RARE opportunity! This unique property features TWO single-family homes on one lot. The main house offers 3 beds, 1 bath, beautiful hardwood floors, and recent updates including a new heating system, new kitchen flooring, and new appliances. The fully renovated back house boasts brand new appliances, windows, flooring, and a modern heating & cooling system. Perfect for multi-generational living, reducing expenses by renting one home and living in the other, or as a cash-flowing investment property. Easy access to Metro North train, Oxford's new & thriving Quarry Walk Plaza, highways, & local restaurants. A must-see for buyers seeking flexibility and value!
Sold for $380,000
$380,000
38 Woodside Avenue, Seymour, CT 06483
3beds
1,358sqft
Single Family Residence
Built in 1955
0.27 Acres Lot
$390,800 Zestimate®
$280/sqft
$2,295 Estimated rent
Home value
$390,800
$348,000 - $438,000
$2,295/mo
Zestimate® history
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$2,737/mo
Est. payment
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List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
The Richard Breglia Team,
Brandon J. Gannon 475-342-3345,
Coldwell Banker Realty 203-622-1100
Bought with:
Brandon J. Gannon, RES.0812181
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24116071
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: Main
Bedroom
- Level: Main
Bedroom
- Level: Main
Bathroom
- Level: Main
Kitchen
- Level: Main
Living room
- Features: Hardwood Floor
- Level: Main
Heating
- Forced Air, Oil
Cooling
- None
Appliances
- Included: Electric Range, Water Heater
- Laundry: Lower Level
Features
- Basement: Full,Garage Access
- Attic: Storage,Walk-up
- Has fireplace: No
Interior area
- Total structure area: 1,358
- Total interior livable area: 1,358 sqft
- Finished area above ground: 1,358
Property
Parking
- Total spaces: 2
- Parking features: Tandem
- Garage spaces: 2
Features
- Patio & porch: Enclosed, Porch
- Exterior features: Rain Gutters, Lighting
Lot
- Size: 0.27 Acres
- Features: Level
Details
- Parcel number: 1323620
- Zoning: R-18
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Other
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1955
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Seymour
Financial & listing details
- Price per square foot: $280/sqft
- Tax assessed value: $252,700
- Annual tax amount: $7,005
- Date on market: 8/1/2025
Price history
| Date | Event | Price |
|---|---|---|
| 10/9/2025 | Listing removed | $2,800$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/1/2025 | Price change | $2,800-3.4%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/18/2025 | Listed for rent | $2,900$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/15/2025 | Sold | $380,000-8.4%$280/sqft |
Source:  Smart MLS #24116071 Report a problem | ||
| 8/1/2025 | Listed for sale | $415,000+69.4%$306/sqft |
Source: Smart MLS #24116071 Report a problem | ||
| 10/27/2020 | Sold | $245,000-2%$180/sqft |
Source: Smart MLS #170331445 Report a problem | ||
| 9/8/2020 | Pending sale | $249,900$184/sqft |
Source: Preston Gray Real Estate #170331445 Report a problem | ||
| 8/28/2020 | Listed for sale | $249,900+56.2%$184/sqft |
Source: Preston Gray Real Estate #170331445 Report a problem | ||
| 5/23/2013 | Sold | $160,000$118/sqft |
Source: Smart MLS #W1070419 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,005 +2.6% | $252,700 +36.4% |
| 2024 | $6,826 +2.4% | $185,290 |
| 2023 | $6,667 +1.1% | $185,290 |
| 2022 | $6,594 +2.5% | $185,290 |
| 2021 | $6,431 0% | $185,290 +12% |
| 2020 | $6,431 +8.8% | $165,480 +0.8% |
| 2019 | $5,912 | $164,220 |
| 2018 | $5,912 | $164,220 |
| 2017 | $5,912 | $164,220 |
| 2016 | $5,912 -1.1% | $164,220 -5% |
| 2015 | $5,978 | $172,830 |
Find assessor info on the county website
Neighborhood: 06483
Nearby homes
- $341,6003 bd2 ba2k sqft34 Woodside Ave, Seymour, CT 06483Off Market
- $427,3005 bd2 ba2.1k sqft46 Woodside Ave, Seymour, CT 06483Off Market
- $385,7001 bd1 ba984 sqft32 Woodside Ave, Seymour, CT 06483Off Market
- $258,5001 bd1 ba800 sqft32 Woodside Ave #2, Seymour, CT 06483Off Market
- $322,8003 bd1 ba969 sqft51 Woodside Ave, Seymour, CT 06483Off Market
- $425,0005 bd2 ba2.5k sqft54 Woodside Ave, Seymour, CT 06483Pending
- $439,6004 bd2 ba2.4k sqft28 Woodside Ave, Seymour, CT 06483Off Market
- $398,8003 bd2 ba1.7k sqft26 Woodside Ave, Seymour, CT 06483Off Market
Nearby schools
GreatSchools rating
- 7/10Chatfield Lopresti Elementary SchoolGrades: K-5Distance: 1.5 mi
- 6/10Seymour Middle SchoolGrades: 6-8Distance: 2 mi
- 5/10Seymour High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Chatfield - LoPresti
- High: Seymour
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- New Haven County
- Seymour
- 06483
- 38 Woodside Avenue
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