$2,499,000Asking Price
100 Chesswood Trail, Hamilton, ON L8N 2Z7
Rural Flamborough, Hamilton
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.
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.
See MoreKey Info
- 2-Storey Detached
- 18-Car Driveway
- 3-Car Attached Garage
- Chesswood Trail & Campbellville Road
- 3500-5000 Approximate Sq Feet
- 16-30 Years Approximate Age
- Full Basement
- 1 Kitchen
- HeatPump
- Central Air
Property
- Lot Size 181.04 x 938.08 Feet
- 5-9.99 Acreage
- Brick/Stone Exterior
- Taxes were $18,000 in 2025
- Possession: Flexible
Details
- Fireplace
- Family Room
- Central Vacuum
- Septic Tank
- Well Water
- MLS #X12799512
- Royal Lepage Real Estate Associates
Extras
Rooms
| Room | Floor | Dimensions | Details | |
|---|---|---|---|---|
| 1 | Kitchen | Main | 8.43' x 29.59' | |
| 2 | Office | Main | 10.93' x 10.99' | |
| 3 | Den | Main | 6.59' x 16.08' | |
 | 2 2-Piece Bathrooms | |||
| 1 5-Piece Bathroom | |||
| 2 4-Piece Bathrooms | |||
| 1 3-Piece Bathroom on Lower | |||
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Who lives here?
Rural Flamborough, Hamilton is a west GTA neighbourhood notable for its executives, business professionals and tradespeople. Residents tend to be older with a significant number of youth aged 15 to 19, adults aged 50 to 64 and seniors aged 65 to 74.
Families
Kids Per Family
1.1
kids per family
in the neighbourhood.
Singles
36%
of residents are
single and loving it.
36% singles
Hamilton (46%)Renters
8%
of residents
are renters.
8% renters
Hamilton (32%)Education
27%
of residents are
university grads.
27% university grads
Hamilton (28%)Income
Average Household Income
$149K
is the average household
income in the neighbourhood.
Professions
Professions
| Trades | 12% |
| Sales | 12% |
| Management | 10% |
| Business | 10% |
| Government | 6% |
Immigrants
15%
of residents were
born outside of Canada.
15% immigrants
Hamilton (25%)Birthplace - All
3.7% from UK
All-time
Birthplace - Recent
0.2% from UK
Recent
Foreign Languages
Foreign Languages
| Dutch | 2% |
| French | 2% |
| German | 1% |
| Portuguese | 1% |
| Italian | 1% |
Religions
Religions
| Christian | 72% |
| Sikh | 1% |
