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
Sold for
$1,875,000
Listed for
$1,729,000
Sold on 
Feb 24, 2026
7 days
 on site
Sold for
$1,875,000
Listed for
$1,729,000
Click to open the pre-gallery to get the direction
Size
-
Lot size
3520 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$750 - $938
Taxes
$10,813.6 (2025)
Parking Type
-
Style
3-Storey
See what's nearby
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
49 Woodville Avenue
1/49
$1,795,000
23 days
49 Woodville Avenue
4BD
3BA
4 Parking
2,000-2,500 sqft
MLS#: E12821146
CHESTNUT PARK REAL ESTATE LIMITED
23 days
9 Edgedale Road
1/47
$1,580,000
18 days
9 Edgedale Road
3BD
4BA
0 Parking
2,000-2,500 sqft
MLS#: C12833858
CHESTNUT PARK REAL ESTATE LIMITED
18 days
38 Wroxeter Avenue
1/32
$1,849,000
29 days
38 Wroxeter Avenue
3+1BD
3BA
2 Parking
2,000-2,500 sqft
MLS#: E12800816
SLAVENS & ASSOCIATES REAL ESTATE INC.
29 days
267 Seaton Street
1/20
$1,588,000
15 days
267 Seaton Street
5BD
4BA
3 Parking
2,000-2,500 sqft
MLS#: C12850714
FOREST HILL REAL ESTATE INC.
15 days

About 22 Chester Hill Road

22 Chester Hill Road is a Toronto detached house which was for sale. Asking $1729000, it was listed in February 2026, but is no longer available and has been taken off the market (Sold) on 24th of February 2026.. This detached house has 4 beds, 3 bathrooms and is 2000-2500 sqft. 22 Chester Hill Road, Toronto is situated in Playter Estates, with nearby neighbourhoods in Rosedale, Riverdale, St. James Town and Moore Park.

Some good places to grab a bite are Cafe Belong, Dairy Queen Grill & Chill or Fresh Cattering Co. Venture a little further for a meal at one of Playter Estates neighbourhood's restaurants. If you love coffee, you're not too far from Tim Hortons located at 91 Danforth Ave. For groceries there is Sobeys which is a 4-minute walk.

For those residents of 22 Chester Hill Rd, Toronto without a car, you can get around rather easily. The closest transit stop is a Bus Stop (Broadview Ave at Chester Hill Rd) and is not far connecting you to Toronto's public transit service. It also has route Broadview, route Mortimer, and more nearby. Access to Don Valley Parkway from 22 Chester Hill Rd is within a few minutes drive, making it easy for those driving to get into and out of the city