163 Pearl Street
Middletown, Connecticut 06457
- 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 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
- 27 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
- $8,512 / 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
$420,000
vs $419,500 median
In line with median
Price / Sq Ft
$141
vs $152 median
7.2% below median
Days on Market
27 days
vs 38 days median
11 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
163 Pearl Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,141
- Property Taxes$709
- Insurance$140
- 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
- $8,512 / Annually
- Days on Market
- 27
- MLS #
- 24188066
- 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 6:10 AM UTC.