100 Chesswood Trail Hamilton, Ontario L8N 2Z7
$2,499,000
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. (id:61852)
Open House
This property has open houses!
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Property Details
| MLS® Number | X12799512 |
| Property Type | Single Family |
| Community Name | Rural Flamborough |
| AmenitiesNearBy | Golf Nearby, Schools, Place Of Worship, Park |
| EquipmentType | Water Heater |
| Features | Cul-de-sac, Conservation/green Belt |
| ParkingSpaceTotal | 21 |
| RentalEquipmentType | Water Heater |
| Structure | Patio(s), Porch |
Building
| BathroomTotal | 6 |
| BedroomsAboveGround | 6 |
| BedroomsBelowGround | 2 |
| BedroomsTotal | 8 |
| Age | 16 To 30 Years |
| Appliances | Garage Door Opener Remote(s), Central Vacuum, Water Heater, Water Softener, Dishwasher, Dryer, Stove, Washer |
| BasementDevelopment | Finished |
| BasementFeatures | Walk Out |
| BasementType | Full (finished) |
| ConstructionStyleAttachment | Detached |
| CoolingType | Central Air Conditioning |
| ExteriorFinish | Brick, Stone |
| FireplacePresent | Yes |
| FoundationType | Unknown |
| HalfBathTotal | 2 |
| HeatingFuel | Electric, Geo Thermal |
| HeatingType | Heat Pump, Not Known |
| StoriesTotal | 2 |
| SizeInterior | 3500 - 5000 Sqft |
| Type | House |
Parking
| Attached Garage | |
| Garage |
Land
| Acreage | Yes |
| LandAmenities | Golf Nearby, Schools, Place Of Worship, Park |
| LandscapeFeatures | Landscaped |
| Sewer | Septic System |
| SizeDepth | 938 Ft ,1 In |
| SizeFrontage | 181 Ft |
| SizeIrregular | 181 X 938.1 Ft |
| SizeTotalText | 181 X 938.1 Ft|5 - 9.99 Acres |
| ZoningDescription | A2 |
Rooms
| Level | Type | Length | Width | Dimensions |
|---|---|---|---|---|
| Second Level | Bedroom | 3.28 m | 4.01 m | 3.28 m x 4.01 m |
| Second Level | Primary Bedroom | 5.82 m | 5.31 m | 5.82 m x 5.31 m |
| Second Level | Den | 2.72 m | 2.97 m | 2.72 m x 2.97 m |
| Second Level | Laundry Room | 1.83 m | 2.97 m | 1.83 m x 2.97 m |
| Second Level | Bedroom | 3.35 m | 3.89 m | 3.35 m x 3.89 m |
| Second Level | Bedroom | 3.35 m | 3.86 m | 3.35 m x 3.86 m |
| Second Level | Bedroom | 3.38 m | 4.29 m | 3.38 m x 4.29 m |
| Lower Level | Office | 3.33 m | 3.4 m | 3.33 m x 3.4 m |
| Lower Level | Bedroom | 3.38 m | 3.51 m | 3.38 m x 3.51 m |
| Lower Level | Office | 3.66 m | 2.92 m | 3.66 m x 2.92 m |
| Lower Level | Bedroom | 4.22 m | 3.56 m | 4.22 m x 3.56 m |
| Lower Level | Utility Room | 3.71 m | 2.11 m | 3.71 m x 2.11 m |
| Lower Level | Utility Room | 1.83 m | 3.84 m | 1.83 m x 3.84 m |
| Main Level | Living Room | 3.96 m | 3.86 m | 3.96 m x 3.86 m |
| Main Level | Kitchen | 2.57 m | 9.02 m | 2.57 m x 9.02 m |
| Main Level | Dining Room | 3.63 m | 4.57 m | 3.63 m x 4.57 m |
| Main Level | Family Room | 4.65 m | 3.94 m | 4.65 m x 3.94 m |
| Main Level | Bedroom | 3.33 m | 3.99 m | 3.33 m x 3.99 m |
| Main Level | Office | 3.33 m | 3.35 m | 3.33 m x 3.35 m |
| Main Level | Den | 2.01 m | 4.9 m | 2.01 m x 4.9 m |
https://www.realtor.ca/real-estate/29374797/100-chesswood-trail-hamilton-rural-flamborough
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Kyrsten Shelby Feere
Salesperson
1939 Ironoak Way #101
Oakville, Ontario L6H 3V8
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February 19 2026 04:44:49
Toronto Real Estate Board
Royal LePage Real Estate Associates