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For Sale
Open House Sun 1820

100 Chesswood Trail

Rural Flamborough, Hamilton, ON
$2,300,000
6+2Bd
6Ba
4,250+sqft
21Parking
181.04 x 938.08 ftlot
$541/sqft
DetachedMLS# X12799512Listed 2026-02-1872 DOM
Heating
Water Heater
Cooling
Central Vacuum
Basement
Finished with Walk-Out

On the market for 72 days — longer than average. The seller may be open to negotiation.

About this home

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.

GarageCul-de-sacHardwoodFireplaceIn-law Suite

Rooms

Main Floor
Living Room3.96 × 3.86 m
Kitchen2.57 × 9.02 m
Dining Room3.63 × 4.57 m
Family Room4.65 × 3.94 m
Bedroom3.33 × 3.99 m
Office3.33 × 3.35 m
Den2.01 × 4.90 m
Second Floor
Bedroom3.35 × 3.89 m
Bedroom3.35 × 3.86 m
Bedroom3.38 × 4.29 m
Bedroom3.28 × 4.01 m
Primary Bedroom5.82 × 5.31 m
Den2.72 × 2.97 m
Laundry1.83 × 2.97 m
Lower
Office3.33 × 3.40 m
Bedroom3.38 × 3.51 m
Office3.66 × 2.92 m
Bedroom4.22 × 3.56 m
Utility Room3.71 × 2.11 m
Utility Room1.83 × 3.84 m

Features

  • Auto Garage Door Remote
  • Central Vacuum
  • Water Heater
  • Water Softener
  • Landscaped
  • Privacy
  • Patio
  • Porch
  • Full
  • Finished with Walk-Out
  • Central Air
  • 2-Storey

Financials

Annual Taxes
$18,337.5

Estimated Rental Income

Entire property$4,500 – $7,000/mo
Rental yield2.3% – 3.7%

*Estimates based on comparable rentals in the area. Actual income may vary.

Market Data — Hamilton

Days on market72 days
Buyer's MarketSeller's Market

Based on active listings in Hamilton. Data updates daily.

Demographics — Hamilton

Population
569,353
Avg Household Income
$90,000
Age Distribution
0-19
20%
20-34
21%
35-49
19%
50-64
20%
65+
20%
Ownership
65% own · 35% rent
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MLS® data courtesy of the Toronto Regional Real Estate Board (TRREB).

The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Listing information is deemed reliable but is not guaranteed accurate by the Toronto Regional Real Estate Board, the listing brokerage, or this website. 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. MLS®, Multiple Listing Service®, and the associated logos are owned by CREA. Not intended to solicit properties currently listed for sale or buyers under contract.

$2,300,000
100 Chesswood Trail, Hamilton
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