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188 Bacon Road

Roxbury, Connecticut 06783

ACTIVE$618,000
Beds
2
Baths
2
SqFt
1,192
Acres
4.87
Year Built
1940
Matt Caiola

Matt Caiola

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Waterfront1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,695

per 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

Homes with a close match in area, property type, and price.

Listed By

William Bolls

(646) 285-8197

Compass Connecticut, LLC

(203) 293-9715

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.