Portland St

Middletown, CT 06457

$1,100,000
Price
8
Beds
5,176 Sq. Ft.
$213 / Sq. Ft.
5,176
Sq. Ft.
$213
per Sq. Ft.
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Description

Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized plumbing-providing peace of mind for years to come. All properties are connected to natural gas, adding efficiency...Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized plumbing-providing peace of mind for years to come. All properties are connected to natural gas, adding efficiency and convenience. One unit has been fully renovated, supplies to renovate the other units are located in the workshop. The standout feature is the expansive heated workshop with electricity and plumbing already in place, opening the door to endless possibilities-ideal for contractors, hobbyists, storage, or potential additional income use. Set on a combined .25-acre lot, plus two separate parcels (.08 and .02 acres), this offering provides flexibility rarely found Expand your portfolio with strong rental income potential Build on the additional lot (buyer to do due diligence) Or enjoy extra outdoor space as a private side yard. Whether you're an investor looking for solid cash flow or an owner-occupant seeking supplemental income, this property delivers versatility, updates, and long-term value in one compelling package.
  1. Listed by Jamie Smigel • Carl Guild & Associates
    P: (860)-759-9310 C: (860)-759-9310 jamiesmigel.ct@gmail.com

Property Details for Portland Street

Basement Description
Partial, Partial With Hatchway
Direct Waterfront
No
Neighborhood
N/A
Style
Units on different Floors, Units are Side-by-Side
Swimming Pool
No
LISTING UPDATED: 04/03/2026 05:32 PM

Property Details for Portland Street

StatusActive
MLS #24163304
Days on Market1
Taxes$8,719 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / 4 Family
Year Built1900
Lot Size0.35 AC / 15,246 SF
CountyMiddlesex County
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Location

Listing Courtesy of Carl Guild & Associates, Jamie Smigel
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Building Information for Portland Street

Stories-Residences4Year Built1900Building Size-Lot Size0.35 AC / 15,246 SF

Payment Calculator

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$6,266 per month

30 year fixed, 6.46% Interest

Principal and Interest

$5,539

Property Taxes

$727

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for Portland 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: 41.567822
  • Longitude: -72.651461
  • Neighborhood Amenities: Medical Facilities, Public Transportation
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,719
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Gutters, Lighting
  • Waterfront Description: Not Applicable
Interior Features
  • Attic Description: Access Via Hatch
  • Cooling System: None
  • Heat Type: Baseboard
  • Attic YN: Yes
  • Laundry Room Info: All Units Have Hook-Ups
  • Laundry Room Location: basement and 2nd floor hook ups
  • Rooms Total: 16
Property
Property and Assessments
  • Construction Description: Frame, Concrete, Other
  • Exterior Siding: Vinyl Siding, Stucco
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Metal
  • Year Built: 1900
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Two 2F sq.ft 1,380 each Workshop 2,898 sq.ft
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 999999999
  • Sq Ft Est Heated Above Grade: 5176.0
  • Sq Ft Total: 5176.0
  • Zoning: MXI
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Number of Units: 4
  • Total Rooms Multi Family: 16
Unit 1
  • Unit Appliances: Oven/Range,Refrigerator,Washer,Dryer
  • Unit Average Sq Ft: 690
  • Unit Entry Order: 4
  • Unit Full Baths: 1
  • Unit Modified Date: 04-03-2026
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
Unit 2
  • Unit Average Sq Ft: 690
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 04-03-2026
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
Unit 3
  • Unit Appliances: Oven/Range,Refrigerator,Washer,Dryer
  • Unit Average Sq Ft: 690
  • Unit Entry Order: 3
  • Unit Full Baths: 1
  • Unit Modified Date: 04-03-2026
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
Unit 4
  • Unit Average Sq Ft: 690
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 04-03-2026
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4

Schools near Portland Street

This home is within Middletown School District.
Rating
School
Type
Grades
Distance
Macdonough School
Public - K to 5
Beman Middle School
Public - 6 to 8
Middletown High School
Public - 9 to 12
Icm - Spencer
Public - 3 to 5
Rating
School
Distance
Macdonough School
PublicK to 5

Beman Middle School
Public6 to 8

Middletown High School
Public9 to 12

Icm - Spencer
Public3 to 5

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.

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More information about Portland Street, Middletown, CT 06457

Portland Street is a multi-family home for sale in Middletown, CT 06457. This listing's school district is Middletown School District. Nearby schools include Macdonough School, Beman Middle School and Middletown High School. Portland Street is a 8-bed, 4-bath, 5,176 sqft multi-family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 Carl Guild & Associates, Jamie Smigel

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.