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Detached for Sale in Whitby
Neighbourhood: Rolling Acres
- MLS Number
- E13603642
- Property Type
- Detached
- Status
- active
- Days on Site
- 30
- Bedrooms
- 3
- Bathrooms
- 3
- Square Feet
- 2,000 - 2,499 sqft
- Neighbourhood
- Whitby
- Listing Brokerage
- RE/MAX PREMIER THE OP TEAM
Welcome to this beautifully maintained approximately 2,000 sq. ft. detached home, ideally situated on a quiet, family-friendly street in desirable North Whitby. Featuring a functional open-concept layout, this home offers a spacious primary retreat complete with a large walk-in closet and a private 4-piece ensuite. The modern kitchen overlooks the principal living areas, creating the perfect space for everyday living and entertaining. A dramatic 20-foot cathedral ceiling foyer provides an impressive first impression, while hardwood flooring throughout the main level and broadloom on the second floor add warmth and comfort. The expansive basement offers exceptional versatility with two separate access points, ideal for future in-law suite potential or additional living space. Conveniently located close to top-rated schools, parks, shopping, transit, and major highways, this is a fantastic opportunity to own a move-in-ready family home in one of Whitby's most sought-after neighbourhoods.
Estimate your monthly payments for this property
Estimated Payment
$5,130.51/mo
Includes CMHC insurance ($27,900)
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 Rolling Acres
Rolling Acres 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 Rolling Acres
- •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
Rolling Acres 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.
59 Chatterson Street, Whitby
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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 $500/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.
Market Position
At 30 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.
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.
Starter Home Potential
3 bedrooms works well for couples planning families or small families with one child. Consider whether you might outgrow the space in 5-7 years. If so, factor in potential moving costs when making your decision. Alternatively, some buyers convert a bedroom to an office and make it work long-term.
Bathroom Count Matters
With 3 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.
About Rolling Acres
I know Rolling Acres well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.