Value
Photos
Map
$599,000
ESTIMATED
3 + 1
BEDROOMS
2
BATHROOMS
E12820698
MLSID

444 Drew Street, Oshawa

Attention investors and renovators! Rare opportunity to own a legal 2-unit property on a large lot in a desirable Oshawa location. This property offers tremendous value-add potential for those looking to renovate and increase rents or optimize layout. Separate units provide excellent income flexibility-live in one and rent the other, or maximize cash flow with two tenancies. The oversized lot adds future development potential (buyer to verify). Ideal BRRRR candidate with strong upside after renovations.
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Sold History

SOLD
23 October 2009
$180,000
SOLD
18 November 2002
$150,000

Summary

Address
444 Drew Street
City
Community
MLSID
E12820698
Property Type
Detached
Property Category
Bedrooms
3 + 1
Bathrooms
2
Rooms
6 + 4
Kitchens
2
Taxes (Annual)
$4,863.07
Tax Year
2025
Published
February 25, 2026
Days on Market
87 Days
Possession Type
60-89 Days
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Details

Bathroom 1
4-Piece Ground Level
Bathroom 2
4-Piece Basement Level
Basement
Finished, Separate Entrance
Interior Features
None
Parking Spaces
2
Parking Total
4
Parking Features
Private Double
Architectural Style
Bungalow
Roof
Asphalt Shingle
Construction Materials
Brick
Lot Width
50 Feet
Lot Depth
110 Feet
Water
Municipal
Heat Source
Gas
Heat Type
Forced Air
New Construction
No
Occupant Type
Partial
Private Entrance
No
Sauna
No
Seasonal Property
No
Hot Tub / Spa
No
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585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa585 Wilson Road, Oshawa
$898,900
-898,900.00 BTC
585 Wilson Road, Oshawa
2 + 3
BEDS
5
BATHS
$898,900
PRICE
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574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa574 Antigua Crescent, Oshawa
$949,900
-949,900.00 BTC
574 Antigua Crescent, Oshawa
4 + 3
BEDS
3
BATHS
$949,900
PRICE
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223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa223 Violet Court, Oshawa
$959,920
-959,920.00 BTC
223 Violet Court, Oshawa
4
BEDS
3
BATHS
$959,920
PRICE
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1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa1842 Esterbrook Drive, Oshawa
$999,000
-999,000.00 BTC
1842 Esterbrook Drive, Oshawa
4
BEDS
3
BATHS
$999,000
PRICE
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976 Andrew Murdoch Street, Oshawa976 Andrew Murdoch Street, Oshawa976 Andrew Murdoch Street, Oshawa976 Andrew Murdoch Street, Oshawa976 Andrew Murdoch Street, Oshawa
$999,000
-999,000.00 BTC
976 Andrew Murdoch Street, Oshawa
4
BEDS
3
BATHS
$999,000
PRICE
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1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa1106 Ridge Valley Drive, Oshawa
$1,049,000
-1,049,000.00 BTC
1106 Ridge Valley Drive, Oshawa
4
BEDS
4
BATHS
$1,049,000
PRICE
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1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa1222 Plymouth Drive, Oshawa
$1,100,000
-1,100,000.00 BTC
1222 Plymouth Drive, Oshawa
4
BEDS
4
BATHS
$1,100,000
PRICE
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1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa1418 Livesey Drive, Oshawa
$1,130,000
-1,130,000.00 BTC
1418 Livesey Drive, Oshawa
4 + 1
BEDS
4
BATHS
$1,130,000
PRICE
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2392 Equestrian Crescent, Oshawa
$1,150,000
-1,150,000.00 BTC
2392 Equestrian Crescent, Oshawa
4 + 3
BEDS
5
BATHS
$1,150,000
PRICE
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2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa2489 Bandsman Crescent, Oshawa
$1,218,000
-1,218,000.00 BTC
2489 Bandsman Crescent, Oshawa
4
BEDS
4
BATHS
$1,218,000
PRICE
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645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa645 Fraser Avenue, Oshawa
$1,225,000
-1,225,000.00 BTC
645 Fraser Avenue, Oshawa
4 + 2
BEDS
7
BATHS
$1,225,000
PRICE
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201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa201 Southlawn Avenue, Oshawa
$1,480,000
-1,480,000.00 BTC
201 Southlawn Avenue, Oshawa
2 + 2
BEDS
2
BATHS
$1,480,000
PRICE
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773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa773 Adelaide Avenue, Oshawa
$1,490,000
-1,490,000.00 BTC
773 Adelaide Avenue, Oshawa
4
BEDS
4
BATHS
$1,490,000
PRICE
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1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa1956 Don White Court, Oshawa
$1,599,000
-1,599,000.00 BTC
1956 Don White Court, Oshawa
4
BEDS
4
BATHS
$1,599,000
PRICE
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23 Steepleview Court, Oshawa23 Steepleview Court, Oshawa23 Steepleview Court, Oshawa23 Steepleview Court, Oshawa23 Steepleview Court, Oshawa
$2,199,000
-2,199,000.00 BTC
23 Steepleview Court, Oshawa
4 + 1
BEDS
4
BATHS
$2,199,000
PRICE
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337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa337 Frontenac Avenue, Oshawa
$899,900
-899,900.00 BTC
337 Frontenac Avenue, Oshawa
5
BEDS
3
BATHS
$899,900
PRICE
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1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa1231 Plymouth Dr. Drive, Oshawa
$999,999
-999,999.00 BTC
1231 Plymouth Dr. Drive, Oshawa
5
BEDS
5
BATHS
$999,999
PRICE
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491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa491 Drew Street, Oshawa
$1,250,000
-1,250,000.00 BTC
491 Drew Street, Oshawa
5
BEDS
4
BATHS
$1,250,000
PRICE
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2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa2325 Bridle Road, Oshawa
$1,349,900
-1,349,900.00 BTC
2325 Bridle Road, Oshawa
5
BEDS
4
BATHS
$1,349,900
PRICE
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690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa690 Bessborough Drive, Oshawa
$2,250,000
-2,250,000.00 BTC
690 Bessborough Drive, Oshawa
5
BEDS
3
BATHS
$2,250,000
PRICE
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154 Rossland Road, Oshawa154 Rossland Road, Oshawa154 Rossland Road, Oshawa154 Rossland Road, Oshawa
$2,399,000
-2,399,000.00 BTC
154 Rossland Road, Oshawa
5
BEDS
5
BATHS
$2,399,000
PRICE
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193 Bloor Street, Oshawa193 Bloor Street, Oshawa193 Bloor Street, Oshawa193 Bloor Street, Oshawa193 Bloor Street, Oshawa193 Bloor Street, Oshawa
$849,000
-849,000.00 BTC
193 Bloor Street, Oshawa
0
BEDS
0
BATHS
$849,000
PRICE
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