Attention investors, multi-generational families, and savvy house-hackers! Welcome to 59 Cherry Street perfectly situated in Kitchener's historic and highly desirable Cherry Hill/Mill-Courtland neighbourhood. Perfectly suited for multi-generational families, house-hackers, or long-term investors, this property seamlessly blends vintage warmth with rare development upside; long-term rental income, or a unique short-term boutique destination. Boasting an incredible 9.2/10 "Biker's Dream" rating and an ultra-walkable score, the home offers a lifestyle of pure convenience. Inside, the versatile layout is set up as a live-in mortgage helper or a high-yield investment, with the added bonus of a spacious, unfinished attic awaiting your creative touch-perfect for a future primary retreat, studio, or loft. Outside, the deep backyard offers the unique and lucrative potential to build an additional garden suite, providing a clear path for future expansion or an entirely separate income stream This property delivers the perfect balance of 1920s nostalgia and modern financial opportunity.
Under Contract:
Hot Water Heater
Property Type:
Residential Freehold
Property Sub Type:
Duplex
Home Style:
2 1/2 Storey
Total Approx Floor Area:
1500-2000
Lot Depth:
166'50.6 m
Lot Frontage:
40'12.2 m
Direction Faces:
South
Bedrooms:
4
Bathrooms:
3.0
Water supply:
Municipal
Kitchens:
3
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
2
Rooms Above Grade:
10
Fractional Ownership:
No
Zoning:
R-4
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Block
Roof:
Shingles
Basement:
Finished, Separate Entrance
Fireplace/Stove:
No
Garage:
Detached
Garage Spaces:
1.0
Parking Features:
Other, Mutual
Parking Spaces:
5
Total Parking Spaces:
6.0
Family Room:
No
Possession Details:
TBD
Pool:
None
HST Applicable To Sale Price:
Included In
Taxes:
$4,780 /
2026
Assessment:
$- /
-
Waterloo
Kitchener
None
Deck, Porch, Privacy
Main Floor: Stainless Steel Fridge, Stove & Microwave & Range Hood | 2nd Fl: Fridge & Stove | Bsmt: Fridge & Washer & Dryer | 3 Deep Freezers (1 in attic & 2 in basement)
Data was last updated November 1, 2026 at 06:15 AM (UTC)
Area Statistics
Listings on market:
21
Avg list price:
$700,000
Min list price:
$399,900
Max list price:
$1,379,000
Avg days on market:
39
Min days on market:
4
Max days on market:
718
These statistics are generated based on the current listing's property type
and located in
Kitchener. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.