325 South Main Street
Wallingford, Connecticut 06492
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 2,069
- Acres
- 0.20
- Year Built
- 1915
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Step into the timeless charm of this beautiful 1915 Foursquare, also known as a Prairie Box, located on historic South Main Street in the heart of Wallingford. This spacious three-story stucco home offers 4 bedrooms, 1.5 bathrooms, and the perfect blend of original character and everyday functionality. A welcoming front porch leads into the impressive foyer, where a beautiful split staircase creates a stunning first impression. The main level features a spacious living room with a classic brick fireplace that opens seamlessly to the dining room, both showcasing beautiful hardwood floors. A sun-filled sunroom provides the perfect place to relax, while the kitchen offers a functional layout with convenient access to the backyard, half bath, and second floor. Upstairs, you'll find four generously sized bedrooms, a full bathroom, and a walk-up finished attic, perfect for a home office, playroom, guest space, or hobby room. An additional unfinished attic space and a full basement provide plenty of storage. Outside, enjoy your own private backyard retreat featuring an in-ground pool, pool shed, mature gardens, and fruit trees, creating a peaceful setting for relaxing or entertaining. Located just steps from downtown Wallingford, you'll love being close to restaurants, coffee shops, parks, the library, and Choate Rosemary Hall. Commuters will appreciate easy access to Interstate 91 and the Merritt Parkway.
Key Facts
- City/Town
- Wallingford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Other
- Year Built
- 1915
- Days on Market
- 34 days
- Beds
- 4
- Baths
- 1 full · 1 half
- Living Area
- 2,069 sq ft
- Lot Size
- 0.20 acres
- Property Taxes
- $7,538 / Annually
Market Snapshot
The Wallingford Market
Single Family · trailing 12 months
Active Listings
18
49 under contract
Median List Price
$497,000
18 active listings
Median Closed Price
$450,000
266 sales
Median Days on Market
14
18 active listings
Median $ / Sq Ft
$282
18 active listings
Sale-to-List Ratio
103.3%
266 sales
How this home compares
List Price
$519,000
vs $497,000 median
In line with median
Price / Sq Ft
$251
vs $282 median
11.0% below median
Days on Market
34 days
vs 14 days median
20 days longer than median
Based on 18 active and 266 closed sales (trailing 12 mo) of single family in Wallingford. Source: SmartMLS · As of July 28, 2026.
Location
325 South Main Street, Wallingford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,646
- Property Taxes$628
- Insurance$173
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Wallingford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial,Other
- Year Built
- 1915
- New Construction
- No/Resale
- Living Area
- 2,069 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Lyman Hall
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling Fans
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.20 acres
- Zoning
- R11
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Pool
- Safety FenceIn Ground Pool
- Construction
- Stucco
- Color
- Yellow
- Roof
- Shingle
- Foundation
- Concrete
- Exterior Features
- ShedFruit TreesPorch
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,538 / Annually
- Days on Market
- 34
- MLS #
- 24186499
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Megan Foggitt
Margaret Bennett Realty
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 6:50 AM UTC.