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31 Jackson Drive

Trumbull, Connecticut 06611

ACTIVE - NEW$799,900
Beds
4
Baths
2 | 1
SqFt
2,274
Acres
1.03
Year Built
1957
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

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
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
$10,384 / Annually

Market Snapshot

The Trumbull Market

Single Family · trailing 12 months

Median Days on Market

35

40 active listings

Median $ / Sq Ft

$295

40 active listings

Sale-to-List Ratio

102.0%

307 sales

How this home compares

List Price

$799,900

vs $772,000 median

In line with median

Price / Sq Ft

$352

vs $295 median

19.3% above median

Days on Market

0 days

vs 35 days median

35 days fresher than median

Based on 40 active and 307 closed sales (trailing 12 mo) of single family in Trumbull. Source: SmartMLS · As of September 11, 2026.

Location

31 Jackson Drive, Trumbull, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,287

per month

  • Principal & Interest$4,155
  • Property Taxes$865
  • Insurance$267
  • 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
$10,384 / Annually
Days on Market
0
MLS #
24206168
MLS Status
Active

Similar Properties

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Listed By

Karly Worth

(203) 331-5432

Call It Closed Realty

(914) 559-2913

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/11/2026. 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 9/11/2026 at 3:35 PM UTC.