$5,580,000
2 days on market
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Transitional Elegance in the Heart of Olde Oakville. A rare property on one of the community's most coveted streets. Experience refined living in this exceptional residence- set on a triple lot over 1/2 acres with an impressive 154.73 ft frontage, curated for those who value privacy, design and indoor-outdoor living at its finest. Beautifully reimagined in 2024, the main level showcases a sophisticated blend of transitional elegance and casual upscale comfort, perfect for both everyday living and effortless entertaining. A Main Floor Redesigned for Modern Luxury. Step inside to wide-plank oak hardwood floors, luxurious finishes, and stunning sightlines to the property's park-like grounds. The brand-new designer kitchen is a true showpiece, featuring: Main kitchen+ second "messy kitchen" for concealed prep, storage, and small appliances. Silk granite farmhouse sink with brushed gold gooseneck faucet and gold hardware accents throughout- Oversized picture window overlooking the gardens. Square island with integrated fridge/freezer drawers. Quartz countertops & full-height backsplash in both kitchens. Built-in wine/beverage station. Dedicated coffee bar. A walk-out from the dining room and a large picture window open to views of the serene screened-in sun porch, creating a seamless flow for indoor-outdoor enjoyment. The magnificent great room features dramatic cathedral ceilings, a stone wood-burning fireplace (forced-air assist) with aged beam mantel, and wiring/rough-ins for a full theatre- quality sound system. A second walk-out continues to the sun porch- offering year-round enjoyment framed by nature. Flexible living spaces: Third floor loft/suite ideal for guests, teens, studio or office.4+1 bedrooms, 4 bathrooms, and over 5200 sq ft of total finished living space. Finished basement with heated floors in media room (or current gym). Dust-free heat system with individually controlled room zones. **Remarks continued in Attachments
317 Gloucester Avenue
Closest publicly funded schools within 5 km, ranked by EQAO standardized test scores
Top 25% of Ontario elementary schools
R = Reading · W = Writing · M = Math · arrows show 3-year change
Top 50% of Ontario elementary schools
R = Reading · W = Writing · M = Math · arrows show 3-year change
R = Reading · W = Writing · M = Math · arrows show 3-year change
Top 25% of Ontario secondary schools
Arrows show 3-year change
EQAO score is the average of available reading, writing & math results, 0–100 · Source: Ontario Ministry of Education
Listing provided by RE/MAX Aboutowne Realty Corp., Brokerage
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Data last updated: April 23, 2026 at 12:07 a.m.
Top 25% of Ontario secondary schools
Arrows show 3-year change
Top 50% of Ontario secondary schools
Arrows show 3-year change