31 Jackson Drive
Trumbull, Connecticut 06611
Reduced from $799,900
- 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
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About This Home
Welcome to 31 Jackson Drive, a beautifully renovated, move-in-ready home in highly sought-after Trumbull! With limited inventory in town, opportunities like this don't come around often. This home has been thoughtfully updated from top to bottom, combining modern finishes with comfortable, functional living spaces. Step inside to a bright, inviting interior highlighted by a stunning high-end kitchen designed to be the heart of the home. Brand-new bathrooms feature fresh, modern finishes, while the spacious primary suite creates a private retreat you'll look forward to coming home to. Major improvements including a NEW roof and NEW windows provide additional peace of mind for years to come. The partially finished lower level offers plenty of flexibility for a home office, playroom, gym, media room, or additional recreational space. Outside, you'll find one of the property's standout features - a spacious and exceptionally private yard with room to entertain, relax, play, or simply enjoy your own outdoor escape. An oversized parking area provides plenty of room for multiple vehicles and even dedicated RV parking. Located in one of Fairfield County's most desirable towns, Trumbull is known for its highly rated schools, beautiful neighborhoods, and convenient location. Enjoy easy access to major highways, shopping, restaurants, parks, and everything the area has to offer. 31 Jackson Drive is truly move-in ready all that's left to do is unpack and make it yours!
Key Facts
- City/Town
- Trumbull
- Neighborhood
- Hillandale
- Property / Style
- Single Family · Colonial
- Year Built
- 1957
- Days on Market
- 56 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
49
41 under contract
Median List Price
$699,900
49 active listings
Median Closed Price
$685,000
297 sales
Median Days on Market
42
49 active listings
Median $ / Sq Ft
$312
49 active listings
Sale-to-List Ratio
101.8%
297 sales
How this home compares
List Price
$789,900
vs $699,900 median
12.9% above median
Price / Sq Ft
$347
vs $312 median
11.2% above median
Days on Market
56 days
vs 42 days median
14 days longer than median
Based on 49 active and 297 closed sales (trailing 12 mo) of single family in Trumbull. Source: SmartMLS · As of November 6, 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$4,281
- Property Taxes$908
- Insurance$263
- 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
- Baseboard
- 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
- 56
- MLS #
- 24206168
- 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 11/6/2026. 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 11/6/2026 at 2:00 AM UTC.