






























$1,390,000 - 35 Chipperfield Crescent, Whitby
Detached for Sale in Whitby
59 days on market- MLS Number
- E13013502
- Property Type
- Detached
- Status
- active
- Days on Site
- 59
- Bedrooms
- 6
- Bathrooms
- 4
- Square Feet
- 3,000 - 3,499 sqft
- Neighbourhood
- Whitby
- Listing Brokerage
- HOMELIFE NEW WORLD REALTY INC.
Welcome to 35 Chipperfield Crescent, a rare ravine-lot home with a legal walk-out basement apartment in the heart of Whitby's desirable Pringle Creek community.This fully renovated detached residence offers flexible multigenerational living or strong rental potential, with the legal second unit capable of generating approximately $2,000-$2,500 per month in income.Situated on a premium 50 x 126 ft ravine lot, the home provides approximately 4,500 sqft of total living space, combining privacy, nature views, and spacious living.The main floor features a formal living room, formal dining room, a wood-paneled office, and a newly upgraded kitchen with quartz countertops, new cabinetry, premium appliances, double wall ovens, stylish backsplash, and an oak wine storage unit. A curved staircase, skylight, and custom millwork add refined character throughout.Upstairs offers 4 spacious bedrooms and 2 updated bathrooms. The primary suite includes a large ensuite with freestanding tub, glass shower, and double vanity, overlooking peaceful ravine views.The fully rebuilt legal walk-out basement apartment includes 2 large bedrooms, a dedicated dining room, a separate living room (both above ground and facing the backyard), a full kitchen, a 3-piece bathroom, and a private laundry room. A lockable interior door separates the two units, providing flexibility for rental income or extended family living.Additional features include a new roof, hardwood flooring, central air conditioning, forced-air gas heating, two laundry rooms (main & basement), and parking for four vehicles (double garage + double driveway).Move-in ready and ideally located close to highly rated schools, parks, shopping, and transit, this property offers a rare opportunity to enjoy ravine living with built-in income potential in one of Durham's most sought-after neighborhoods.
Estimate your monthly payments for this property
Estimated Payment
$6,148.44/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Whitby
Whitby is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Whitby
- •Convenient location in Whitby
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Whitby offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
35 Chipperfield Crescent, Whitby
Open in Google MapsUse the map controls to zoom, pan, and switch between map and satellite views. Drag to explore the neighbourhood.
Rental income estimator & ROI calculator
Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Competitive Pricing
At $463/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Negotiation Opportunity
At 59 days on site, this property has exceeded the typical selling timeline for Whitby. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.
Detached Home Advantages
Detached homes in Whitby are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Larger Home Realities
At 3,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
Excellent Flexibility
With 6 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Whitby.
Bathroom Count Matters
With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.