$3,299,000 - 499 Rebecca Street, Oakville
Detached for Sale in Oakville
New — Listed 3 days ago- MLS Number
- W12947092
- Property Type
- Detached
- Status
- active
- Days on Site
- 3
- Bedrooms
- 5
- Bathrooms
- 6
- Square Feet
- 3,000 - 3,499 sqft
- Neighbourhood
- Oakville
- Listing Brokerage
- THE CANADIAN HOME REALTY INC.
Prepare to redefine your expectations of luxury living in Oakville.This detached home on a premium lot presents a level of design, craftsmanship, and contemporary elegance rarely available on the market. Thoughtfully custom built in 2025, offering over 5,000 sq.ft. of refined living space, the home features a striking stone & stucco exterior, sleek aluminum windows, modern metal/flat roofing, and a grand fluted double-door entry that sets the tone for what lies within. With 10-ft ceilings, engineered white oak flooring, curated designer lighting, LED-lit mono-stringer stairs, limewashed feature walls, and expansive windows, every detail reflects warmth and intentional design. The chef-inspired kitchen boasts natural marble countertops, Sub-Zero & Wolf appliances, dual-tone cabinetry, a dedicated coffee/pantry room, and a dramatic waterfall island-ideal for both entertaining and everyday indulgence. The family room's sculpted stone fireplace, built-in speakers, and full aluminum bifold doors create a seamless indoor-outdoor experience. Adjacent to the dining area, a stunning glass-enclosed wine cellar with an aluminum frame stands as a true architectural centerpiece, elevating every gathering. Upstairs, the second level continues with 10-ft ceilings and four generously sized bedrooms, each complete with its own ensuite. The primary retreat impresses with a double-door entry, his-and-her walk-in closets with LED-lit custom cabinetry, and a spa-like ensuite featuring marble finishes, a rain shower, porcelain slab walls, a heated towel rack, and a freestanding tub. The fully finished lower level with 9-ft ceilings enhances lifestyle living, offering a sauna, home theatre, fitness room, marble-clad wine bar, guest bedroom, luxury bath, and large above-grade windows. Ideally located minutes from Appleby College, St. Thomas Aquinas, W.H. Morden School, scenic trails, and boutique shopping, this home delivers an extraordinary blend of location, design, and elevated luxury.
Estimate your monthly payments for this property
Estimated Payment
$14,592.59/mo
5-yr fixed avg.
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.
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
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.
499 Rebecca Street, Oakville
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Monthly Cash Flow Breakdown
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's Thoughts
Honest perspective from 25+ years of GTA real estate experience
Fair Market Value
At $1100/sqft, this property is priced in line with current Oakville market conditions. The pricing suggests the seller has done their homework. We may have modest room for negotiation, typically 2-4% in today's market.
Just Listed - Act Strategically
This property hit the market within the last week. In Oakville's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
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.
Larger Home Realities
At 3,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Oakville.
Bathroom Count Matters
With 6 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.