$2,110,000
100 Chesswood Trail, Hamilton, ON L8N 2Z7


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Hamilton, ON L8B 0W8
8 Bed · 8 Bath · Detached
MLS #X12458379
Sold on July 8, 2026
July 8, 2026
Originally listed at $5,499,000 191 days on market
Experience the ultimate country living dream home at 485 Concession 5 Rd E-where refined luxury, beauty, and everyday ease come together, just a 4-minute drive to downtown Waterdown. Set on a breathtaking 91.6-acres of rolling farmland, mature woodlands, and a serene spring-fed pond, this property offers exceptional privacy, calm and a restorative lifestyle. The land has been organically farmed, blending sustainability with long-term peace of mind. The property includes 63 acres of actively farmed/leased farmland with Farm Property Class tax status, offering substantially reduced prop. taxes (approx. 25% of the residential rate on eligible farmland). The current farmer pays approx. $12,000 /yr to lease, helping offset ownership costs while preserving the landscape. The fully renovated 2.5-storey, 6-bed, 6-bath main residence with attached 2-bed, 2-bath guest house was exquisitely remodelled by Neven Custom Homes (2022/23) with $2M+ in premium renovations. Exceptional craftsmanship throughout, including a DaVinci composite shake roof, Gentek siding, custom windows and doors, and beautifully curated finishes. A wrap-around veranda and glass-railed deck create effortless indoor-outdoor living. The heart of the home is the stunning, highly functional chef's kitchen with two expansive islands, luxury appliances, abundant storage, and a separate prep kitchen, ideal for daily living and entertaining. Spa-inspired bathrooms, 20'8"ceilings in the great room, and a stone fireplace elevate comfort and elegance. The primary suite features timber accents and a luxurious 5-piece ensuite. The lower level is ideal for extended family, while the guest house offers privacy, high-end finishes, and panoramic views. Additional features incl a 30'x90' Quonset hut, 800+ evergreen trees, two septic systems, and two geothermal systems. Close to amenities yet worlds away, this is a rare, thoughtfully designed country estate built for living well. LUXURY CERTIFIED.
Bedrooms
8
Bathrooms
8
Square Feet
5000 + sqft
Property Type
Detached
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| Name | Size (m) | Size (ft) | Features |
|---|---|---|---|
| Kitchen(Main) | 6.05 x 5.49 | 19.8 x 18.0 | - |
| Kitchen(Main) | 6.05 x 5.49 | 19.8 x 18.0 | - |
| Kitchen(Main) | 6.05 x 5.49 | 19.8 x 18.0 | - |
| Kitchen(Main) | 6.05 x 5.49 | 19.8 x 18.0 | - |
| Kitchen(Main) | 6.05 x 5.49 | 19.8 x 18.0 | - |
| Sitting(Main) | 3.76 x 3.07 | 12.3 x 10.1 | - |
| Sitting(Main) | 3.76 x 3.07 | 12.3 x 10.1 | - |
| Sitting(Main) | 3.76 x 3.07 | 12.3 x 10.1 | - |
| Sitting(Main) | 3.76 x 3.07 | 12.3 x 10.1 | - |
| Sitting(Main) | 3.76 x 3.07 | 12.3 x 10.1 | - |
| Dining Room(Main) | 5.99 x 3.07 | 19.7 x 10.1 | - |
| Dining Room(Main) | 5.99 x 3.07 | 19.7 x 10.1 | - |
| Dining Room(Main) | 5.99 x 3.07 | 19.7 x 10.1 | - |
| Dining Room(Main) | 5.99 x 3.07 | 19.7 x 10.1 | - |
| Dining Room(Main) | 5.99 x 3.07 | 19.7 x 10.1 | - |
| Kitchen(Main) | 3.58 x 3.53 | 11.7 x 11.6 | - |
| Kitchen(Main) | 3.58 x 3.53 | 11.7 x 11.6 | - |
| Kitchen(Main) | 3.58 x 3.53 | 11.7 x 11.6 | - |
| Kitchen(Main) | 3.58 x 3.53 | 11.7 x 11.6 | - |
| Kitchen(Main) | 3.58 x 3.53 | 11.7 x 11.6 | - |
| Great Room(Main) | 6.07 x 5.38 | 19.9 x 17.7 | - |
| Great Room(Main) | 6.07 x 5.38 | 19.9 x 17.7 | - |
| Great Room(Main) | 6.07 x 5.38 | 19.9 x 17.7 | - |
| Great Room(Main) | 6.07 x 5.38 | 19.9 x 17.7 | - |
| Great Room(Main) | 6.07 x 5.38 | 19.9 x 17.7 | - |
| Laundry(Main) | 5.59 x 3.3 | 18.3 x 10.8 | - |
| Laundry(Main) | 5.59 x 3.3 | 18.3 x 10.8 | - |
| Laundry(Main) | 5.59 x 3.3 | 18.3 x 10.8 | - |
| Laundry(Main) | 5.59 x 3.3 | 18.3 x 10.8 | - |
| Laundry(Main) | 5.59 x 3.3 | 18.3 x 10.8 | - |
| Mud Room(Main) | 4.88 x 1.63 | 16.0 x 5.3 | - |
| Mud Room(Main) | 4.88 x 1.63 | 16.0 x 5.3 | - |
| Mud Room(Main) | 4.88 x 1.63 | 16.0 x 5.3 | - |
| Mud Room(Main) | 4.88 x 1.63 | 16.0 x 5.3 | - |
| Mud Room(Main) | 4.88 x 1.63 | 16.0 x 5.3 | - |
| Laundry(Main) | 2.77 x 2.03 | 9.1 x 6.7 | - |
| Laundry(Main) | 2.77 x 2.03 | 9.1 x 6.7 | - |
| Laundry(Main) | 2.77 x 2.03 | 9.1 x 6.7 | - |
| Laundry(Main) | 2.77 x 2.03 | 9.1 x 6.7 | - |
| Laundry(Main) | 2.77 x 2.03 | 9.1 x 6.7 | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Kitchen(Main) | 7.24 x 3.68 | 23.8 x 12.1 | - |
| Kitchen(Main) | 7.24 x 3.68 | 23.8 x 12.1 | - |
| Kitchen(Main) | 7.24 x 3.68 | 23.8 x 12.1 | - |
| Kitchen(Main) | 7.24 x 3.68 | 23.8 x 12.1 | - |
| Kitchen(Main) | 7.24 x 3.68 | 23.8 x 12.1 | - |
| Living Room(Main) | 8.97 x 5.13 | 29.4 x 16.8 | - |
| Living Room(Main) | 8.97 x 5.13 | 29.4 x 16.8 | - |
| Living Room(Main) | 8.97 x 5.13 | 29.4 x 16.8 | - |
| Living Room(Main) | 8.97 x 5.13 | 29.4 x 16.8 | - |
| Living Room(Main) | 8.97 x 5.13 | 29.4 x 16.8 | - |
| Bedroom(Main) | 4.55 x 4.27 | 14.9 x 14.0 | - |
| Bedroom(Main) | 4.55 x 4.27 | 14.9 x 14.0 | - |
| Bedroom(Main) | 4.55 x 4.27 | 14.9 x 14.0 | - |
| Bedroom(Main) | 4.55 x 4.27 | 14.9 x 14.0 | - |
| Bedroom(Main) | 4.55 x 4.27 | 14.9 x 14.0 | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Bathroom(Main) | - | - | - |
| Sitting(Second) | 3.81 x 3.43 | 12.5 x 11.3 | - |
| Sitting(Second) | 3.81 x 3.43 | 12.5 x 11.3 | - |
| Sitting(Second) | 3.81 x 3.43 | 12.5 x 11.3 | - |
| Sitting(Second) | 3.81 x 3.43 | 12.5 x 11.3 | - |
| Sitting(Second) | 3.81 x 3.43 | 12.5 x 11.3 | - |
| Primary Bedroom(Second) | 5.97 x 3.61 | 19.6 x 11.8 | - |
| Primary Bedroom(Second) | 5.97 x 3.61 | 19.6 x 11.8 | - |
| Primary Bedroom(Second) | 5.97 x 3.61 | 19.6 x 11.8 | - |
| Primary Bedroom(Second) | 5.97 x 3.61 | 19.6 x 11.8 | - |
| Primary Bedroom(Second) | 5.97 x 3.61 | 19.6 x 11.8 | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bedroom(Second) | 4.04 x 3.58 | 13.3 x 11.7 | - |
| Bedroom(Second) | 4.04 x 3.58 | 13.3 x 11.7 | - |
| Bedroom(Second) | 4.04 x 3.58 | 13.3 x 11.7 | - |
| Bedroom(Second) | 4.04 x 3.58 | 13.3 x 11.7 | - |
| Bedroom(Second) | 4.04 x 3.58 | 13.3 x 11.7 | - |
| Bedroom(Second) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bedroom(Second) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bedroom(Second) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bedroom(Second) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bedroom(Second) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bedroom(Second) | 7.72 x 7.62 | 25.3 x 25.0 | - |
| Bedroom(Second) | 7.72 x 7.62 | 25.3 x 25.0 | - |
| Bedroom(Second) | 7.72 x 7.62 | 25.3 x 25.0 | - |
| Bedroom(Second) | 7.72 x 7.62 | 25.3 x 25.0 | - |
| Bedroom(Second) | 7.72 x 7.62 | 25.3 x 25.0 | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Bathroom(Second) | - | - | - |
| Loft(Third) | 7.16 x 4.75 | 23.5 x 15.6 | - |
| Loft(Third) | 7.16 x 4.75 | 23.5 x 15.6 | - |
| Loft(Third) | 7.16 x 4.75 | 23.5 x 15.6 | - |
| Loft(Third) | 7.16 x 4.75 | 23.5 x 15.6 | - |
| Loft(Third) | 7.16 x 4.75 | 23.5 x 15.6 | - |
| Bedroom(Third) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bedroom(Third) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bedroom(Third) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bedroom(Third) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Bedroom(Third) | 3.58 x 3.58 | 11.7 x 11.7 | - |
| Recreation(Lower) | 7.59 x 6.1 | 24.9 x 20.0 | - |
| Recreation(Lower) | 7.59 x 6.1 | 24.9 x 20.0 | - |
| Recreation(Lower) | 7.59 x 6.1 | 24.9 x 20.0 | - |
| Recreation(Lower) | 7.59 x 6.1 | 24.9 x 20.0 | - |
| Recreation(Lower) | 7.59 x 6.1 | 24.9 x 20.0 | - |
| Kitchen(Lower) | 4.09 x 3.4 | 13.4 x 11.2 | - |
| Kitchen(Lower) | 4.09 x 3.4 | 13.4 x 11.2 | - |
| Kitchen(Lower) | 4.09 x 3.4 | 13.4 x 11.2 | - |
| Kitchen(Lower) | 4.09 x 3.4 | 13.4 x 11.2 | - |
| Kitchen(Lower) | 4.09 x 3.4 | 13.4 x 11.2 | - |
| Bedroom(Lower) | 3.94 x 2.69 | 12.9 x 8.8 | - |
| Bedroom(Lower) | 3.94 x 2.69 | 12.9 x 8.8 | - |
| Bedroom(Lower) | 3.94 x 2.69 | 12.9 x 8.8 | - |
| Bedroom(Lower) | 3.94 x 2.69 | 12.9 x 8.8 | - |
| Bedroom(Lower) | 3.94 x 2.69 | 12.9 x 8.8 | - |
| Bathroom(Lower) | - | - | - |
| Bathroom(Lower) | - | - | - |
| Bathroom(Lower) | - | - | - |
| Bathroom(Lower) | - | - | - |
| Bathroom(Lower) | - | - | - |
| Family Room(Lower) | 5.33 x 4.45 | 17.5 x 14.6 | - |
| Family Room(Lower) | 5.33 x 4.45 | 17.5 x 14.6 | - |
| Family Room(Lower) | 5.33 x 4.45 | 17.5 x 14.6 | - |
| Family Room(Lower) | 5.33 x 4.45 | 17.5 x 14.6 | - |
| Family Room(Lower) | 5.33 x 4.45 | 17.5 x 14.6 | - |
| Utility Room(Lower) | 7.75 x 2.9 | 25.4 x 9.5 | - |
| Utility Room(Lower) | 7.75 x 2.9 | 25.4 x 9.5 | - |
| Utility Room(Lower) | 7.75 x 2.9 | 25.4 x 9.5 | - |
| Utility Room(Lower) | 7.75 x 2.9 | 25.4 x 9.5 | - |
| Utility Room(Lower) | 7.75 x 2.9 | 25.4 x 9.5 | - |
| Recreation(Lower) | 8.56 x 6.4 | 28.1 x 21.0 | - |
| Recreation(Lower) | 8.56 x 6.4 | 28.1 x 21.0 | - |
| Recreation(Lower) | 8.56 x 6.4 | 28.1 x 21.0 | - |
| Recreation(Lower) | 8.56 x 6.4 | 28.1 x 21.0 | - |
| Recreation(Lower) | 8.56 x 6.4 | 28.1 x 21.0 | - |
| Bathroom(Lower) | - | - | - |
| Bathroom(Lower) | - | - | - |
| Bathroom(Lower) | - | - | - |
| Bathroom(Lower) | - | - | - |
| Bathroom(Lower) | - | - | - |
| Bedroom(Lower) | 4.27 x 3.68 | 14.0 x 12.1 | - |
| Bedroom(Lower) | 4.27 x 3.68 | 14.0 x 12.1 | - |
| Bedroom(Lower) | 4.27 x 3.68 | 14.0 x 12.1 | - |
| Bedroom(Lower) | 4.27 x 3.68 | 14.0 x 12.1 | - |
| Bedroom(Lower) | 4.27 x 3.68 | 14.0 x 12.1 | - |
| Utility Room(Lower) | 6.83 x 3.61 | 22.4 x 11.8 | - |
| Utility Room(Lower) | 6.83 x 3.61 | 22.4 x 11.8 | - |
| Utility Room(Lower) | 6.83 x 3.61 | 22.4 x 11.8 | - |
| Utility Room(Lower) | 6.83 x 3.61 | 22.4 x 11.8 | - |
| Utility Room(Lower) | 6.83 x 3.61 | 22.4 x 11.8 | - |
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Original List Price
$5,499,000
Listed on Oct 10, 2025
Sold Price
$5,100,000
Sold on Jul 8, 2026
-$399,000
-7.3%
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Broker of Record
PREMIER MATRIX REALTY LTD. BROKERAGE
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Contact OVAIS QASSIM
485 Concession 5 Road E, Hamilton, ON L8B 0W8 is a 8-bedroom, 8-bathroom 2 1/2 storey detached with approximately 5000 + square feet of living space, situated on a 1483 2764 foot lot. This property is currently sold (sold for $5,100,000). The home features a attached garage and a full, finished with walk-out basement, built approximately 16-30 years ago.
This home is located in Rural Flamborough, part of Hamilton in the Hamilton area. Explore more homes for sale and recently sold properties in this neighbourhood.
Whether you are looking to buy, sell, or lease in Rural Flamborough, our team of experienced real estate professionals can help you navigate the market and find the perfect home. Contact us today for a free consultation.
485 Concession 5 Road E, Hamilton, ON L8B 0W8 sold,8 bedroom detached Rural Flamborough,Hamilton homes for sale,Hamilton real estate,2 1/2 Storey homes, detached sold