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Detached for Sale in York
67 days on marketNeighbourhood: Weston
- MLS Number
- W13457844
- Property Type
- Detached
- Status
- active
- Days on Site
- 67
- Bedrooms
- 4
- Bathrooms
- 2
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- York / Weston
- Listing Brokerage
- Royal LePage Security Real Estate
Some homes are just houses. This one is different. For over 30 years, one family made 27 Holley Avenue their own - filling it with Sunday dinners, quiet routines, and the kind of warmth that soaks into the walls over time. From the moment you arrive, the curb appeal of this proud 2.5-storey character home pulls you in, hinting at everything waiting inside. Step through the front door and you'll feel it immediately. Rich hardwood floors, beautiful wood trims, and a combined living and dining space that flows easily into the heart of the home - a warm, welcoming kitchen where countless meals were prepared and just as many memories were made. Just off the entrance, a cozy front den offers a quieter retreat, perfect as a home office or reading room. And when the weather calls, the kitchen walks out onto a sunny deck made for barbecues, lazy afternoons, and the easy rhythm of family life outdoors. Making your way upstairs, three spacious bedrooms await - each filled with natural light, parquet floors, and closet space. A full bathroom serves the level comfortably, and a sunroom provides one of those rare bonus spaces that a family always finds a way to love, whether it becomes a playroom, a lounge, or somewhere in between. Climb to the third-level loft and discover the home's most private retreat. Spacious, sun-drenched, and quietly removed from the rest of the house, it has served for years as the primary suite - complete with two walk-in closets and the kind of calm that's hard to find and easy to fall in love with. 27 Holley has been loved well. It's ready for the next family to do the same. Minutes away from Highway 401, UP Express train, Weston Golf & Country Club, shops, bakeries, cafe's and more!
Estimate your monthly payments for this property
Estimated Payment
$5,027.39/mo
Includes CMHC insurance ($27,339)
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 Weston
Weston 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 Weston
- •Convenient location in York / Weston
- •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
Weston 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.
27 Holley Avenue, York / Weston
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Rental income estimator & ROI calculator
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 $653/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 67 days on site, this property has exceeded the typical selling timeline for York. 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 York 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 York. Good resale value as demand remains consistent.
About Weston
I know Weston 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.
Investment Perspective
Looking at this as an investment: York properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $4,083 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.