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Detached for sale at 99 Hillcrest Avenue, Hamilton - 4 bedroom, 3 bathroom - Photo 1 of 27
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$1,340,000

99 Hillcrest Ave

Hamilton, ON L8P 2X1

99 Hillcrest Ave, HamiltonListed at $1,340,000. 4 bedroom, 3 bathroom 2 1/2 Storey Detached. MLS® X13651478.

Possession · seller's timeline

60-89 days (Flexible)

4Beds
3Baths
1500-2000sqft
Detached
2 1/2 Storey
2Parking
$8,438Taxes/yr · 2026

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Description

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.

Property Details

Property TypeDetached
Style2 1/2 Storey
CommunityKirkendall
Rooms11+1
Kitchens1
Washrooms3
Square Feet1500-2000 sqft
Lot Dimensions31.5 × 109 ft
Fronting OnSouth
Dir/Cross StDundurn
Garage TypeAttached
DrivePrivate
Parking Drive Spaces2
Total Parking Spaces2
ExteriorBrick
RoofAsphalt Shingle, Metal
FoundationConcrete Block
BasementSeparate Entrance, Full, Partially Finished
Fireplace FeaturesNatural Gas
Heating TypeForced Air
Heating SourceGas
A/CCentral Air, Wall Unit(s)
SewersSewer
Taxes (2026)$8,438
HSTIncluded In
Other StructuresPlayground
Listed Date8/7/2026
Days on Market44 days
PossessionFlexible

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Listing Courtesy of: COLDWELL BANKER COMMUNITY PROFESSIONALS

MLS® #X13651478

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. 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. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

HouseIndex Take: 99 Hillcrest Avenue

This detached (2 1/2 Storey) is located in the Kirkendall neighbourhood of Hamilton.

The home offers 4+1 bedrooms, 3 bathrooms.

Features include a separate entrance, full, partially finished basement, 2 parking spaces, a fireplace.

Additional details: lot dimensions of 31.5 × 109 feet.

Listed at $1,340,000 CAD with annual property taxes of $8,438 (2026).