Google street view image for 52 Sentry Hill Rd, Roxbury, CT 06783

Off market dec 2001 for $1.2M

$1,864,535

Est. refi paymentEst. refi $5,889/mo

•

5.5 ba

•

4,720

sq ft

52 Sentry Hill Rd, Roxbury, CT 06783

About this home

52 Sentry Hill Rd is a 4,720 square foot house on a 4.49 acre lot with 4 bedrooms and 5.5 bathrooms. - it last sold on December 11, 2001 for $1,210,000. Based on Redfin's Roxbury data, we estimate the home's value is $1,864,535.

Single-familyProperty Type

1989Year Built

4.49 acresLot Size

$395Est. Price/Sq.Ft.

3 car garageParking

Source:Public Records

Redfin Estimate

$1,864,535

$655K since sold in December 2001$16K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 110.3% higher than the average sale price ($887K) of 6 comparable homes.

SOLD OCT 16, 2026
$580,000
A
4 beds2.5 baths2,990 sq ft
8 Pebble Ln, New Milford, CT 06776
SOLD JUL 29, 2026
$740,200
B
4 beds3 baths4,065 sq ft
45 Beardsley Rd, New Milford, CT 06776
SOLD OCT 22, 2026
$695,000
C
4 beds3.5 baths2,347 sq ft
20 Timber Ln, New Milford, CT 06776
SOLD OCT 8, 2026
$1,795,000
D
4 beds3.5 baths3,198 sq ft
18 Ranney Hill Rd, Roxbury, CT 06783
SOLD MAY 15, 2026
$760,000
E
4 beds2.5 baths3,082 sq ft
23 Sun Pond Ln, New Milford, CT 06776
SOLD NOV 3, 2026
$750,000
F
4 beds2.5 baths3,409 sq ft
10 Sundance Rd, New Milford, CT 06776

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Earn from this home

Sell

$1,500,426

Est. take-home

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Refinance

Est. cash available

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Rent

$4,489/mo

Redfin rental estimate

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Market trends in 06783, CT

Last updated October 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

96.0%

+2.8% MoM

Median sale price

$960K

$440K MoM

Avg. days on market

126d

0 days MoM

Recently sold homes

6 MoM

New listings for sale

$1,075,000
4 beds2.5 baths4,265 sq ft
5 North St, Roxbury, CT 06783
$2,450,000
4 beds2.5 baths3,000 sq ft
179 South St, Roxbury, CT 06783
See all

Provided by Redfin

Sale history for 52 Sentry Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,267 (+12.7%)

$209,370 + $922,950

$1,132,320

2022

$12,659 (−1.0%)

$218,150 + $611,950

$830,100

2021

$12,784 (−2.5%)

$218,150 + $611,950

$830,100

2020

$13,116 (−0.3%)

$218,150 + $611,950

$830,100

2019

$13,157

$218,150 + $611,950

$830,100

2018

$13,157 (+1.2%)

$218,150 + $611,950

$830,100

2017

$13,006 (+3.6%)

$222,490 + $693,450

$915,940

2016

$12,548 (+2.2%)

$222,490 + $693,450

$915,940

2014

$12,274

$222,490 + $693,450

$915,940

Tax history for 52 Sentry Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,267 (+12.7%)

$209,370 + $922,950

$1,132,320

2022

$12,659 (−1.0%)

$218,150 + $611,950

$830,100

2021

$12,784 (−2.5%)

$218,150 + $611,950

$830,100

2020

$13,116 (−0.3%)

$218,150 + $611,950

$830,100

2019

$13,157

$218,150 + $611,950

$830,100

2018

$13,157 (+1.2%)

$218,150 + $611,950

$830,100

2017

$13,006 (+3.6%)

$222,490 + $693,450

$915,940

2016

$12,548 (+2.2%)

$222,490 + $693,450

$915,940

2014

$12,274

$222,490 + $693,450

$915,940

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

Property details

Interior

Basement Information
Basement Sq. Ft: 1,599

Bathroom Information
# of Full Baths: 5
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle

Pool Information
Pool Type: Inground
Has Pool

Property Information
Living Sq. Ft: 4,720
# of Stories: 2

Parking & Garage Information
Parking Type: Detached Garage
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 195,584
Municipality Name: ROXBURY
Acres: 4.49
Zoning Code: C
State Use Description: 1-FAMILY RESIDENCE

Utility Information
Sewer Type: Septic
Water Service Type: Well

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 5.5
Sq. Ft.: 4,720
Stories: 2.0
Lot Size: 4.49 acres
Style: Single Family Residential
Year Built: 1989
Year Renovated: 2010
County: Litchfield County
APN: 867041

Home facts updated by county records on Jun 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Booth Free School

Public K-5 • Assigned • 1.8mi

Shepaug Valley School

Public 6-12 • Assigned • 2.1mi

9/10

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

4/10 Wind Factor

21% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Roxbury, CT • 06783

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 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.77M – $2.15M

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Nearby similar homes

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Separate electric • Separate septics • Separate water

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Private entrance • Finished basement • 1.88 acre lot

$1,269,000

3 beds2.5 baths2,440 sq ft

85 Good Hill Rd, Roxbury, CT 06783

Remodeled • Open concept • Two fireplaces

$349,900

3 beds3 baths1,379 sq ft

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Detached garage • Spacious lot • Unique opportunity

$600,000

5 beds3 baths2,004 sq ft

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New kitchen • New deck • Finished lower level

New listings for sale in 06783

$1,075,000

4 beds2.5 baths4,265 sq ft

5 North St, Roxbury, CT 06783

Pond • Gunite swimming pool • Hardwood floors

$2,450,000

4 beds2.5 baths3,000 sq ft

179 South St, Roxbury, CT 06783

Historic barn • Stone foundation • Eastern views

Home values near 52 Sentry Hill Rd

Data from public records.

Address	Redfin Estimate
62 Sentry Hill Road, Roxbury, CT 4 Beds \| 2.5 Baths \| 3500 Sq. Ft.	$2,584,338
42 Sentry Hill Road, Roxbury, CT 3 Beds \| 3.5 Baths \| 4673 Sq. Ft.	$1,373,382
80 Sentry Hill Road, Roxbury, CT 3 Beds \| 1.5 Baths \| 1470 Sq. Ft.	$621,268
33 Sentry Hill Road, Roxbury, CT 4 Beds \| 3.5 Baths \| 3676 Sq. Ft.	$1,271,349
35 Judds Bridge Road, Roxbury, CT 3 Beds \| 3.5 Baths \| 4061 Sq. Ft.	$1,545,335
92 Judds Bridge Road, Roxbury, CT 4 Beds \| 5 Baths \| 3900 Sq. Ft.	$2,082,995
48 Judds Bridge Road, Roxbury, CT 3 Beds \| 2 Baths \| 1816 Sq. Ft.	$889,055

Address	Redfin Estimate
78 Sentry Hill Road, Roxbury, CT 5 Beds \| 5.5 Baths \| 3511 Sq. Ft.	$2,377,353
30 Sentry Hill Road, Roxbury, CT 3 Beds \| 3 Baths \| 2404 Sq. Ft.	$750,944
29 Sentry Hill Road, Roxbury, CT 3 Beds \| 2.5 Baths \| 2966 Sq. Ft.	$1,176,503
76 Sentry Hill Road, Roxbury, CT 2 Beds \| 1.5 Baths \| 1436 Sq. Ft.	$531,024
99 Judds Bridge Road, Roxbury, CT 3 Beds \| 5 Baths \| 4223 Sq. Ft.	$2,587,075
51 Judds Bridge Road, Roxbury, CT 4 Beds \| 3 Baths \| 3708 Sq. Ft.	$889,649
39 Judds Bridge Road, Roxbury, CT 2 Beds \| 2 Baths \| 2236 Sq. Ft.	$749,418

Address	Redfin Estimate
16 Sentry Hill Road, Roxbury, CT 5 Beds \| 5.5 Baths \| 5455 Sq. Ft.	$3,084,677
73 Sentry Hill Road, Roxbury, CT 3 Beds \| 1 Baths \| 1344 Sq. Ft.	$641,801
24 Sentry Hill Road, Roxbury, CT 3 Beds \| 2.5 Baths \| 1955 Sq. Ft.	$832,362
67 Sentry Hill Road, Roxbury, CT 4 Beds \| 2 Baths \| 1404 Sq. Ft.	$579,330
58 Judds Bridge Road, Roxbury, CT 4 Beds \| 3.5 Baths \| 3108 Sq. Ft.	$1,171,141
94 Judds Bridge Road, Roxbury, CT 2 Beds \| 1.5 Baths \| 1990 Sq. Ft.	$720,215
63 Judds Bridge Road, Roxbury, CT 4 Beds \| 2.5 Baths \| 4831 Sq. Ft.	$1,716,552

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About this home

Redfin Estimate

Earn from this home

Market trends in 06783, CT

Sale history for 52 Sentry Hill Rd

Tax history for 52 Sentry Hill Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06783

Home values near 52 Sentry Hill Rd

More real estate resources