Off market dec 2021 for $900K

$1,321,551

Est. refi paymentEst. refi $5,290/mo

•

3,447

sq ft

65 Painter Ridge Rd, Roxbury, CT 06783

About this home

Located on the most picturesque ridge in Roxbury is this gorgeous 7.33 acre country home. Known for its tranquil seasons and stunning westerly views. A residence boasting a combination of spaces for formal and informal entertaining. Perfectly proportioned rooms and sophisticated color palette. Special features include heated gunite pool, home office, rec room with gym equipment and pool table, fireplace, patio, hardwood flooring throughout, mudroom with access to oversized 2 bay garage off kitchen. A wonderful opportunity to live here all year around or use as a weekend getaway. Enjoy the surrounding cultural treasures, vineyards, ski resorts, parks, nature reserves, trendy restaurants and shops. Country splendor and convenient living all within 2 hours of NYC. On the market for the first time. Truly a pleasure to show.

Single-familyProperty Type

2001Year Built

7.33 acresLot Size

$383Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Lisa McDonald • The Brokerage of New England

Bought with Jacob Cedeno • K. Fortuna Realty

Source:Smart MLS #170402214

Redfin Estimate

$1,321,551

$422K since sold in December 2021$4,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 82.1% higher than the average sale price ($726K) of 6 comparable homes.

SOLD SEP 23, 2026
$710,000
A
3 beds2.5 baths2,336 sq ft
38 W Mountain Ln, Roxbury, CT 06783
SOLD OCT 30, 2026
$705,000
B
4 beds2.5 baths3,017 sq ft
15 Saxony Ln, Woodbury, CT 06798
SOLD NOV 3, 2026
$750,000
C
4 beds2.5 baths3,409 sq ft
10 Sundance Rd, 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 JUN 3, 2026
$850,000
E
4 beds2.5 baths3,330 sq ft
99 Plumb Brook Rd, Woodbury, CT 06798
SOLD OCT 16, 2026
$580,000
F
4 beds2.5 baths2,990 sq ft
8 Pebble Ln, New Milford, CT 06776

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Earn from this home

Sell

$591,609

Est. take-home

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Refinance

Est. cash available

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Rent

$3,590/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 65 Painter Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,800 (−8.2%)

$238,980 + $380,100

$619,080

2022

$8,496 (−1.0%)

$289,760 + $267,370

$557,130

2021

$8,580 (−2.5%)

$289,760 + $267,370

$557,130

2020

$8,803 (−0.3%)

$289,760 + $267,370

$557,130

2019

$8,831

$289,760 + $267,370

$557,130

2018

$8,831 (+0.5%)

$289,760 + $267,370

$557,130

2017

$8,787 (+3.6%)

$326,270 + $292,550

$618,820

2016

$8,478 (+2.8%)

$326,270 + $292,550

$618,820

2014

$8,244

$326,270 + $288,930

$615,200

Tax history for 65 Painter Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,800 (−8.2%)

$238,980 + $380,100

$619,080

2022

$8,496 (−1.0%)

$289,760 + $267,370

$557,130

2021

$8,580 (−2.5%)

$289,760 + $267,370

$557,130

2020

$8,803 (−0.3%)

$289,760 + $267,370

$557,130

2019

$8,831

$289,760 + $267,370

$557,130

2018

$8,831 (+0.5%)

$289,760 + $267,370

$557,130

2017

$8,787 (+3.6%)

$326,270 + $292,550

$618,820

2016

$8,478 (+2.8%)

$326,270 + $292,550

$618,820

2014

$8,244

$326,270 + $288,930

$615,200

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

319,294

Year renovated

2026

Sq. Ft.

3,447

Year built

2001

Style

Single Family Residential

County

Litchfield County

APN

867341

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Views, Green, Pool

Last updated by owner on Jul 18, 2026.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 10
Laundry Room Location: In mudroom
Laundry Room Info: Main Level
Fireplaces Total: 1
Cooling System: Central Air, Zoned
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher

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

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Exercise Room, Laundry Room, Mud Room
Room Count: 15
Basement Description: Full, Partially Finished, Liveable Space, Storage
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Patio, Stone Wall

Lot Information
Lot Description: Corner Lot

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Heated, Gunite

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Light Gray

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2847
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $557,130

Utilities

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

Location

School Information
Middle Jr High School: Per Board of Ed
Intermediate School: Regional District 12
High School: Regional District 12
Elementary School: Booth Free

Location Information
State: Connecticut
Directions: MAKE SURE TO UPDATE KEY CODE PRIOR TO ARRIVAL!!! GPS Friendly.
County: Litchfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,447
Stories: 2.0
Parking Spaces: 3
Basement: Yes
Accessible: No
Lot Size: 7.33 acres
Style: Single Family Residential
Year Built: 2001
Year Renovated: 2026
County: Litchfield County
APN: 867341
HOA Dues: —
Garage: Yes
Features: Views, Green, Pool

Home facts updated by owner on Jul 18, 2026

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

K - 12
Preschool & daycare

Booth Free School

Public K-5 • Assigned • 2.9mi

Shepaug Valley School

Public 6-12 • Assigned • 0.8mi

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

6/10 Wind Factor

27% 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

$1.26M – $1.52M

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Nearby similar homes

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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 65 Painter Ridge Rd

Data from public records.

Address	Redfin Estimate
68 Painter Ridge Rd, Washington, CT 3 Beds \| 3 Baths \| 4050 Sq. Ft.	$840,223
66 Painter Ridge Rd, Roxbury, CT 3 Beds \| 3.5 Baths \| 3411 Sq. Ft.	$1,541,966
68 Painter Ridge Rd, Roxbury, CT 4 Beds \| 3 Baths \| 3547 Sq. Ft.	$1,415,103
69 Painter Ridge Rd, Roxbury, CT 3 Beds \| 2 Baths \| 2014 Sq. Ft.	$1,161,322
88 Painter Ridge Rd, Roxbury, CT 4 Beds \| 5.5 Baths \| 4641 Sq. Ft.	$2,131,410
148 Davenport Rd, Roxbury, CT 4 Beds \| 3 Baths \| 1269 Sq. Ft.	$714,950
32 Jonathan Dr, Roxbury, CT 3 Beds \| 2 Baths \| 1790 Sq. Ft.	$893,018

Address	Redfin Estimate
54 Painter Ridge Rd, Roxbury, CT 3 Beds \| 2 Baths \| 2017 Sq. Ft.	$868,690
35 Painter Ridge Rd, Roxbury, CT 2 Beds \| 3 Baths \| 2799 Sq. Ft.	$1,777,550
24 Painter Ridge Rd, Roxbury, CT 4 Beds \| 3.5 Baths \| 4253 Sq. Ft.	$2,823,511
26 Painter Ridge Rd, Roxbury, CT 4 Beds \| 5 Baths \| 4713 Sq. Ft.	$2,149,234
84 Painter Ridge Rd, Roxbury, CT 3 Beds \| 2 Baths \| 2784 Sq. Ft.	$1,107,243
135 Davenport Rd, Roxbury, CT 2 Beds \| 2 Baths \| 2049 Sq. Ft.	$684,461
141 Davenport Rd, Roxbury, CT 2 Beds \| 1 Baths \| 2295 Sq. Ft.	$679,285

Address	Redfin Estimate
80 Painter Ridge Rd, Roxbury, CT 4 Beds \| 2.5 Baths \| 3728 Sq. Ft.	$879,627
45 Painter Ridge Rd, Roxbury, CT 3 Beds \| 2.5 Baths \| 3164 Sq. Ft.	$1,304,506
51 Painter Ridge Rd, Roxbury, CT 3 Beds \| 2.5 Baths \| 2835 Sq. Ft.	$1,308,906
85 Painter Ridge Rd, Roxbury, CT 3 Beds \| 3.5 Baths \| 6384 Sq. Ft.	$2,218,501
30 Jonathan Dr, Roxbury, CT 3 Beds \| 2.5 Baths \| 2366 Sq. Ft.	$1,015,219
137 Davenport Rd, Roxbury, CT 3 Beds \| 2 Baths \| 1614 Sq. Ft.	—
31 Jonathan Dr, Roxbury, CT 4 Beds \| 3.5 Baths \| 2500 Sq. Ft.	$1,298,384

Property information provided by Smart MLS when last listed in 2021. This data may not show owner updates. Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06783, CT

Sale history for 65 Painter Ridge Rd

Tax history for 65 Painter Ridge Rd

Public record

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 65 Painter Ridge Rd

More real estate resources