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Semi-Detached for Sale in Don Mills
Neighbourhood: Leaside
- MLS Number
- C13154606
- Property Type
- Semi-Detached
- Status
- active
- Days on Site
- 20
- Bedrooms
- 4
- Bathrooms
- 2
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Flemingdon Park / Don Mills
- Listing Brokerage
- BOSLEY REAL ESTATE LTD.
South Leaside charmer on one of the neighbourhood's most coveted family streets. Welcome to this beautifully updated red brick semi-detached home, ideally situated on a quiet, tree-lined block surrounded by wonderful neighbours and young families, just steps to Rolph Road School, parks, playgrounds, and the beloved shops and restaurants of Bayview. Thoughtfully expanded with a two-level family room addition, this 3-bedroom, 2-bathroom home offers the flexible living space today's families are always searching for. Bright and inviting throughout, the sunny south exposure fills the home with natural light from morning to evening. Designed for effortless everyday living, the main floor features generous principal rooms and a rear family room extension that serves as the true heart of the home-overlooking the deep backyard and offering the perfect setting for casual entertaining, cozy movie nights, or keeping an eye on the kids while dinner is underway.Upstairs, three well-proportioned bedrooms provide comfortable accommodations for growing households, including a spacious primary with built-in storage. The lower level adds exceptional versatility, with a large recreation space that easily functions as a playroom, home office, guest retreat, or teenage hangout, alongside a full bathroom, laundry, and excellent storage. Thoughtfully updated and lovingly maintained, this special home also features a detached garage and a deep backyard with plenty of room to play, entertain, and unwind. Parking is refreshingly easy, with seamless day-to-day use of the mutual drive thanks to fantastic neighbours, plus abundant street parking. A rare opportunity to own a turnkey home in the heart of one of Toronto's most beloved family neighbourhoods.
Estimate your monthly payments for this property
Estimated Payment
$5,967.08/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 Leaside
Leaside 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 Leaside
- •Convenient location in Flemingdon Park / Don Mills
- •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
Leaside 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.
20 Randolph Road, Flemingdon Park / Don Mills
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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 $899/sqft, this property is priced in line with current Don Mills 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.
Market Position
At 20 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 Don Mills 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 Don Mills. Good resale value as demand remains consistent.
About Leaside
I know Leaside 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: Don Mills properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $5,621 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.