1030 Washington Woodbury Road
Roxbury, Connecticut 06783
Reduced from $2,475,000
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 4,874
- Acres
- 18.62
- Year Built
- 1999
- 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
NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers scale, privacy, and the relaxed elegance that defines Litchfield County living. Designed for both comfortable daily living and effortless entertaining, the home opens to expansive grounds, a pool, and a setting defined by natural beauty and understated presence. With generously proportioned rooms and a strong indoor-outdoor flow, the property offers immediate enjoyment and the flexibility to personalize over time. Now offered at a compelling new price, this is an exceptional opportunity to acquire a significant Roxbury estate with outstanding value in today's market.
Key Facts
- City/Town
- Roxbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1999
- Days on Market
- 205 days
- Beds
- 4
- Baths
- 4 full · 1 half
- Living Area
- 4,874 sq ft
- Lot Size
- 18.62 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $9,872 / Annually
Market Snapshot
The Roxbury Market
Single Family · trailing 12 months
Active Listings
31
8 under contract
Median List Price
$1.29M
31 active listings
Median Closed Price
$1.40M
28 sales
Median Days on Market
89
31 active listings
Median $ / Sq Ft
$493
31 active listings
Sale-to-List Ratio
96.1%
28 sales
How this home compares
List Price
$1.95M
vs $1.29M median
50.5% above median
Price / Sq Ft
$400
vs $493 median
18.9% below median
Days on Market
205 days
vs 89 days median
116 days longer than median
Based on 31 active and 28 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 29, 2026.
Location
1030 Washington Woodbury Road, Roxbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$9,937
- Property Taxes$823
- Insurance$650
- 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
- Colonial
- Year Built
- 1999
- New Construction
- No/Resale
- Living Area
- 4,874 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry Location
- First Floor
- Appliances
- Gas RangeRefrigeratorDishwasherWasherDryer
- Basement
- PartialGarage Access
- In-Law Apartment
- No
- Interior Features
- Cable - Pre-wired
Exterior & Lot
- Lot Size
- 18.62 acres
- Zoning
- C
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedIn Ground Pool
- Construction
- Clapboard
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundBalconyTerraceHot TubStone Wall
- Lot Description
- Fence - PartialLightly WoodedSloping Lot
Listing & Financials
- Property Taxes
- $9,872 / Annually
- Days on Market
- 205
- MLS #
- 24146457
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Jamie Marcoux
Klemm Real Estate Inc
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.