Painter Hill Rd, Roxbury, CT 06783
OFF MARKET

$590,600

Trulia Estimate
  • Studio

Painter Hill Rd, Roxbury, CT 06783

Est. Refi. Payment $4,016/mo*
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Home Value

Trulia Estimate
$591K
Since last month
Decreased$85K (-12.6%)
Since last year
Decreased$137K (-18.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +4% in the last 10 years
MonthEstimated value
2026
August 2026$591K
August 2026$579K
July 2026$675K
June 2026$665K
May 2026$650K
April 2026$569K
March 2026$727K
February 2026$489K
January 2026$744K
2025
2024
2023

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
76 Cross Brook Rd, Roxbury, CT
0.15
Single-Family Home
$850,000
03/11/26
3
2
1,371
277 Painter Hill Road, Roxbury, CT
0.37
Single-Family Home
$2,547,500
01/30/26
3
2.5
2,559
253 Tophet Road, Roxbury, CT
0.53
Single-Family Home
$1,500,000
11/18/25
4
3.5
2,437
56 Goldmine Road, Roxbury, CT
0.73
Single-Family Home
$1,425,000
09/01/26
3
2.5
2,620
242 Tophet Road, Roxbury, CT
0.61
Single-Family Home
$725,000
07/28/26
3
2
1,862
247 Painter Hill Rd, Roxbury, CT
0.68
Single-Family Home
$1,375,000
03/27/26
4
4
2,396
123 Cross Brook Road, Woodbury, CT
0.69
Single-Family Home
$590,000
06/17/26
1
2
1,564
16 Cross Brook Road, Woodbury, CT
1.03
Single-Family Home
$612,500
08/20/26
3
2
1,750
158 Painter Hill Road, Roxbury, CT
1.08
Single-Family Home
$1,195,000
11/07/25
3
2.5
2,793
143 Tophet Road, Roxbury, CT
1.13
Single-Family Home
$1,925,000
02/17/26
4
5.5
5,848

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
297 Painter Hill Road, Roxbury, CT 06783
0.28
$3,950,000
4
6
6,139
For Sale
277 Painter Hill Road, Roxbury, CT 06783
0.37
$2,547,500
3
2.5
2,559
Recently Sold
253 Tophet Road, Roxbury, CT 06783
0.53
$1,500,000
4
3.5
2,437
Recently Sold
242 Tophet Road, Roxbury, CT 06783
0.61
$725,000
3
2
1,862
Recently Sold
123 Cross Brook Road, Woodbury, CT 06798
0.69
$590,000
1
2
1,564
Recently Sold
25 Holmes Road, Roxbury, CT 06783
0.70
$1,558,500
3
2.5
2,926
Off Market
8 Forest Ridge Road, Woodbury, CT 06798
0.70
-
-
-
-
Off Market
133 Painter Hill Road, Woodbury, CT 06798
0.72
$395,000
-
-
-
For Sale
56 Goldmine Road, Roxbury, CT 06783
0.73
$1,425,000
3
2.5
2,620
Recently Sold
214 Tophet Road, Roxbury, CT 06783
0.73
$1,513,000
4
2.5
3,433
Off Market
Painter Hill Road, Roxbury, CT 06783
0.74
-
-
-
-
Off Market
Painter Hill Road, Roxbury, CT 06783
0.74
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around Painter Hill Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
0.34 acre lot

About this House

This single-family home is located at Painter Hill Rd, Roxbury, CT. Painter Hill Rd is in Roxbury, CT and in ZIP code 06783. This property has a lot size of 0.34 acres.
Painter Hill Rd, Roxbury, CT 06783 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $590,600, with a rent estimate of $4,057/month.

Home Details for Painter Hill Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.34 acres

Price and Tax history

YearProperty taxTax assessment
2025
$37
$2,870
Home facts updated by county records

Market trends in Roxbury

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32

Around this home

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
    Flag
  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
    0
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about Painter Hill Rd

  • What is Painter Hill Rd estimated to be worth?
    Trulia's estimated value for Painter Hill Rd in Roxbury, CT is $590,600.
  • Is Roxbury a buyer's or seller's market?
    Roxbury is currently a balanced market, based on recent for-sale activity.
  • What are the closest schools to Painter Hill Rd?
    The closest schools to Painter Hill Rd in Roxbury, CT are Booth Free School (Elementary), Shepaug Valley School (Middle/High, rated 8/10).
  • How big is the lot at Painter Hill Rd?
    The lot at Painter Hill Rd in Roxbury, CT is about 0.34 acres (14,810 sq ft).

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