444 DRUMMOND Road - Photo 1 of 40, Oakville, Ontario
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$3,599,000

444 DRUMMOND Road — Oakville, Ontario

L6J4L4

4Beds
4Baths
4,315Sq Ft
5Parking
1957Built

About This Property

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. (id:63357)

Property Location

Map

Property Details

Property Type
Detached
Bedrooms
4
Bathrooms
4
Half Baths
1
Living Area
4,315 sqft
Above Grade Area
2,632 sqft
Below Grade Area
1,683 sqft
Year Built
1957
Stories
1.5
Status
Active

Location & Neighborhood

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Oakville Market Snapshot

216

Active Listings

$1642K

Median Price

0

Avg Days on Market

Last updated: Apr 24, 2026

Listed by

RE/MAX Escarpment Realty Inc.

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$3,599,000
Oakwyn Realty Ltd.

Oakwyn Realty Ltd.

Search Listings Online Inc.

3195 Oak St, Vancouver, BC V6H 2L2

REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA's By-Laws, Rules, and the REALTOR® Code. The MLS® trademark and the MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. The information contained on this site is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members and assumes no responsibility for its accuracy.

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