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.
For sale
$1,100,000
Portland Street, Middletown, CT 06457
8beds
5,176sqft
Multi Family
Built in 1900
-- sqft lot
$-- Zestimate®
$213/sqft
$-- HOA
What's special
New windowsUpgraded electricalModernized plumbingNew roofs
- 84 days |
- 158 |
- 3 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jamie Smigel jamiesmigel.ct@gmail.com,
Carl Guild & Associates 860-474-3500
Source: Smart MLS,MLS#: 24163304
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 4
- Full bathrooms: 4
Heating
- Baseboard, Natural Gas
Cooling
- None
Appliances
- Included: Water Heater
- Laundry: In Unit
Features
- Basement: Partial
- Attic: Access Via Hatch
Interior area
- Total structure area: 5,176
- Total interior livable area: 5,176 sqft
- Finished area above ground: 5,176
Property
Features
- Patio & porch: Deck
- Exterior features: Rain Gutters, Lighting
Lot
- Size: 0.35 Acres
- Features: Level
Details
- Parcel number: 999999999
- Zoning: MXI
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors,Units are Side-by-Side
- Property subtype: Multi Family
- Attached to another structure: Yes
Materials
- Vinyl Siding, Stucco
- Foundation: Concrete Perimeter
- Roof: Asphalt,Metal
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Medical Facilities, Near Public Transport
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $213/sqft
- Tax assessed value: $244,270
- Annual tax amount: $8,719
- Date on market: 4/3/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 4/3/2026 | Listed for sale | $1,100,000$213/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 06457
Nearby schools
GreatSchools rating
- 5/10Macdonough SchoolGrades: K-5Distance: 0.3 mi
- 4/10Beman Middle SchoolGrades: 7-8Distance: 2 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 1.6 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Middlesex County
- Middletown
- 06457
- Portland Street







