444 Drew St is a 3-bedroom, 2-bathroom detached home in Oshawa, listed for $574,000. It has 1100-1500 sq ft of living space.
1Welcome to 444 Drew Street, a legally registered duplex situated on a generous 50 x 110 ft lot in Central Oshawa.
2Featuring 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.
3Conveniently located near schools, parks, shopping, public transit and Highway 401.
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.
3 bedrooms, 2 bathrooms, about 1,100 sq ft, works out to roughly $522 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 444 Drew St
Every detail from the listing, in one place.
Type
Detached
Style
Bungalow
Living space
1100-1500 sq ftas stated on the listing
Lot size
50.00 x 110.00 Feet
Parking
4 spacesYes garage
Basement
Finished, Separate Entrance
Features & systems
Parking & garage
Garage
Yes
Parking spaces
4
Interior
Basement
Finished · Separate Entrance
Lot & land
Lot dimensions
50.00 x 110.00 Feet
Lot size (sqft)
0
Listing & possession
Property style
Bungalow
Property class
Detached
444 Drew St Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® E14012710$574,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 444 Drew St Compares to the Oshawa Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
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Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$2,820
/mo
based on the purchase price of $574,000
$114,800 cash
$459,200 financed
$386,767 total interest
Principal54%$459,200
Interest46%$386,767
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Similar homes for sale nearby in Oshawa
Other 2–3 bed homes for sale in Oshawa around $574K.
Average days on market28Homes sold in about 28 days on average.
Sale-to-list ratio99.5%On average, homes sold below asking.
Active listings789Homes for sale here right now.
Median vs prior 90 days−1.7%Compared with Apr 16 – Jul 15, 2026: prices down.
Based on 707 sales from Jul 15 – Oct 13, 2026 (522 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
444 Drew St is listed at $574,000 (MLS® E14012710). Summitly updates the price as soon as the MLS® record changes.
Is $574,000 a good price for 444 Drew St?
Summitly rates it Excellent Deal: the asking price is 10% or more below Zara's estimate, an estimate built from recent sales in Oshawa. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 444 Drew St changed?
No — 444 Drew St is still listed at its original asking price of $574,000.
How many bedrooms and bathrooms does 444 Drew St have?
444 Drew St has 3 bedrooms and 2 bathrooms, with about 1,100–1,500 square feet of living space. It is a detached home in Oshawa.
Is 444 Drew St close to transit?
The nearest rapid-transit station is Oshawa GO Station (Lakeshore East GO), about 3.2 km in a straight line. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.
How much would the monthly mortgage be on 444 Drew St?
About $2,820 a month — principal and interest on $574,000 with 20% down ($114,800), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
How does 444 Drew St compare with other homes in Oshawa?
Its asking price of $574,000 is about 14% below the median sold price in Oshawa over the last 90 days, $667,700, across 707 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 444 Drew St been sold before?
Summitly has no earlier MLS® sale or lease of 444 Drew St on record from the last two years. Older records aren't shown under TRREB rules.
Where is 444 Drew St?
444 Drew St is in Oshawa, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 444 Drew St been on the market?
444 Drew St was listed today (October 13, 2026).
What is the price per square foot of 444 Drew St?
About $383 to $522 per square foot: the asking price of $574,000 over the 1,100–1,500 sq ft the listing gives as its size range.
Does 444 Drew St have parking or a garage?
Yes — the listing gives 4 parking spaces. Garage: Yes.