100 CHESSWOOD TRAIL

Hamilton, , L8N2Z7, Canada

$2,300,000

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.

EXTRAS: Washer, Water softener, Central Vacuum, Dishwasher, Stove, Dryer, Garage door opener remote(s), Water Heater

Virtual Tour: https://listings.northernsprucemedia.com/sites/100-chesswood-trail-hamilton-on-l8n-2z7-22247561/branded

Last updated on : Wednesday 11th of March 2026 02:20:36 PM

ADDRESS

Street : 100 CHESSWOOD TRAIL

City : Hamilton

Country : Canada

Postal Code : L8N2Z7

Open in Google Map

PROPERTY SUMMARY

Property ID : X12799512

Building Type : House

Property Type : Single Family

Bedrooms : 6 + 2

Bathrooms : 6 + 2

Parking : 21

Parking Type: Attached Garage, Garage

Similar Properties

Single Family

24 BENHURST CRESCENT

Brampton (Northwest Brampton), Ontario, L7A5A2

$999,999

Beds: 6Baths: 4

property Type: Row / Townhouse

type: Sale

MANVEER SINGH DHINDSA
5 hours ago

DETAILS

Single Family

21 WILLIAMSBURG LANE

Vaughan (East Woodbridge), Ontario, L4L5C8

$1,450,000

Beds: 6Baths: 4

property Type: House

type: Sale

MARY B PADULA
2 hours ago

DETAILS

Single Family

109 VANTAGE LOOP

Newmarket (Woodland Hill), Ontario, L3X0K8

$1,188,000

Beds: 6Baths: 4

property Type: House

type: Sale

SANDY LIU
7 hours ago

DETAILS

Single Family

446 WOODSWORTH TERRACE

Woodstock (Woodstock - North), Ontario, N4T0M9

$1,449,991

Beds: 6Baths: 6

property Type: House

type: Sale

KAVI SHARMA
1 hour ago

DETAILS

Single Family

291 NEWTON DRIVE

Toronto (Newtonbrook East), Ontario, M2M2P5

$1,598,000

Beds: 6Baths: 5

property Type: House

type: Sale

BELLA LEE
2 weeks ago

DETAILS

Inquire about this property