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Open House: Sun - May 3 6:00 - 8:00 PM
43
$2,300,000

CindySEZ

$2,410,730

CindySEZ

$2,410,730

100 Chesswood Trail, Hamilton
Rural Flamborough
6 + 2 Beds
6 Baths

MLS#X12799512

100 Chesswood Trail, Hamilton

$2,300,000

Rural Flamborough
6 + 2 Beds
6 Baths

MLS#X12799512

CindySEZ

$2,410,730

CindySEZ

$2,410,730

Home DetailsFeaturesExterior FeatureRoomsSales History

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.

Home Details

Home Details

  • Category

  • Residential

  • Status

  • Price Change

  • Days on Market

  • 71 Days

  • List date

  • 02/18/2026

  • Listing Updated On

  • 04/16/2026

  • Taxes / Year

  • $18,337.50 / 2025

  • Style

  • Detached

  • Type

  • 2-Storey

  • Year Built

  • 16-30

  • Lot Size

  • 3.9 Acres

Features

Features

Beds & Baths

  • Total Beds

  • 6 + 2

  • Baths

  • 6

Heating & Cooling

  • Heating Type

  • Heat Pump

  • Air Conditioning

  • Central Air

Parking & Garage

  • Total Parking

  • 24

  • Number of Garage Spaces

  • 3

Basement

  • Desc

  • Full, Finished With Walk-Out

Neighbourhood Influences

Neighbourhood Influences

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

Exterior Feature

Construction

  • Year Built

  • 16-30

Lot

  • Acres

  • 3.9 Acres

  • Frontage

  • 181 Ft

  • Depth

  • 938 Ft

Construction Details

  • Foundation Type

  • Unknown

  • Roof Material

  • Asphalt Shingle

  • Exterior

  • Brick, Stone

Water & Sewer

  • Sewer

  • Septic

Legal

  • Brokerage

  • Royal Lepage Real Estate Associates

  • Legal Description

  • Plan 62m1090 Lot 9

Rooms

Rooms

Second

  • Bedroom

  • 4.01 / 3.28

  • Primary Bedroom

  • 5.31 / 5.82

  • Bedroom(2)

  • 3.86 / 3.35

  • Laundry

  • 2.97 / 1.83

  • Bedroom(3)

  • 4.29 / 3.38

  • Den

  • 2.97 / 2.72

  • Bedroom(4)

  • 3.89 / 3.35

Main Floor

  • Family Room

  • 3.94 / 4.65

  • Dining Room

  • 4.57 / 3.63

  • Office

  • 3.35 / 3.33

  • Kitchen

  • 9.02 / 2.57

  • Den

  • 4.9 / 2.01

  • Living Room

  • 3.86 / 3.96

  • Bedroom

  • 3.99 / 3.33

Lower

  • Utility Room

  • 2.11 / 3.71

  • Utility Room(2)

  • 3.84 / 1.83

  • Bedroom

  • 3.51 / 3.38

  • Office

  • 2.92 / 3.66

  • Office(2)

  • 3.4 / 3.33

  • Bedroom(2)

  • 3.56 / 4.22

Sales History

Sales History

Active

(71 days on market)

Viewing now

Price Change

2026-02-18

Listed For Sale

$2,300,000

MLS# X12799512

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MLS# X12436554

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MLS# X12156899

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MLS# X11937565

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MLS# X11191661

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MLS# X8302714

100 Chesswood Trail
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