For Sale

100 Chesswood Trail, Hamilton, Ontario L8N 2Z7

$2,499,000

100 Chesswood Trail, Hamilton, Ontario L8N 2Z7 is For Sale and has a listing price of 2,499,000. The property is located in the Flamborough neighbourhood . It's been on the website for 1 Day.

  • Detached
    Property Type
  • 8
    Bedrooms
  • 6
    Bathrooms
  • Parking
  • MLS ID: X12799512
  • Office Name Royal Lepage Real Estate Associates
Property Description

Welcome to 100 Chesswood Trail, an executive custom built estate home on a quiet cul-de-sac in prestigious Chestnut Grove Estates. Set on over 8 acres with breathtaking countryside views, this spectacular home has it all. Featuring over 6,000 sq ft of finished living space with 6+2 bedrooms, 5.5 bathrooms, this home makes a stunning first impression with a 19-foot, two-story foyer, marble flooring, and grand ‘Scarlett O’Hara’ Staircase. The wide-plank hardwood floors lead to a bright two-storey sitting room with floor-to-ceiling windows and a stone gas fireplace. The kitchen offers granite countertops, stainless steel appliances, and an oversized island, with a breakfast area opening to the backyard deck. The main level also includes a family room, formal dining room, office, versatile bonus room (bedroom or den), and a mudroom with built-ins, including separate exterior access and access to the 3-car garage. Upstairs, five bedrooms enjoy ensuite or shared Jack-and-Jill baths, ensuring privacy and convenience for family or guests. The luxurious primary retreat features a spa-inspired 5-piece ensuite, custom walk-in closet, and private sitting area. The fully finished walk-out basement has a separate entrance, offering excellent in-law suite potential, and includes a kitchen rough-in, large recreation area, media room, two bedrooms, a 3-piece bath, gym or multi-purpose room, and ample storage. Additional highlights include geothermal heating and cooling, pot lights, rounded wall corners, 200 AMP service, professionally landscaped grounds, and patterned concrete walkways. Conveniently located 15/20 minutes to Waterdown, Burlington, Guelph, Cambridge, this home offers quick highway access and is your perfect picturesque city retreat.

Property Details
  • Property Type: All Houses
  • Listing Type: For Sale
  • Listing ID: X12799512
  • Price: $2,499,000
  • Year Built: 0
  • Lot Area: 0 Sqft
  • Lot Depth: 938.08
  • Ref ID: X12799512
  • Approx Sqft: 3500-5000
  • Dir / Cross St: Chesswood Trail & Campbellville Road
  • Status: Active
  • Tax Year: 2025
  • Approx Age: 16-30
  • Property Type: Detached
  • Property Sub Category: Detached
Price History
List Date MLS ID List Price Status End Date Closed Price
02/18/2026 X12799512 $2,499,000 For Sale - -
10/23/2025 X12477629 $2,500,000 Cancelled 02/04/2026 -
10/01/2025 X12436554 $2,999,000 For Sale 10/23/2025 -
05/18/2025 X12156899 $2,999,900 For Sale 10/01/2025 -
01/23/2025 X11937565 $3,599,000 For Sale 05/18/2025 -
05/03/2024 X8302714 $3,795,000 Cancelled 11/27/2024 -
Market Temperature
  • Buyer's Market
  • Balanced
  • Seller's Market
Neighborhood Stats
Flamborough
  • $1,295,745 Average List Price
    based on 1 year
  • 148 New Listings
    based on 30 days
  • 39 Median Days on Market
    based on 1 year
  • List vs. Selling Price 3.9 % Up
  • Sold (12mo) 298
  • Rented (12mo) 128

  • 1 Month Change -37.4%
  • 3 Month Change -21.4%
  • 6 Month Change -40.6%
Walkscore
Property Type Distribution
  • All Houses
    65.19%
  • All Houses/Commercial
    0.01%
  • Commercial
    10.04%
  • Condo
    24.33%
  • Land for Sale
    0.42%
Additional Details
  • Heat Type Heat Pump
  • Heat Source Y
  • Style 2-storey
  • Washroom Type1: 2
  • Central Vac Y
  • Garage Type Attached
  • Parking Spaces: 18
  • Exterior Brick, Stone
  • Kitchen Y
  • Fireplace Y
  • Parking Y
  • Family Room: 1
  • Washrooms Type 1 # Pcs: 2
  • Washrooms Type 2 # Pcs: 5
  • Washrooms Type 3 # Pcs: 4
  • Washrooms Type 4 # Pcs: 3
  • Washrooms Type 2: 1
  • Washrooms Type 3: 2
  • Washrooms Type 4: 1
  • Taxes: $18,000
  • Last Status New
  • Original Price: $0
  • Sold Price: $0
  • Addl Monthly Fees: $0
  • Possession Remarks: Flexible
  • Listing Entry Date: 18/02/2026 21:00:22
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