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Portland Street, 
Middletown, CT 06457

$1,100,000


8

Beds


4

Baths


5,176

Sq Ft


Multi-Family

Active

Listed by

Jamie Smigel, jamiesmigel.ct@gmail.com

Carl Guild & Associates, (860) 474-3500

(860) 474-3500

Last updated:

May 16, 2026, 11:27 AM

MLS#

24163304

Source:

CT

About This Home

Portland Street

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.

Home Facts

Multi-Family

4 Baths

8 Bedrooms

Built in 1900

Price Summary

1,100,000

$212 per Sq. Ft.

MLS #:

24163304

Last Updated:

May 16, 2026, 11:27 AM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

8

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

4

Interior

Living Area:

5,176 Sq. Ft.


Structure

Structure

Architectural Style:

Units are Side-by-Side

Building Area:

5,176 Sq. Ft.

Year Built:

1900


Lot

Lot Size (Sq. Ft):

15,245


Finances & Disclosures

Finances

Price:

$1,100,000

Price per Sq. Ft:

$212 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.