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251 Grey Rock Road

Southbury, Connecticut 06488

ACTIVE - NEW$1,395,000
Beds
4
Baths
4 | 1
SqFt
7,081
Acres
10.12
Year Built
2005
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Pool5-Car Garage1 Fireplace

About This Home

Welcome to an exceptional custom Colonial nestled on over 10 acres of beautifully private grounds at the end of a quiet cul-de-sac neighborhood. From its impressive setting to its extraordinary level of craftsmanship, this remarkable residence offers a rare combination of luxury, privacy, and timeless elegance. Thoughtfully designed and meticulously maintained, the home showcases an endless array of high-end upgrades and custom details that set it apart from anything else on the market. Recent upgrades include new roof (2025), vinyl siding (2026), kitchen reno (2024), primary bathroom (2024), two more new full bathroom renovations (2025), full new patio (2025), addition for golf simulator (2026), oversized detached 2 car garage (2023), and so many more! A gracious approach leads to a stunning residence surrounded by mature landscaping and an expansive natural setting. Step inside and you are immediately greeted by quality craftsmanship, sophisticated finishes, and an abundance of natural light. Every space has been thoughtfully designed with an emphasis on both beauty and functionality, creating an atmosphere that is equally suited to elegant entertaining and comfortable everyday living. The main level offers an exceptional flow from room to room, with generously sized living spaces, beautiful architectural details, and custom appointments throughout. From the carefully selected finishes to the finest fixtures and updates, no detail has been overlooked.

Key Facts

City/Town
Southbury
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2005
Days on Market
0 days
Beds
4
Baths
4 full · 1 half
Living Area
7,081 sq ft
Lot Size
10.12 acres
Garage / Parking
5 garage
Property Taxes
$14,339 / Annually

Market Snapshot

The Southbury Market

Single Family · trailing 12 months

Median Days on Market

48

47 active listings

Median $ / Sq Ft

$277

47 active listings

Sale-to-List Ratio

100.0%

165 sales

How this home compares

List Price

$1.40M

vs $799,000 median

74.6% above median

Price / Sq Ft

$197

vs $277 median

28.9% below median

Days on Market

0 days

vs 48 days median

48 days fresher than median

Based on 47 active and 165 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of October 5, 2026.

Location

251 Grey Rock Road, Southbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,296

per month

  • Principal & Interest$7,636
  • Property Taxes$1,195
  • Insurance$465
  • 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
Subdivision
Fox Hollow Estates

Residence

Property Type
Single Family
Style
Colonial
Year Built
2005
New Construction
No/Resale
Living Area
7,081 sq ft
Below Grade
1,630 sq ft

Schools

Elementary
Per Board of Ed
Middle
Regional District 15
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Ceiling FansCentral AirZoned
Fireplaces
1
Laundry
Main Level
Appliances
Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullStorageFully FinishedLiveable SpaceFull With Walk-Out

Exterior & Lot

Lot Size
10.12 acres
Zoning
R-60
Garage / Parking
5 garage spacesAttached GarageDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
HeatedIn Ground Pool
Construction
Vinyl Siding
Color
Gray
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BarnDeckLightingStone WallPatio
Lot Description
SecludedIn SubdivisionSloping LotOn Cul-De-SacRolling

Listing & Financials

Property Taxes
$14,339 / Annually
Days on Market
0
MLS #
24211868
MLS Status
Active

Similar Properties

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

Listed By

Matt Streaman

(203) 240-1160

Keller Williams Realty

(203) 438-9494

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/5/2026. 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 10/5/2026 at 6:10 AM UTC.