100 Chesswood Trail, Hamilton, ON

Hamilton, Rural Flamborough Hood
Chesswood Trail & Campbellville Road
6+2 Br | 6 Bath | 3500-5000 Sqft
$2,300,000 For Sale

Property Overview

  • Detached — 2-Storey
  • SqFt: | 3500-5000 Sqft
  • Lot Size: 181.04 x 938.08 Feet
  • Age: 16-30 Years
  • Basement: Full, Finished with Walk-Out
  • Exterior: Brick, Stone
  • Taxes: 18,338 / 2025
  • Zoning: n/a
  • MLS #: X12799512
  • Sewer: Septic
  • Heat Source: Ground Source , Heat Pump

Property Description

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.

Frige, Stove, Dishwasher, Washer/Dryer

Property Details

  • For: For Sale
  • Type: Detached
  • Style: 2-Storey
  • Lot: 181.04 x 938.08 Feet
  • Region: Hamilton
  • Hood: Rural Flamborough
  • Zoning: n/a
  • Lot Irreg: Fronting on: South
  • Fronting On: South

Building Details

  • Age: 16-30 Years
  • Exterior: Brick, Stone
  • Heat: Ground Source , Heat Pump
  • A/C: Central Air
  • Interior Features: Auto Garage Door Remote, Central Vacuum, Water Heater, Water Softener
  • Pool: None
  • Sewer: Septic
  • Garage: Attached
  • Total Parking: 21.00
  • Driveway: Private Double

Property Interior

  • Sqft: 3500-5000 Sqft
  • Bed: 6 +2
  • Bath: 6
  • Kitchen: 1
  • Family Room: No
  • Basement: Full, Finished with Walk-Out
Rooms Details

Living Room

Main Level

3.96 x 3.86

Kitchen

Main Level

2.57 x 9.02

Dining Room

Main Level

3.63 x 4.57

Family Room

Main Level

4.65 x 3.94

Bedroom

Main Level

3.33 x 3.99

Office

Main Level

3.33 x 3.35

Den

Main Level

2.01 x 4.9

Bedroom

Second Level

3.35 x 3.89

Bedroom

Second Level

3.35 x 3.86

Bedroom

Second Level

3.38 x 4.29

Bedroom

Second Level

3.28 x 4.01

Primary Bedroom

Second Level

5.82 x 5.31

5 Pc Ensuite

Den

Second Level

2.72 x 2.97

Laundry

Second Level

1.83 x 2.97

Office

Lower Level

3.33 x 3.4

Semi Ensuite, Walk-In Closet(s)

Bedroom

Lower Level

3.38 x 3.51

Office

Lower Level

3.66 x 2.92

Bedroom

Lower Level

4.22 x 3.56

Utility Room

Lower Level

3.71 x 2.11

Utility Room

Lower Level

1.83 x 3.84

Property Listed by: Royal Lepage Real Estate Associates
Virtual Tour: https://listings.northernsprucemedia.com/sites/rojqyaob/unbranded

Home Valuation Estimate

What is 100 Chesswood Trail, Hamilton, ON worth in today’s Rural Flamborough, Hamilton market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 6-bedroom Detached with 3500-5000 sq. ft. in Rural Flamborough, Hamilton. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 100 Chesswood Trail
  • Neighborhood: Rural Flamborough
  • Zip/Postal Code: L8N 2Z7
  • Nearby Amenities: Cul de Sac/Dead End, Golf, Greenbelt/Conservation, School, Place Of Worship, Park
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About 100 Chesswood Trail, Hamilton, ON L8N 2Z7, Hamilton

Located at 100 Chesswood Trail, Hamilton, ON in Hamilton (Rural Flamborough neighbourhood), near Chesswood Trail & Campbellville Road. This freehold home offers Detached, ["2-Storey"], 6 bedrooms, 6 bathrooms and 3500-5000 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Full, Finished with Walk-Out • 21 parking spots • Garage: Attached • Heating: Ground Source Heat Pump • Cooling: Central Air. Property taxes are approximately $18,338 for 2025. 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 backyar.

FAQs for 100 Chesswood Trail, Hamilton, ON , Rural Flamborough , Hamilton

What are the listing details for 100 Chesswood Trail, Hamilton, ON?
100 Chesswood Trail, Hamilton, ON is a Detached for sale in Hamilton, in the Rural Flamborough neighbourhood, Hamilton. The current list price is $2,300,000. MLS number: X12799512.
How many bedrooms and bathrooms does this home have?
100 Chesswood Trail, Hamilton, ON is listed as a Detached with a ["2-Storey"] style, featuring 6+2 bedroom(s) and 6 bathroom(s). The listed interior size range is 3500-5000 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 181.04 x 938.08 Feet. The basement is listed as: Full, Finished with Walk-Out. Garage type: Attached. Total parking: 21 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Ground Source, Heat Pump. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Brick, Stone.
Where is this property located?
100 Chesswood Trail, Hamilton, ON is located in the Rural Flamborough neighbourhood of Hamilton. The listed cross street is Chesswood Trail & Campbellville Road.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $18,338 / 2025. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.