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5385 Main StreetTrumbull, CT 06611

For Sale

$725,000

Smart Buyer Rebate $5,625

Magnificent opportunity to embrace historic charm. This spacious Victorian home is filled with character and timeless architectural details while offering the comfort of modern updates. A beautifully updated kitchen with a massive island that blends classic charm with modern convenience. The home's signature wrap-around porch provides the perfect spot to relax and enjoy the outdoors. Inside, the generous formal dining room is ideal for hosting family gatherings and holiday celebrations. Designed with entertaining in mind, the home offers a wonderful flow between indoor and outdoor living spaces. Flexible room layouts allow the home to easily adapt to a variety of needs. With five to six bedrooms, there is plenty of space for a large household, or rooms can be transformed into home offices, guest suites, a gym, or creative studios. Rich in history, the property was originally owned by individuals involved in the early development of the Town of Trumbull, adding a unique story to this special home. Make sure to check out the attic and the "hidden" room. Fully fenced flat yard set back from the street. A gorgeous home you don't want to miss.

Listed by Michael De Biase

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Keller Williams Realty

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(203) 209-9142

Last updated March 15, 2026

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Source: SmartMLS #24152666

Listing Facts

  • TypeSingle-family
  • NeighborhoodTrumbull
  • Bedrooms6
  • Bathrooms4
  • Days on Prevu5
  • Taxes$11,765/year
  • Size3,397 sqft
  • Price per sqft$213

Location

Mortgage Calculator

Listing History

03/14/2026
Status changed to Active
$725,000
03/13/2026
Status changed to Removed from Feed
$725,000
03/11/2026
Listed by Keller Williams Realty
$725,000

Property Details for 5385 Main Street

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1806
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Deck

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Fence - Partial, Lightly Wooded, Treed, Dry, Level Lot
  • Lot Size Acres: 0.84

Financial

Taxes

  • Parcel Number: 393773
  • Tax Annual Amount: $11,765.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Cooktop, Gas Range, Microwave, Refrigerator, Dishwasher
  • Fireplaces Total: 3

Measurements

  • Living Area: 3,397

Rooms

  • Basement: Partial, Unfinished
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 6
  • Rooms Total: 12

Parking

Parking

  • Attached Garage: Detached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: Per Board Of Ed

High School

  • High School: Per Board Of Ed

Utilities

Equipment

  • Cooling: Attic Fan, Window Unit
  • Heating: Hot Water
  • Laundry Features: Upper Level
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 4 bathrooms in this single-family home at 5385 Main Street.

What schools are nearby to 5385 Main Street?

Nearby schools include the Per Board Of Ed Elementary School and Per Board Of Ed High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 5385 Main Street.

What are the annual taxes for 5385 Main Street?

Annual taxes for this single-family home are estimated at $11,765.

How does 5385 Main Street compare to other single-family homes in Trumbull?

This single-family home is listed 0% below the average price for single-family homes in Trumbull and has been on the market for 43 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,397 sqft.

5385 Main Street is a 6-bedroom, 4-bath single-family home for sale in Trumbull CT 06611. Listed on Prevu for 5 days at $725,000. This residence features 3,397 square feet of living space, located in Trumbull. The median listing price for single-family homes in this area is $672,500. Nearby schools include Per Board Of Ed Elementary School and Per Board Of Ed High School. View other single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.