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.
For sale
$699,000
5385 Main Street, Trumbull, CT 06611
6beds
3,397sqft
Single Family Residence
Built in 1806
0.84 Acres Lot
$685,000 Zestimate®
$206/sqft
$-- HOA
What's special
Spacious victorian homeSignature wrap-around porchMassive islandFully fenced flat yardFive to six bedroomsBeautifully updated kitchenGenerous formal dining room
- 78 days |
- 1,475 |
- 99 |
Zillow last checked:
Listing updated:
Listed by:
Michael DeBiase Premium Properties Team,
Michael DeBiase (203)209-9142,
Keller Williams Realty 203-429-4020
Source: Smart MLS,MLS#: 24165858
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Bay/Bow Window, Hardwood Floor
- Level: Upper
Bedroom
- Features: Bay/Bow Window, Built-in Features, Hardwood Floor
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Level: Upper
Den
- Features: Fireplace, Hardwood Floor
- Level: Main
Dining room
- Features: Built-in Features, French Doors, Hardwood Floor
- Level: Main
Kitchen
- Features: Kitchen Island, Wide Board Floor
- Level: Main
Library
- Features: Bookcases, Built-in Features
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Heating
- Hot Water, Oil, Propane
Cooling
- Attic Fan, Window Unit(s)
Appliances
- Included: Gas Cooktop, Gas Range, Microwave, Refrigerator, Dishwasher, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Entrance Foyer
- Basement: Partial,Unfinished
- Attic: Storage,Partially Finished,Walk-up
- Number of fireplaces: 3
Interior area
- Total structure area: 3,397
- Total interior livable area: 3,397 sqft
- Finished area above ground: 3,397
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Detached
- Garage spaces: 3
Features
- Patio & porch: Deck
- Fencing: Partial
Lot
- Size: 0.84 Acres
- Features: Few Trees, Wooded, Dry, Level
Details
- Parcel number: 393773
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1806
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Library, Park, Playground, Shopping/Mall
- Subdivision: Long Hill
HOA
- Has HOA: No
Location
- Region: Trumbull
Financial & listing details
- Price per square foot: $206/sqft
- Tax assessed value: $320,180
- Annual tax amount: $11,765
- Date on market: 4/9/2026
Estimated market value
$685,000
$651,000 - $719,000
$5,031/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/9/2026 | Listed for sale | $699,000-3.6%$206/sqft |
Source:  Smart MLS #24165858 Report a problem | ||
| 4/9/2026 | Listing removed | $725,000$213/sqft |
Source: Smart MLS #24152666 Report a problem | ||
| 3/13/2026 | Listed for sale | $725,000+11.5%$213/sqft |
Source: Smart MLS #24152666 Report a problem | ||
| 4/30/2024 | Sold | $650,000-7%$191/sqft |
Source: Smart MLS #170591447 Report a problem | ||
| 4/29/2024 | Pending sale | $699,000$206/sqft |
Source: Smart MLS #170591447 Report a problem | ||
| 8/23/2023 | Listed for sale | $699,000+91.5%$206/sqft |
Source: Smart MLS #170591447 Report a problem | ||
| 9/2/1988 | Sold | $365,000$107/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,765 +2.9% | $320,180 |
| 2024 | $11,432 +1.6% | $320,180 |
| 2023 | $11,250 +1.6% | $320,180 |
| 2022 | $11,069 +7.7% | $320,180 +13.3% |
| 2021 | $10,273 +2% | $282,520 |
| 2020 | $10,076 +2.3% | $282,520 |
| 2018 | $9,850 +1.9% | $282,520 |
| 2017 | $9,668 +2.2% | $282,520 0% |
| 2015 | $9,459 +2.2% | $282,600 |
| 2014 | $9,258 +2.7% | $282,600 |
| 2013 | $9,012 +3.8% | $282,600 |
| 2012 | $8,679 -2.1% | $282,600 -18.7% |
| 2011 | $8,866 +1.2% | $347,700 |
| 2010 | $8,762 +4.7% | $347,700 |
| 2009 | $8,369 +0.9% | $347,700 |
| 2008 | $8,296 +5.1% | $347,700 |
| 2007 | $7,893 +2.6% | $347,700 |
| 2006 | $7,695 -5.4% | $347,700 +33.3% |
| 2005 | $8,135 +6.3% | $260,910 |
| 2004 | $7,650 +6.4% | $260,910 +0% |
| 2003 | $7,193 +14.9% | $260,900 |
| 2001 | $6,262 +7.9% | $260,900 +20% |
| 2000 | $5,805 +6.8% | $217,420 |
| 1999 | $5,436 | $217,420 |
Find assessor info on the county website
Monthly payment
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Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06611
Nearby schools
GreatSchools rating
- 9/10Frenchtown ElementaryGrades: K-5Distance: 0.9 mi
- 8/10Madison Middle SchoolGrades: 6-8Distance: 1.6 mi
- 10/10Trumbull High SchoolGrades: 9-12Distance: 2.1 mi
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- Connecticut
- Fairfield County
- Trumbull
- 06611
- 5385 Main Street
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