356 Main St

3,720 Sq. Ft.
$134 / Sq. Ft.
3,720
Sq. Ft.
$134
per Sq. Ft.

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,...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
  1. Listed by Jeni Mascaro • LPT Realty
    P: (860)-558-8993 C: (860)-558-8993 Jenimascaro@gmail.com

Property Details for 356 Main Street

Basement Description
Full, Unfinished
Direct Waterfront
No
Neighborhood
N/A
Style
Other
Swimming Pool
No

Open Houses

Sunday, Jul 12th1:00 PM - 3:00 PM
LISTING UPDATED: 07/12/2026 12:40 AM

Property Details for 356 Main Street

StatusActive
MLS #24182877
Days on Market28
Taxes$8,196 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeMulti Family
MLS TypeMulti-Family / 4 Family
Year Built1827
Lot Size1.03 AC / 44,866 SF
CountyMiddlesex County

Location

Listing Courtesy of LPT Realty, Jeni Mascaro
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Building Information for 356 Main Street

Stories-Residences4Year Built1827Building Size-Lot Size1.03 AC / 44,866 SF

Payment Calculator

$3,174 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,491

Property Taxes

$683

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 356 Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.580258
  • Longitude: -72.635419
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,196
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Attic Description: Walk-up
  • Cooling System: Ceiling Fans, Wall Unit
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: None
  • Rooms Total: 15
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Aluminum
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Shingle
  • Year Built: 1827
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3720
Lot Information
  • Lot Description: Lightly Wooded, Level Lot
  • Parcel Number: 1034002
  • Sq Ft Est Heated Above Grade: 3720.0
  • Sq Ft Total: 3720.0
  • Zoning: R10
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Other
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Tenant
  • Total Number of Units: 4
  • Total Rooms Multi Family: 15
Unit 1
  • Unit Entry Order: 4
  • Unit Full Baths: 1
  • Unit Modified Date: 07-09-2026
  • Unit Num Bedrms: 3
  • Unit Num Rooms: 3
  • Unit Occupied By: Vacant
Unit 2
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 07-09-2026
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
  • Unit Occupied By: Vacant
Unit 3
  • Lease: Monthly
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 07-09-2026
  • Unit Monthly Rent: $1,000
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
  • Unit Occupied By: Tenant
Unit 4
  • Lease: Monthly
  • Unit Entry Order: 3
  • Unit Full Baths: 1
  • Unit Modified Date: 07-09-2026
  • Unit Monthly Rent: $1,000
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
  • Unit Occupied By: Tenant

Public Records for 356 Main Street

Taxable ValueLand$50,540Additions$181,650Total$232,190
Tax Record2024$8,196 ($683 / month)
Home Facts
Baths4Total Finished SqFt3,720 SqFtAbove Grade Finished SqFt3,720 SqFtStories2Lot Size44,867 SqFtStyleMulti-Family Dwelling (2-4)Year Built1827ZoningR10CountyLOWER CONNECTICUT RIVERAPNPORT M:038 B:0002

Schools near 356 Main Street

This home is within Portland School District.
Rating
School
Type
Grades
Distance
Public - PK to 1
Public - 2 to 4
Public - 5 to 6
Public - 7 to 8
Rating
School
Distance
Valley View School
PublicPK to 1

Gildersleeve School
Public2 to 4

Brownstone Intermediate School
Public5 to 6

Portland Middle School
Public7 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

356 Main Street is a multi-family home for sale in Portland, CT 06480. This property was listed for sale on June 13, 2026 by LPT Realty, it's currently listed at $499,900. This listing's school district is Portland School District. Nearby schools include Valley View School, Gildersleeve School and Brownstone Intermediate School. 356 Main Street is a 9-bed, 4-bath, 3,720 sqft multi-family home built in 1827.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of LPT Realty, Jeni Mascaro

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.