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37-39 Hotchkiss Street

Middletown, Connecticut 06457

PENDING$339,900
Beds
4
Baths
2
SqFt
1,616
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

Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer flooring throughout - all completed within the last five years. Everything is properly split for hassle-free two-family living: separate natural gas heat with two boilers, two electric panels, and two gas meters - no shared utilities, clean books, easy management. The first-floor unit features in-unit laundry, while both units offer a comfortable layout with multiple bedrooms, a full bath, eat-in kitchen, and a covered front porch overlooking the neighborhood. Outside you'll find a private off-street driveway with parking for multiple vehicles, a level yard, mature shade trees, and a metal storage shed for added convenience. Whether you're looking to offset your mortgage with rental income, expand your investment portfolio, or set up a multi-generational living arrangement, 37-39 Hotchkiss delivers strong fundamentals, modern updates, and a prime walkable location near one of Connecticut's premier university towns. Don't miss this one! Agent Owner

Key Facts

City/Town
Middletown
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1900
Days on Market
84 days
Beds
4
Baths
2 full
Living Area
1,616 sq ft
Lot Size
0.11 acres
Garage / Parking
4 total
Property Taxes
$5,525 / Annually

Market Snapshot

The Middletown Market

Multi-Family · trailing 12 months

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

$339,900

vs $419,500 median

19.0% below median

Price / Sq Ft

$210

vs $152 median

38.2% above median

Days on Market

84 days

vs 38 days median

46 days longer 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

37-39 Hotchkiss Street, Middletown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,306

per month

  • Principal & Interest$1,733
  • Property Taxes$460
  • Insurance$113
  • 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
1,616 sq ft

Schools

Elementary
Per Board of Ed
High
Middletown

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
None
Basement
Full

Exterior & Lot

Lot Size
0.11 acres
Zoning
DVD
Garage / Parking
4 total parking spacesOff Street Parking
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Level Lot

Listing & Financials

Property Taxes
$5,525 / Annually
Days on Market
84
MLS #
24172703
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Warren Juall

(203) 631-8040

HOMESELL

(203) 361-3182

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 6:15 AM UTC.