Welcome to the leading resource for finding homes in Riverdale, one of Toronto’s most charming and family-friendly neighborhoods. Our extensive listings feature a diverse selection of properties, perfect for families, professionals, and investors looking for a vibrant community with character and appeal. Discover the unique atmosphere of Riverdale and find your ideal home with our curated selection, detailed information, and expert guidance.

Login with:

Forgot password Extend Verify Contact Signup Login

NEXT Open House + more

Sep 13, 2025 02:00 PM - 04:00 PM EDT

Add to calendar

Google calendar

Apple calendar

Office365

Outlook

Yahoo calendar

Other calendars

53 Chester Avenue

Playter Estates-Danforth Toronto M4K 2Z8

$1,299,999

Residential Freehold beds: 3 baths: 2.0

Share on X

Share on Facebook

Share on Pinterest

Share Link

Share on Twitter

Share on Facebook

Share on Pinterest

Share Link

• Details
• Photos
• Map

Open House - Sep 13, 2025

02:00 PM - 04:00 PM EDT

NOTES: Open House on Saturday, September 13, 2025 2:00PM - 4:00PM

Add to calendar

Google calendar

Apple calendar

Office365

Outlook

Yahoo calendar

Other calendars

Open House - Sep 14, 2025

02:00 PM - 04:00 PM EDT

NOTES: Open House on Sunday, September 14, 2025 2:00PM - 4:00PM

Add to calendar

Google calendar

Apple calendar

Office365

Outlook

Yahoo calendar

Other calendars

Status:

Active

Prop. Type:

Residential Freehold

MLS® Num:

E12390697

Bedrooms:

3

Bathrooms:

2

• Photos (50)

Schedule a viewing:

in-person virtual

---

ASAP

Sun

14

SEP

Mon

15

SEP

Tue

16

SEP

Wed

17

SEP

Thu

18

SEP

Fri

19

SEP

Sat

20

SEP

Cancel any time.
• Schedule / Email
• Send listing
• Mortgage calculator
• Print listing

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.

General Info:

Property Type:

Residential Freehold

Property Sub Type:

Semi-Detached

Home Style:

2-Storey

Approx. Age:

100+

Total Approx Floor Area:

1100-1500

Depth:

133'40.5 m

Frontage:

19'6"5.94 m

Direction Faces:

East

Bedrooms:

3

Bathrooms:

2.0

Water supply:

Municipal

Kitchens:

1

Bedrooms Above Grade:

3

Kitchens Above Grade:

1

Rooms Above Grade:

7

Rooms Below Grade:

2

Additional Info:

Heating type:

Forced Air

Heating Fuel:

Gas

Foundation:

Concrete

Roof:

Asphalt Shingle

Basement:

Separate Entrance, Finished

Fireplace Features:

Wood

Fireplace/Stove:

Yes

Garage:

Detached

Garage Spaces:

1.5

Parking Features:

Lane, Private

Parking Spaces:

1

Total Parking Spaces:

2.0

Family Room:

No

Possession Details:

Flexible

Pool:

None

Financial Info:

HST Applicable To Sale Price:

Included In

Development Charges Paid:

Unknown

Taxes:

$7,296.94 / 2025

Assessment:

$- / -

Listing Area:

Toronto E03

Listing Sub-Area:

Playter Estates-Danforth

County Or Parish:

Toronto

Property Features / Area Influences:

Fenced Yard, Library, Public Transit, School

Interior Features:

Auto Garage Door Remote, Water Heater

Exterior Features:

Deck, Patio

Security Features:

Smoke Detector

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:

Staging Items & Furniture

Exterior Finish:

Aluminum Siding, Brick

Room Information:

Floor

Type

Size

Other

Ground

Living Room

15'5"4.70 m × 10'10"3.30 m

Hardwood Floor, Fireplace, Large Window

Ground

Dining Room

13'1½"4.00 m × 10'2"3.10 m

Hardwood Floor, Open Concept

Ground

Kitchen

21'8"6.60 m × 10'10"3.30 m

Granite Counters, Stainless Steel Appl, Pot Lights

Second

Primary Bedroom

16'1"4.90 m × 13'9"4.19 m

Hardwood Floor, B/I Closet

Second

Bedroom 2

11'5¾"3.50 m × 11'2"3.40 m

Hardwood Floor, B/I Closet

Second

Bedroom 3

11'2"3.40 m × 10'2"3.10 m

Hardwood Floor, B/I Closet

Basement

Family Room

14'1"4.29 m × 9'10"3.00 m

Broadloom

Basement

Recreation

15'5"4.70 m × 14'9"4.50 m

Broadloom

Basement

Laundry

15'1"4.60 m × 8'10"2.69 m

Other Details:

Special Designation:

Unknown

Sewers:

Sewer

Air Conditioning:

Central Air

Central Vacuum:

No

Seller Property Info Statement:

No

Ensuite Laundry:

No

Laundry Level:

Lower Level

Listing Info:

Date Listed:

Sep 09, 2025

Original Price:

Signup

Previous Price:

Signup

• 
  Photo 1 of 50
• 
  Photo 2 of 50
• 
  Photo 3 of 50
• 
  Photo 4 of 50
• 
  Photo 5 of 50
• 
  Photo 6 of 50
• 
  Photo 7 of 50
• 
  Photo 8 of 50
• 
  Photo 9 of 50
• 
  Photo 10 of 50
• 
  Photo 11 of 50
• 
  Photo 12 of 50
• 
  Photo 13 of 50
• 
  Photo 14 of 50
• 
  Photo 15 of 50
• 
  Photo 16 of 50
• 
  Photo 17 of 50
• 
  Photo 18 of 50
• 
  Photo 19 of 50
• 
  Photo 20 of 50
• 
  Photo 21 of 50
• 
  Photo 22 of 50
• 
  Photo 23 of 50
• 
  Photo 24 of 50
• 
  Photo 25 of 50
• 
  Photo 26 of 50
• 
  Photo 27 of 50
• 
  Photo 28 of 50
• 
  Photo 29 of 50
• 
  Photo 30 of 50
• 
  Photo 31 of 50
• 
  Photo 32 of 50
• 
  Photo 33 of 50
• 
  Photo 34 of 50
• 
  Photo 35 of 50
• 
  Photo 36 of 50
• 
  Photo 37 of 50
• 
  Photo 38 of 50
• 
  Photo 39 of 50
• 
  Photo 40 of 50
• 
  Photo 41 of 50
• 
  Photo 42 of 50
• 
  Photo 43 of 50
• 
  Photo 44 of 50
• 
  Photo 45 of 50
• 
  Photo 46 of 50
• 
  Photo 47 of 50
• 
  Photo 48 of 50
• 
  Photo 49 of 50
• 
  Photo 50 of 50

Larger map options:

Larger map Satellite map Street View Walkscore

Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.

Data was last updated September 13, 2025 at 01:15 AM (UTC)

Area Statistics

Listings on market:

25

Avg list price:

$999,999

Min list price:

$698,000

Max list price:

$1,450,000

Avg days on market:

10

Min days on market:

2

Max days on market:

114

These statistics are generated based on the current listing's property type and located in Toronto E03. Average values are derived using median calculations. This data is not produced by the MLS® system.

Get market change alerts

• DARYL KING
• RE/MAX HALLMARK REALTY LIMITED
• 1 (905) 9075464
• homes@darylking.com

This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.

powered by myRealPage.com

Explore Homes for Sale in Riverdale, Toronto

Browse our comprehensive listings of homes for sale in Riverdale, offering a variety of styles, sizes, and price points to suit your needs. Each listing includes detailed descriptions, high-quality photos, and essential information to help you make an informed decision. Whether you’re looking for a classic Victorian, a modern townhouse, or a cozy family home, our listings cater to all preferences and budgets.

Navigating the Home Buying Process in Riverdale

Buying a home in Riverdale involves various considerations, such as understanding the local market, financing options, and neighborhood amenities. Our resources and expert guidance are designed to help you navigate these complexities, ensuring a smooth and informed buying process. We offer advice on home inspections, mortgage options, and long-term investment strategies to help you make the best choice.

Maximizing Exposure for Your Riverdale Home

If you’re selling a home in Riverdale, our platform offers exceptional exposure to a targeted audience of potential buyers. We utilize advanced marketing techniques to highlight the key features and benefits of your property, ensuring it stands out in the competitive Toronto real estate market. Our goal is to connect you with interested buyers efficiently, facilitating successful and profitable transactions.

Start Your Home Search in Riverdale Today

Embark on your journey to find the perfect home in Riverdale, Toronto with us. Our user-friendly platform and dedicated team are here to assist you every step of the way, making the search and purchase process seamless and rewarding.

Explore our listings and discover the ideal home for your next move or investment. Let us help you find your perfect property in Riverdale, Toronto.

Explore More Real Estate Options in Toronto:

• New Homes in Toronto
• Lofts in Toronto
• Luxury Penthouses in Toronto
• Cheap Houses in Toronto
• Condos for Rent in Toronto
• Toronto Townhomes for Sale
• Toronto Bungalows for Sale
• Luxury Homes in Toronto
• Toronto Detached Homes
• Toronto Real Estate Listings
• Homes for Sale in Leslieville
• Homes for Sale in Rosedale, Toronto
• Homes for Sale in Leaside, Toronto
• East York Homes for Sale in Toronto

Each of these links will redirect you to a dedicated subpage with detailed listings and information tailored to that specific area. Start exploring and find the home that best suits your needs and preferences.