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$499,900
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Property Description
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
Full Property Details
Full Property Details for 356 Main St
General
- Price: $499,900
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Multi-Family
- Source: SMARTMLS
- MLS ID: 24182877
- Updated: 7/13/2026
- Added to Site: 31 day(s) ago
Interior
- Number of Rooms: 15
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 9
Other Rooms
- Laundry: None
Location
- County: Middlesex
- Driving Directions: GPS Friendly
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Ceiling Fans, Wall Unit
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Other
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Other
- Construction Status: No/Resale
- Exterior Const.: Aluminum
- Basement Desc.: Full, Unfinished
- Roof: Shingle
- Attic: Yes
- Square Feet: 3,720
- Above Ground: 3,720 Sq. Ft.
- Year Built: 1827
Unit Information
Unit 1
- Total Bathrooms: 1
- Bedrooms: 2
Unit 2
- Total Bathrooms: 1
- Bedrooms: 2
Unit 3
- Total Bathrooms: 1
- Bedrooms: 2
Unit 4
- Total Bathrooms: 1
- Bedrooms: 3
Lot Features
- Lot Size (Acres): 1.03
- Zoning: R10
- Lot Description: Lightly Wooded, Level Lot
Financial Considerations
- Assessment Amount: $232,190
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1034002
Listed by LPT Realty, Jeni Mascaro
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Schools
Schools serving 356 Main St
School District:Portland School District
| Name | Grades | Distance |
|---|---|---|
Valley View School 81 High Street, Portland, CT 06480 | PK-1 | 0.6 mi |
Gildersleeve School 565 Main Street, Portland, CT 06480 | 2-4 | 1 mi |
Portland Middle School 93 High Street, Portland, CT 06480 | 7-8 | 0.7 mi |
Portland High School 95 High Street, Portland, CT 06480 | 9-12 | 0.7 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 356 Main St
Date
Details
Price
Change
Source
6/13/2026
Listed
$499,900
—
MLS
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
Tax History for 356 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,196
3%
$232,190
—
2023
$7,964
6%
$232,190
—
2023
$7,537
—
$232,190
—
2022
$7,532
26%
$232,190
36%
2021
$5,975
2%
$170,660
—
2020
$5,867
2%
$170,660
—
2019
$5,770
—
$170,660
—
2018
$5,770
3%
$170,660
—
2017
$5,628
-2%
$170,660
-4%
2016
$5,764
1%
$177,310
—
2015
$5,734
2%
$177,310
—
2014
$5,635
2%
$177,310
—
2011
$5,546
—
$177,310
—
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
Estimate the Cost for 356 Main St
356 Main Street, Portland, CT 06480 (MLS# 24182877) is a Multi-Family property with 4 units containing 9 bedrooms and 4 full bathrooms. 356 Main Street is currently listed for $499,900 and was received on June 13, 2026. Want to learn more about 356 Main Street? Do you have questions about finding other Multi-Family real estate for sale in Portland? You can browse all Portland real estate or contact a Coldwell Banker agent to request more information.

