This property was sold on November 6, 2025. This listing is for reference purposes only. to view the sold price.
Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Sherwood. Expertly crafted featuring premium brick front and stone construction, this residence presents an exceptional opportunity offered at $1,399,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
This beautiful custom built home is located in the prestigious Sherwood Heights neighborhood. Situated on a mature tree lined cul-de-sac of executive homes, this is one of the most sought-after locations in Hamilton! This 4-bedroom home beauty boasts a grand entrance with a winding staircase and wrought iron railing. The spacious main floor features a living room, dining room, large kitchen with island for dining, a sunken family room with stunning granite gas fireplace, office/den, 2-piece bath and an entrance to the two car garage. The upper-level features 4 generous sized bedrooms, an ensuite bathroom with laundry and an additional 4-piece bathroom. The partially finished basement has great in-law potential with a separate outside entrance. If that isn't enough home for you, the backyard oasis features a 12 x 37 covered deck with recessed lighting (no barbequing in the dark here!), a 35x19 pool, stone-scaped deck, Tiki Bar and change house. The entire pool/entertainment area is separately fenced for added safety. The mature landscaping provides incredible privacy rarely found in the city! It is conveniently located to schools, transit, parks, community center, walking trails shopping and dining. Don't wait to get in and see this executive gem, you won't be disappointed
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This detached home located at 21 Woodside Drive, Hamilton is currently for sale and has been available on SousaSells for 383 days. This property is listed at $1,399,000 with an estimated mortgage of $4,657* per month. It has 4 beds, 3 bathrooms, and is 3000-3500 square feet. 21 Woodside Drive, Hamilton is in the Sherwood neighborhood.
* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Cul de Sac/Dead End, Hospital, Place Of Worship, Public Transit, Fenced Yard, Rec./Commun.Centre
Central Vacuum, In-Law Capability, Water Heater Owned
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This could be the first listing for this address.
Data-driven valuation for 21 Woodside Drive, Hamilton, ON L8T 1C4
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Hamilton.
About Purchasing a Home in Hamilton, ON
For a property listed at $1,399,000 in Hamilton, the legal minimum down payment is $279,800 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.
Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $24,455 for this transaction. As this listing is in Hamilton (outside the City of Toronto), no additional municipal land transfer tax is levied, resulting in total estimated land transfer taxes of $24,455.
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Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.