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.
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