99 Hillcrest Avenue, Hamilton, ON L8P 2X1
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.
Living Room
3.7 x 6.22
Main
Dining Room
3.06 x 4.01
Main
Breakfast
2.82 x 2.08
Main
Kitchen
2.77 x 5.46 m
Main
Bathroom
2 Pc Bath
0.74 x 2.01 m
Main
Bedroom
2.79 x 3.04
Second
Bedroom
2.69 x 2.73
Second
Office
2.51 x 2.74
Second
Bathroom
3 Pc Bath
2.51 x 3.04
Second
Laundry
1.61 x 1.85
Second
Bedroom
5.51 x 7.62
Second
Bedroom
3.16 x 4.99
Basement
Bathroom
2 Pc Bath
2.79 x 1.93 m
Basement
Other
4.88 x 2.75 m
Basement
Utility Room
2.95 x 7.02 m
Basement
Interior features
Bar Fridge, Carpet Free, ERV/HRV, Rough-In Bath
Basement
Separate Entrance, Full, Partially Finished
Bathrooms
1 × 2-piece — Main, 1 × 3-piece — Second, 1 × 2-piece — Basement
Fireplace
Yes
Family room
Yes
Kitchens
1
Rooms (above / below grade)
11 above, 1 below
Architectural style
2 1/2 Storey
Construction materials
Brick
Foundation
Concrete Block
Roof
Asphalt Shingle, Metal
Exterior features
Awnings, Backs On Green Belt, Hot Tub, Patio, Privacy, Porch
Direction faces
South
Garage type
Attached
Garage spaces
0
Total parking spaces
2
Driveway parking
2
Parking features
Private
Lot size
31.5 x 109 ft
Cross street
Dundurn
Directions
Dundurn South, left on Hillcrest
Neighbourhood
Kirkendall
Heating
Forced Air — Gas
Cooling
Central Air, Wall Unit(s)
Water
Sewer
Sewer
List price
$1,340,000
Original list price
Annual taxes
$8,438
Tax year
2026
Legal description
PLAN 272 PT LOT 165 RP 62R2687 PART 1
Inclusions
Exclusions
MLS #
X13651478
Status
Active
Transaction type
For Sale
Property type
Residential Freehold
Property sub type
Detached
Days on market
List date
Possession
Flexible
Occupancy
Owner
Listing brokerage
COLDWELL BANKER COMMUNITY PROFESSIONALS
$949,950
Median list price
12
Active listings
New in last 30 days
Median days on market
Estimated monthly payment
$6,424
Educational estimate only — actual payment depends on your lender, credit, and insurance requirements.
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