
444 DRUMMOND Road
Oakville, Ontario
- 4 bed
- 4 bath
- Single Family
Welcome to 444 Drummond Road in prime Southeast Oakville. Set on an exceptional 75 x 185 ft private, park-like lot backing onto serene green space, this beautifully renovated home (2012/2013) offers a rare blend of elegance, functionality, and resort-style living. Inside, a bright open-concept layout seamlessly connects the principal living spaces, ideal for everyday living and entertaining. The living room features a gas fireplace and garden views, while the dining area is enhanced by a skylight. The chef’s kitchen is a showpiece with premium Wolf and Sub-Zero appliances, a generous pantry, and picturesque backyard views, with walk-outs from both the kitchen and dining area for effortless indoor-outdoor flow. A standout feature is the main floor principal bedroom suite—a rare and sought-after retreat with a spa-inspired ensuite (skylight), spacious walk-in closet, and cozy sitting area, offering comfort without stairs. A well-designed mudroom and laundry area provide added convenience, with extra storage, overflow fridge, and direct garage access. Upstairs offers two spacious bedrooms, one with a Juliette balcony, a beautifully finished bathroom, and an unfinished area with potential for a fourth bedroom or office. The lower level is ideal for entertaining, featuring a recreation room with gas fireplace, custom wet bar with built-ins, beer tap, freezer, and wine fridge, plus an additional bedroom, full bath, and ample storage. Step outside to your private oasis with a newly built in-ground pool and waterfall, multiple lounging and dining areas, and a tree-lined lot for exceptional privacy. A charming bridge leads to a tucked-away retreat. A truly special home offering luxury, lifestyle, and one of Southeast Oakville’s most desirable settings. Please call Alex Irish for inquiries.
Price History
Schools
Elementary
- E J James Public School0.4 km
Public · Halton DSB · 340 students
Grade 3 reading: 96% met the provincial standard · Grade 6 math: 79% met the provincial standard
- St. Vincent Catholic Elementary School0.7 km
Catholic · Halton CDSB · 135 students
Grade 6 math: 55% met the provincial standard
- Maple Grove Public School1 km
Public · Halton DSB · 480 students
Grade 3 reading: 76% met the provincial standard · Grade 6 math: 77% met the provincial standard
Secondary
- Oakville Trafalgar High School0.7 km
Public · Halton DSB · 1225 students
Grade 10 literacy: 97% met the provincial standard
- École secondaire Gaétan Gervais2.7 km
French public · CS Viamonde · 170 students
Grade 10 literacy: 98% met the provincial standard
- White Oaks Secondary School3.2 km
Public · Halton DSB · 2180 students
Grade 10 literacy: 96% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area L6J
- Population
- 24,420
- Private dwellings
- 8,656
- Median age
- 46.4
- Average household size
- 2.9
- Median household income
- $158,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Single Family in Oakville · last 12 months
- Median sold price
- $1,250,000
- Homes sold
- 2,553
- Median days on market
- 25
- Sale-to-list price
- 96.5%
Based on 2,553 recorded sales of single family properties in Oakville over the last 12 months.
Walk Score
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Location
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Mortgage Calculator
$719,800
Estimated Monthly Payment
$17,681
Land transfer tax
Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $17,681/mo (20% down, 5.5%)
Taxes: $0/mo · Insurance: $900/mo
Estimates only. Consult a financial advisor.
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