Exceptional Ravine Retreat with Incredible Multi-Generational & Investment Potential! Nestled on a premium ravine lot in the heart of Whitby, this unique hillside bungalow offers 2485sqft of living space over three finished levels of versatile living space designed to adapt to your family's needs. Featuring 5 spacious bedrooms, 3 bathrooms, multiple living areas, with each level having it's own separate entrance, this home presents an outstanding opportunity for multi-generational families, investors, or those seeking future income potential. The main level offers an inviting open-concept layout with a family-sized eat-in kitchen complete with Stainless Steel Appliances, Lots of Cupboards & Granite Countertops. Spacious living & dining areas, and a walk-out to a spectacular multi-level deck with gas hook-up overlooking the tranquil ravine, the perfect relaxing or entertaining spot. The primary bedroom features its own ensuite, while two additional bedrooms and a full bathroom complete the main level. The bright walk-out lower level includes two additional bedrooms, a full bathroom, an expansive family room with fireplace, and direct access to the multi-level deck. The finished basement offers a large recreation room with walk-out to a private patio, creating additional flexible space for extended family, home office, recreation, or future living quarters. Built into a natural slope, each of the home's three levels enjoys its own exterior entrance, making this an exceptional candidate for extended families, in-law living, or future income-generating. Enjoy the privacy of a ravine, mature trees, and peaceful outdoor living from every level while remaining just minutes from Downtown Whitby, GO Transit, Highway 401, schools, parks, restaurants, shopping, and every major convenience. A rare opportunity offering lifestyle, flexibility, and long-term investment potential in one of Whitby's most desirable established neighborhoods.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
Bungalow
Total Approx Floor Area:
1100-1500
Lot Depth:
100'1"30.5 m
Lot Frontage:
47'7"14.5 m
Direction Faces:
East
Bedrooms:
3+2
Bathrooms:
3.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
3
Bedrooms Below Grade:
2
Kitchens Above Grade:
1
Rooms Above Grade:
10
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
2
Foundation:
Poured Concrete
Roof:
Asphalt Shingle
Basement:
Finished with Walk-Out, Separate Entrance
Fireplace Features:
Electric, Natural Gas
Fireplace/Stove:
Yes
Garage:
Built-In
Garage Spaces:
2.0
Parking Features:
Private Double
Parking Spaces:
2
Total Parking Spaces:
4.0
Family Room:
Yes
Possession Details:
60/90/TBD
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Assessment Year:
2025
Taxes:
$6,927.25 /
2025
Assessment:
$- /
2025
Durham
Whitby
Downtown Whitby
Fenced Yard, Place Of Worship, Public Transit, Ravine, School, School Bus Route
Auto Garage Door Remote, In-Law Capability, Primary Bedroom - Main Floor
Hot Water Tank
EV Charger. Stainless Steel: Fridge, Stove, Dishwasher. Washer & Dryer. All Electrical LightFixtures. Garage Door Opener. Bonus for Investors: The property is currently occupied by reliable tenants who pay on time and are willing to remain, providing immediate rental income for the new owner. Some photos have been virtually edited to remove personal belongings. No structural or permanent features of the home have been modified.
Data was last updated August 9, 2026 at 02:15 PM (UTC)
Area Statistics
Listings on market:
19
Avg list price:
$899,900
Min list price:
$500,000
Max list price:
$1,899,900
Avg days on market:
38
Min days on market:
2
Max days on market:
130
These statistics are generated based on the current listing's property type
and located in
Downtown Whitby. 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.