163 Pearl Street
Middletown, Connecticut 06457
Reduced from $420,000
- Beds
- 6
- Baths
- 2
- SqFt
- 2,982
- Acres
- 0.09
- 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
Turnkey multifamily for owner occupied or investment opportunity in a desirable Middletown location! This fully remodeled property offers strong income potential with updated units featuring modern kitchens, renovated bathrooms, new flooring, and contemporary finishes throughout. The building has been well maintained and provides an excellent opportunity for investors seeking a low-maintenance asset with immediate cash flow. Conveniently located near downtown Middletown, shopping, restaurants, schools, parks, and major highways, making it attractive to tenants and ensuring long-term rental demand. Whether you're expanding your portfolio or acquiring your first investment property, this move-in-ready multifamily is an opportunity you won't want to miss. Being SOLD AS-IS.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1900
- Days on Market
- 132 days
- Beds
- 6
- Baths
- 2 full
- Living Area
- 2,982 sq ft
- Lot Size
- 0.09 acres
- Garage / Parking
- 1 garage · 3 total
- Property Taxes
- $8,928 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
7
13 under contract
Median List Price
$579,900
7 active listings
Median Closed Price
$377,500
42 sales
Median Days on Market
57
7 active listings
Median $ / Sq Ft
$131
7 active listings
Sale-to-List Ratio
102.9%
42 sales
How this home compares
List Price
$410,000
vs $579,900 median
29.3% below median
Price / Sq Ft
$137
vs $131 median
In line with median
Days on Market
132 days
vs 57 days median
75 days longer than median
Based on 7 active and 42 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of November 10, 2026.
Location
163 Pearl Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,222
- Property Taxes$744
- Insurance$137
- 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
- 2,982 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Radiator
- Heat Fuel
- Gas In Street
- Cooling
- Window Unit
- Laundry
- All Units Have Hook-Ups
- Basement
- FullUnfinishedFull With Hatchway
Exterior & Lot
- Lot Size
- 0.09 acres
- Zoning
- MXR
- Garage / Parking
- 1 garage space3 total parking spacesDetached GaragePavedDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $8,928 / Annually
- Days on Market
- 132
- MLS #
- 24188066
- MLS Status
- Under Contract
Similar Properties
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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 11/10/2026. 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 11/10/2026 at 2:05 AM UTC.