285 South Main Street
Seymour, Connecticut 06483
- Beds
- 4
- Baths
- 2
- SqFt
- 2,310
- Acres
- 0.36
- Year Built
- 1914
- 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
Opportunity awaits at 285 S Main Street in Seymour. This 4-bedroom, 2-bath Colonial offers excellent potential for renovation. Features include a detached garage with additional storage, two storage sheds, and fully paid-off solar panels. The property requires substantial updating and is being sold in its current condition. Buyers are responsible for verifying all information and the property's condition. Bring your ideas and transform this home into something special. Please excuse the current appearance. Tenants are looking for a placed to move.
Key Facts
- City/Town
- Seymour
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1914
- Days on Market
- 27 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,310 sq ft
- Lot Size
- 0.36 acres
- Garage / Parking
- 1 garage · 8 total
- Property Taxes
- $5,852 / Annually
Market Snapshot
The Seymour Market
Single Family · trailing 12 months
Active Listings
19
23 under contract
Median List Price
$499,000
19 active listings
Median Closed Price
$429,000
128 sales
Median Days on Market
24
19 active listings
Median $ / Sq Ft
$231
19 active listings
Sale-to-List Ratio
100.2%
128 sales
How this home compares
List Price
$325,000
vs $499,000 median
34.9% below median
Price / Sq Ft
$141
vs $231 median
39.0% below median
Days on Market
27 days
vs 24 days median
3 days longer than median
Based on 19 active and 128 closed sales (trailing 12 mo) of single family in Seymour. Source: SmartMLS · As of July 28, 2026.
Location
285 South Main Street, Seymour, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,657
- Property Taxes$488
- Insurance$108
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Seymour
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1914
- New Construction
- No/Resale
- Living Area
- 2,310 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Seymour
Interior
- Heating
- Hot Water
- Heat Fuel
- OilSolarOther
- Cooling
- None
- Fireplaces
- 1
- Appliances
- Electric RangeRange HoodRefrigerator
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.36 acres
- Zoning
- R-18
- Garage / Parking
- 1 garage space8 total parking spacesDetached GarageDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $5,852 / Annually
- Days on Market
- 27
- MLS #
- 24188227
- MLS Status
- Under Contract
Similar Properties
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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 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 5:20 AM UTC.