schools

Chester Elementary School

Public PreK-6 • Assigned • 0.5mi

7/10
John Winthrop Middle School

Public 7-8 • Assigned • 3.1mi

4/10
Valley Regional High School

Public 9-12 • Assigned • 2.8mi

7/10
Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

8/10 Flood Factor

Estimated 74-82% 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

72% 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)
34
21
36
22
51
33
60
42
68
51
80
60
83
66
80
59
76
57
65
47
54
38
39
25
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
$717,000 – $868,000

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Nearby similar homes

SHORT SALE
$280,000
2 beds1 bath1,131 sq ft
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$519,500
4 beds2 baths2,523 sq ft
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$599,000
3 beds2 baths1,846 sq ft
32 Sunset Ter, Essex, CT 06426
$289,900
2 beds1.5 baths1,061 sq ft
17&21 Winter Ave, Deep River, CT 06417
$2,250,000
4 beds2.5 baths3,232 sq ft
25 River Rd, Essex, CT 06426
$779,999
4 beds3.5 baths2,706 sq ft
275 W Main St, Chester, CT 06412

New listings for sale in 06412

NEW 16 HRS AGO
$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 8 Deep Hollow Rd

Data from public records.

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