171 Smith Street
Middletown, Connecticut 06457
- Beds
- 4
- Baths
- 1
- SqFt
- 1,958
- Acres
- 0.51
- Year Built
- 1958
- Neighborhood
- Westfield
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
36
52 under contract
Median List Price
$427,000
36 active listings
Median Closed Price
$405,000
325 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per 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
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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.