
53 Chester Avenue
Toronto (Playter Estates-Danforth), ON M4K 2Z8
- 3Bedrooms
- 2Bathrooms
- 1Garage
- 1100–1500Sq Ft
- $7,297Tax
- 20×133 ftLot Size
- Estimated Value:$1,507,500See Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 53 Chester Avenue, Toronto, Playter Estates-Danforth
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2025-09-09 | 2025-09-16 | Login to See Prices | Sold | e12390697 |
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About 53 Chester Avenue, Toronto, Playter Estates-Danforth
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $7,297
- Land Transfer Tax Fee
- $44,950
- Basement Type
- Separate Entrance, Finished
Interior Features
- Laundry Level
- Lower Level
- Interior Extras
- Auto Garage Door Remote, Water Heater
- Security Features
- Smoke Detector
- Fireplace/Stove
- Yes
- Fireplace Features
- Wood
- Elevator
- No
Exterior Features
- Exterior Extras
- Deck, Patio
- Pool
- None
- Property Features
- Fenced Yard, Library, Public Transit, School
Building
- Building Type
- Semi-Detached
- Building Style
- 2-Storey
- Approx Age
- 100+
Construction
- Exterior Finish
- Aluminum Siding, Brick
- Roof
- Asphalt Shingle
- Foundation Details
- Concrete
- Special Designation
- Unknown
Lot
- Lot Front
- 19.50 ft
- Lot Depth
- 133.00 ft
- Lot Size
- 2593.5
Inclusions
- Inclusions
- S/S Fridge, S/S Stove, S/S Dishwasher, Washer and Dryer, All Electric Light Fixtures, All Window Coverings, Garage Door Opener & Remote, Hot Water Tank
Exclusions
- Exclusions
- Staging Items & Furniture
Parking & Garages
- Garage Type
- Detached
- Garage Spaces
- 1
- Parking Spaces
- 1
- Total Garage And Parking Spaces
- 2
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 3
- Washrooms
- 2
- Kitchens
- 1
Room sizes
- Living Room—Ground level, Hardwood Floor, Fireplace, Large Window
- Dining Room—Ground level, Hardwood Floor, Open Concept
- Kitchen—Ground level, Granite Counters, Stainless Steel Appl, Pot Lights
- Primary Bedroom—Second level, Hardwood Floor, B/I Closet
- Bedroom 2—Second level, Hardwood Floor, B/I Closet
- Bedroom 3—Second level, Hardwood Floor, B/I Closet
- Family Room—Basement level, Broadloom
- Recreation—Basement level, Broadloom
- Laundry—Basement level
Washrooms
- 4-piece, Second
- 3-piece, Basement
- Municipality
- Toronto
- Neighbourhood
- Playter Estates-Danforth
- Main cross streets
- Danforth & Chester
- Directions
- Turn On Chester From Danforth.
- MLS® number
- E12390697
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2025-09-16
- Listed on
- 2025-09-09
- Days on market
- 7 days
- Possession type
- Flexible
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Home Market Value
Current home valuation for 53 Chester Avenue, Toronto, Playter Estates-Danforth, Toronto, ON. Listed for $1,299,999
HOMEH Estimate
$1,507,500
Estimated Sales Range
$1,190,925 - $1,824,075
HOMEH Estimate for 53 Chester Avenue, Toronto, Playter Estates-Danforth
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
5% on first $500K + 10% on $799,999 over $500K
$105,000
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $47,788 | $36,270 | $30,940 | $0 |
=Total mortgage | $1,242,487 | $1,206,269 | $1,135,939 | $1,039,999 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $6,066monthly | $5,890monthly | $5,546monthly | $5,078monthly |
Land Transfer Tax
$22,475
$22,475
$44,950
Around this home
Data provided by OpenStreetMap & Fraser Institute School Rankings
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