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Welcome to 99 Hillcrest Avenue, a beautifully updated character home in the heart of highly sought-after Kirkendall South. Lovingly maintained and extensively updated,every improvement has been made with careful attention to detail, preserving thehome's original character while enhancing comfort and functionality for today's lifestyle.The main level is designed for both everyday living and entertaining, featuring a powder room, spacious kitchen with adjoining breakfast and sitting area, as well as a formal dining room perfect for hosting family gatherings and special occasions. The second floor offers three bedrooms along with full bath and the convenience of bedroom level laundry, while the entire upper level is dedicated to a private primary retreat - a rare sanctuary complete with exceptional privacy and separation from the rest of the home.Outside, the professionally landscaped backyard is an entertainer's dream. Multiple seating and gathering areas, dedicated play space for children, and mature landscaping create a private outdoor oasis. Backing directly onto the greenspace, the property enjoys a unique connection to nature with exceptional privacy and immediate access to the Chedoke Trail. A detached garage/workshop and two-car driveway complete this outstanding offering. Recent updates provide peace of mind, including new windows, anew furnace and air conditioner (2026), and a durable metal roof built to stand the test of time. Rarely does a home combine the character, updates, location, and lifestyle that99 Hillcrest offers. Set on one of Kirkendall South's most desirable streets, this is a truly special property where city living, and nature exist in perfect harmony.
| Living Room | 3.70 × 6.22 m | |
| Dining Room | 3.06 × 4.01 m | |
| Breakfast | 2.82 × 2.08 m | |
| Kitchen | 2.88 × 6.67 m | |
| Bathroom | 0.60 × 2.06 m | 2 Pc Bath |
| Bedroom | 2.79 × 3.04 m | |
| Bedroom | 2.69 × 2.73 m | |
| Office | 2.51 × 2.74 m | |
| Bathroom | 2.51 × 3.04 m | 3 Pc Bath |
| Laundry | 1.61 × 1.85 m | |
| Bedroom | 5.51 × 7.62 m |
| Bedroom | 3.16 × 4.99 m |
*Estimates based on comparable rentals in the area. Actual income may vary.
Based on active listings in Hamilton. Data updates daily.
Estimated range is generated automatically from active comparables and is for informational purposes only. Not an appraisal — contact Aman for a full comparative market analysis that factors in condition, renovations, and positioning.
How walkable, bikeable, and transit-friendly this neighbourhood is.
Scores are estimates based on neighbourhood data and are for informational purposes only.
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.
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