Sold for:Sold Jun 1, 2026
$2,300,000

100 Chesswood Trail

Hamilton (Rural Flamborough), ON L8N 2Z7

Detached House SoldNot available

Property not available for sale or for rent.

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Sale & Price History for 100 Chesswood Trail, Hamilton, Rural Flamborough

2026-02-18
2026-06-01
Sold
Price
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MLS#
x12799512
2025-10-23
2026-02-04
Terminated
Price
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2025-10-01
2025-10-23
Terminated
Price
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2025-05-18
2025-10-01
Terminated
Price
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2025-01-23
2025-05-18
Terminated
Price
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2024-11-27
2025-01-13
Terminated
Price
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2024-05-03
2024-11-27
Terminated
Price
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*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

About 100 Chesswood Trail, Hamilton, Rural Flamborough

Summarized Description

  • Custom built estate home on over 8 acres
  • Breathtaking countryside views throughout the property
  • Luxurious primary retreat with spa-inspired ensuite
  • Fully finished walk-out basement with in-law suite potential
  • 19-foot two-story foyer and grand staircase
  • Geothermal heating and cooling for energy efficiency
  • Convenient location with quick highway access
  • Professionally landscaped grounds enhance curb appeal

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.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$18,000
Land Transfer Tax Fee
$43,975

Rental Items

Rental Equipment
Hot Water Heater

Basement Type
Full, Finished with Walk-Out

Interior Features

Interior Extras
Auto Garage Door Remote, Central Vacuum, Water Heater, Water Softener
View
Clear
Fireplace/Stove
Yes
Elevator
No

Exterior Features

Exterior Extras
Landscaped, Privacy, Patio, Porch
Pool
None
Property Features
Cul de Sac/Dead End, Golf, Greenbelt/Conservation, School, Place Of Worship, Park

Building

Building Type
Detached
Building Style
2-Storey
Approx Age
16-30

Construction

Exterior Finish
Brick, Stone
Roof
Asphalt Shingle
Foundation Details
Unknown
Special Designation
Unknown

Lot

Lot Front
181.04 ft
Lot Depth
938.08 ft
Lot Shape
Pie

Inclusions

Inclusions
Frige, Stove, Dishwasher, Washer/Dryer

Parking & Garages

Garage Type
Attached
Garage Spaces
3
Parking Spaces
18
Total Garage And Parking Spaces
21

Heating & Cooling

Heat Source
Ground Source
Heat Type
Heat Pump
Air Conditioning
Central Air
Water
Well
Sewers
Septic

Bedrooms
6 + 2
Washrooms
6
Kitchens
1
Family / bonus room
Yes

Room sizes

  • Living Room—
    Main level
  • Kitchen—
    Main level
  • Dining Room—
    Main level
  • Family Room—
    Main level
  • Bedroom—
    Main level
  • Office—
    Main level
  • Den—
    Main level
  • Bedroom—
    Second level
  • Bedroom—
    Second level
  • Bedroom—
    Second level
  • Bedroom—
    Second level
  • Primary Bedroom—
    Second level, 5 Pc Ensuite
  • Den—
    Second level
  • Laundry—
    Second level
  • Office—
    Lower level, Semi Ensuite, Walk-In Closet(s)
  • Bedroom—
    Lower level
  • Office—
    Lower level
  • Bedroom—
    Lower level
  • Utility Room—
    Lower level
  • Utility Room—
    Lower level

Washrooms

  • 2-piece
  • 5-piece, Second
  • 4-piece, Second
  • 3-piece, Lower

Municipality
Hamilton
Neighbourhood
Rural Flamborough
Main cross streets
Chesswood Trail & Campbellville Road
Zoning
A2
Directions
Chesswood Trail & Campbellville Road

MLS® number
X12799512
Data source
Toronto Regional Real Estate Board
Status change
2026-06-01
Listed on
2026-02-18
Days on market
103 days
Possession type
Flexible
Co-op commission
2.5 % + HST
Seller
Listed by
Royal Lepage Real Estate Associates

Home Market Value

Current home valuation for 100 Chesswood Trail, Hamilton, Rural Flamborough, Hamilton, ON. Listed for $2,300,000

HOMEH Estimate

?

$2,223,869

Estimated Sales Range

?

$1,556,708 - $2,891,030

HOMEH Estimate for 100 Chesswood Trail, Hamilton, Rural Flamborough

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$2,223,869Low confidence
Based on 3 comparable properties
See the full analysisFree Every recent nearby sale behind this number

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Land Transfer Tax

Provincial

$43,975

Total Land Transfer Tax

$43,975

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