188 Bacon Road
Roxbury, Connecticut 06783
- Beds
- 2
- Baths
- 2
- SqFt
- 1,192
- Acres
- 4.87
- Year Built
- 1940
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Chic Country Cabin in Bucolic Litchfield County. Escape to your own peaceful retreat offering the perfect blend of comfort, character, and privacy on nearly 5 acres of wooded wonderland. This home has lots of character and a flexible layout with 2 bedrooms, 2 full bathrooms plus an upper level guest room/office/rec room. The living areas are ideal for relaxing or entertaining, and the kitchen has plenty of prep and storage space. Step outside onto the expansive wrap-around deck - the perfect spot for morning coffee, al fresco dining, or simply unwinding and unplugging while enjoying the sights and sounds of your private pond and surrounding woods. Nature lovers will appreciate the serene setting that offers privacy and tranquility. Hikers and bikers will love nearby trails and land trust. Roxbury, CT, has long been sought-after as a convenient country getaway providing small-town Connecticut living and yet less than 2 hours from NYC. Very convenient to shopping in nearby Woodbury and Southbury. You've got to see this one!
Key Facts
- City/Town
- Roxbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Cottage
- Year Built
- 1940
- Days on Market
- 43 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,192 sq ft
- Lot Size
- 4.87 acres
- Property Taxes
- $4,053 / Annually
Market Snapshot
The Roxbury Market
Single Family · trailing 12 months
Active Listings
30
8 under contract
Median List Price
$1.30M
30 active listings
Median Closed Price
$1.40M
29 sales
Median Days on Market
88
30 active listings
Median $ / Sq Ft
$506
30 active listings
Sale-to-List Ratio
96.1%
29 sales
How this home compares
List Price
$618,000
vs $1.30M median
52.4% below median
Price / Sq Ft
$518
vs $506 median
In line with median
Days on Market
43 days
vs 88 days median
45 days fresher than median
Based on 30 active and 29 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 28, 2026.
Location
188 Bacon Road, Roxbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,151
- Property Taxes$338
- Insurance$206
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Roxbury
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Cottage
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 1,192 sq ft
Schools
- Elementary
- Booth Free
- High
- Regional District 12
Interior
- Heating
- Baseboard
- Heat Fuel
- Electric
- Cooling
- Window Unit
- Fireplaces
- 1
- Appliances
- Electric RangeRefrigeratorWasherDryer
- Basement
- FullUnfinishedConcrete FloorFull With Hatchway
Exterior & Lot
- Lot Size
- 4.87 acres
- Zoning
- C
- Waterfront
- Direct waterfront
- Waterfront Details
- Pond
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Wrap Around DeckDeck
- Lot Description
- Some WetlandsRolling
Listing & Financials
- Property Taxes
- $4,053 / Annually
- Days on Market
- 43
- MLS #
- 24182244
- MLS Status
- Active
Similar Properties
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Co-Listed By
Rick Distel
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 1:55 PM UTC.