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$725,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,397 Sq. Ft.
  • 3 Car Garage
  • Updated 15 hours ago

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Open House: 12:00 PM - 2:00 PM

Saturday 3/14 12:00 PM - 2:00 PM

5385 Main Street,Trumbull, CT 06611

5385 Main StreetTrumbullCT06611

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Join us at 5385 Main Street on:

  • Open House: 12:00 PM - 2:00 PM

    Sunday 3/15 12:00 PM - 2:00 PM

    5385 Main Street,Trumbull, CT 06611
    5385 Main StreetTrumbullCT06611
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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.

Full Property Details for 5385 Main St

General

  • Price: $725,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24152666
  • Updated: Today (3/13/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Foyer, Laundry Room, Mud Room
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Gas Cooktop, Gas Range, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: Primary Bedroom - Bay/Bow Window, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Bay/Bow Window, Built-Ins, Hardwood Floor, Upper
  • Bedroom 4: Bedroom, Upper
  • Bedroom 5: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Island, Wide Board Floor, Main
  • Formal Dining Room: Formal Dining Room - Built-In Hutch, French Doors, Hardwood Floor, Main
  • Den: Den - Fireplace, Hardwood Floor, Main
  • Library: Library - Book Shelves, Built-Ins, Main
  • Laundry: Upper Level

Exterior

  • Exterior Features: Deck

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Detached Garage

Location

  • County: Fairfield
  • Neighborhood: Long Hill
  • Driving Directions: gps friendly

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Long Hill

Heating & Cooling

  • Cooling Type: Attic Fan, Window Unit
  • Heating Type: Hot Water, Oil, Propane
  • Heating Fuel: Oil, Propane
  • Water Heater: Oil, 50 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Partial, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,397
  • Above Ground: 3,397 Sq. Ft.
  • Year Built: 1806

Lot Features

  • Lot Size (Acres): 0.84
  • Zoning: A
  • Lot Description: Fence - Partial, Lightly Wooded, Treed, Dry, Level Lot

Financial Considerations

  • Assessment Amount: $320,180
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 393773

Listed by Keller Williams Realty, Michael DeBiase Premium Properties Team, Michael DeBiase

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Listing agent

— 5385 Main St —

  • Michael DeBiase

    Keller Williams Realty

Agent Contact: (203) 209-9142 Office Contact: (203) 429-4020

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5385 Main St

School District:Trumbull School District
NameGradesDistance
Frenchtown Elementary
30 Frenchtown Road, Trumbull, CT 06611
K-50.9 mi
Madison Middle School
4630 Madison Avenue, Trumbull, CT 06611
6-81.6 mi
Trumbull High School
72 Strobel Road, Trumbull, CT 06611
9-122.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5385 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/13/2026
Listed
$725,000
11.54%
MLS
4/23/2024
Sold
$650,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5385 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$11,765
3%
$320,180
—
2023
$11,432
3%
$320,180
—
2022
$11,069
8%
$320,180
13%
2021
$10,273
2%
$282,520
—
2020
$10,076
2%
$282,520
—
2018
$9,850
2%
$282,520
—
2017
$9,668
3%
$282,520
—
2016
$9,419
—
$282,520
—
2015
$9,459
2%
$282,600
—
2014
$9,258
3%
$282,600
—
2011
$9,012
—
$282,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 5385 Main St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty, Michael DeBiase Premium Properties Team, Michael DeBiase

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5385 Main Street, Trumbull, CT 06611 (MLS# 24152666) is a Single Family property with 6 bedrooms, 3 full bathrooms and 1 partial bathroom. 5385 Main Street is currently listed for $725,000 and was received on March 13, 2026. Want to learn more about 5385 Main Street? Do you have questions about finding other Single Family real estate for sale in Trumbull? You can browse all Trumbull real estate or contact a Coldwell Banker agent to request more information.

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