444 Drummond Road, Oakville

Price: $3,599,000

4 bedrooms, 4 bathrooms

2,500 - 2,999 sqft

Property Type: Detached

MLS#: W13041350

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. Luxury Certified.

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$3,599,000 - 444 Drummond Road, Oakville

Detached for Sale in Oakville

55 days on market
4Beds
4Baths
2,500 - 2,999Sq Ft
Detached
Property Details
MLS Number
W13041350
Property Type
Detached
Status
active
Days on Site
55
Bedrooms
4
Bathrooms
4
Square Feet
2,500 - 2,999 sqft
Neighbourhood
Oakville
Lot Size
12,766 sqft
Listing Brokerage
RE/MAX Escarpment Realty Inc., Brokerage
Description

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. Luxury Certified.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$15,919.59/mo

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5-yr fixed avg.

Principal: $2,879,200Interest: $1,896,677
Mortgage Amount$2,879,200
Total Interest$1,896,677
Est. Property Tax$2,549/mo
Total Cost$4,775,877

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

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Neighbourhood Guide: Oakville

Discover Oakville

Oakville is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Oakville

  • Convenient location in Oakville
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Oakville Trafalgar High SchoolPublic High School
Iroquois Ridge High SchoolPublic High School
Holy Trinity Catholic Secondary SchoolCatholic High School
Abbey Park High SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Oakville offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

444 Drummond Road, Oakville

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,550/mo
Range: $3,018 - $4,082
Cap Rate (ROI)
0.1%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$3,550
Maintenance Fees-$0
Property Tax (est.)-$2,549
Insurance (est.)-$750
Net Cash Flow+$251

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Premium Pricing

At $1440/sqft, this property is priced above the Oakville average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.

Negotiation Opportunity

At 55 days on site, this property has exceeded the typical selling timeline for Oakville. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.

Detached Home Advantages

Detached homes in Oakville are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.

Family-Friendly Layout

4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Oakville. Good resale value as demand remains consistent.

Bathroom Count Matters

With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.

Oakville Premium

Oakville commands premium prices for good reasons: top-rated schools, waterfront access, charming downtown, and affluent community. Homes here hold value exceptionally well during market corrections. The trade-off is higher property taxes and home prices. If schools and lifestyle are priorities, Oakville delivers.

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    444 Drummond Road, Oakville | $3,599,000 | Battaglia Team