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22 Chester Hill Road
Playter Estates-Danforth Toronto M4K 1X3

$1,729,000
Residential Freehold beds: 4 baths: 3.0

Main Photo: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 1: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 2: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 3: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 4: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 5: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 6: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 7: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 8: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 9: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 10: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 11: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 12: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 13: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 14: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 15: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 16: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 17: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 18: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 19: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 20: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 21: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 22: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 23: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 24: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 25: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 26: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 27: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 28: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 29: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 30: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 31: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 32: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 33: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 34: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 35: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 36: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Photo 37: 22 Chester Hill Road in Toronto: Playter Estates-Danforth House for sale (Toronto E03)  : MLS®# E12792068
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
E12792068
Bedrooms:
4
Bathrooms:
3
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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
3-Storey
Approx. Age:
51-99
Total Approx Floor Area:
2000-2500
Lot Depth:
117'6"
Lot Frontage:
30'
Lot Shape:
Rectangular
Direction Faces:
North
Bedrooms:
4
Bathrooms:
3.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
8
Fractional Ownership:
No
Zoning:
R(d0.6*744)
Assignment:
No
Heating type:
Baseboard
Heating Fuel:
Electric
Fireplaces:
0
Foundation:
Unknown
Roof:
Asphalt Shingle
Basement:
Full, Partially Finished, Separate Entrance
Fireplace/Stove:
No
Garage:
Detached
Garage Spaces:
1.0
Other Structures:
Fence - Partial, Garden Shed
Parking Features:
Private, Private Triple, Stacked
Parking Spaces:
3
Total Parking Spaces:
4.0
Family Room:
Yes
Possession Details:
30-60 days
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Assessment Year:
2025
Development Charges Paid:
Unknown
Taxes:
$10,813.6 / 2025
Assessment:
$- / 2025
Toronto
Toronto E03
Playter Estates-Danforth
Library, Park, Place Of Worship, Public Transit, School
Water Heater Owned, Floor Drain, Water Meter
Deck, Landscaped, Patio, Privacy, Porch Enclosed, Paved Yard
Alarm System
None
Fridge/Freezer, Dishwasher, Stove, Washer, Dryer, Ductless AC unit (x2), All ELFs.
None
None
Stucco (Plaster), Brick
No
No
City, Trees/Woods, Valley
Floor
Type
Size
Other
Ground
Living Room
19'7" × 11'11"
Overlooks Frontyard, California Shutters
Ground
Dining Room
12'7" × 10'11"
Combined w/Living, Wood Trim
Ground
Kitchen
16'3" × 7'6½"
Tile Floor, Window
Ground
Breakfast
12'6" × 7'6"
Overlooks Backyard, Combined w/Kitchen, Sliding Doors
Ground
Sunroom
10'9" × 6'5½"
Overlooks Backyard
Second
Bedroom 2
15'9¾" × 9'¼"
Overlooks Frontyard, Closet, California Shutters
Second
Bedroom 3
12'7" × 8'3¼"
Overlooks Backyard, Hardwood Floor, Closet
Second
Bedroom 4
10'2" × 7'5¾"
Hardwood Floor, Overlooks Backyard
Second
Den
22'3" × 9'4¼"
Overlooks Frontyard, Open Concept, California Shutters
Third
Primary Bedroom
16'10" × 12'6"
Balcony, B/I Closet
Third
Other
17'7" × 14'½"
Large Window, Overlooks Backyard, Combined w/Primary
Basement
Laundry
13'5" × 7'6"
Laundry Sink, B/I Shelves
Basement
Utility Room
23' × 10'11"
Above Grade Window, Unfinished
Basement
Other
10'11" × 9'2¼"
Combined w/Workshop, Above Grade Window
Floor
Ensuite
Pieces
Other
Second
No
-
5'3¾" x 7'1" Separate Shower
Third
No
-
13'1½" x 5'11" Separate Shower, Soaking Tub
UFFI:
No
Utilities Cable:
Available
Utilities Telephone:
Available
Utilities Gas:
Yes
Utilities Hydro:
Yes
Utilities Water:
Yes
Sewers:
Yes
Energy Certification:
No
Green Property Information Statement:
No
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Wall Unit(s)
Central Vacuum:
No
Seller Property Info Statement:
No
Physically Handicapped-Equipped:
No
Laundry Level:
Lower Level
Date Listed:
Feb 17, 2026
Original Price:
Previous Price:
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    Den
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    Den
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    Bedroom 2
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    Bedroom 4
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    Bedroom3
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    Primary
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    Primary
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    Primary Ensuite
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    Primary Ensuite
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    Front
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    Front Porch
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Listed by RE/MAX HALLMARK REALTY LTD.
Data was last updated February 17, 2026 at 03:15 PM (UTC)
Area Statistics
Listings on market:
71
Avg list price:
$1,489,000
Min list price:
$749,000
Max list price:
$2,849,000
Avg days on market:
26
Min days on market:
2
Max days on market:
257
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.
Amy Williamson
Jesse Boyer
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.