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Detached for Sale in Whitby
102 days on market- MLS Number
- E12852954
- Property Type
- Detached
- Status
- active
- Days on Site
- 102
- Bedrooms
- 3
- Bathrooms
- 3
- Square Feet
- 1,100 - 1,499 sqft
- Neighbourhood
- Whitby
- Listing Brokerage
- Real Broker Ontario Ltd.
Welcome to Whitby Shores, Whitby's most sought-after waterfront community! This beautifully updated 3 bedroom, 3 bathroom detached home offers move-in-ready living just steps from the lake. With tons of natural light and tastefully updated throughout, the open-concept main floor showcases hardwood and ceramic flooring, a bright dining area, and inviting living room with gas fireplace-perfect for everyday living and entertaining. The spacious kitchen is equipped with stainless steel appliances and walks out to a stunning custom deck with gazebo, and fully fenced deep backyard, ideal for hosting or unwinding outdoors. Upstairs, the oversized primary bedroom features a private walkout balcony and spa-like ensuite with corner soaker tub. The finished basement adds extra versatile living space, perfect for a home office or movie nights. Situated on a deep lot and conveniently located near schools, shopping, the Whitby GO Station, scenic bike and walking trails, the Whitby Yacht Club, and more! The best part is that all the "big ticket" items have been taken care of, so all you need to do is move in and enjoy! Updates: Front Door (2025), Stove (2025), Microwave (2025), Lennox Furnace (2024), Lennox A/C (2024), Windows (2023), Custom Blinds (2023), Garage Door (2021), Deck & Gate (2021), Flat Roof (2020), Roof (2018)
Estimate your monthly payments for this property
Estimated Payment
$4,616.95/mo
Includes CMHC insurance ($25,107)
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.
31 Four Winds 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
Fair Market Value
At $818/sqft, this property is priced in line with current Whitby market conditions. The pricing suggests the seller has done their homework. We may have modest room for negotiation, typically 2-4% in today's market.
Negotiation Opportunity
At 102 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.
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.
Investment Perspective
Looking at this as an investment: Whitby properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $3,750 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.