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219 Pearl Street

Middletown, Connecticut 06457

COMING SOON - NEW$274,900
Beds
4
Baths
2
SqFt
1,700
Acres
0.11
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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About This Home

Downtown convenience, classic character, and two-family potential come together at 219 Pearl Street! Wesleyan University is just a few blocks away, and Main Street's restaurants, shops, and local favorites are within walking distance! Russell Library, parks, public transportation, and convenient access to Route 9 add to the appeal. Two apartments on separate floors offer flexibility for investors or owner-occupants looking to offset housing costs with rental income. Both kitchens feature quartz countertops, with stainless steel appliances and a stackable washer/dryer in the first-floor unit. Wood flooring and generous windows bring warmth and natural light, while the second-floor screened-in porch offers a place to relax. A HUGE walk-up attic is a standout feature, offering abundant storage and exciting finishing potential for a buyer with the right vision. The sewer line was relined in 2021, a major infrastructure improvement! The paved driveway provides plenty of off-street parking, and the level rear yard adds outdoor space to enjoy. An unfinished basement, public water and sewer, natural gas, and a Navien tankless water heater installed in 2020 round out the features. Whether you're looking to house hack, generate rental income, or explore the home's untapped potential, this downtown two-family deserves a look. Make it yours today, this one won't last!

Key Facts

City/Town
Middletown
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1900
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
1,700 sq ft
Lot Size
0.11 acres
Garage / Parking
4 total
Property Taxes
$5,770 / Annually

Market Snapshot

The Middletown Market

Multi-Family · trailing 12 months

Median Days on Market

72

8 active listings

Median $ / Sq Ft

$141

8 active listings

Sale-to-List Ratio

103.1%

44 sales

How this home compares

List Price

$274,900

vs $459,900 median

40.2% below median

Price / Sq Ft

$162

vs $141 median

14.9% above median

Days on Market

0 days

vs 72 days median

72 days fresher than median

Based on 8 active and 44 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of October 9, 2026.

Location

219 Pearl Street, Middletown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,096

per month

  • Principal & Interest$1,523
  • Property Taxes$481
  • Insurance$92
  • 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
1,700 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
BaseboardHot WaterRadiator
Heat Fuel
Natural GasOil
Cooling
Window Unit
Laundry
Washer/Dryer All Units
Laundry Location
FL1 Stackable / FL2 Washer only
Basement
FullUnfinishedInterior AccessConcrete Floor

Exterior & Lot

Lot Size
0.11 acres
Zoning
RPZ
Garage / Parking
4 total parking spacesDrivewayPavedOff Street ParkingPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Aluminum
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Lightly WoodedLevel Lot

Listing & Financials

Property Taxes
$5,770 / Annually
Days on Market
0
MLS #
24213164
MLS Status
Coming Soon
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Storm Steinberg

(508) 648-8848

Carbutti & Co., Realtors

(203) 269-4910

Co-Listed By

Christopher Farrell

Carbutti & Co., Realtors

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/9/2026. 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 10/9/2026 at 7:25 PM UTC.