19 Portland Street
Middletown, Connecticut 06457
- Beds
- 5
- Baths
- 2
- SqFt
- 1,760
- Acres
- 0.08
- Year Built
- 1900
- Property Type
- 2 Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
* INVESTORS ONLY* FULLY rented, well-maintained and spacious two-family home, perfect for investors. Each unit offers 2-3 bedrooms, a full kitchen, living areas, and separate utilities. Features include updated front and back porch. Private backyard with entertainment and garden space. Full basement for plenty of storage. Updated water heaters for both units and main sewer were replaced less than 2 years. Conveniently located near schools, downtown restaurants and shopping. Close to public transportation. Great income potential! Price reflects needing new roof and minor repairs. Sold in As-Is condition. Agent/Owner
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1900
- Days on Market
- 71 days
- Beds
- 5
- Baths
- 2 full
- Living Area
- 1,760 sq ft
- Lot Size
- 0.08 acres
- Property Taxes
- $5,872 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
10
9 under contract
Median List Price
$419,500
10 active listings
Median Closed Price
$388,000
45 sales
Median Days on Market
38
10 active listings
Median $ / Sq Ft
$152
10 active listings
Sale-to-List Ratio
103.5%
45 sales
How this home compares
List Price
$315,000
vs $419,500 median
24.9% below median
Price / Sq Ft
$179
vs $152 median
17.8% above median
Days on Market
71 days
vs 38 days median
33 days longer than median
Based on 10 active and 45 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of July 28, 2026.
Location
19 Portland Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,606
- Property Taxes$489
- Insurance$105
- 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
- Duplex
- Style
- Units on different Floors
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 1,760 sq ft
Schools
- Elementary
- Macdonough
- High
- Middletown
Interior
- Heating
- BaseboardWall Unit
- Heat Fuel
- ElectricNatural Gas
- Cooling
- Window Unit
- Laundry
- None
- Basement
- FullUnfinishedHatchway AccessInterior AccessConcrete Floor
Exterior & Lot
- Lot Size
- 0.08 acres
- Zoning
- n/a
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Lot Description
- N/A
Listing & Financials
- Property Taxes
- $5,872 / Annually
- Days on Market
- 71
- MLS #
- 24172630
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:01 AM UTC.