53 Chester Avenue

53 Chester Avenue
53 Chester Avenue
53 Chester Avenue
+47
3
 bed
2
 bath
2
 parking
1100 - 1500
 sqft
Semi-Detached
$1,299,999
For Sale
1 day
 on site
$1,299,999
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Size
-
Lot size
2593 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$867 - $1,182
Taxes
$7,296.94 (2025)
Parking Type
-
Style
2-Storey
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Description
Welcome to 53 Chester Avenue! An open concept, sun-filled family home in the heart of coveted Playter Estates and a few steps to Jackman School and Chester Station. A charming covered front porch sets the tone for what awaits inside: A beautifully maintained, 1,444 square foot home that blends timeless character with thoughtful renovations. Flooded with natural light, this spacious home offers 9-foot ceilings, generously sized principal rooms with engineered hardwood floors throughout, a cozy wood-burning fireplace, and traditional detailing. The large and bright eat-in kitchen comes equipped with brand-new stainless-steel appliances, abundant storage and plenty of space for gathering to host everyday family meals or weekend celebrations. The second-floor features 3 spacious bedrooms with brand-new built in closets and a tastefully updated 4-piece bathroom. The lower level provides a separate entrance, a rough-in for a potential kitchenette, a separate laundry room and a second 3-piece bathroom, presenting opportunities for a guest suite, recreational space or income potential. Step outside into your own private backyard oasis, a landscaped retreat that leads to a well-kept, dry-walled 1.5 car garage with the potential to add a laneway suite. Within walking distance to the Danforth's beloved shops, cafes, and restaurants, a 10-minute walk to Withrow Park, a 1-minute walk to Chester Station and Jackman Public School, a 97-walk score and transit score of 99, the location is as exceptional as the home itself. This is a rare opportunity to own a perfectly situated and beautiful home in one of Toronto's most sought-after neighbourhoods.
Broker: ROYAL LEPAGE REAL ESTATE SERVICES LTD.
MLS®#: E12390697
Open House Times
Saturday, Sep 13th
2:00pm - 4:00pm
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Sunday, Sep 14th
2:00pm - 4:00pm
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Property details
Parking:
2
Parking type:
-
Property type:
Semi-Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
1100-1500 sqft
Lot front:
19 Ft
Lot depth:
133 Ft
Listed on:
Sep 9, 2025
Show all details
Rooms
LevelNameSizeFeatures
Basement
Laundry
15.1 x 8.9 ft
Second
Primary Bedroom
16.1 x 13.8 ft
Second
Bedroom 3
11.2 x 10.2 ft
Show all
Instant estimate:
orto view instant estimate
$202,917
higher than listed price
i
High
$1,570,380
Mid
$1,502,916
Low
$1,439,171
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About 53 Chester Avenue

53 Chester Avenue is a Toronto semi detached house for sale. It was listed at $1299999 in September 2025 and has 3 beds and 2 bathrooms. 53 Chester Avenue resides in the Toronto Playter Estates neighbourhood, and nearby areas include Riverdale, Blake-Jones, The Pocket and Rosedale.

There are a lot of great restaurants around 53 Chester Ave, Toronto. If you can't start your day without caffeine fear not, your nearby choices include Tim Hortons. For those that love cooking, Millicent Vee is a short distance away.

For those residents of 53 Chester Ave, Toronto without a car, you can get around quite easily. The closest transit stop is a Train Stop (Chester Station - Westbound Platform) and is only steps away connecting you to Toronto's public transit service. It also has route Line 2 (bloor - Danforth) nearby. Residents of 53 Chester Ave also have easy access to Don Valley Parkway, which is within a 4-minute drive