22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03) : MLS®# E12792068
Looking for a detached house for sale in Toronto? These highly sought-after homes offer privacy, space, and long-term value across some of the city’s most desirable neighbourhoods.
22 Chester Hill Road is a warm, welcoming home in a truly special, family-friendly community (this street is one of the Danforth's best-kept secrets). This is the kind of street where neighbours know each other, kids walk to school, and residents quietly stay for decades. Located within the coveted Jackman School catchment, this impressive three-storey home offers a surprising amount of space with large principle rooms including a breakfast nook and 3-season sunroom on the main floor. The second floor boasts 3 bedrooms, family washroom and den, and the 3rd floor offers a truly spectacular primary with ensuite washroom, views over the valley, and a front balcony with CN tower views. This home blends original character with thoughtful updates - its move-in ready, yet offers exciting potential - a few cosmetic tweaks that would transform it into a truly spectacular modern home. Offered with a rare private drive and garage that leads to elevated views overlooking the valley, where summer brings an incredible leafy canopy and a peaceful feel you wouldn't expect in the city. Inside, the home reflects years of care and pride of ownership, having been lovingly held by the same family for many years. This is more than a house - it's a well-loved home, in a tight-knit community, waiting for its next chapter.
Data was last updated February 17, 2026 at 09:15 PM (UTC)
Area Statistics
Listings on market:
71
Avg list price:
$1,489,000
Min list price:
$749,000
Max list price:
$2,849,000
Avg days on market:
26
Min days on market:
2
Max days on market:
257
These statistics are generated based on the current listing's property type
and located in
Toronto E03. Average values are
derived using median calculations. This data is not produced by the MLS® system.
• Full ownership with no shared walls or maintenance fees • Larger lots with backyards, driveways, and garage space • Located in family-friendly, transit-accessible areas • Significant long-term appreciation potential • Ideal for growing families, multigenerational living, or investment
Toronto Detached Homes – What You Can Expect
Detached homes in Toronto range from heritage houses to new custom builds, often offering:
• Multiple bedrooms, large kitchens, and open living areas • Private garages, fenced yards, and finished basements • Unique character homes in areas like The Annex or Roncesvalles • Newly built luxury homes in North York, Leaside, or Midtown
Start Your Search for a Detached House in Toronto Today
Explore listings for detached houses for sale in Toronto and reach out to our expert team for private tours, financing help, and offer strategies. Whether you’re upsizing, relocating, or investing – we’ll guide you every step of the way.
Each link provides updated listings and expert insights.
FAQs – Condos For Sale Toronto
FAQs – Detached House for Sale in Toronto
1. What is the average price of a detached house in Toronto? Prices typically start at $1.4M, with homes in prime locations or renovated builds exceeding $2.5M+.
2. Are detached homes in Toronto good for families? Yes, they offer privacy, multiple bedrooms, and proximity to top schools, parks, and transit.
3. Which Toronto neighbourhoods have the most detached houses? You’ll find many in areas like East York, North York, The Beaches, High Park, and Leaside.
4. Can I rent out part of a detached home in Toronto? Yes. Many detached homes include finished basements or secondary suites with strong rental potential.