For Sale

55 Chisholm Street, Oakville, Ontario L6K 3H6

$4,120,000

55 Chisholm Street, Oakville, Ontario L6K 3H6 is For Sale and has a listing price of 4,120,000. The property is located in the Oakville . It's been on the website for 1 Day.

  • Detached
    Property Type
  • 4
    Bedrooms
  • 4
    Bathrooms
  • Parking
  • MLS ID: W12708196
  • Office Name Sotheby's International Realty Canada, Brokerage
Property Description

Set within Oakville’s West Harbour, 55 Chisholm Street is defined by originality and intent. Located steps from Tannery Park and Lake Ontario, this home was conceived as a work of art for those who value architecture, sustainability, and livability in equal measure. Inside, innovation drives the home as much as artistry geothermal heating and cooling, energy-recovery ventilation, and rainwater harvesting provide modern sustainability without sacrificing comfort. Natural plaster walls, custom ironwork, and a sculptural three-dimensional stairwell create moments of discovery at every turn. A dramatic soapstone fireplace anchors the main level, where open living and dining spaces frame views of the landscaped grounds and flow around a Scavolini kitchen with Miele appliances. The second floor offers three bedrooms and two bathrooms, including a primary suite that opens to a private terrace overlooking the property. Above, a treetop lookout provides a quiet, elevated perspective above the neighbourhood canopy, marking an unexpected and compelling architectural moment. The lower level thoughtfully integrates the home’s original stone foundation with contemporary function, housing a den, guest suite, full bath, gym, laundry, and a cedar-lined wine cellar. Outdoors, nine distinct gathering spaces await, designed for both relaxation and entertaining. A cedar sauna and outdoor shower invite quiet unwinding, while a fire pit and full outdoor kitchen create an effortless setting, surrounded by lush landscaping. With access to the lake, trails, and the shops and restaurants of Downtown Oakville 55 Chisholm Street offers a rare balance of privacy and connection. This is a home for those who value craftsmanship over convention, restraint over excess, and design that reveals itself slowly. Every material, surface, and hidden detail reflects a life lived with intention. Singular in vision and execution, it stands apart for the few who recognize extraordinary design when they see it.

Property Details
  • Bedrooms: 4
  • MLS ID: W12708196
  • Bathrooms: 4
  • Price: $4,120,000
  • Lot Depth: 80
  • Transaction Types: For Sale
  • Ref ID: W12708196
  • View: Lake View, Mountain View, Valley View, View Of Water, View (panoramic)
  • Year Built: N/A
  • Approx Sqft: 3000-3500
  • Dir / Cross St: Lakeshore Rd W / Chisholm St
  • Status: Active
  • Tax Year: 2025
  • Approx Age: 100+
  • Property Type: Detached
  • Property Type: All Houses
  • Property Sub Category: Detached
Price History
List Date MLS ID List Price Status End Date Closed Price
01/19/2026 W12708196 $4,120,000 For Sale - -
02/13/2025 W11970902 $4,592,000 Cancelled 07/11/2025 -
04/15/2024 W10444669 $4,990,000 Expired -
04/15/2024 W8233862 $4,990,000 Expired -
Market Temperature
  • Buyer's Market
  • Balanced
  • Seller's Market
Neighborhood Stats
Oakville
  • $1,639,252 Average List Price
    based on 1 year
  • 707 New Listings
    based on 30 days
  • 46 Median Days on Market
    based on 1 year
  • List vs. Selling Price 216.94 % Up
  • Sold (12mo) 1,616
  • Rented (12mo) 2,168

  • 1 Month Change -83.0%
  • 3 Month Change -40.1%
  • 6 Month Change -36.7%
Walkscore
Property Type Distribution
  • All Houses
    59.7%
  • Commercial
    4.56%
  • Condo
    35.7%
  • Land for Sale
    0.03%
  • Parking
    0.01%
Additional Details
  • Heat Type Radiant
  • Heat Source Y
  • Style 2-storey
  • Washroom Type1: 1
  • Garage Type Detached
  • Parking Spaces: 2
  • Exterior Wood
  • Kitchen Y
  • Fireplace Y
  • Parking Y
  • Family Room: 1
  • Washrooms Type 1 # Pcs: 2
  • Washrooms Type 2 # Pcs: 4
  • Washrooms Type 3 # Pcs: 4
  • Washrooms Type 2: 2
  • Washrooms Type 3: 1
  • Taxes: $17,811
  • Last Status New
  • Original Price: $0
  • Sold Price: $0
  • Addl Monthly Fees: $0
  • Possession Remarks: Flexible
  • Listing Entry Date: 19/01/2026 14:29:06
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