183 River Rd, Roxbury, CT 06783
Property image
Property image
OFF MARKET

183 River Rd
Roxbury, CT 06783

  • 4 Beds
  • 4 Baths
  • 3,479 sqft (on 18.98 acres)

$2,331,600

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $15,312/mo*
Refinance Your Home

$2,331,600

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $15,312/mo*
Refinance Your Home
4 Beds
4 Baths
3,479 sqft
(on 18.98 acres)

Local Information

  • Map ViewExplore the area around 183 River Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Description

1810 charmer loaded with local history. 4 bedroom main house with 1700s guest house (thought to be the oldest structure in Roxbury!) Frontage on Jack?s Brook (with waterfalls) and the Shepaug River with a swimming hole. 30+ acres of gorgeous gardens, open fields and huge antique trees. Do not drive in driveway. Subdivision potential.
183 River Rd, Roxbury, CT 06783 is a 4 bedroom, 4 bathroom, 3,479 sqft single-family home built in 1810. It is currently off market. The Trulia Estimate is $2,331,600, with a rent estimate of $5,505/month.

Home Details for 183 River Rd

Property Information

Year Built
Year Built: 1810
Property Type / Style
Property Type: Single Family Home

Interior Features

Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Community

Units in Building: 3

Lot Information

Lot Area: 18.98 acres

Price History for 183 River Rd

DatePriceEventSource
10/02/2014$1,995,000ListingRemovedAgent Provided
06/02/2014$1,995,000Listed For SaleAgent Provided
08/07/2010$2,200,000ListingRemovedAgent Provided
07/15/2010$2,200,000Listed For SaleAgent Provided
06/11/2009$2,450,000ListingRemovedAgent Provided
05/22/2009$2,450,000Listed For SaleAgent Provided

Market trends in Roxbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
2MoM
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Property Tax and Assessment

Year2025
Tax$16,554
Assessment$1,273,370
Home facts updated by county records

Comparable Sales for 183 River Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Mallory Road, Roxbury, CT
0.82
Single-Family Home
$2,575,000
08/29/25
3
3.5
3,384
88 Mallory Road, Roxbury, CT
1.19
Single-Family Home
$917,500
08/21/25
4
2.5
3,004
78 Garnet Road, Roxbury, CT
1.39
Single-Family Home
$1,650,000
10/23/25
3
3.5
3,302
176 Apple Lane, Roxbury, CT
1.13
Single-Family Home
$1,764,000
07/20/26
4
4.5
3,566
55 Mallory Road, Roxbury, CT
1.05
Single-Family Home
$615,000
03/17/26
4
3
2,682
44 South Street, Roxbury, CT
1.57
Single-Family Home
$1,825,000
08/07/25
3
3.5
3,450
67 Botsford Hill Road, Roxbury, CT
1.55
Single-Family Home
$1,800,000
08/28/25
4
2.5
4,800
67 Botsford Hill Rd, Bridgewater, CT
1.65
Single-Family Home
$1,468,360
09/08/25
4
3
4,815
579 Brown Brook Road, Southbury, CT
1.64
Single-Family Home
$810,000
07/17/26
5
3
4,594
1180 West Purchase Road, Southbury, CT
1.73
Single-Family Home
$475,000
11/24/25
3
2.5
1,332

Nearby homes

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Assigned Schools

These are the assigned schools for 183 River Rd.
View nearby schools on GreatSchools
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
    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

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Homes for sale near 183 River Rd

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Off Market Homes Near 183 River Rd

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