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1551 Warland Road, Oakville

$3,898,000
ActiveFor Sale4 Beds · 5 Baths · Oakville, ON L6L 1N4

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55 Chisholm Street, Oakville

$3,850,000

55 Chisholm Street

55 Chisholm Street, Oakville

Midtown Village, Oakville, ON

For Sale

Monthly est.

$20,656/mo

4 beds
4 baths
3000-3500 sqft

It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55 Chisholm Street is a study in modern heritage, where a century-old stone foundation anchors a home defined by thoughtful design and sustainable innovation. Superior craftsmanship and comfortable, functional spaces create a residence that is both considered and effortlessly livable. Every detail reflects a singular vision. The architecture bridges past and present with quiet confidence, pairing natural plaster walls and custom ironwork with a sculptural three-dimensional stairwell and a professional Valcucine kitchen outfitted with integrated Miele appliances. A striking soapstone fireplace grounds the main living area, while open-concept spaces extend toward landscaped gardens, creating a seamless connection between indoors and out. Its intelligence is expressed through restraint. Geothermal heating, energy-recovery ventilation, and rainwater harvesting are fully integrated, supporting a high level of performance without compromising design integrity. Upstairs, three well-appointed bedrooms and two bathrooms offer calm and privacy. The primary suite opens to a private terrace, while a treetop lookout captures elevated views across the neighbourhood canopy. The lower level includes a modern gym, cedar-lined wine cellar, and guest suite. Outside, the grounds continue the experience with a cedar sauna, outdoor shower, fire pit, and full outdoor kitchen. Steps from the lake and Downtown Oakville, this is a legacy property reimagined for the next century, offering a rare balance of architectural integrity, modern performance, and quiet, enduring livability.

HouseDetached15 days ago

Listed with Listing contact. Brokerage affiliation not available in this record. Please verify directly before relying on this information.

402 - 253 Church Street, Oakville
HighlightedPrice Reduced

$3,098,000

402 - 253 Church Street

402 - 253 Church Street, Oakville

Lakeshore District, Oakville, ON

For Sale

Monthly est.

$16,621/mo

2 beds
3 baths
2000-2249 sqft

Welcome to The Coventry Penthouse-one of downtown Oakville's most distinguished luxury residences. This architecturally significant suite, designed by acclaimed architect Bill Hicks, offers an unparalleled lifestyle just steps from the lake, waterfront parks, shopping, and dining. Occupying a premier position within this exclusive boutique building, with only two residences sharing the elevator, the penthouse delivers exceptional privacy and sophistication. Expansive living spaces are highlighted by soaring ceilings, a dramatic skylight, custom Downsview kitchen, walk-in pantry, formal dining room, integrated Sonos sound system, and elegant indoor-outdoor living. Two sets of French doors open to a covered terrace featuring a striking two-sided fireplace, while a spectacular private rooftop terrace creates the perfect setting for entertaining and relaxation. The luxurious primary retreat includes terrace access, a spacious walk-in closet, and spa-inspired five-piece ensuite. Complete with a second bedroom, den, 2.5 bathrooms, two premium parking spaces, and a locker, this exceptional residence offers the comfort of a custom home with the ease and convenience of luxury condominium living. A rare opportunity to own a truly unique penthouse in the heart of downtown Oakville. *Some photos may be virtually staged

Condo apartmentCondo apartment16 days ago

Listed with Listing contact. Brokerage affiliation not available in this record. Please verify directly before relying on this information.

36 Anderson Street, Oakville
HighlightedOpen House

$3,998,900

36 Anderson Street

36 Anderson Street, Oakville

Willow Park, Oakville, ON

For Sale

Monthly est.

$21,455/mo

4 beds
4 baths
2000-2500 sqft

Incredible offering in the Harbour district of Old Oakville one block from the lake and harbour and a short stroll to beautiful downtown Oakville. Over 3500SF of luxury living space. Beautiful custom build with open concept floor plan featuring soaring 10' ceilings and filled with light via wall-to wall windows and dramatic skylights. 3-floor elevator. Exceptionally high-end quality construction and attention to detail. Living Room with fireplace open to Kitchen with built-in SubZero & Wolf appliances, quartz counters, Butler's pantry with full height SubZero freezer and exceptional storage. Walk-out to a beautiful fully covered porch 27' x 11' with low maintenance composite decking. Beautiful Primary suite with south-facing lake view from Juliette Balcony, luxury Ensuite with heated floors, dual sinks, soaker tub and glass shower; Walk-in closet with built-in cabinetry. 2 further bedrooms with Juliette balconies with lake views. Main bath with heated floors and glass shower. Second floor Laundry. The ultimate lower level features high ceilings, radiant heated floors throughout, patio door walk-out to covered patio and access to the garden, large open concept Recreation Rm, full second Kitchen with high-end appliances, 4th Bedroom & guest bathroom; Cedar lined sauna with easy access to get outside to the hot tub. Triple Glazed windows throughout. Wired Security System. Irrigation System. The fenced garden features lush landscaping, large patio and gazebo for hot tub. Inside entry from oversized, 2-car garage with 12 ceilings can accommodate a car-lift.

HouseDetached18 days ago

Listed with Listing contact. Brokerage affiliation not available in this record. Please verify directly before relying on this information.

Confirm price, taxes, dimensions, status, and property condition with the listing agent or brokerage before relying on this listing. Listing data disclaimer.

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