Skip to main content

171 Smith Street

Middletown, Connecticut 06457

ACTIVE - NEW$369,900
Beds
4
Baths
1
SqFt
1,958
Acres
0.51
Year Built
1958
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.

Call Matt
Pool2-Car Garage1 Fireplace

About This Home

Welcome Home!! Hurry, There's still time to swim in your pool and enjoy the labor day celebrations in your new home! This adorable Cape boasts 4 bedrooms, an Open Layout, Fully Finished Basement, and an Enchanting private, flat fenced yard with a pool, Magnificent Weeping Willow tree, Firepit, and Gazebo. The Main level welcomes a friendly open layout connecting the open kitchen to the living room with cozy wood burning fireplace, Primary bedroom, Full bathroom, and another bedroom which can be used as an office if a 4th is not needed, as well as a laundry area quietly tucked away. Enter the Breezeway with dramatic wood vaulted ceiling, and french doors looking out to the patio and pool, which is currently being used as a Romantic Dining Room. Upstairs you will find two ample sized bedrooms. The Fully Finished basement offers more room for an In-Law possibility complete with kitchen and full bath. The oversized Tandem garage will hold 3 compact cars, or two large trucks and motorcycles, or hobbies. The roof is 5 years old, and the solar panels are owned and convey with the home at no additional cost to save you money on your electric bill. Located in a convenient location for commuting close to 91, route 9, close to shopping, restaurants, golf courses and more. Must Come see!!

Key Facts

City/Town
Middletown
Neighborhood
Westfield
Property / Style
Single Family · Cape Cod
Year Built
1958
Days on Market
0 days
Beds
4
Baths
1 full
Living Area
1,958 sq ft
Lot Size
0.51 acres
Garage / Parking
2 garage
Property Taxes
$5,840 / Annually

Market Snapshot

The Middletown Market

Single Family · trailing 12 months

Median Days on Market

20

36 active listings

Median $ / Sq Ft

$261

36 active listings

Sale-to-List Ratio

102.0%

325 sales

How this home compares

List Price

$369,900

vs $427,000 median

13.4% below median

Price / Sq Ft

$189

vs $261 median

27.6% below median

Days on Market

0 days

vs 20 days median

20 days fresher than median

Based on 36 active and 325 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of August 13, 2026.

Location

171 Smith Street, Middletown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,518

per month

  • Principal & Interest$1,908
  • Property Taxes$487
  • Insurance$123
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Middletown
Neighborhood
Westfield
County
Middlesex

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1958
New Construction
No/Resale
Living Area
1,958 sq ft
Below Grade
816 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
ElectricOilSolar
Cooling
Window Unit
Fireplaces
1
Laundry
Main Level
Laundry Location
BreezwayMudroom
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasher
Basement
FullFully Finished
Interior Features
Open Floor Plan
Additional Rooms
BreezewayMud Room

Exterior & Lot

Lot Size
0.51 acres
Zoning
R-15
Garage / Parking
2 garage spacesAttached GarageTandem
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Public Sewer Connected
Pool
Above Ground Pool
Construction
Vinyl Siding
Color
Grey
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
French DoorsPatio
Lot Description
Fence - WoodFence - PrivacyFence - FullLevel Lot

Listing & Financials

Property Taxes
$5,840 / Annually
Days on Market
0
MLS #
24198560
MLS Status
Active

Similar Properties

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

Listed By

Andrea Hanrahan

(860) 818-0946

SalCal Real Estate Connections

(860) 828-1783

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/13/2026. 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 8/13/2026 at 8:40 AM UTC.