Recently Listed Open House 7/11 1pm - 3pm
356 Main Street
Portland, CT, 06480 $ 499,900
Bedrooms9 Baths4.0 Sq 3,720 Monthly Estimate*
$ 3,156
for $499,900 with 9 bedrooms and 4 full baths. This 3,720 square foot home was built in 1827 on a lot size of 1.03.
Investor alert in the heart of Portland! Welcome to 354-356 Main Street, a rare 4-unit multifamily offering incredible upside, strong rental potential, and a layout that works beautifully for both investors and owner-occupants. Priced with condition in mind, property is being sold as-is. Two units are currently month-to-month and well below market rent, creating a major value-add opportunity from day one. Projected rents offer impressive income potential, with units estimated around $1,600/month, the spacious townhouse-style unit around $2,000/month, and the 3-bedroom unit around $1,800/month. This property also features a huge backyard, offering outdoor space rarely found with multifamily properties. Whether tenants want room to relax, garden, grill, or enjoy extra green space, this yard adds major appeal. Need storage, workspace, or a place to bring your hobbies to life? The detached garage needs work, but with the right handy buyer, it could be transformed into an amazing workshop, storage space, or dream setup for mechanics, gearheads, contractors, or anyone needing extra room. Major Bonus: The oil furnaces were replaced aproximatley 4 years ago. Perfect for investors looking to increase rents and build long-term cash flow, or an owner-occupant looking to live in one unit while the others help pay the mortgage. OPEN HOUSE SAT/SUN 1-3PM You will be able to get into ALL 4 units and basement
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Open House
7/11/2026 1:00 PM - 3:00 PM
7/12/2026 1:00 PM - 3:00 PM
356 Main Street Portland, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning R10
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 1.03
Directions GPS Friendly
High School Per Board of Ed
City Portland
Elementary School Per Board of Ed
Sq Ft Total 3720
DOM 26
Year Built 1827
Style Other
Year Built Source Public Records
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InteriorCooling System Ceiling Fans Wall Unit
Total Number of Units 4
Total Rooms 15
Basement Description Full Unfinished
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ExteriorWater Source Public Water Connected
Lot Description Lightly Wooded Level Lot
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* Excluded FeaturesList ByJeni MascaroListing Agent
Jenimascaro@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,156
- Monthly Property Taxes
- $683
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Portland, CT
Average List Price $474,000
Percent of Sale Price 5%
About Portland, CT 9,360 Population
7% Since 2002
$ 84,533 Median Income
46.05 Median Age
28% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/9/2026 | $499,900 | | Listed Price |