Off market jun 2019 for $1.7M

$2,584,338

Est. refi paymentEst. refi $12,279/mo

•

3,500

sq ft

62 Sentry Hill Rd, Roxbury, CT 06783

About this home

Sentry Ridge Farm is a compound on a quiet tree lined country road with fantastic walking trails right from your front door. The fully renovated 1800s Greek Revival farmhouse features 3 bedrooms on the 2nd floor and a finished attic. Charming kitchen with barstool seating and breakfast nook opens to dining and family rooms. Living room with library, wet bar and fireplace for entertaining. Remarkable guesthouse with a modern feel built of stone, steel, glass and reclaimed wood. Its master suite has a full bath and bunk rooms. Lower level has garage and plenty of storage. This building also acts as the pool cabana with outdoor fireplace, outdoor shower, locker rooms, pool bath, and views across the valley. Barn with basketball court, oil and stone driveway, gorgeous professionally designed landscaping. Borders major estates, 1.5 hours to NYC, 7 minutes to Washington Green.

Single-familyProperty Type

1860Year Built

12.34 acresLot Size

$738Est. Price/Sq.Ft.

3 car garageParking

Listed by Stacey Matthews • William Raveis Real Estate

Bought with Stacey Matthews • William Raveis Real Estate

Source:Smart MLS #170117354

Redfin Estimate

$2,584,338

$884K since sold in June 2019$50K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 265% higher than the average sale price ($708K) of 5 comparable homes.

SOLD OCT 16, 2026
$580,000
A
4 beds2.5 baths2,990 sq ft
8 Pebble Ln, New Milford, CT 06776
SOLD NOV 19, 2025
$912,500
B
4 beds3 baths2,982 sq ft
11 Hodge Rd, Roxbury, CT 06783
SOLD NOV 3, 2026
$537,500
C
4 beds2.5 baths2,742 sq ft
9 Richconn Dr, New Milford, CT 06776
SOLD MAY 15, 2026
$760,000
D
4 beds2.5 baths3,082 sq ft
23 Sun Pond Ln, New Milford, CT 06776
SOLD NOV 3, 2026
$750,000
E
4 beds2.5 baths3,409 sq ft
10 Sundance Rd, New Milford, CT 06776

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Earn from this home

Sell

$1,277,912

Est. take-home

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Refinance

Est. cash available

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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 62 Sentry Hill Rd

Date

Event

Price

Smart MLS #170117354

Jun 20, 2019

Sold

$1,700,000

$486/sq ft

Apr 27, 2019

Contingent

—

Oct 17, 2018

Price Changed

$1,895,000

$541/sq ft

Aug 20, 2018

Listed

$2,295,000

$656/sq ft

Smart MLS #L146792

May 23, 2016

Listing Removed

—

Jul 10, 2013

Listed

$2,395,000

$684/sq ft

Smart MLS #98179426

Mar 2, 2005

Listing Removed

—

Oct 24, 2003

Listed

$1,650,000

$471/sq ft

Public Records

Jun 3, 2004

Sold

$1,525,000

$436/sq ft

Public Records

Jan 11, 2000

Sold

$900,000

$257/sq ft

Public Records

Jun 13, 1991

Sold

$375,000

$107/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$18,939 (+1.6%)

$366,660 + $1,136,450

$1,503,110

2021

$18,643 (−2.5%)

$379,650 + $830,960

$1,210,610

2020

$19,128 (−0.3%)

$379,650 + $830,960

$1,210,610

2019

$19,188

$379,650 + $830,960

$1,210,610

2018

$19,188 (+13.6%)

$379,650 + $830,960

$1,210,610

2017

$16,884 (+3.7%)

$447,660 + $741,350

$1,189,010

2016

$16,289 (+3.3%)

$447,660 + $741,350

$1,189,010

2014

$15,763

$447,660 + $728,690

$1,176,350

Tax history for 62 Sentry Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,939 (+1.6%)

$366,660 + $1,136,450

$1,503,110

2021

$18,643 (−2.5%)

$379,650 + $830,960

$1,210,610

2020

$19,128 (−0.3%)

$379,650 + $830,960

$1,210,610

2019

$19,188

$379,650 + $830,960

$1,210,610

2018

$19,188 (+13.6%)

$379,650 + $830,960

$1,210,610

2017

$16,884 (+3.7%)

$447,660 + $741,350

$1,189,010

2016

$16,289 (+3.3%)

$447,660 + $741,350

$1,189,010

2014

$15,763

$447,660 + $728,690

$1,176,350

*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

12.34 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Litchfield County

APN

866903

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage, Barn
Garages Number: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 10
Laundry Room Location: Lower Level
Interior Features: Open Floor Plan
Fireplaces Total: 4
Cooling System: Central Air
Appliances Included: Cook Top, Oven/Range, Wall Oven, Subzero, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Room Count: 1
Basement Description: Full, Interior Access, Storage
Has Attic
Attic Description: Finished

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Barn, Cabana, Fruit Trees, Guest House, Patio, Porch

Lot Information
Lot Description: Open Lot, Level Lot, Lightly Wooded, Rolling

Pool Information
Swimming Pool
Pool Description: Pool House, Heated, Gunite

Building Information
Foundation Type: Concrete, Stone
Construction Description: Frame
Color: white

Property Information
Radon Mitigation Air
Radon Mitigation Water
Property Type: Single Family For Sale
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $1,210,610

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Propane
Heat Type: Hot Air
Heat Fuel Type: Propane
Fuel Tank Location: Above Ground

Location

School Information
Middle Jr High School: Shepaug
High School: Shepaug
Elementary School: Booth Free

Location Information
State: Connecticut
Nearby Amenities: Library, Playground/Tot Lot, Private Rec Facilities, Private School(s), Public Rec Facilities, Stables/Riding, Tennis Courts
Directions: Route 67 or 199 to sentry hill road
County: Litchfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 12.34 acres
Style: Other
Year Built: —
Year Renovated: —
County: Litchfield County
APN: 866903

Home facts updated by county records on Jun 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

K - 12
Preschool & daycare

Booth Free School

Public K-5 • Assigned • 1.6mi

Shepaug Valley School

Public 6-12 • Assigned • 2.1mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

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

$2.46M – $2.97M

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Nearby similar homes

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Cul-de-sac • Backs up to woods • Long driveway

New listings for sale in 06783

$1,075,000

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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 62 Sentry Hill Rd

Data from public records.

Address	Redfin Estimate
52 Sentry Hill Rd, Roxbury, CT 4 Beds \| 5.5 Baths \| 4720 Sq. Ft.	$1,864,535
42 Sentry Hill Rd, Roxbury, CT 3 Beds \| 3.5 Baths \| 4673 Sq. Ft.	$1,373,382
80 Sentry Hill Rd, Roxbury, CT 3 Beds \| 1.5 Baths \| 1470 Sq. Ft.	$621,268
33 Sentry Hill Rd, Roxbury, CT 4 Beds \| 3.5 Baths \| 3676 Sq. Ft.	$1,271,349
91 Sentry Hill Rd, Roxbury, CT 3 Beds \| 2 Baths \| 1768 Sq. Ft.	$654,584
58 Judds Bridge Rd, Roxbury, CT 4 Beds \| 3.5 Baths \| 3108 Sq. Ft.	$1,171,141
51 Judds Bridge Rd, Roxbury, CT 4 Beds \| 3 Baths \| 3708 Sq. Ft.	$889,649

Address	Redfin Estimate
98 Sentry Hill Rd, Roxbury, CT - Beds \| - Baths \| - Sq. Ft.	$2,082,132
30 Sentry Hill Rd, Roxbury, CT 3 Beds \| 3 Baths \| 2404 Sq. Ft.	$750,944
29 Sentry Hill Rd, Roxbury, CT 3 Beds \| 2.5 Baths \| 2966 Sq. Ft.	$1,176,503
76 Sentry Hill Rd, Roxbury, CT 2 Beds \| 1.5 Baths \| 1436 Sq. Ft.	$531,024
35 Judds Bridge Rd, Roxbury, CT 3 Beds \| 3.5 Baths \| 4061 Sq. Ft.	$1,545,335
143 North St, Roxbury, CT 3 Beds \| 2.5 Baths \| 1350 Sq. Ft.	$668,611
94 Judds Bridge Rd, Roxbury, CT 2 Beds \| 1.5 Baths \| 1990 Sq. Ft.	$720,215

Address	Redfin Estimate
78 Sentry Hill Rd, Roxbury, CT 5 Beds \| 5.5 Baths \| 3511 Sq. Ft.	$2,377,353
73 Sentry Hill Rd, Roxbury, CT 3 Beds \| 1 Baths \| 1344 Sq. Ft.	$641,801
90 Sentry Hill Rd, Roxbury, CT 3 Beds \| 2 Baths \| 2042 Sq. Ft.	$695,450
67 Sentry Hill Rd, Roxbury, CT 4 Beds \| 2 Baths \| 1404 Sq. Ft.	$579,330
99 Judds Bridge Rd, Roxbury, CT 3 Beds \| 5 Baths \| 4223 Sq. Ft.	$2,587,075
92 Judds Bridge Rd, Roxbury, CT 4 Beds \| 5 Baths \| 3900 Sq. Ft.	$2,082,995
48 Judds Bridge Rd, Roxbury, CT 3 Beds \| 2 Baths \| 1816 Sq. Ft.	$889,055

Property information provided by Smart MLS when last listed in 2018. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06783, CT

Sale history for 62 Sentry Hill Rd

Tax history for 62 Sentry Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06783

Home values near 62 Sentry Hill Rd

More real estate resources