31 Jackson Drive
Trumbull, Connecticut 06611
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,274
- Acres
- 1.03
- Year Built
- 1957
- Neighborhood
- Hillandale
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to 31 Jackson Drive in highly desirable Trumbull! This beautifully renovated, move-in-ready home features a stunning kitchen with high-end finishes, updated bathrooms, a spacious primary suite, NEW roof, and NEW windows. The partially finished lower level offers flexible space for a home office, gym, playroom, or additional living area. Enjoy an exceptionally private backyard and oversized parking area with room for multiple vehicles and RV parking. Located in a town known for its top-rated CT schools, with convenient access to shopping, restaurants, parks, and major highways. Enjoy the perfect combination of privacy, convenience, and a completely updated, hassle-free home requiring NO renovations. Just move in and enjoy!
Key Facts
- City/Town
- Trumbull
- Neighborhood
- Hillandale
- Property / Style
- Single Family · Colonial
- Year Built
- 1957
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,274 sq ft
- Lot Size
- 1.03 acres
- Garage / Parking
- 2 garage · 10 total
- Property Taxes
- $10,899 / Annually
Market Snapshot
The Trumbull Market
Single Family · trailing 12 months
Active Listings
51
41 under contract
Median List Price
$699,000
51 active listings
Median Closed Price
$683,000
292 sales
Median Days on Market
36
51 active listings
Median $ / Sq Ft
$325
51 active listings
Sale-to-List Ratio
101.8%
292 sales
How this home compares
List Price
$749,900
vs $699,000 median
7.3% above median
Price / Sq Ft
$330
vs $325 median
In line with median
Days on Market
0 days
vs 36 days median
36 days fresher than median
Based on 51 active and 292 closed sales (trailing 12 mo) of single family in Trumbull. Source: SmartMLS · As of November 12, 2026.
Location
31 Jackson Drive, Trumbull, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$4,064
- Property Taxes$908
- Insurance$250
- 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
- Colonial
- Year Built
- 1957
- New Construction
- No/Resale
- Living Area
- 2,274 sq ft
- Below Grade
- 450 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Trumbull
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Split System
- Fireplaces
- 1
- Laundry Location
- basement
- Appliances
- Electric CooktopMicrowaveRange HoodRefrigeratorFreezerDishwasherWine Chiller
- Basement
- FullPartially FinishedWalk-out
Exterior & Lot
- Lot Size
- 1.03 acres
- Zoning
- AA
- Garage / Parking
- 2 garage spaces10 total parking spacesDetached GaragePavedRV/Boat PadDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Block
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $10,899 / Annually
- Days on Market
- 0
- MLS #
- 24220905
- 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 11/12/2026. 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 11/12/2026 at 10:15 PM UTC.