957 Roxbury Road
Southbury, Connecticut 06488
- Beds
- 6
- Baths
- 4 | 1
- SqFt
- 5,223
- Acres
- 2.23
- Year Built
- 2003
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Privately nestled on 2+ picturesque acres along one of Southbury's most scenic country roads, this exceptional Colonial home, offers the rare opportunity to enjoy 2 beautifully integrated homes under 1 roof. Ideal for multi-generational living, an in-law or au pair suite, private guest quarters, or a home office with a separate entrance. A stately columned front porch welcomes you into a dramatic 2-story foyer where Brazilian cherry hardwood floors and timeless architectural details create an elegant first impression. The main residence features a private office, formal living and dining rooms, and an expansive family room with a fireplace, custom wet bar, wine cooler, and projection system. The gourmet kitchen is beautifully appointed with granite countertops, center island, walk-in pantry, and oversized gas range with double ovens. Upstairs, the luxurious primary suite offers a spa-inspired bath and walk-in closet, complemented by 3 additional bedrooms, including 1 currently designed as a wellness studio. Connected by a sun-filled 4-season room, the accessory residence features an eat-in kitchen, loft, 2 bedrooms, 2 full baths, and private living space. An oversized 3-car garage, stone patio, fire pit, and beautifully landscaped grounds complete this extraordinary property. Minutes to I-84, Metro-North, shopping, dining, golf, parks, and Southford Falls State Park, this one-of-a-kind estate offers an exceptional blend of luxury, privacy, flexibility, and convenience.
Key Facts
- City/Town
- Southbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2003
- Days on Market
- 4 days
- Beds
- 6
- Baths
- 4 full · 1 half
- Living Area
- 5,223 sq ft
- Lot Size
- 2.23 acres
- Garage / Parking
- 3 garage · 5 total
- Property Taxes
- $14,373 / Annually
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
33
35 under contract
Median List Price
$645,000
33 active listings
Median Closed Price
$632,500
164 sales
Median Days on Market
27
33 active listings
Median $ / Sq Ft
$287
33 active listings
Sale-to-List Ratio
100.0%
164 sales
How this home compares
List Price
$1.10M
vs $645,000 median
70.5% above median
Price / Sq Ft
$211
vs $287 median
26.5% below median
Days on Market
4 days
vs 27 days median
23 days fresher than median
Based on 33 active and 164 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of July 28, 2026.
Location
957 Roxbury Road, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$5,609
- Property Taxes$1,198
- Insurance$367
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Southbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2003
- New Construction
- No/Resale
- Living Area
- 5,223 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Pomperaug
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Gas RangeOven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullGarage AccessPartially FinishedFull With Walk-Out
- In-Law Apartment
- YesFirst FloorSeparate Entry
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor Plan
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 2.23 acres
- Zoning
- R-60
- Garage / Parking
- 3 garage spaces5 total parking spacesUnder House GarageDrivewayCircularOther
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedTreedLevel Lot
Listing & Financials
- Property Taxes
- $14,373 / Annually
- Days on Market
- 4
- MLS #
- 24194055
- MLS Status
- Active
Similar Properties
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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 7:50 AM UTC.