336 South Street
Roxbury, Connecticut 06783
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,556
- Acres
- 4.33
- Year Built
- 1989
- Neighborhood
- Roxbury Falls
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Set on a picturesque, park-like property in desirable southern Roxbury, this beautiful 4-bedroom, 2.5-bath Colonial blends timeless charm, thoughtful updates, and inviting indoor-outdoor living. A dramatic two-story foyer opens to a formal dining room, spacious living room with custom built-in bookshelves, and impressive family room with a floor-to-ceiling fireplace and custom built-ins. The well-appointed kitchen features granite countertops, center island, Sub-Zero refrigerator, and French doors leading to an expansive deck and terrace-ideal for entertaining. Beautifully landscaped grounds create a private retreat with an in-ground pool, with double fencing, mature gardens, and lush plantings.Hundreds of thousand spend on improvements like new kitchen, expanded driveway/asphalt and charming stone steps and walkway. The home is partially furnished, with new furniture included. A professionally built chicken coop adds a touch of homestead living, perfect for raising chickens and enjoying fresh eggs. Also whole house Generac generator. Peaceful and private yet just 90 minutes from NYC, this exceptional Roxbury property offers space, comfort, and a lifestyle to enjoy.
Key Facts
- City/Town
- Roxbury
- Neighborhood
- Roxbury Falls
- Property / Style
- Single Family · Colonial
- Year Built
- 1989
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,556 sq ft
- Lot Size
- 4.33 acres
- Garage / Parking
- 2 garage · 7 total
- Property Taxes
- $7,033 / Annually
Market Snapshot
The Roxbury Market
Single Family · trailing 12 months
Active Listings
24
5 under contract
Median List Price
$1.38M
24 active listings
Median Closed Price
$1.12M
28 sales
Median Days on Market
96
24 active listings
Median $ / Sq Ft
$480
24 active listings
Sale-to-List Ratio
95.9%
28 sales
How this home compares
List Price
$998,000
vs $1.38M median
27.8% below median
Price / Sq Ft
$390
vs $480 median
18.7% below median
Days on Market
0 days
vs 96 days median
96 days fresher than median
Based on 24 active and 28 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of September 25, 2026.
Location
336 South Street, Roxbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$5,328
- Property Taxes$586
- Insurance$333
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Roxbury
- Neighborhood
- Roxbury Falls
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1989
- New Construction
- No/Resale
- Living Area
- 2,556 sq ft
Schools
- Elementary
- Booth Free
- Middle
- Per Board of Ed
- High
- Shepaug
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Room dimension: 9.4 x 9.9
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- Partial
- In-Law Apartment
- No
- Interior Features
- Cable - Pre-wired
Exterior & Lot
- Lot Size
- 4.33 acres
- Zoning
- C
- Garage / Parking
- 2 garage spaces7 total parking spacesAttached GarageOff Street ParkingDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- In Ground Pool
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesPatio
- Lot Description
- Some WetlandsLevel Lot
Listing & Financials
- Property Taxes
- $7,033 / Annually
- Days on Market
- 0
- MLS #
- 24196812
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/25/2026. 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 9/25/2026 at 10:00 PM UTC.