OFF MARKET
Google street view image for 27 Deep Hollow Rd, Chester, CT 06412
Off market jan 1988 for $185K
$513,182
Est. refi paymentEst. refi $1,275/mo
3
bd
•
3 ba
•
2,110
sq ft

27 Deep Hollow Rd, Chester, CT 06412

map-entry

About this home

27 Deep Hollow Rd is a 2,110 square foot house on a 0.31 acre lot with 3 bedrooms and 3 bathrooms. - it last sold on January 28, 1988 for $185,000. Based on Redfin's Chester data, we estimate the home's value is $513,182.
Single-familyProperty Type
1910Year Built
0.31 acresLot Size
$243Est. Price/Sq.Ft.
Source:Public Records

Redfin Estimate

$513,182
$328K since sold in January 1988$1,000 since September

This home's estimate is 5.6% lower than the average sale price ($544K) of 5 comparable homes.

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Earn from this home

Sell
$481,641
Est. take-home

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Refinance
$0
Est. cash available

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Rent
$3,496/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
100.5%

+0.7% MoM

Median sale price
$500K

$5K MoM

Avg. days on market
44d

13 days MoM

Recently sold homes
9

0 MoM

New listings for sale

Provided by Redfin

Sale history for 27 Deep Hollow Rd

Tax history for 27 Deep Hollow Rd

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

Property details

Around this home

Schools

Chester Elementary School

Public PreK-6 • Assigned • 0.6mi

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

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 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
$488,000 – $591,000

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Nearby similar homes

$805,000
3 beds2 baths1,554 sq ft
Essex, CT 06426
$2,995,000
4 beds5 baths4,926 sq ft
288 Middlesex Ave, Chester, CT 06412
$999,000
3 beds2.5 baths1,905 sq ft
13 Mill Rd, Essex, CT 06426
$1,550,000
4 beds4 baths4,070 sq ft
77 Main St, East Haddam, CT 06423
$2,250,000
4 beds2.5 baths3,232 sq ft
25 River Rd, Essex, CT 06426
$699,900
4 beds2.5 baths3,143 sq ft
77 Falls Landing Rd, Deep River, CT 06417

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
$875,000
3 beds2.5 baths3,233 sq ft
15 Hickory Hill Dr, Chester, CT 06412

Home values near 27 Deep Hollow Rd

Data from public records.

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