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Detached for Sale in Oshawa
64 days on market- MLS Number
- E13000596
- Property Type
- Detached
- Status
- active
- Days on Site
- 64
- Bedrooms
- 8
- Bathrooms
- 4
- Square Feet
- 2,500 - 2,999 sqft
- Neighbourhood
- Oshawa
- Listing Brokerage
- KELLER WILLIAMS ENERGY REAL ESTATE
Welcome to 565 Prestwick Dr. where space, privacy & possibility come together in one extraordinary home.Set on a premium lot backing onto a tranquil greenbelt, this impressive all-brick residence offers nearly 4,500 sq ft of finished living space, delivering the perfect balance of serenity, functionality & room to grow. From the moment you arrive, the sense of scale is undeniable. Inside, a grand Scarlett O'Hara inspired staircase anchors the home, creating a striking focal point while seamlessly connecting each level. The main flr offers expansive principal rms filled with natural light, an inviting eat-in kitchen, opens to an expansive deck o/looking the private ravine, offering a peaceful, country like setting rarely found within the city, perfect for entertaining, quiet mornings, or unwinding in complete privacy. Upstairs, the primary suite serves as a true retreat, with a spacious layout, his & her closets, a well-appointed 5 pc ensuite & a private W/O o/looking the ravine designed for comfort & relaxation.The fully finished w/o lower level is where this home truly shines offering incredible versatility for today's modern family. Featuring four additional bedrms, a bright o/c living space & a kitchenette, this level is perfectly suited for multi-generational living, extended family, or creating a private in-law suite with ease. Over-sized windows & the walkout design allow for an abundance of natural light, making the space feel open, warm & connected, not below grade.Backing onto mature greenery with no direct rear neighbours, this property offers a rare sense of privacy while still being perfectly positioned in one of Oshawa's most desirable pockets, you're just minutes to top rated schools, parks, recreation centre, shopping & dining with seamless access to Hwy 401 making commuting effortless. This is a rare opportunity to own a home of this size, setting & versatility offering the space you need, the privacy you crave & a lifestyle that truly as it all!
Estimate your monthly payments for this property
Estimated Payment
$4,865.23/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 Oshawa
Oshawa 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 Oshawa
- •Convenient location in Oshawa
- •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
Oshawa 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.
565 Prestwick Drive, Oshawa
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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 $440/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 64 days on site, this property has exceeded the typical selling timeline for Oshawa. 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 Oshawa 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 8 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 Oshawa.
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.
Investment Perspective
Looking at this as an investment: Oshawa properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $4,583 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.