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225 Pearl Street

Middletown, Connecticut 06457

ACTIVE$579,900
Beds
6
Baths
3
SqFt
2,991
Acres
0.10
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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3-Car Garage

About This Home

Group showing Sunday, 10/11, 12 noon! Fantastic investment opportunity just minutes from Downtown Middletown! This beautifully maintained three-family property offers a great combination of location, condition, and long-term investment potential. All three units offer two large bedrooms. Each unit also enjoys its own private porch or balcony, giving tenants valuable outdoor space. This property has been well cared for with significant updates throughout, including impeccably updated mechanicals, helping take some of the worry out of owning a multifamily property. A three-car detached garage in the rear adds even more value, along with additional off-street parking. Located on a quiet, desirable street close to Downtown Middletown, the property offers easy access to restaurants, shopping, Wesleyan University, major routes, and everything the downtown area has to offer. Whether you're looking to add a solid three-family to your investment portfolio or live in one unit while collecting rent from the other two, this is the type of multifamily property that is getting harder to find. Great location, private outdoor spaces, garage, strong updates, and three income-producing units all in one property. Don't wait on this one-schedule a showing and see the opportunity for yourself!

Key Facts

City/Town
Middletown
Neighborhood
N/A
Property / Style
Multi-Family · 3updown - Unit(s) per Floor
Year Built
1900
Days on Market
16 days
Beds
6
Baths
3 full
Living Area
2,991 sq ft
Lot Size
0.10 acres
Garage / Parking
3 garage · 5 total
Property Taxes
$7,878 / Annually

Market Snapshot

The Middletown Market

Multi-Family · trailing 12 months

Median Days on Market

39

9 active listings

Median $ / Sq Ft

$151

9 active listings

Sale-to-List Ratio

102.9%

42 sales

How this home compares

List Price

$579,900

vs $549,900 median

5.5% above median

Price / Sq Ft

$194

vs $151 median

28.5% above median

Days on Market

16 days

vs 39 days median

23 days fresher than median

Based on 9 active and 42 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of October 10, 2026.

Location

225 Pearl Street, Middletown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,062

per month

  • Principal & Interest$3,212
  • Property Taxes$657
  • Insurance$193
  • 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
3 Family
Style
3updown - Unit(s) per Floor
Year Built
1900
New Construction
No/Resale
Living Area
2,991 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Wall Unit
Basement
Full

Exterior & Lot

Lot Size
0.10 acres
Zoning
RPZ
Garage / Parking
3 garage spaces5 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivate
Waterfront Details
Not Applicable
Water Source
Public Water ConnectedPublic Water In Street
Sewer
Public Sewer ConnectedPublic Sewer In Street
Flood Zone
No
Construction
Aluminum
Color
White
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
BalconySidewalkLighting
Lot Description
Level Lot

Listing & Financials

Property Taxes
$7,878 / Annually
Days on Market
16
MLS #
24208519
MLS Status
Active

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Listed By

Michelle Lorenzetti

Premier Re Group LLC

(860) 335-0681

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/10/2026. 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 10/10/2026 at 10:35 PM UTC.