444 Drew Street, Oshawa, ON L1H 5B5
Central, Oshawa · Near Ritson/First · View map
About this home
Attention Investors, First-Time Buyers & Multi-Generational Families! Welcome to 444 Drew Street, a legally registered duplex situated on a generous 50 x 110 ft lot in Central Oshawa. This detached bungalow offers two self-contained units with separate entrances, providing excellent flexibility for investors and end users alike. Featuring a total of 4 bedrooms, 2 bathrooms and ample parking, the property presents an excellent opportunity to generate rental income or live in one unit while renting out the other. With significant value-add potential, buyers can renovate, modernize and maximize the property's income-producing capabilities. Conveniently located near schools, parks, shopping, public transit and Highway 401. Whether you're looking to expand your investment portfolio, enter the market with a mortgage helper or explore the potential of a large urban lot, 444 Drew Street offers exceptional versatility and opportunity. Don't miss your chance to unlock the potential of this legal duplex! Photos have been enhanced using AI.
The home
- Type
- Bungalow
- Style
- Bungalow
- Square footage
- 1100-1500 sq ft
- Bedrooms
- 3
- Basement bedrooms
- 1
- Bathrooms
- 2
- Kitchens
- 2
- Rooms
- 6
- Basement
- Finished, Separate Entrance
- Lot size
- 50 x 110 ft
- Faces
- West
- Approximate age
- 31-50 years
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Exterior
- Brick
Heating & cooling
- Heating fuel
- Gas
- Heating type
- Forced Air
- Air conditioning
- Central Air
- Fireplace
- No
Garage & parking
- Garage
- Attached
- Garage spaces
- 2
- Driveway spaces
- 2
- Total parking
- 4
- Parking features
- Private Double
Taxes & other
- Property taxes
- $4,863/yr
- Tax year
- 2025
- Occupancy
- Vacant
- Possession
- Immediate
- Cross street
- Ritson/First
- Neighbourhood
- Central
More
- Price per sq ft
- ~$442 (at 1,300 sq ft)
- Listed
- Oct 13, 2026 · today
- MLS® number
- E14012710
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No features listed yet.
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
Schools nearby
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Your commute
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Listing history for 444 Drew Street
See what this home and others at the same address were listed for, what they sold for, and how long it took.
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Frequently asked questions about 444 Drew Street
Answers come straight from this home’s MLS® listing.
How much is 444 Drew Street listed for, and what would it cost each month?
444 Drew Street is listed for $574,000. With 20% down ($114,800), the mortgage payment would be roughly $2,315 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $2,721 a month, all in. That figure is an illustration, not a quote.
Is 444 Drew Street freehold or a condo, and is there a monthly fee?
444 Drew Street is a bungalow in Central, Oshawa. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 444 Drew Street have?
444 Drew Street has 3 bedrooms, plus 1 more bedroom in the basement, and 2 bathrooms.
Does 444 Drew Street have a garage and parking?
Yes. The listing shows the garage as attached, with room for 2 cars. The driveway adds 2 spaces. In total the listing counts 4 parking spaces.
Does 444 Drew Street have a finished basement?
The listing describes the basement as finished, separate entrance. It counts 1 bedroom on that level. Finished basement space is usually not counted in the square footage shown. A listing description is not proof of a legal second unit, so confirm zoning and permits with the municipality before counting on rental income.
What style of home is 444 Drew Street?
444 Drew Street is a bungalow. A bungalow has all of its main living space, including the bedrooms, on one floor, usually over a full basement.
How big is 444 Drew Street, and what is the lot size?
The listing puts the home between 1,100 and 1,500 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 50 x 110 ft.
How is 444 Drew Street heated and cooled?
Heating is forced air (gas). Cooling is central air.
What are the property taxes for 444 Drew Street?
Property taxes are $4,863 a year (2025), or about $405 a month.
Where is 444 Drew Street?
444 Drew Street is in the Central community of Oshawa. The nearest main intersection is Ritson/First. The postal code is L1H 5B5.
How long has 444 Drew Street been on the market?
444 Drew Street was listed on October 13, 2026. It came on the market today. It is an active listing (MLS® E14012710). Listings here update from the board through the day and come down once a home sells.
What are similar bungalows near 444 Drew Street asking?
Similar bungalow-style homes for sale nearby right now include 267 Drew Street at $690,000 (2+1 bed), 137 Banting Avenue at $629,800 (3+1 bed) and 236 Mcnaughton Avenue at $744,900 (3+2 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 444 Drew Street sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 444 Drew Street?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-619-2256.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar bungalows nearby
More bungalow-style homes for sale near Central, picked by style, size and price.
Bungalow$690,000267 Drew Street, Oshawa2+1 bed · 2 bath · CentralCourtesy of: CENTURY 21 HERITAGE GROUP LTD.View home →
Bungalow$629,800137 Banting Avenue, Oshawa3+1 bed · 2 bath · CentralCourtesy of: HOMELIFE NEW WORLD REALTY INC.View home →
Bungalow$744,900236 Mcnaughton Avenue, Oshawa3+2 bed · 2 bath · CentralCourtesy of: SUTTON GROUP-HERITAGE REALTY INC.View home →Courtesy of: CENTURY 21 PROPERTY ZONE REALTY INC.
PropTx MLS® assumes no responsibility for the accuracy of any information shown. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.