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444 DRUMMOND Road

444 DRUMMOND Road

Oakville, Ontario

  • 4 bed
  • 4 bath
  • Single Family
$3,599,000

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

46

Walk

30

Transit

46

Bike

Scores by Walk Score®

Location

Street View

Mortgage Calculator

$719,800

Estimated Monthly Payment

$17,681

Land transfer tax

Estimated land transfer tax$76,450

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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