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31 Jackson Drive

Trumbull, Connecticut 06611

ACTIVE - NEW$749,900
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 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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,222

per 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

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

Listed By

Karly Worth

(203) 331-5432

Call It Closed Realty

(833) 242-7007

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.