32 Jonathan Dr, Roxbury, CT 06783
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Property image
OFF MARKET

32 Jonathan Dr
Roxbury, CT 06783

  • 3 Beds
  • 2 Baths
  • 2,504 sqft (on 3.09 acres)

$837,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,603/mo*
Refinance Your Home

$837,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,603/mo*
Refinance Your Home
3 Beds
2 Baths
2,504 sqft
(on 3.09 acres)

Home Value

Trulia Estimate
$838K
Since last month
$200 (0%)
Since last year
Increased$21K (+2.6%)
Since last sale
Increased$343K (+69.3%)
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 +69% in the last 10 years
MonthEstimated value
2026
August 2026$838K
July 2026$838K
June 2026$863K
May 2026$836K
April 2026$817K
March 2026$809K
February 2026$790K
January 2026$777K
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
137 Davenport Road, Roxbury, CT
0.08
Single-Family Home
$455,000
08/18/26
3
2
1,614
17 Jonathan Dr, Roxbury, CT
0.22
Single-Family Home
$900,000
05/12/26
3
2
1,768
7 Jonathan Dr, Roxbury, CT
0.24
Single-Family Home
$1,050,000
12/09/25
3
3
1,976
247 Painter Hill Rd, Roxbury, CT
0.56
Single-Family Home
$1,375,000
03/27/26
4
4
2,396
277 Painter Hill Road, Roxbury, CT
0.84
Single-Family Home
$2,547,500
01/30/26
3
2.5
2,559
158 Painter Hill Road, Roxbury, CT
1.00
Single-Family Home
$1,195,000
11/07/25
3
2.5
2,793
322 North Street, Roxbury, CT
1.17
Single-Family Home
$500,000
09/05/25
3
2
1,397
16 Orchard Lane, Washington, CT
1.24
Single-Family Home
$1,725,000
10/28/25
3
2
2,564
76 Cross Brook Rd, Roxbury, CT
1.32
Single-Family Home
$850,000
03/11/26
3
2
1,371
249 Woodbury Road, Washington, CT
1.44
Single-Family Home
$529,000
01/09/26
2
2
1,268

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
137 Davenport Road, Roxbury, CT 06783
0.08
$455,000
3
2
1,614
Recently Sold
35 Painter Ridge Road, Roxbury, CT 06783
0.23
$1,693,600
2
3
2,799
Off Market
108 Davenport Road, Roxbury, CT 06783
0.44
$1,938,400
4
5.5
5,100
Off Market
2 Pickett Road, Roxbury, CT 06783
0.51
$1,799,000
5
4.5
3,326
For Sale
00 Pickett Road, Roxbury, CT 06783
0.52
-
-
-
-
Off Market
195 Painter Hill Road, Roxbury, CT 06783
0.52
$925,500
2
2.5
2,322
Off Market
76 Davenport Road, Roxbury, CT 06783
0.54
$1,325,500
2
3
2,445
Off Market
Painter Hill Road, Roxbury, CT 06783
0.55
-
-
-
-
Off Market
Painter Hill Road, Roxbury, CT 06783
0.55
-
-
-
-
Off Market
220 Painter Hill Road, Roxbury, CT 06783
0.58
$2,750,000
4
4.5
4,570
For Sale
201 Painter Hill Road, Roxbury, CT 06783
0.58
$903,600
3
2
1,720
Off Market
69 Moosehorn Road, Roxbury, CT 06783
0.74
$490,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 32 Jonathan Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1977
Lot Size
3.09 acres
Living Area
2,504 sqft
Price/Sqft
$335
Parking
Garage

About this House

AVAILABLE ANNUALLY APRIL 1, 2022 @ $6,500 PER MONTH. Charming and stylish 3 bedroom ranch at the end of a quiet road with lots of privacy. Lovely gardens and lots of light. Separate media room Jonathan drive is great for riding bikes with kids and is near to many land trust trails. 10 minutes to Washington (shops, farmers market) and Woodbury (organic market, restaurants).
1.5 hours to NYC.
32 Jonathan Dr, Roxbury, CT 06783 is a 3 bedroom, 2 bathroom, 2,504 sqft single-family home built in 1977. It last sold for $495,000 on Jun 2, 2016. More recently, it was listed as a rental in January 2022 with an asking price of $11,000 per month. That rental listing was removed on March 8, 2022. It is currently off market. The Trulia Estimate is $837,900, with a rent estimate of $4,041/month.

Home Details for 32 Jonathan Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Heat Pump, OilAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1977Year Updated: 2009
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 3.09 acres

Price and Tax history

DateEventPrice
Mar 8, 2022
Source: William Raveis Real Estate, Mortgage & Insurance
ListingRemoved
Jan 29, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #170463890
PriceChange
$6,500
Price decreased by 41%
Jan 21, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #170462657
Listed For Rent
$11,000
Sep 16, 2021
Source: William Raveis Real Estate, Mortgage & Insurance
ListingRemoved
Sep 15, 2021
Source: William Raveis Real Estate, Mortgage & Insurance #170433504
PriceChange
$7,000
Price increased by 27%

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 32 Jonathan Dr

  • What is 32 Jonathan Dr estimated to be worth?
    Trulia's estimated value for 32 Jonathan Dr in Roxbury, CT is $837,900.
  • What is the price history for 32 Jonathan Dr?
    32 Jonathan Dr in Roxbury, CT last sold for $495,000 in June 2016.
  • 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 32 Jonathan Dr?
    The closest schools to 32 Jonathan Dr in Roxbury, CT are Booth Free School (Elementary), Shepaug Valley School (Middle/High, rated 8/10).
  • Does 32 Jonathan Dr have air conditioning?
    Yes, 32 Jonathan Dr in Roxbury, CT has air conditioning.
  • Does 32 Jonathan Dr have laundry facilities?
    Yes, 32 Jonathan Dr in Roxbury, CT has in-unit laundry.

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

Apartments for Rent

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