22 Chester Hill Road

22 Chester Hill Road
22 Chester Hill Road
22 Chester Hill Road
+34
4
 bed
3
 bath
4
 parking
2000 - 2500
 sqft
Detached
$1,729,000
For Sale
2 hours
 on site
$1,729,000
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Size
-
Lot size
3520 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$692 - $865
Taxes
$10,813.6 (2025)
Parking Type
-
Style
3-Storey
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Description
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.
Broker: RE/MAX HALLMARK REALTY LTD.
MLS®#: E12792068
Property details
Parking:
4
Parking type:
-
Property type:
Detached
Heating type:
Baseboard
Style:
3-Storey
MLS Size:
2000-2500 sqft
Lot front:
30 Ft
Lot depth:
117 Ft
Listed on:
Feb 17, 2026
Show all details
Rooms
LevelNameSizeFeatures
Second
Den
22.2 x 9.3 ft
Second
Bedroom 3
12.6 x 8.3 ft
Ground
Breakfast
12.5 x 7.5 ft
Show all
Instant estimate:
orto view instant estimate
$136,593
higher than listed price
i
High
$1,943,708
Mid
$1,865,593
Low
$1,757,868
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About 22 Chester Hill Road

Located at 22 Chester Hill Road, this Toronto detached house is available for sale. 22 Chester Hill Road has an asking price of $1729000, and has been on the market since February 2026. This 2000-2500 sqft detached house has 4 beds and 3 bathrooms. 22 Chester Hill Road resides in the Toronto Playter Estates neighbourhood, and nearby areas include Rosedale, Riverdale, St. James Town and Moore Park.

There are a lot of great restaurants around 22 Chester Hill Rd, Toronto. If you can't start your day without caffeine fear not, your nearby choices include Tim Hortons. For groceries there is Sobeys which is a 4-minute walk.

If you are reliant on transit, don't fear, 22 Chester Hill Rd, Toronto has a public transit Bus Stop (Broadview Ave at Chester Hill Rd) not far. It also has route Broadview, route Mortimer, and more close by. Residents of 22 Chester Hill Rd also have decent access to Don Valley Parkway, which is within a few minutes drive