
99 HILLCREST Avenue
Hamilton, Ontario
4 bed • 3 bath • Single Family
Welcome to 99 Hillcrest Avenue, a beautifully updated century 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 the home's original character while enhancing comfort and functionality for today's lifestyle. The main level is designed with families in mind, 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, Dundurn stairs and much more. An attached garage/workshop and two-car driveway complete this outstanding offering. Recent updates provide peace of mind, including new windows, new furnace and AC (2026), and a durable metal roof, and much more. Rarely does a home combine the character, updates, location, and lifestyle that 99 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.
Price History
Schools
Elementary
- Earl Kitchener Junior Public School0.7 km
Public · Hamilton-Wentworth DSB · 540 students
Grade 3 reading: 82% met the provincial standard
- St. Joseph Catholic Elementary School0.8 km
Catholic · Hamilton-Wentworth CDSB · 445 students
Grade 3 reading: 76% met the provincial standard · Grade 6 math: 65% met the provincial standard
- Kanétskare Elementary School Middle School1.2 km
Public · Hamilton-Wentworth DSB · 395 students
Grade 6 math: 46% met the provincial standard
Secondary
- Turning Point Alternative Education School1 km
Public · Hamilton-Wentworth DSB · 100 students
- Westdale Secondary School1.6 km
Public · Hamilton-Wentworth DSB · 1525 students
Grade 10 literacy: 88% met the provincial standard
- St. Charles Catholic Adult Secondary School1.9 km
Catholic · Hamilton-Wentworth CDSB · 345 students
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area L8P
- Population
- 24,773
- Private dwellings
- 14,969
- Median age
- 38.8
- Average household size
- 1.8
- Median household income
- $58,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Single Family in Hamilton · last 12 months
- Median sold price
- $683,000
- Homes sold
- 5,007
- Median days on market
- 27
- Sale-to-list price
- 97.1%
Based on 5,007 recorded sales of single family properties in Hamilton over the last 12 months.
Location
Mortgage Calculator
$268,000
Estimated Monthly Payment
$6,583
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $6,583/mo (20% down, 5.5%)
Taxes: $0/mo · Insurance: $335/mo
Estimates only. Consult a financial advisor.