$2,499,000

100 Chesswood Trail, Hamilton, ON L8N 2Z7

Rural Flamborough, Hamilton,

| | 18  | 5,000 sq.ft. | Year Built: 16-30 |

Properties with this icon are courtesy of TRREB.

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 Info
MLS®: X12799512
Listing Courtesy of Royal Lepage Real Estate Associates
Total Bedrooms 8
Total Bathrooms 6
Basement 1
Floor Space 3500-5000 sq.ft.
Lot Size 169830 sq.ft.
Style 2-Storey
Last Updated 2026-02-18
Property Type House
Listed Price $2,499,000
Unit Pricing $500/sq.ft.
Tax Estimate $18,000/Year
Year Built 16-30
Rooms
More Details
Exterior Finish Brick, Stone
Parking Cover 3
Parking Total 18
Water Supply Well
Foundation Septic
Summary
    Location and General Information
  • HoldoverDays: 60
  • Architectural Style: 2-Storey
  • Property Type: Residential Freehold
  • Property Sub Type: Detached
  • DirectionFaces: South
  • GarageType: Attached
  • Directions: Chesswood Trail & Campbellville Road
  • Taxes and HOA Information
  • Tax Year: 2025
  • Parking
  • Parking Features: Private Double
  • ParkingSpaces: 18
  • Parking Total: 21
Interior and Exterior Features
    Bathrooms Information
  • WashroomsType1: 2
  • WashroomsType2: 1
  • WashroomsType2Level: Second
  • WashroomsType3: 2
  • WashroomsType3Level: Second
  • WashroomsType4: 1
  • WashroomsType4Level: Lower
  • Bedrooms Information
  • BedroomsAboveGrade: 6
  • BedroomsBelowGrade: 2
  • Interior Features
  • Interior Features: Auto Garage Door Remote, Central Vacuum, Water Heater, Water Softener
  • Basement: Full, Finished with Walk-Out
  • Cooling: Central Air
  • HeatSource: Ground Source
  • HeatType: Heat Pump
  • Exterior Features
  • ConstructionMaterials: Brick, Stone
  • Exterior Features: Landscaped, Privacy, Patio, Porch
  • Roof: Asphalt Shingle
  • Pool Features: None
Property
    Utilities
  • Sewer: Septic
  • Property and Assessments
  • Foundation Details: Unknown
  • Lot Information
  • Parcel Number: 175260228
  • LotSizeUnits: Feet
  • LotDepth: 938.08
  • LotWidth: 181.04
  • Others
  • PropertyFeatures: Cul de Sac/Dead End, Golf, Greenbelt/Conservation, School, Place Of Worship, Park
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