57 Gray Rock Road
Trumbull, Connecticut 06611
Reduced from $1,299,999
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 4,016
- Acres
- 0.85
- Year Built
- 1972
- Neighborhood
- Hillandale
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
40
61 under contract
Median List Price
$784,450
40 active listings
Median Closed Price
$680,860
322 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 7:05 AM UTC.