232 Tophet Rd, Roxbury, CT 06783
OFF MARKET

$3,855,800

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 4,200 sqft (on 32 acres)

232 Tophet Rd, Roxbury, CT 06783

Est. Refi. Payment $26,420/mo*
Refinance Your Home
Currently Off Market - Sold Apr 24, 2018 for $2,100,000

Home Value

Trulia Estimate
$3.86M
Since last month
Increased$17K (+0.4%)
Since last year
Increased$306K (+8.6%)
Since last sale
Increased$2M (+83.7%)
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 +100% in the last 10 years
MonthEstimated value
2026
September 2026$3.86M
August 2026$3.84M
July 2026$3.68M
June 2026$3.84M
May 2026$3.65M
April 2026$3.63M
March 2026$3.59M
February 2026$3.56M
January 2026$3.52M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
253 Tophet Road, Roxbury, CT
0.25
Single-Family Home
$1,500,000
11/18/25
4
3.5
2,437
143 Tophet Road, Roxbury, CT
0.74
Single-Family Home
$1,925,000
02/17/26
4
5.5
5,848
242 Tophet Road, Roxbury, CT
0.17
Single-Family Home
$725,000
07/28/26
3
2
1,862
77 Tophet Road, Roxbury, CT
0.77
Single-Family Home
$2,300,000
07/07/26
4
4.5
6,670
364 Hoop Pole Hill Road, Woodbury, CT
0.72
Single-Family Home
$975,000
10/01/25
5
3
3,450
56 Goldmine Road, Roxbury, CT
0.82
Single-Family Home
$1,425,000
09/01/26
3
2.5
2,620
158 Hazel Plain Road, Woodbury, CT
0.65
Single-Family Home
$424,950
10/23/25
4
2.5
2,085
277 Painter Hill Road, Roxbury, CT
1.12
Single-Family Home
$2,547,500
01/30/26
3
2.5
2,559
76 Cross Brook Rd, Roxbury, CT
0.63
Single-Family Home
$850,000
03/11/26
3
2
1,371
16 Cross Brook Road, Woodbury, CT
0.73
Single-Family Home
$612,500
08/20/26
3
2
1,750

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
242 Tophet Road, Roxbury, CT 06783
0.17
$725,000
3
2
1,862
Recently Sold
253 Tophet Road, Roxbury, CT 06783
0.25
$1,574,800
4
3.5
2,437
Off Market
214 Tophet Road, Roxbury, CT 06783
0.26
$1,520,600
4
2.5
3,433
Off Market
35 Schoolhouse Road, Roxbury, CT 06783
0.32
$3,495,000
4
4.5
4,456
For Sale
133 Painter Hill Road, Woodbury, CT 06798
0.42
$395,000
-
-
-
For Sale
53 Leavenworth Road, Woodbury, CT 06798
0.49
$805,700
4
3
3,568
Off Market
130 Tophet Road, Roxbury, CT 06783
0.57
$4,578,000
5
5.5
3,500
Off Market
158 Hazel Plain Road, Woodbury, CT 06798
0.65
$562,600
4
2.5
2,085
Off Market
167 Hazel Plain Road, Woodbury, CT 06798
0.66
$704,900
4
3.5
2,922
Off Market
16 Cross Brook Road, Woodbury, CT 06798
0.73
$612,500
3
2
1,750
Recently Sold
LOT 1 Cross Brook, Roxbury, CT 06783
0.74
$1,271,100
4
2.5
3,020
Off Market
364 Hoop Pole Hill Road, Woodbury, CT 06798
0.72
$1,033,900
5
3
3,450
Off Market

Local Information

  • Map ViewExplore the area around 232 Tophet Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1770
32 acre lot
4,200 sqft
$918/sqft

About this House

Tree Farm. One of Roxbury's most coveted properties surrounded by meadows, woods and views on 32± acres. The renovated farmhouse dates back to the 1800's and includes a swimming pool, an incredibly large barn with guest wing, former studio and serious workshop. There is also a second smaller barn. Great location surrounded by Land Trust. More land available including a contiguous 22± acres and 32± acres across the street. Marvelous opportunity for a discerning buyer. Taxes TBD.
232 Tophet Rd, Roxbury, CT 06783 is a 4 bedroom, 5 bathroom, 4,200 sqft single-family home built in 1770. It last sold for $2,100,000 on Apr 24, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,855,800.

Home Details for 232 Tophet Rd

Property Information

Year Built
Year Built: 1770
Property Type / Style
Property Type: Single Family Home

Interior Features

Fireplace & Spa
Fireplace

Community

Units in Building: 5

Lot Information

Lot Area: 32.00 acres

Price and Tax history

DateEventPrice
Apr 24, 2018
Source: N/A
Sold
$2,100,000
Apr 2, 2018
Source: Agent Provided
Pending
$2,200,000
Apr 2, 2018
Source: Agent Provided
Listed For Sale
$2,200,000
Jun 16, 1993
Source: N/A
Sold
$311,500

Market trends in Roxbury

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
1MoM

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 232 Tophet Rd

  • What is 232 Tophet Rd estimated to be worth?
    Trulia's estimated value for 232 Tophet Rd in Roxbury, CT is $3,855,800.
  • What is the price history for 232 Tophet Rd?
    232 Tophet Rd in Roxbury, CT last sold for $2,100,000 in April 2018.
  • Is Roxbury a buyer's or seller's market?
    Roxbury is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 232 Tophet Rd?
    The closest schools to 232 Tophet Rd in Roxbury, CT are Booth Free School (Elementary), Shepaug Valley School (Middle/High, rated 8/10).
  • How big is the lot at 232 Tophet Rd?
    The lot at 232 Tophet Rd in Roxbury, CT is about 32 acres.

Apartments for Rent

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Off Market Homes Near 232 Tophet Rd

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