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Detached for Sale in Don Mills
New — Listed 2 days ago- MLS Number
- C13163458
- Property Type
- Detached
- Status
- active
- Days on Site
- 2
- Bedrooms
- 4
- Bathrooms
- 2
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Flemingdon Park / Don Mills
- Listing Brokerage
- CHESTNUT PARK REAL ESTATE LIMITED
Exceptional opportunity in the heart of South Leaside. Nestled on a picturesque tree-lined street just steps from the vibrant shops, cafés, and restaurants of Bayview and Laird, this beautifully maintained detached family home offers the perfect blend of charm, space, and future potential in one of Toronto's most sought-after neighbourhoods. Filled with natural light and timeless character, the home features bright principal rooms, hardwood floors, and a thoughtfully designed layout tailored for comfortable family living. The inviting main floor offers a welcoming living room, an open-concept kitchen and dining area, and a spacious family room with a walkout to a private deck overlooking a beautifully landscaped English garden, an ideal setting for entertaining or quiet evenings at home. On the upper level, you'll find three generous bedrooms plus a loft-style office or study complete with a skylight, creating the perfect work from home retreat. The finished lower level provides exceptional flexibility with a recreation room, second kitchen, fourth bedroom, laundry area, and abundant storage, ideal for extended family, guests, or potential in-law accommodations. Set on a sunny, deep lot with a private drive and a detached garage, this property also offers a rare opportunity for future expansion or additional income. The existing garage is already equipped with plumbing and electricity, and a garden suite feasibility report is available for buyers looking to create additional living space or a valuable rental opportunity. Located within the highly coveted Rolph Road and Bessborough school districts and just moments to parks, transit, and the upcoming Eglinton LRT, this is a rare chance to own in one of Toronto's premier family communities.
Estimate your monthly payments for this property
Estimated Payment
$8,382.22/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 Flemingdon Park / Don Mills
Flemingdon Park / Don Mills 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 Flemingdon Park / Don Mills
- •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
Flemingdon Park / Don Mills 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.
122 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
Premium Pricing
At $1263/sqft, this property is priced above the Don Mills average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.
Just Listed - Act Strategically
This property hit the market within the last week. In Don Mills's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
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.
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 $7,896 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.
Let's See It Together
Photos only tell part of the story. During our showing, I'll point out things the camera doesn't capture: neighbourhood feel, natural light quality, traffic noise, and overall condition. I'll also share what comparable homes have sold for and help you craft a winning strategy if you decide to move forward.