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57 Gray Rock Road

Trumbull, Connecticut 06611

ACTIVE$995,000

Reduced from $1,299,999

Beds
5
Baths
3 | 1
SqFt
4,016
Acres
0.85
Year Built
1972
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Pool2-Car Garage3 FireplacesVirtual TourPrice Reduced

About This Home

Welcome to this multi-generational dream home featuring a private in-law suite with separate entrance, set on a peaceful 0.85-acre lot in one of Trumbull's most desirable neighborhoods. This exceptional ranch-style residence offers approximately 4,016 sq ft of versatile living space. The main level includes 4 bedrooms and 2 full bathrooms, a beautifully designed kitchen, and an inviting family room with brick fireplace and built-ins creating a warm gathering space. The walk-out lower-level in-law suite offers its own kitchen, 1 bedroom, 1 full and 1 half bathroom, private entrance, and patio overlooking the backyard-ideal for extended family or guests. Outdoor amenities create a true backyard retreat featuring lush landscaping, a tranquil koi pond, babbling brook, outdoor kitchen, stone fire pit, and an above-ground pool with surrounding deck. An outdoor theater setup provides entertainment day or night. Seasonal gardens showcase peonies, azaleas, tulips, daffodils, hydrangeas, lilacs, hyacinths, spiderwort, orange day lilies, Asian bleeding hearts, and a striking flaming pink Love Tree in the front yard. Energy-efficient upgrades include new solar panels, Tesla battery backup, and EV charger for off-grid capability. Designed for relaxation and entertaining, this unique property blends comfort, flexibility, and resort-style living. Seller relocating-priced to sell quickly.

Key Facts

City/Town
Trumbull
Neighborhood
Hillandale
Property / Style
Single Family · Ranch
Year Built
1972
Days on Market
110 days
Beds
5
Baths
3 full · 1 half
Living Area
4,016 sq ft
Lot Size
0.85 acres
Garage / Parking
2 garage · 10 total
Property Taxes
$13,578 / Annually

Market Snapshot

The Trumbull Market

Single Family · trailing 12 months

Median Days on Market

27

40 active listings

Median $ / Sq Ft

$290

40 active listings

Sale-to-List Ratio

102.3%

322 sales

How this home compares

List Price

$995,000

vs $784,450 median

26.8% above median

Price / Sq Ft

$248

vs $290 median

14.5% below median

Days on Market

110 days

vs 27 days median

83 days longer than median

Based on 40 active and 322 closed sales (trailing 12 mo) of single family in Trumbull. Source: SmartMLS · As of July 28, 2026.

Location

57 Gray Rock Road, Trumbull, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,537

per month

  • Principal & Interest$5,073
  • Property Taxes$1,132
  • Insurance$332
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Trumbull
Neighborhood
Hillandale
County
Fairfield

Residence

Property Type
Single Family
Style
Ranch
Year Built
1972
New Construction
No/Resale
Living Area
4,016 sq ft
Below Grade
1,800 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
3
Laundry
Lower LevelMain Level
Appliances
Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullHeatedGarage AccessApartmentCooledWalk-outLiveable Space
In-Law Apartment
YesLower LevelFirst Floor
Interior Features
Auto Garage Door OpenerOpen Floor Plan

Exterior & Lot

Lot Size
0.85 acres
Zoning
AA
Garage / Parking
2 garage spaces10 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
Salt WaterAbove Ground Pool
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
ClearedProfessionally Landscaped

Listing & Financials

Property Taxes
$13,578 / Annually
Days on Market
110
MLS #
24165397
MLS Status
Active

Similar Properties

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

Listed By

J Shaheer

(203) 416-6580

US Asset Realty

(800) 913-1936

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 7:05 AM UTC.