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. Related MLS #24164387. More photos to come.
For sale
$1,100,000
Portland Street, Middletown, CT 06457
8beds
5,176sqft
Est.:
Multi Family
Built in 1900
-- sqft lot
$-- Zestimate®
$213/sqft
$-- HOA
What's special
New windowsUpgraded electricalModernized plumbingNew roofs
- 12 hours |
- 104 |
- 0 |
Zillow last checked: 7 hours ago
Listing updated: 17 hours ago
Listed by:
Jamie Smigel jamiesmigel.ct@gmail.com,
Carl Guild & Associates 860-474-3500
Source: Smart MLS,MLS#: 24163304
Tour with a local agent
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
Price history
| Date | Event | Price |
|---|---|---|
| 4/3/2026 | Listed for sale | $1,100,000$213/sqft |
Source: | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$7,329/mo
Principal & interest
$5587
Property taxes
$1742
More affordability tools
Climate risks
Neighborhood: 06457
Nearby schools
GreatSchools rating
- 5/10Macdonough SchoolGrades: K-5Distance: 0.3 mi
- NAKeigwin Middle SchoolGrades: 6Distance: 1.6 mi
- 4/10Middletown High SchoolGrades: 9-12Distance: 1.6 mi
Local experts in 06457
- Connecticut
- Middlesex County
- Middletown
- 06457
- Portland Street






