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$2,300,000
39 Days On Site

100 CHESSWOOD TRAIL
Hamilton, ON L8N2Z7

For Sale|Single Family Residence|Active
8
Beds
6
Total Baths
2
Partial Baths
35,005,000
SqFt

/SqFt
Subdivision:
Rural Flamborough

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100 CHESSWOOD TRAIL100 CHESSWOOD TRAIL100 CHESSWOOD TRAIL100 CHESSWOOD TRAIL
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Mortgage Calculator

Monthly Payment (Est.)

$10,494
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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:31684)

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Listing Snapshot
Price 
$2,300,000
Days On Site 
39 Days
Bedrooms 
8
Inside Area (SqFt) 
35,005,000 sqft
Total Baths 
6
Full Baths 
N/A
Partial Baths 
2
Lot Size 
N/A
Year Built 
N/A
MLS® Number 
X12799512
Status 
Active
Property Tax 
N/A
Maintenance Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
3 weeks agoPrice changed to $2,300,000
a month agoListing first seen on site
General Features
Attached Garage 
Yes
Garage 
Yes
Levels 
Two
Parking 
Attached
Parking Spaces 
21
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Interior Features
Cooling 
Central Air
Heating 
Heat PumpElectric
Bedroom 1 
Dimensions - 3.28 m X 4.01 mLevel - Second
Bedroom 3 
Dimensions - 3.35 m X 3.89 mLevel - Second
Bedroom 4 
Dimensions - 3.35 m X 3.86 mLevel - Second
Bedroom 5 
Dimensions - 3.38 m X 4.29 mLevel - Second
Bedroom 6 
Dimensions - 3.38 m X 3.51 mLevel - Lower
Bedroom 7 
Dimensions - 4.22 m X 3.56 mLevel - Lower
Bedroom 8 
Dimensions - 3.33 m X 3.99 mLevel - Main
Den 
Dimensions - 2.72 m X 2.97 mLevel - Second
Dining Room 
Dimensions - 3.63 m X 4.57 mLevel - Main
Family Room 
Dimensions - 4.65 m X 3.94 mLevel - Main
Kitchen 
Dimensions - 2.57 m X 9.02 mLevel - Main
Laundry 
Dimensions - 1.83 m X 2.97 mLevel - Second
Living Room 
Dimensions - 3.96 m X 3.86 mLevel - Main
Master Bedroom 
Dimensions - 5.82 m X 5.31 mLevel - Second
Office 
Dimensions - 3.66 m X 2.92 mLevel - Lower
Utility Room 
Dimensions - 1.83 m X 3.84 mLevel - Lower
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Exterior Features
Frontage 
181 ft
Lot Features 
Landscaped

Listing courtesy of: KYRSTEN SHELBY FEERE of Royal Lepage Real Estate Associates

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. These trademarks are owned or controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA (REALTOR®) and/or the quality of services they provide (MLS®).

This REALTOR.ca listing content is owned and licensed by REALTOR® members of The Canadian Real Estate Association.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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