100 Chesswood Trail

100 Chesswood Trail
100 Chesswood Trail
100 Chesswood Trail
+46
5+2
 bed
7
 bath
23
 parking
3500 - 5000
 sqft
Detached
$2,500,000
For Sale
75 days
 on site
$2,500,000
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Size
-
Lot size
3.90 Acres
Street frontage
-
Possession
Flexible
Price per sqft
$500 - $714
Taxes
$18,337.5 (2025)
Parking Type
-
Style
2-Storey
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Description
Located at the end of a quiet cul-de-sac in the exclusive Chestnut Grove Estates, this stunning custom-built home sits on over 8 acres of beautiful greenery, next to protected conservation lands and trails for unmatched privacy. With more than 6,000 sq. ft. of living space, this 5+2 bedroom, property is designed for comfort and style. The grand entryway features a 20ft ceiling and a beautiful staircase, leading to a bright and open interior with large windows and a cozy stone fireplace in the living room. The kitchen is perfect for family meals, featuring a big center island and breakfast area. The main floor also includes two home offices, a family room, a formal dining room, and a handy mudroom. Upstairs, the spacious bedrooms include a luxurious primary suite with a private sitting area and spa-like bathroom. The finished lower level offers extra bedrooms, recreation rooms, and walkout access to the backyard. Outside, enjoy a large deck, trails, and a basketball area, all surrounded by nature. This property also features a 3-car garage and energy-efficient geothermal heating, making it a perfect family retreat just an hour from Toronto.
Broker: RE/MAX OPTIMUM REALTY
MLS®#: X12477629
Property details
Parking:
23
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
3500-5000 sqft
Lot front:
181 Ft
Lot depth:
938 Ft
Listed on:
Oct 23, 2025
Show all details
Rooms
LevelNameSizeFeatures
Second
Bedroom 4
11.3 x 11.1 ft
Main
Kitchen
20.7 x 13.0 ft
Second
Bedroom 2
13.8 x 11.0 ft
Show all
Instant estimate:
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$52,279
higher than listed price
i
High
$2,686,801
Mid
$2,552,279
Low
$2,447,166
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7525 WELLINGTON RD 36
1/42
$2,299,900
64 days
7525 WELLINGTON RD 36
3BD
4BA
5 Parking
3,500-5,000 sqft
MLS#: X12501976
Century 21 Excalibur Realty Inc
64 days

About 100 Chesswood Trail

100 Chesswood Trail is a Hamilton detached house for sale. 100 Chesswood Trail has an asking price of $2500000, and has been on the market since October 2025. This detached house has 5+2 beds, 7 bathrooms and is 3500-5000 sqft.

For those that love cooking, Cristello's Village Market is a 10-minute drive. 100 Chesswood Trail, Flamborough is only a 13 minute walk from great parks like Mountsberg Hall Park.

Getting around the area will require a vehicle, as the nearest transit stop is a Bus Stop (Brock Rd. / McLean Rd. (Aberfoyle) P&R) and is an 8-minute drive