Welcome to 66 and 68 Bacon Rd, where a new owner's vision and the opportunity to make a property their own intersect; self-sufficient, income producing, family compound, horse farm with access Roxbury's bountiful trail-riding, organic farm, weekender's retreat, workshops for equipment, motorcycles, mountain bikes, an authentic, exciting moment to create your own country home. Originally, the Daniel Burritt Homestead, a property on 6 bucolic acres, features 2 antique homes, circa 1800, a mammoth barn listed in Historic Barns of CT, with 9 horse stalls. The main house, #66, a triple-barrel colonial still retains many of its period architectural details, includes 3-beds, 1.5 baths and two large fireplaces. A front porch overlooks a large meadow, turnout for horses. The second, #68, a single-family home with updates, originally a carriage house, has 3 beds, 1.5 baths and 3-car garage; it is currently a tenant-occupied, income-producing rental; a turnkey Airbnb opportunity. All three structures have new architectural shingle roofs, the 2 houses have newer furnaces, houses have separate septic systems. Both houses and barn share a well. Nestled in the foothills of Litchfield County, the best of both worlds awaits, far from the hustle and bustle of the outside world, yet close to shopping, dining, I-84, and under 2 hours to NYC. A rare find with TLC to create your dream home. Property is sold "AS-IS". Super friendly large white rescue dog on site. She will bark and greet you but is very friendly. She'll likely steer clear of strangers.
Sold for $735,000
$735,000
66 Bacon Road, Roxbury, CT 06783
3beds
2,345sqft
Single Family Residence
Built in 1800
5.98 Acres Lot
$-- Zestimate®
$313/sqft
$4,265 Estimated rent
Home value
Not available
Estimated sales range
Not available
$4,265/mo
Zestimate® history
Loading...
Owner options
List your home for rent
$4,265/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
Learn more$4,265/mo
Rent Zestimate®
Refinance and save
$4,198/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
See today's rates$4,198/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: March 14, 2025 at 04:12pm
Listed by:
Bill Whitehead 203-606-8536,
BHHS Darien/New Canaan 203-655-5114,
John Talley 203-947-1057,
BHHS Darien/New Canaan
Bought with:
Joan Hainsworth, RES.0289827
Berkshire Hathaway NE Prop.
Source: Smart MLS,MLS#: 24054471
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bathroom
- Features: Tub w/Shower, Tile Floor
- Level: Upper
Bathroom
- Features: Tile Floor
- Level: Main
Den
- Features: Built-in Features, French Doors, Hardwood Floor
- Level: Main
- Area: 168 Square Feet
- Dimensions: 12 x 14
Dining room
- Features: Built-in Features, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 210 Square Feet
- Dimensions: 15 x 14
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 180 Square Feet
- Dimensions: 12 x 15
Kitchen
- Features: Bay/Bow Window, Breakfast Nook, Country, Dining Area, Pantry, Hardwood Floor
- Level: Main
- Area: 325 Square Feet
- Dimensions: 13 x 25
Kitchen
- Features: Hardwood Floor
- Level: Main
- Area: 144 Square Feet
- Dimensions: 12 x 12
Living room
- Features: Beamed Ceilings, Fireplace, Hardwood Floor
- Level: Main
- Area: 403 Square Feet
- Dimensions: 13 x 31
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Heating
- Hot Water, Radiator, Steam, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Electric Range, Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level, Mud Room
Features
- Wired for Data, Entrance Foyer, Smart Thermostat
- Windows: Storm Window(s)
- Basement: Full,Interior Entry,Concrete
- Attic: Crawl Space,Access Via Hatch
- Number of fireplaces: 2
Interior area
- Total structure area: 2,345
- Total interior livable area: 2,345 sqft
- Finished area above ground: 2,345
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Features
- Patio & porch: Porch
- Exterior features: Stone Wall
Lot
- Size: 5.98 Acres
- Features: Few Trees, Farm, Rolling Slope
Details
- Additional structures: Shed(s), Barn(s), Guest House
- Parcel number: 866617
- Zoning: C
- Horses can be raised: Yes
- Horse amenities: Paddocks
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique,Farm House
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1800
Utilities & green energy
- Sewer: Septic Tank
- Water: Shared Well
Green energy
- Energy efficient items: Ridge Vents, Windows
Community & neighborhood
Community
- Community features: Golf, Health Club, Library, Medical Facilities, Playground, Private School(s), Shopping/Mall, Tennis Court(s)
Location
- Region: Roxbury
Price history
| Date | Event | Price |
|---|---|---|
| 3/14/2025 | Sold | $735,000-5.2%$313/sqft |
Source:  Smart MLS #24054471 Report a problem | ||
| 1/16/2025 | Pending sale | $775,000$330/sqft |
Source: Smart MLS #24054471 Report a problem | ||
| 12/8/2024 | Contingent | $775,000$330/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #24054471 Report a problem | ||
| 10/17/2024 | Listed for sale | $775,000-11.4%$330/sqft |
Source: Smart MLS #24054471 Report a problem | ||
| 10/16/2024 | Listing removed | $875,000$373/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #24027661 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,570 +3.2% | $582,330 |
| 2024 | $7,337 | $582,330 |
| 2023 | $7,337 +2.1% | $582,330 +23.6% |
Find assessor info on the county website
Neighborhood: 06783
Nearby schools
GreatSchools rating
- NABooth Free SchoolGrades: K-5Distance: 1.8 mi
- 8/10Shepaug Valley SchoolGrades: 6-12Distance: 4 mi
Schools provided by the listing agent
- Elementary: Booth Free
- High: Shepaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
- Connecticut
- Litchfield County
- Roxbury
- 06783
- 66 Bacon Road