100 Chesswood Trail, Hamilton, ON

$2,300,000
MLS#:X12799512
8 beds
6 baths
3500-5000 sqft
21.0 parking
Residential Freehold
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Description

Property Highlights

Welcome to this remarkable ["2-Storey"] detached located in the coveted neighborhood of Rural Flamborough. Expertly crafted featuring premium brick and stone construction, this residence presents an exceptional opportunity offered at $2,300,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 8 Bedrooms and 6 Bathrooms
  • Generous living space spanning 3500-5000 sqft on a premium 181.04 x 938.08 ft lot
  • Features a ["full", "finished with walk-out"] basement, adding superb versatility for recreation, a home gym, or extra storage
  • 21.0 total parking spaces available with a convenient attached configuration
  • Notable attributes: Auto Garage Door Remote, Central Vacuum, Water Heater
  • equipped with ["central air"] central cooling and highly efficient heat pump heating via ground source

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.

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Key Features

Bedrooms
8
Bathrooms
6
Kitchens
1
Living Area
3500-5000 sqft
Property Type
Residential Freehold

Additional Details

StatusSold
Sold DateJune 1, 2026
Sold price information is available to members only
Listed Date2/18/2026
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
ConstructionBrick, Stone
Lot Size181.04 × 938.08 Feet
CountyHamilton
Annual Tax$18,337.5
Legal DescriptionPLAN 62M1090 LOT 9

Parking & Garage

Parking Spaces21.0
Garage Spaces18
Garage TypeAttached

Heating & Cooling

Heat SourceGround Source
Heat TypeHeat Pump
Cooling["Central Air"]

Features

Property Features

Cul de Sac/Dead End, Golf, Greenbelt/Conservation, School, Place Of Worship, Park

Community Features

Location

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100 Chesswood Trail, Hamilton, ON

City & Neighborhood Guide

Comprehensive neighborhood overview, demographics, and school rankings for Rural Flamborough, Hamilton.

Verified Local Data
Population785,184
Median Age41.6 Yrs
Ownership69% Owners
Avg Area List Price$1,457,694

People & Families

Age Distribution

Household Composition

One-person households
27%
Families with children
45%
Couples without children
27%
Other households
1%

Top Ethnic Origins

English21%
Scottish17%
Irish16%
Canadian13%

Local Schools Guide

Elementary Schools

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Secondary Schools

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Homes & Housing

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied69%
Rented31%

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Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 100 Chesswood Trail, Hamilton, ON L8N 2Z7

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Financial Audit

Estimated Costs

Loan Amount$1,840,000
Monthly Mortgage$10,691
Property Tax (Est.)$1,528
Utilities & Maint.$350
Total Monthly Cost$12,569

Nearby School Rankings

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Within 2km radiusFraser Institute Ratings

Nearby Listings

Distance:

No current listings found in Hamilton.

Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.