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$369,888 -$5,100 (-1.36%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 2,310 Sq. Ft.
  • 1 Car Garage
  • Updated 2 days ago
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Picture Sunday mornings in the family room, holiday dinners in a separate dining room, and a formal living room set aside for quiet moments or entertaining guests. This 2,310-square-foot Colonial in Seymour offers five bedrooms, with tax records reflecting four legal bedrooms, and two full bathrooms - one on each level - giving every part of the day its own space. Step outside to a large, level yard with room for gardening, play space, or simply open air to enjoy, and a detached garage with a separate work area ready for weekend projects or extra storage. The paid-off solar panels are a quiet, lasting benefit for whoever calls this home next. With space to grow into and make your own, 285 S Main Street is ready for its next chapter. FHA and conventional financing options may open the door for a range of qualified buyers. Come walk through and see how it feels. Please note: The kitchen and bathrooms are outdated, offering the next owner an opportunity to update these spaces over time and make them their own.

Full Property Details for 285 S Main St

General

  • Price: $369,888
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24188227
  • Updated: 10/10/2026
  • Added to Site: 103 day(s) ago

Interior

  • Number of Rooms: 9
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Range, Range Hood, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Main
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper
  • Bedroom 4: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Eat In Kitchen: Eat-In Kitchen, Main
  • Dining Room: Dining Room, Main

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 8
  • Parking: Detached Garage, Driveway

Location

  • County: New Haven
  • Driving Directions: Follow your gps

School Information

  • Elementary School: Per Board of Ed
  • High School: Seymour

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Oil, Solar, Other
  • Heating Fuel: Oil, Solar, Other
  • Water Heater: No Hot Water

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Aluminum
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,310
  • Above Ground: 2,310 Sq. Ft.
  • Year Built: 1914

Lot Features

  • Lot Size (Acres): 0.36
  • Driveway/Sidewalk: Private, Paved
  • Zoning: R-18
  • Lot Description: Lightly Wooded

Financial Considerations

  • Assessment Amount: $211,120
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1323419

Listed by Voro Ct Llc, Mirna Chinchilla

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Listing agent

— 285 S Main St —

  • Mirna Chinchilla

    Voro Ct Llc

Agent Contact: (203) 744-9879 Office Contact: (877) 943-8676

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 285 S Main St

School District:Seymour School District
NameGradesDistance
Chatfield Lopresti Elementary School
51 Skokorat Street, Seymour, CT 06483
K-51.8 mi
Seymour Middle School
211 Mountain Road, Seymour, CT 06483
6-81.8 mi
Seymour High School
2 Botsford Road, Seymour, CT 06483
9-121.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 285 S Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/10/2026
Price Reduced
$369,888
-1.36%
MLS
9/29/2026
Price Reduced
$374,988
—
MLS
9/24/2026
Price Reduced
$374,999
—
MLS
9/21/2026
Price Increased
$375,000
15.38%
MLS
7/01/2026
Listed
$325,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 285 S Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,852
15%
$211,120
53%
2023
$5,088
2%
$138,110
—
2023
$4,969
1%
$138,110
—
2022
$4,915
-5%
$138,110
-7%
2021
$5,161
—
$148,680
4%
2020
$5,153
—
$143,150
—
2019
$5,153
—
$143,150
—
2018
$5,153
—
$143,150
—
2017
$5,153
—
$143,150
—
2016
$5,153
1%
$143,150
-3%
2015
$5,099
2%
$147,420
—
2014
$5,018
2%
$147,420
—
2011
$4,899
—
$147,420
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 285 S Main St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Voro Ct Llc, Mirna Chinchilla

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285 South Main Street, Seymour, CT 06483 (MLS# 24188227) is a Single Family property with 5 bedrooms and 2 full bathrooms. 285 South Main Street is currently listed for $369,888 and was received on July 01, 2026. Want to learn more about 285 South Main Street? Do you have questions about finding other Single Family real estate for sale in Seymour? You can browse all Seymour real estate or contact a Coldwell Banker agent to request more information.

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