$3,299,000
499 Rebecca Street, Oakville, ON L6K 1K8
7 Beds
6 Baths
6 Parking
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.

Property Summary

Property Type Residential Freehold
Property Sub Type Detached
Transaction Type For Sale
Style 2-Storey
Approximate Age New
Bedrooms Above Grade 4
Bedrooms Below Grade 3
Bathrooms 6
Kitchens 2
Basement Finished, Separate Entrance
Exposure North
Possession Flexible

Building

Building Type Detached
Square Footage 3000-3500
Exterior Stucco (Plaster), Stone
Foundation Poured Concrete
Roof Metal, Flat
Heating Forced Air
Heat Source Gas
Cooling Central Air
Fireplace No

Measurements

Lot Size 60.1 x 123.87
Lot Size Units Feet
Frontage 60.1
Depth 123.87
Total Living Area 3000-3500

Land

Address 499 Rebecca Street, Oakville, ON L6K 1K8
City Oakville
Community 1020 - WO West
County / Area Halton
Cross Street Rebecca Street & Fourth Line
Sewer Sewer
Pool None
Parcel Number 248340157

Parking and Garage

Total Parking 6
Garage Spaces 2
Garage Type Built-In
Parking Features Available

Taxes and Listing Info

List Price $3,299,000
Annual Taxes $4,500
Tax Year 2025
Status Active
Listing Date 2026-04-01T19:23:04Z
Updated 2026-06-01T04:21:28Z
MLS Number W12947092
Local Market Insight

What Buyers Should Know About 499 Rebecca Street, Oakville, ON L6K 1K8

This editorial summary helps buyers look beyond the headline price and review the neighbourhood, transit, schools, rental demand, long-term value, and due-diligence items that often matter before booking a showing or submitting an offer.

Neighbourhood Analysis

499 Rebecca Street, Oakville, ON L6K 1K8 is positioned in 1020 - WO West, a part of Oakville where buyers should compare the street setting, nearby amenities, daily travel routes, and surrounding housing stock. For a 2-Storey, the strongest fit often depends on whether the location supports everyday routine as well as the numbers on paper.

School And Family Considerations

Families reviewing this Detached should confirm school boundaries directly with the local school boards before relying on listing notes. It is also worth checking walkability to parks, childcare, recreation centres, libraries, and community facilities because these details can influence both lifestyle value and future resale demand.

Transit And Access

The location should be assessed around commute patterns, access to Rebecca Street & Fourth Line, public transit options, parking availability, and drive times to employment areas. A property with 6 parking and practical road access can appeal to buyers who need convenience without giving up neighbourhood quality.

Investment Potential

At $3,299,000, buyers should compare recent nearby sales, days on market, condition, lot utility, and the cost of future repairs or upgrades. The property shows 7 bedrooms, 6 bathrooms, basement details marked as Finished, Separate Entrance, and a lot size of 60.1 x 123.87, all of which can affect value.

Rental Demand

If this property is being reviewed as a rental or investment, demand should be measured by bedroom count, transit access, employment access, nearby schools, parking, and the condition of the unit or home. In Oakville, rental appeal usually improves when a property is easy to maintain and simple for tenants to live in.

Local Attractions And Amenities

Buyers should look at grocery access, restaurants, trails, parks, shopping, medical services, and weekend amenities around 1020 - WO West. These features do not always appear in the MLS data, but they can make a major difference in how the home feels after move-in and how future buyers compare it.

Builder, Condition, And Due Diligence

For resale homes, review renovations, permits, roof and mechanical age, exterior condition, inclusions, and rental items. For condo or newer properties, review building history, maintenance fees, reserve fund information, rules, amenities, and future cost exposure. A showing and document review should confirm anything not visible in the listing.

Nearby Infrastructure

Infrastructure matters because transit improvements, road projects, schools, parks, commercial growth, and employment nodes can change how an area performs over time. For 499 Rebecca Street, Oakville, ON L6K 1K8, buyers should check municipal plans, nearby construction, zoning context, and future projects that may affect enjoyment or resale value.

This section is informational only. Buyers should verify schools, measurements, rental rules, taxes, zoning, and property condition with the appropriate professionals before making a decision.

Listing data is provided through PropTx/MLS data services and is deemed reliable but not guaranteed. Listings are subject to change without notice.