This is a wonderful well cared for country home in the beautiful small town of Roxbury. Situated on this dead end road you are minutes to local amenities. Take advantage of nearby hiking trails, parks and open space with Southbury, Bridgewater, Washington and Woodbury town centers just a short drive away. Only 90 minutes from NYC. The first floor has two fireplaces and is open and spacious with French doors from two locations out onto private patios. There are three bedrooms on the second floor with lots of light and charm. Owned by the same owners since construction you can see the care. The first floor has beautiful hardwood floors, a well thought out country kitchen with a nearby den and a large living room-dining room with fireplace. Come and enjoy the view of the spacious hills beyond. The owner is a wonderful gardener and her grounds are so enjoyable!
For sale
Price cut: $55K (3/8)
$995,000
16 Jonathan Drive, Roxbury, CT 06783
3beds
2,028sqft
Est.:
Single Family Residence
Built in 2003
2.29 Acres Lot
$-- Zestimate®
$491/sqft
$-- HOA
What's special
Beautiful hardwood floorsNearby denPrivate patios
- 40 days |
- 1,238 |
- 18 |
Zillow last checked: 7 hours ago
Listing updated: March 14, 2026 at 03:40pm
Listed by:
Joyce Drakeley (203)449-3568,
Drakeley Real Estate, Inc. 203-263-4336
Source: Smart MLS,MLS#: 24153218
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Full Bath, Stall Shower, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Den
- Features: Bookcases, Fireplace, Hardwood Floor
- Level: Main
Dining room
- Features: Combination Liv/Din Rm
- Level: Main
Kitchen
- Features: Eating Space, French Doors, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
Living room
- Features: Combination Liv/Din Rm, Fireplace, French Doors, Patio/Terrace, Hardwood Floor
- Level: Main
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Oven/Range, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Open Floorplan
- Doors: French Doors
- Basement: Full
- Attic: Access Via Hatch
- Number of fireplaces: 2
Interior area
- Total structure area: 2,028
- Total interior livable area: 2,028 sqft
- Finished area above ground: 2,028
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Patio
- Exterior features: Garden
Lot
- Size: 2.29 Acres
- Features: Subdivided, Few Trees, Level, Cul-De-Sac, Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 867178
- Zoning: C
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Lake, Library, Playground, Private School(s), Shopping/Mall
HOA
- Has HOA: No
Location
- Region: Roxbury
Financial & listing details
- Price per square foot: $491/sqft
- Tax assessed value: $414,890
- Annual tax amount: $5,394
- Date on market: 2/9/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/8/2026 | Price change | $995,000-5.2%$491/sqft |
Source:  Smart MLS #24153218 Report a problem | ||
| 2/9/2026 | Listed for sale | $1,050,000+1300%$518/sqft |
Source: Smart MLS #24153218 Report a problem | ||
| 4/16/2002 | Sold | $75,000$37/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,394 +3.2% | $414,890 |
| 2024 | $5,228 | $414,890 |
| 2023 | $5,228 +2.8% | $414,890 +24.4% |
| 2022 | $5,086 -1% | $333,480 |
| 2021 | $5,136 -2.5% | $333,480 |
| 2020 | $5,269 -0.3% | $333,480 |
| 2019 | $5,286 | $333,480 |
| 2018 | $5,286 +4% | $333,480 -6.8% |
| 2017 | $5,082 +3.7% | $357,880 |
| 2016 | $4,903 +0.3% | $357,880 +0.3% |
| 2015 | $4,890 +2.2% | $356,930 |
| 2014 | $4,783 +0.8% | $356,930 |
| 2013 | $4,747 -8.4% | $356,930 -16.7% |
| 2012 | $5,184 +1.7% | $428,390 |
| 2011 | $5,098 +4.4% | $428,390 0% |
| 2010 | $4,884 +4.6% | $428,420 |
| 2009 | $4,670 | $428,420 |
| 2008 | $4,670 +11.7% | $428,420 +57.8% |
| 2007 | $4,180 +0.3% | $271,410 +0.3% |
| 2006 | $4,167 | $270,570 |
| 2005 | $4,167 +102.5% | $270,570 +102.5% |
| 2004 | $2,058 +134.4% | $133,620 +134.4% |
| 2003 | $878 | $57,000 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$6,364/mo
Principal & interest
$4888
Property taxes
$1476
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Climate risks
Neighborhood: 06783
Nearby schools
GreatSchools rating
- NABooth Free SchoolGrades: K-5Distance: 2.8 mi
- 8/10Shepaug Valley SchoolGrades: 6-12Distance: 0.5 mi
Local experts in 06783
- Connecticut
- Litchfield County
- Roxbury
- 06783
- 16 Jonathan Drive
Nearby cities
Nearby zip codes
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