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

29 Jonathan Dr
Roxbury, CT 06783

  • 3 Beds
  • 2 Baths
  • 1,806 sqft (on 2.28 acres)

$609,400

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $4,112/mo*
Refinance Your Home

$609,400

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $4,112/mo*
Refinance Your Home
3 Beds
2 Baths
1,806 sqft
(on 2.28 acres)

Local Information

  • Map ViewExplore the area around 29 Jonathan Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1981
Lot Size
2.28 acres
Living Area
1,806 sqft
Price/Sqft
$337
Parking
Garage

About this House

This single-family home is located at 29 Jonathan Dr, Roxbury, CT. 29 Jonathan Dr is in Roxbury, CT and in ZIP code 06783. This property has 3 bedrooms, 2 bathrooms and approximately 1,806 sqft of floor space. This property has a lot size of 2.28 acres and was built in 1981.
29 Jonathan Dr, Roxbury, CT 06783 is a 3 bedroom, 2 bathroom, 1,806 sqft single-family home built in 1981. It last sold for $225,000 on Nov 17, 2015. It is currently off market. The Trulia Estimate is $609,400, with a rent estimate of $3,670/month.

Home Details for 29 Jonathan Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1981Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.28 acres

Price History for 29 Jonathan Dr

DatePriceEventSource
11/17/2015$225,000Sold
N/A
09/22/2015$249,000PendingAgent Provided
07/20/2015$249,000PriceChange
Agent Provided
07/06/2015$275,000Listed For SaleAgent Provided
03/06/2013$100,000Sold
N/A

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$4,525
Assessment$348,110
Home facts updated by county records

Comparable Sales for 29 Jonathan Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 Jonathan Dr, Roxbury, CT
0.14
Single-Family Home
$900,000
05/12/26
3
2
1,768
7 Jonathan Dr, Roxbury, CT
0.21
Single-Family Home
$1,050,000
12/09/25
3
3
1,976
247 Painter Hill Rd, Roxbury, CT
0.59
Single-Family Home
$1,375,000
03/27/26
4
4
2,396
322 North Street, Roxbury, CT
1.11
Single-Family Home
$500,000
09/05/25
3
2
1,397
277 Painter Hill Road, Roxbury, CT
0.89
Single-Family Home
$2,547,500
01/30/26
3
2.5
2,559
187 Painter Hill Rd, Roxbury, CT
0.62
Single-Family Home
$1,133,000
08/21/25
4
3.5
3,155
158 Painter Hill Road, Roxbury, CT
0.92
Single-Family Home
$1,195,000
11/07/25
3
2.5
2,793
76 Cross Brook Rd, Roxbury, CT
1.36
Single-Family Home
$850,000
03/11/26
3
2
1,371
16 Orchard Lane, Washington, CT
1.36
Single-Family Home
$1,725,000
10/28/25
3
2
2,564
249 Woodbury Road, Washington, CT
1.54
Single-Family Home
$529,000
01/09/26
2
2
1,268

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Jonathan Dr.
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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
    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
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Apartments for Rent

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Homes for sale near 29 Jonathan Dr

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Off Market Homes Near 29 Jonathan Dr

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