18 Portland Street
Middletown, Connecticut 06457
- Beds
- 5
- Baths
- 3
- SqFt
- 1,558
- 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
Opportunity awaits at this 2-family residential property in a convenient Middletown location. The existing structure has sustained fire damage and is being offered strictly as-is. Ideal for investors, contractors, or buyers seeking a renovation or redevelopment project. Situated on a level lot with access to public water and public sewer. Close to shopping, dining, parks, and commuter routes. A unique chance to restore, reimagine, or rebuild subject to municipal approvals.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1900
- Days on Market
- 32 days
- Beds
- 5
- Baths
- 3 full
- Living Area
- 1,558 sq ft
- Lot Size
- 0.08 acres
- Garage / Parking
- 1 total
- Property Taxes
- $4,681 / 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
$90,000
vs $419,500 median
78.5% below median
Price / Sq Ft
$58
vs $152 median
61.8% below median
Days on Market
32 days
vs 38 days median
6 days fresher 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
18 Portland Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$459
- Property Taxes$390
- Insurance$30
- 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 are Side-by-Side
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 1,558 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- No Heat
- Cooling
- None
- Basement
- FullUnfinishedDirt Floor
Exterior & Lot
- Lot Size
- 0.08 acres
- Zoning
- MXI
- Garage / Parking
- 1 total parking spaceOtherOn Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water In Street
- Sewer
- Public Sewer In Street
- Construction
- Asbestos
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $4,681 / Annually
- Days on Market
- 32
- MLS #
- 24182301
- MLS Status
- Active
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 5:10 AM UTC.