357 Painter Hill Rd, Roxbury, CT 06783
OFF MARKET

357 Painter Hill Rd
Roxbury, CT 06783

  • 3 Beds
  • 3 Baths
  • 2,156 sqft (on 12.36 acres)

$2,028,300

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $13,202/mo*
Refinance Your Home

$2,028,300

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $13,202/mo*
Refinance Your Home
3 Beds
3 Baths
2,156 sqft
(on 12.36 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

"Painter Hill Farm" - 3 Br, 1765 Colonial On 23 Acres With A 1 Br Guesthouse, View, Tennis Court, Gunite Pool. Tenant Pays Security Deposit, Outsidemaintenace, Utilities. Term: October 1, 2016 - April 30, 2017. Asking $5,000/month.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 357 Painter Hill Rd

Property Information

Year Built
Year Built: 1800
Property Type / Style
Property Type: Single Family Home

Interior Features

Interior Details
Number of Rooms: 9
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Community

Units in Building: 5

Lot Information

Lot Area: 12.36 acres

Price History for 357 Painter Hill Rd

DatePriceEventSource
01/25/2019$1,600,000Sold
N/A
11/02/2017$5,000ListingRemovedAgent Provided
06/09/2017$5,000Listed For RentAgent Provided
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Property Tax and Assessment

Year2025
Tax$8,153
Assessment$627,130
Home facts updated by county records

Comparable Sales for 357 Painter Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
39 Painter Hill Road, Woodbury, CT
0.88
Single-Family Home
$1,400,000
07/17/25
4
3
2,418
253 Tophet Road, Roxbury, CT
0.60
Single-Family Home
$1,500,000
11/18/25
4
3.5
2,437
277 Painter Hill Road, Roxbury, CT
0.65
Single-Family Home
$2,547,500
01/30/26
3
2.5
2,559
76 Cross Brook Rd, Roxbury, CT
0.43
Single-Family Home
$850,000
03/11/26
3
2
1,371
247 Painter Hill Rd, Roxbury, CT
0.95
Single-Family Home
$1,375,000
03/27/26
4
4
2,396
158 Painter Hill Road, Roxbury, CT
1.45
Single-Family Home
$1,195,000
11/07/25
3
2.5
2,793
63 West Mountain Road, Washington, CT
1.46
Single-Family Home
$2,195,000
05/01/26
4
4.5
3,699
187 Painter Hill Rd, Roxbury, CT
1.42
Single-Family Home
$1,133,000
08/21/25
4
3.5
3,155
7 Jonathan Dr, Roxbury, CT
1.66
Single-Family Home
$1,050,000
12/09/25
3
3
1,976
158 Hazel Plain Road, Woodbury, CT
1.27
Single-Family Home
$424,950
10/23/25
4
2.5
2,085

Nearby homes

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Assigned Schools

These are the assigned schools for 357 Painter Hill Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Roxbury

At least 2 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 100 % Say it's quiet

  • 80 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 80 % Say parking is easy

  • 67 % Say there's wildlife

  • 50 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 29 % Say neighbors are friendly

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lisa r. h.
    "This is an incredibly supportive town, with many young families. Lots of townwide events to meet new people, and friendly neighbors. We moved in 9 years ago and love living here!"
    2
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  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
    0
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  • Katherine
    "This is one of the most gorgeous towns in Connecticut. Quintessential New England, with lots of privacy - yes there are celebs - but who cares! They are just people too. You get the best of everything - lovely town green, no traffic, a short drive to everything you need, acreage with your house and low taxes. People are friendly, helpful, nice to you and no smog!!!!!!!!! Yes, we love it here. "
    0
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Homes for sale near 357 Painter Hill Rd

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Homes for rent near 357 Painter Hill Rd

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357 Painter Hill Rd, Roxbury, CT 06783 is a 3 bedroom, 3 bathroom, 2,156 sqft single-family home built in 1800. This property is not currently available for sale. 357 Painter Hill Rd was last sold on Jan 25, 2019 for $1,600,000. The current Trulia Estimate for 357 Painter Hill Rd is $2,028,300.