About 5385 Main Street
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.
Features of 5385 Main Street
| MLS® # | 24165858 |
|---|---|
| Price | $699,000 |
| Bedrooms | 6 |
| Bathrooms | 4.00 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 3,397 |
| Acres | 0.84 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Under Contract |
Community Information
| Address | 5385 Main Street |
|---|---|
| Area | Long Hill |
| City | Trumbull |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06611 |
Amenities
| Parking | Detached Garage |
|---|---|
| # of Garages | 3 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Appliances | Gas Cooktop, Gas Range, Microwave, Refrigerator, Dishwasher |
|---|---|
| Heating | Hot Water, Oil, Propane |
| Cooling | Attic Fan, Window Unit |
| Fireplace | Yes |
| # of Fireplaces | 3 |
| Has Basement | Yes |
| Basement | Partial, Unfinished |
Exterior
| Exterior | Wood |
|---|---|
| Exterior Features | Deck |
| Lot Description | Fence - Partial, Lightly Wooded, Treed, Dry, Level Lot |
| Roof | Asphalt Shingle |
| Foundation | Stone |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Per Board of Ed |
Additional Information
| Date Listed | April 9th, 2026 |
|---|---|
| Days on Market | 98 |
| Zoning | A |
| RE / Bank Owned | No |
Listing Details
| Office | Keller Williams Realty |
|---|