245 Grey Rock Road
Southbury, Connecticut 06488
Reduced from $995,000
- Beds
- 4
- Baths
- 4
- SqFt
- 4,132
- Acres
- 3.08
- Year Built
- 1999
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set within Southbury's distinguished Fox Hollow Estates, 245 Grey Rock Road is a private 3.70-acre retreat with commanding presence. Offering more than 4,100 square feet, four bedrooms, four full baths, and flexibility for a potential fifth bedroom, this impressive Colonial delivers exceptional scale across every level. A long paved driveway winds through mature, professionally landscaped grounds, creating a remarkable sense of privacy and arrival. Inside, a soaring two-story foyer leads to an extraordinary great room, where walls of glass, dual sliders, and a floor-to-ceiling stone fireplace frame the wooded setting. The entertainer's kitchen features granite countertops, a substantial center island, double ovens, abundant cabinetry, a walk-in pantry, and sun-filled dining space. Formal living and dining rooms add elegance, while a main-level den with an adjacent full bath is ideal for guests, an office, or a fifth bedroom. The primary suite offers a sitting area, oversized walk-in closet, whirlpool tub, separate shower, and double vanity. Three additional bedrooms, including a second en-suite, and a finished third-floor bonus room provide outstanding versatility. An approximately 2,000-square-foot walkout lower level with full-size windows offers remarkable expansion potential to make the home nearly 6,000sqft. A three-car garage and expansive deck with an electric awning complete the property-all minutes from I-84, Southbury's town center, shopping, dining, and parks.
Key Facts
- City/Town
- Southbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1999
- Days on Market
- 52 days
- Beds
- 4
- Baths
- 4 full
- Living Area
- 4,132 sq ft
- Lot Size
- 3.08 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $13,844 / Annually
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
48
24 under contract
Median List Price
$799,000
48 active listings
Median Closed Price
$626,000
162 sales
Median Days on Market
52
48 active listings
Median $ / Sq Ft
$285
48 active listings
Sale-to-List Ratio
100.0%
162 sales
How this home compares
List Price
$975,000
vs $799,000 median
22.0% above median
Price / Sq Ft
$236
vs $285 median
17.2% below median
Days on Market
52 days
vs 52 days median
In line with median
Based on 48 active and 162 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of November 5, 2026.
Location
245 Grey Rock Road, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$5,316
- Property Taxes$1,154
- Insurance$325
- 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
- 1999
- New Construction
- No/Resale
- Living Area
- 4,132 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot AirHydro Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Appliances
- WasherDryer
- Basement
- FullUnfinishedFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
- Additional Rooms
- Bonus RoomLaundry Room
Exterior & Lot
- Lot Size
- 3.08 acres
- Zoning
- R-60
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl SidingBrick
- Roof
- ShingleGable
- Foundation
- Concrete
- Lot Description
- In SubdivisionLightly WoodedSloping LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $13,844 / Annually
- Days on Market
- 52
- MLS #
- 24201000
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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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 11/5/2026. 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 11/5/2026 at 1:30 AM UTC.