$985,000 - 4 Upland Drive, Whitby
Detached for Sale in Whitby
Neighbourhood: Blue Grass Meadows
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- MLS Number
- E13814130
- Property Type
- Detached
- Status
- active
- Days on Site
- 15
- Bedrooms
- 4
- Bathrooms
- 3
- Square Feet
- 2,000 - 2,499 sqft
- Neighbourhood
- Whitby
- Taxes (2025)
- $6,674
- Listing Brokerage
- ROYAL LEPAGE SIGNATURE REALTY
Price Improved - An Incredible Opportunity in One of Whitby's Most Desirable Family Communities. Welcome to 4 Upland Dr., Whitby, a beautifully appointed 4-bedroom family home that perfectly blends timeless elegance, modern upgrades, and exceptional everyday functionality. Now offered at a newly improved price, this move-in-ready residence delivers outstanding value for buyers seeking luxury finishes, generous living space, and an unbeatable location. Step through the front door into a spectacular open-to-above foyer, where soaring ceilings and abundant natural light create a warm and sophisticated first impression. The thoughtfully designed main floor features an open-concept layout with gleaming hardwood flooring throughout-there is no carpet anywhere-offering both refined style and effortless maintenance. The heart of the home is the stunning chef-inspired kitchen, complete with built-in stainless steel appliances, upgraded countertops, extensive cabinetry, and ample workspace for preparing family meals or entertaining guests. The spacious living and dining areas flow seamlessly together, creating the perfect setting for both intimate gatherings and larger celebrations. Convenient interior access from the double-car garage adds practical everyday convenience. Upstairs, you'll find four generously sized bedrooms and three beautifully finished bathrooms designed with growing families in mind. The impressive primary suite offers a peaceful retreat featuring a custom walk-in closet with built-in organizers and a luxurious 5-piece spa-inspired ensuite highlighted by dual rain shower heads, double vanity, and premium finishes. The fully finished basement provides valuable additional living space that can easily accommodate a recreation room, home theatre, children's playroom, fitness studio, or private home office. A rough-in fora future bathroom offers excellent potential for additional customization and long-term value.
Estimate your monthly payments for this property
Estimated Payment
$5,053.56/mo
Includes CMHC insurance ($27,482)
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 Blue Grass Meadows
Blue Grass Meadows 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 Blue Grass Meadows
- •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
Blue Grass Meadows 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.
4 Upland 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 $493/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 15 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.
Family-Friendly Layout
4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Whitby. Good resale value as demand remains consistent.
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 Blue Grass Meadows
I know Blue Grass Meadows 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.

















































