100 Chesswood Trail, Hamilton, ON

$2,300,000
MLS#:X12799512
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8 beds
6 baths
3500-5000 sqft
21.0 parking
Residential Freehold
Sold property - 8 Bed, 6 Bath Home at 100 Chesswood Trail Hamilton ON listed at $2,300,000 (MLS# X12799512) - Main View
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This property was sold on June 1, 2026. Listing is for reference only.
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Added:Feb 18, 2026(212 days ago)
Updated:Jun 1, 2026(109 days ago)
Last Checked:4 minutes ago

Property Highlights

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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

Description

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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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Property Summary

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This detached home located at 100 Chesswood Trail, Hamilton is currently for sale and has been available on SousaSells for 212 days. This property is listed at $2,300,000 with an estimated mortgage of $7,656* per month. It has 8 beds, 6 bathrooms, and is 3500-5000 square feet. 100 Chesswood Trail, Hamilton is in the Rural Flamborough neighborhood.

* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.
Is this a Good Home for Families?

Yes! Featuring 8 bedrooms and 6 bathrooms, this home offers ample space and comfort for growing families in Rural Flamborough, Hamilton.

Highly Recommended for Families
What We Love About This Home
  • •8 spacious bedroom layout offering versatile living space
  • •6 well-appointed bathrooms
  • •3500-5000 sqft of generous functional square footage
Standout Features & Layout
Who Should Buy This Home?

Growing families needing multi-bedroom flexibility and space in Rural Flamborough, Hamilton.

Target Buyer Match

Key Features

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

Additional Details

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StatusSold
Sold DateJune 1, 2026
Sold price information is available to members only
AddedFeb 18, 2026 (212 days ago)
UpdatedJun 1, 2026 (109 days ago)
Last Checked4 minutes ago
Transaction TypeFor Sale
List Office NameRoyal Lepage Real Estate Associates

Property Details

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Property Sub-TypeDetached
Architectural Style2-Storey
ConstructionBrick, Stone
BasementFull, Finished with Walk-Out
Lot Size181.04 × 938.08 Feet
CountyHamilton
Annual Tax$18,337.5
Rental ItemsHot Water Heater
Legal DescriptionPLAN 62M1090 LOT 9

Parking & Garage

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Parking Total21.0
Parking Space18
Garage TypeAttached

Heating & Cooling

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Heat SourceGround Source
Heat TypeHeat Pump
CoolingCentral Air

Features

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Property Features

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

Interior Features

  • Auto Garage Door Remote
  • Central Vacuum
  • Water Heater
  • Water Softener

Security Features

None listed

Community Features

None listed

Property History

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No historical data available for this property.

This could be the first listing for this address.

Hamilton Homeowner & Seller AdvisoryVerified Sold Comp

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This property at 100 Chesswood Trail, Hamilton, ON has closed. If you own a home on this street or nearby in Hamilton, recent market trends and verified sold prices directly determine your home equity.

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Frequently Asked Questions about 100 Chesswood Trail, Hamilton, ON

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Q.What is the asking price for 100 Chesswood Trail, Hamilton, ON ?

The current listing price for 100 Chesswood Trail, Hamilton, ON in Rural Flamborough, Hamilton is $2,300,000.

Q.How many bedrooms and bathrooms does this property have?

This property features 8 bedrooms and 6 bathrooms across approximately 3500-5000 sqft.

Q.What property type and architectural style is 100 Chesswood Trail, Hamilton, ON ?

100 Chesswood Trail, Hamilton, ON is a Detached (2-Storey) featuring a Full, Finished with Walk-Out basement.

Q.What key property features does 100 Chesswood Trail, Hamilton, ON offer?

Key property features include: Cul de Sac/Dead End, Golf, Greenbelt/Conservation, School, Place Of Worship, Park.

Q.What interior features are included in this home?

Interior highlights include: Auto Garage Door Remote, Central Vacuum, Water Heater, Water Softener.

Q.Is parking available at this property?

Yes, this property offers parking space for 21.0 vehicles (Attached).

Q.What heating and cooling systems are installed?

Heating is provided via Ground Source and cooling via Central Air.

Location

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100 Chesswood Trail, Hamilton, ON
Neighborhood Safety Index

Neighborhood Safety & Crime Analytics

Rural Flamborough, Hamilton

SAFETY RATING9.0 / 10
Low Incident Area
Total Annual Incidents61 incidents / yr
Average Per Month5.1 incidents / mo
Population BenchmarkArea Average residents
Personal Safety
Very Low

23 assaults (45.0/100k)

Property Security
Low

11 B&E (40.0/100k)

Auto Theft Risk
Low Risk

15 thefts (45.0/100k)

1-Year Trend
â–¼ 5%

Improving vs previous year

How Per-Capita Rate (Per 100,000 Residents) Is Calculated:

Formula: (Annual Occurrences / Population) × 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.

Source: Halton Regional Police Service (HRPS) Open Data
Halton & GTA Police Network

Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.

Pricing & Value Insights

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

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Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

Market Trend
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Rural Flamborough, Hamilton Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Rural Flamborough, Hamilton.

Verified Local Data
City Population6,202,225
City Median Age39.6 Yrs
City Ownership65% Owners
Avg Area List Price$2,055,915

People & Families

Age Distribution

Household Composition

One-person households
25%
Families with children
50%
Couples without children
24%
Other households
0%

Top Ethnic Origins

Chinese11%
English9%
Indian9%
Irish8%

Best Schools in Rural Flamborough, Hamilton

Elementary Schools

Corpus Christi
Public25 Alderson Drive, Kennedy East, Hamilton, Ontario, L9B 1G3
10.0
Norwood Park
PublicBalfour, Hamilton, Ontario
8.4
Pope John Paul II
Public
8.0
Our Lady of Lourdes
Public420 Mohawk Road East, Thorner, Hamilton, Ontario, L8V 2H7
7.3
Sacred Heart
Public5 Hamilton Avenue, Eastmount, Hamilton, Ontario, L8V 2S3
7.2

Secondary Schools

Westmount
Public39 Montcalm Drive, Rolston, Hamilton, Ontario, L9C 4B1
7.3
St. Mary’s
Catholic146 Park Street North, Central, Hamilton, Ontario, L8R 2N2
7.2
Georges-P-Vanier
Public100 Macklin Street North, Westdale North, Hamilton, Ontario, L8S 3S1
7.1

Rural Flamborough, Hamilton Demographic Home information

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied65%
Rented35%

Need more details or a custom CMA?

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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.

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