13-15 Portland Street
Middletown, Connecticut 06457
- Beds
- 12
- Baths
- 6 | 2
- SqFt
- 9,890
- Acres
- 0.26
- Year Built
- 1900
- Property Type
- Multi-Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user potential for contractors, storage, workshop space, or additional rental income. Projected 8.2% cap at current occupancy, with stabilization potential of approximately 9.4-9.8% upon lease of the 2nd garage. Residential units feature a desirable mix of 1-, 2-, and 3-bedroom layouts with updates completed over time, including newer boilers and water heaters. Off-street parking, minutes to Route 9, downtown Middletown, and walking distance to Wesleyan University. Property conveyed as-is.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors,Units are Side-by-Side
- Year Built
- 1900
- Days on Market
- 109 days
- Beds
- 12
- Baths
- 6 full · 2 half
- Living Area
- 9,890 sq ft
- Lot Size
- 0.26 acres
- Garage / Parking
- 2 garage · 10 total
- Property Taxes
- $14,612 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
9
8 under contract
Median List Price
$419,000
9 active listings
Median Closed Price
$375,000
47 sales
Median Days on Market
80
9 active listings
Median $ / Sq Ft
$158
9 active listings
Sale-to-List Ratio
102.8%
47 sales
How this home compares
List Price
$1.30M
vs $419,000 median
3.1× the median
Price / Sq Ft
$131
vs $158 median
17.1% below median
Days on Market
109 days
vs 80 days median
29 days longer than median
Based on 9 active and 47 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of September 14, 2026.
Location
13-15 Portland Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$6,752
- Property Taxes$1,218
- Insurance$433
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middletown
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Multi-Family
- Subtype
- Other
- Style
- Units on different Floors,Units are Side-by-Side
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 9,890 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Gas on Gas
- Cooling
- Window Unit
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.26 acres
- Zoning
- MXI
- Garage / Parking
- 2 garage spaces10 total parking spacesAttached GaragePavedOn Street ParkingOff Street Parking
- Waterfront Details
- Walk to Water
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Wood
- Color
- brown
- Roof
- Asphalt ShingleMetal
- Foundation
- ConcreteStone
- Lot Description
- Water View
Listing & Financials
- Property Taxes
- $14,612 / Annually
- Days on Market
- 109
- MLS #
- 24178851
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/14/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/14/2026 at 6:55 PM UTC.