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$1,100,000
New Listing

Portland Street
Middletown, CT 06457

For Sale|Commercial Sale|Active
0
Beds
1
Total Bath
1
Full Bath
5,176
SqFt
$213
/SqFt
1900
Built
County:
Middlesex
Listing courtesy of Jamie Smigel of Carl Guild & Associates Office Phone: (860) 474-3500 Broker Contact: [email protected]
Call Now: (203) 281-3400
Is this the listing for you? We can help make it yours.
(203) 281-3400
Portland StreetPortland StreetPortland StreetPortland Street
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High-Yield Multi-Asset Investment Opportunity, CT | Positioned in Middletown, this rare, income-producing portfolio features two 2-family homes (4 total units), a 2,898 sq ft workshop, and two additional land parcels-delivering multiple revenue streams and value-add potential. Each residential building offers approximately 1,380 sq ft and has been capital-improved with new roofs, new windows, updated electrical, and modernized plumbing, significantly reducing near-term CapEx. All structures are connected to natural gas, enhancing operational efficiency and tenant appeal. * 4-unit rental configuration with strong, consistent income potential * Additional monetization opportunity via the heated workshop (ideal for contractor lease, storage income, or owner use) * Two separate vacant parcels (.08 & .02 acres) create development or resale upside (buyer to perform due diligence) * Ability to increase rents to market for improved NOI and long-term appreciation. Situated on a combined .25-acre footprint, this asset offers flexibility to scale returns-whether through rent optimization, auxiliary income from the workshop, or future development of excess land. Ideal for investors seeking: * Cash flow + appreciation potential * Multiple exit strategies (hold, expand, or subdivide/sell parcels) Income-generating opportunity with built-in upside in a strong rental market.

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Listing Snapshot
Price 
$1,100,000
Days On Site 
0 Days
Bedrooms 
N/A
Inside Area (SqFt) 
5,176 sqft
Total Baths 
1
Full Baths 
1
Partial Baths 
N/A
Lot Size 
0.25 Acres
Year Built 
1900
MLS® Number 
24164387
Status 
Active
Property Tax 
$8,719
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
17 hours agoListing updated with changes from the MLS®
17 hours agoListing first seen on site
General Features
Acres 
0.25
Foundation 
Concrete Perimeter
Sewer 
Public Sewer
SqFt Total 
5176
Zoning 
MXI
Interior Features
Flooring 
ConcreteVinylWood
Heating 
Baseboard
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Exterior Features
Construction Details 
ConcreteFrameOther
Exterior 
Storage
Lot Features 
Level
Other Structures 
Storage
Roof 
AsphaltMetal
Listing courtesy of Jamie Smigel of Carl Guild & Associates Office Phone: (860) 474-3500 Broker Contact: [email protected]



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Last checked: 2026-04-04 08:30 AM UTC.

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