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Detached for Sale in Whitby
New — Listed 4 days agoNeighbourhood: Rolling Acres
- MLS Number
- E13622922
- Property Type
- Detached
- Status
- active
- Days on Site
- 4
- Bedrooms
- 5
- Bathrooms
- 3
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Whitby
- Listing Brokerage
- SUTTON GROUP-ADMIRAL REALTY INC.
First Time On the market! A rare opportunity to acquire a lovingly maintained property from its original owners! This Sprawling Bungalow with 1,775 sf of main-floor living space is nestled in the highly sought-after Rolling Acres community of Whitby and is set on an expansive 49.74f wide by 118.11f deep lot and has exceptional curb appeal with plenty of setback and mature landscaping. The backyard offers an abundance of private outdoor space-ideal for entertaining on a large patio deck, gardening, or adding a future pool. Boasting 11.5 foot high ceilings in the grand living and dining room & 9 foot ceilings in the foyer and an expansive 1,100sf in-law suite (approx. estimate) with kitchen, 3 piece bathroom & 2 bedrooms in the professionally finished basement! Other Features include an attached 2 car garage with total 4 car parking spaces, new paint June 2026, new basement vinyl plank flooring (June 2026), new dishwasher (June 2026), a huge master bedroom with 3 piece ensuite bath and a turn-key handicap/wheelchair walk-way along the side & up to the rear deck of the property. This unique bungalow is designed for comfortable family living and easy main-floor accessibility and offers effortless versatile living for seniors or a growing family! Living in Rolling Acres places everyday essentials and lifestyle perks right at your doorstep: Top-Rated Schools including John Dryden P.S., Sir Samuel Steele P.S., and St. Mark the Evangelist Catholic School. Surrounded by family-friendly green spaces such as Darren Park, Jack Wilson Park, and connected walking/cycling trails along local creek systems. Shop & Dine Convenience minutes from major retail hubs along Taunton Road and Thickson Road, including local grocery stores, big-box shopping, coffee shops, and diverse dining options. Seamless Transit & Commuting with quick and convenient access to Highways 401, 407, and 412, as well as Durham Region Transit & the Whitby GO Station for a quick commute into Toronto.
Estimate your monthly payments for this property
Estimated Payment
$4,355.81/mo
Includes CMHC insurance ($23,687)
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.
51 Daines Drive, 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 $566/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.
Just Listed - Act Strategically
This property hit the market within the last week. In Whitby's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
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.
Excellent Flexibility
With 5 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 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.