Sold for:Sold Sep 16, 2025
$1,299,999

53 Chester Avenue

Toronto (Playter Estates-Danforth), ON M4K 2Z8

Semi-Detached House SoldNot available

Property not available for sale or for rent.

Sell with HOMEH

HOMEH One: full-service selling for a 1% listing fee. The buyer's agent commission is separate.

Free Home EvaluationHow Much Is My Home Worth?Homes for Sale Nearby

Sale & Price History for 53 Chester Avenue, Toronto, Playter Estates-Danforth

2025-09-09
2025-09-16
Sold
Price
Login to See Prices
MLS#
e12390697

Real estate boards require you to or to see the full details of this property.

*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

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.

$1,507,500Medium confidence
Based on 13 comparable properties
See the full analysisFree Every recent nearby sale behind this number

For the owner

Is this your home? Track its value.

Get this home's HOMEH Estimate by email once a month, with how many homes are for sale around you.

Mortgage Payment Calculator

Compare up to 4 down payment scenarios

$
Toronto, ON
Minimum Down Payment Required:8.1%

5% on first $500K + 10% on $799,999 over $500K

Minimum down payment

$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
Are you a first time home buyer?

Land Transfer Tax

Provincial

$22,475

Municipal (Toronto)

$22,475

Total Land Transfer Tax

$44,950

Around this home

10/100Almost All Errands Require a Car
0/100Minimal Transit
0/100Not rated
Loading map...
7.7 /10

Frankland

Public·elementary·250m

7.9 /10

Jackman Avenue

Public·elementary·260m

7.3 /10

Holy Name

Private·elementary·420m

8.5 /10

Withrow Avenue

Public·elementary·920m

7.7 /10

Wilkinson

Public·elementary·1.2km

8.0 /10

Rosedale Heights-Arts

Public·secondary·1.2km

8.6 /10

Pape Avenue

Public·elementary·1.2km

6.2 /10

Blake Street

Public·elementary·1.3km

5.1 /10

Holy Cross

Private·elementary·1.5km

5.8 /10

Danforth

Public·secondary·1.5km

8.7 /10

Riverdale

Public·secondary·1.7km

4.9 /10

Sprucecourt

Public·elementary·1.8km

0.3 /10

First Nations School of Toronto

Public·elementary·1.9km

4.1 /10

Rose Avenue

Public·elementary·1.9km

7.1 /10

St. Patrick

Private·secondary·1.9km

Ask HOMEH

New!
H

Hi there!

👋

Text or call (416) 301-9001

Recommended for you

Based on homes you've looked at.

No recommended properties found.

Nearby similar homes

No nearby properties found.