* A beautiful 3-bedroom historic farmhouse * A separate 2-bedroom guest house * A pristine 6.71-acre building lot Move in and enjoy lush, pastoral Roxbury right away in the charming and immaculate 3-bedroom, c. 1817 main house, and host family and guests in the separate 2-bedroom guest house. The adjacent 6.71-acre parcel at the rear lets you protect your views and privacy forever. You can also build the 4-bedroom estate of your dreams on this approved building lot, with its own driveway and road access. Or use the mostly flat lot as an orchard or garden, or hold the separate parcel as an investment to sell in the future. The lot abuts preserved land. Located in southern Roxbury, just 90 minutes from New York City, the main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. A brand-new standing-seam metal roof carries a lifetime guarantee. At the heart of the house is a spacious eat-in kitchen. On one side are a formal dining room and a library, and on the other is a sunlit double living room wrapped in windows. The 658-square-foot guest house overlooks a spring-fed pond and Little Jacks Brook. It has a generous living room, two bedrooms, and a full bath, and it runs on its own well and septic system. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and a gently rolling lawn. This wonderful home has been frequently published and blends history, potential, and natural beauty in one of Litchfield County's most coveted locations. The possibilities of this Roxbury compound are many and endless. Additional purchase options: Main House and Guest House on 2 acre deeded lot $695,000 or building lot 6.71 acres $395,000. House buyer has right of first refusal, lot cannot be sold until home is sold.
For sale
$950,000
50 Southbury Road, Roxbury, CT 06783
5beds
1,959sqft
Single Family Residence
Built in 1817
8.71 Acres Lot
$-- Zestimate®
$485/sqft
$-- HOA
What's special
Wood-burning fireplaceOriginal hand-hewn beamsMature treesClassic plaster wallsLush gardensWide-plank oak floorsFormal dining room
- 27 days
- 2,062
- 205
Zillow last checked:
Listing updated:
Listed by:
MADONNA & PHILLIPS TEAM AT WILLIAM PITT SOTHEBY’S INTERNATIONAL REALTY,
Jeffrey Phillips (917)284-8276,
William Pitt Sotheby's Int'l 860-868-6600
Source: Smart MLS,MLS#: 24209875
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Level: Main
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Other
Bedroom
- Level: Other
Living room
- Level: Main
Heating
- Baseboard, Electric
Cooling
- None
Appliances
- Included: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Main Level
Features
- Basement: Partial
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 1,959
- Total interior livable area: 1,959 sqft
- Finished area above ground: 1,959
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Detached
- Garage spaces: 1
Features
- Patio & porch: Deck, Patio
- Exterior features: Garden, Stone Wall
- On waterfront: Yes
- Waterfront features: Waterfront, Pond, Walk to Water
Lot
- Size: 8.71 Acres
- Features: Few Trees, Sloped
Details
- Additional structures: Guest House
- Parcel number: 866798
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Block, Stone
- Roof: Wood,Metal
Condition
- New construction: No
- Year built: 1817
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Roxbury
Financial & listing details
- Price per square foot: $485/sqft
- Tax assessed value: $375,340
- Annual tax amount: $4,879
- Date on market: 9/26/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/26/2026 | Listed for sale | $950,000+31%$485/sqft |
Source: | ||
| 9/26/2026 | Listing removed | $725,000$370/sqft |
Source: | ||
| 5/26/2026 | Listed for sale | $725,000-23.7%$370/sqft |
Source: | ||
| 8/7/2025 | Listed for sale | $950,000+660%$485/sqft |
Source: | ||
| 12/30/2014 | Sold | $125,000-77.5%$64/sqft |
Source: Public Record Report a problem | ||
| 6/14/2013 | Listing removed | $555,000$283/sqft |
Source: Litchfield Hills Sotheby's International Realty #L143355 Report a problem | ||
| 7/22/2011 | Listed for sale | $555,000$283/sqft |
Source: Litchfield Hills Sotheby's International Realty #98509011 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,879 +3.2% | $375,340 |
| 2024 | $4,729 | $375,340 |
| 2023 | $4,729 +3.2% | $375,340 +24.9% |
| 2022 | $4,582 -1% | $300,470 |
| 2021 | $4,627 -2.5% | $300,470 |
| 2020 | $4,747 -0.3% | $300,470 |
| 2019 | $4,762 | $300,470 |
| 2018 | $4,762 +4% | $300,470 -6.8% |
| 2017 | $4,579 +3.6% | $322,480 |
| 2016 | $4,418 | $322,480 |
| 2015 | $4,418 +2.2% | $322,480 |
| 2014 | $4,321 +0.7% | $322,480 |
| 2013 | $4,289 +6.7% | $322,480 -2.9% |
| 2012 | $4,019 +1.7% | $332,130 |
| 2011 | $3,952 +4.4% | $332,130 |
| 2010 | $3,786 +4.6% | $332,130 |
| 2009 | $3,620 | $332,130 |
| 2008 | $3,620 -14% | $332,130 +21.5% |
| 2007 | $4,211 +1.4% | $273,470 +1.4% |
| 2006 | $4,151 | $269,570 |
| 2005 | $4,151 | $269,570 |
| 2004 | $4,151 | $269,570 |
| 2003 | $4,151 +3.6% | $269,570 +31.5% |
| 2001 | $4,006 | $205,020 |
| 2000 | $4,006 | $205,020 |
Find assessor info on the county website
Monthly payment
Est. payment






