Tucked away on a highly sought-after country road, this charming Colonial has been lovingly maintained by its original owners and offers privacy, lovely grounds, and exceptionally low taxes. Distinctive character begins with its graceful rounded-front porch and continues throughout this exceptionally well-built home, where timeless craftsmanship meets enduring charm. A welcoming foyer features a distinctive staircase to the upper level and opens to the living and dining rooms on the left, while a cozy den flows into the bright eat-in kitchen on the right. The laundry and half bath are conveniently located just off the kitchen. Beautiful hardwood floors, two fireplaces, and French doors leading to private patios create inviting spaces for everyday living and entertaining. Upstairs, the spacious primary suite offers walk-in closets and a well-appointed bath with Jacuzzi and large separate shower. Two additional bedrooms feature generous closets, complemented by a large linen closet. This well loved home has beautifully landscaped grounds, mature plantings, private patios and a cute garden shed creating a peaceful country retreat. There is an approx 1,100 sq ft basement with tall ceilings offering a great expansion opportunity, or excellent for storage. Roxbury is a quintessential New England community with very low taxes and home to the well-regarded Booth Free School. It is also known for its natural beauty, historic character, and strong sense of community. Conveniently located near Southbury, Bridgewater, Washington, and Woodbury, with hiking, parks, dining, and shopping nearby. Roxbury captures the timeless elegance of New England country living, where rolling hills, stone walls, historic architecture, open fields, and wooded landscapes create a setting of exceptional natural beauty. Peaceful and private yet conveniently connected to neighboring towns, Roxbury offers a rare sense of escape without sacrificing access to fine dining, boutique shopping, cultural destinations, and outdoor recreation. The community is known for its historic character, beautiful countryside, and strong sense of place, with the highly regarded Booth Free School adding to its appeal. From quiet mornings surrounded by nature to afternoons exploring nearby trails and charming villages, Roxbury offers an understated, sophisticated lifestyle just 90 minutes from New York City.
For sale
$998,000
16 Jonathan Drive, Roxbury, CT 06783
3beds
2,028sqft
Single Family Residence
Built in 2003
2.29 Acres Lot
$-- Zestimate®
$492/sqft
$-- HOA
What's special
Two fireplacesGraceful rounded-front porchLovely groundsLiving and dining roomsCozy denBeautifully landscaped groundsSpacious primary suite
- 1 day
- 198
- 9
Zillow last checked:
Listing updated:
Listed by:
The Cornerstone Team at William Raveis Real Estate,
Ginny Gordon-O'Neill (774)222-5590,
William Raveis Real Estate 203-794-9494
Source: Smart MLS,MLS#: 24204225
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bedroom Suite, Ceiling Fan(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Dining room
- Features: French Doors, Patio/Terrace, Hardwood Floor
- Level: Main
Living room
- Features: Bay/Bow Window, Hardwood Floor
- Level: Main
Heating
- Forced Air, Propane
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Doors: French Doors
- Basement: Full,Interior Entry,Concrete
- Attic: Storage,Pull Down Stairs
- 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: Secluded, Interior Lot, Few Trees, Dry, Cul-De-Sac
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
HOA
- Has HOA: No
Location
- Region: Roxbury
Financial & listing details
- Price per square foot: $492/sqft
- Tax assessed value: $414,890
- Annual tax amount: $5,394
- Date on market: 9/9/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/9/2026 | Listed for sale | $998,000+5.1%$492/sqft |
Source: | ||
| 7/14/2026 | Listing removed | $950,000$468/sqft |
Source: | ||
| 4/19/2026 | Price change | $950,000+13.1%$468/sqft |
Source: | ||
| 4/16/2026 | Price change | $840,000-15.6%$414/sqft |
Source: | ||
| 3/8/2026 | Price change | $995,000-5.2%$491/sqft |
Source: | ||
| 2/9/2026 | Listed for sale | $1,050,000+1300%$518/sqft |
Source: | ||
| 4/16/2002 | Sold | $75,000$37/sqft |
Source: Public Record Report a problem | ||
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
Monthly payment
Est. payment




