+1 .647 .896 .7668
List
Map
Sort & Filter

  • For Sale

  • For Rent

For Sale

  • Residential

  • Condo/Strata

  • Agriculture

  • Business

  • Hospitality

  • Industrial

  • Institutional

  • Office

  • Other

  • Parking

  • Recreational

  • Retail

  • Vacant Land

Residential

    Price Range

    Minimum Price
    Maximum Price
    Clear
    Apply
Price
Bedrooms
  • 1
  • 2
  • 3
  • 4
  • 5+
Clear
Apply
Bedrooms

Waterfront

Swimming Pool

Toronto

Pet Friendly

View Map

1of10
House for sale: 22 CHESTER HILL ROAD, Toronto
22 Chester Hill Road
$1,729,000
Toronto , Ontario M4K1X3
4 bed
3 bath
About the Property

Cross Streets: Broadview and Danforth. ** Directions: Front Door. 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. (id:27476)

See More

Schedule Your Tour

Property Details
MLS® Number
E12792068
Type
Single Family
Community Name
Playter Estates-Danforth
Ownership Type
Freehold
Land Size
30 x 117.5 FT
Parking Space Total
4
Building
Building Type
House
Storeys
3
Square Footage
2000 - 2500 sqft
Bathrooms Total
3
Bedrooms Above Ground
4
Bedrooms Total
4
Amenities
Park, Place of Worship, Public Transit, Schools
Exterior Finish
Stucco, Brick
Fireplace Present
No
Basement Type
Full, N/A (Partially finished), N/A
Basement Features
Separate entrance
Building Heating Type
Baseboard heaters, Heat Pump, Radiant heat, Not known
Heating Fuel
Electric, Natural gas
Building Cooling Type
Wall unit
Utilities
Water
Municipal water
Utility Sewer
Sanitary sewer
Room Layout
Bedroom 2
Second level
4.82 m x 2.75 m
Bedroom 3
Second level
3.84 m x 2.52 m
Bedroom 4
Second level
2.28 m x 3.1 m
Bathroom
Second level
1.62 m x 2.17 m
Den
Second level
6.78 m x 2.85 m
Primary Bedroom
Third level
5.12 m x 3.8 m
Bathroom
Third level
4 m x 1.8 m
Other
Third level
4.28 m x 5.35 m
Laundry room
Basement
2.29 m x 4.09 m
Utility room
Basement
3.33 m x 7.02 m
Other
Basement
3.33 m x 2.8 m
Living room
Ground level
5.98 m x 3.64 m
Dining room
Ground level
3.33 m x 3.84 m
Kitchen
Ground level
4.95 m x 2.3 m
Eating area
Ground level
3.82 m x 2.29 m
Sunroom
Ground level
3.28 m x 1.97 m
Monthly Payment Calculator
$
%
3.49%
5.5%
6%
7%
Years
15 Years
20 Years
25 Years
30 Years
Your Monthly Payment
$3,625
Book a Showing
Darya Strilyana
Darya Strilyana
Real Estate Expert
Phone
+1 .647 .896 .7668
Email
ds@homeads.ca

Powered by

Listing provided by: RE/MAX HALLMARK REALTY LTD.

$1,729,000 - 22 CHESTER HILL ROAD, Toronto Ontario M4K 1X3, Canada | Real Estate For Sale | HomeAds.ca

Sort by:Newest
  • Newest
  • Price Low to High
  • Price High to Low
  • Oldest
Row / Townhouse for sale: 144 - 415 JARVIS STREET, Toronto
$549,000

144 - 415 Jarvis Street, Toronto (Cabbagetown-South St. James Town), Ontario

2 bed
1 bath

JARVIS/CARLTON This beautifully updated 2-bedroom, 1-bathroom ...

Row / Townhouse for sale: 124 - 415 JARVIS STREET, Toronto
$299,000

124 - 415 Jarvis Street, Toronto (Cabbagetown-South St. James Town), Ontario

0 bed
1 bath

Jarvis/Carlton Perfect for first-time buyers or ...

House for sale: 448 GERRARD STREET E, Toronto
$799,900

448 Gerrard Street E, Toronto (Cabbagetown-South St. James Town), Ontario

2 bed
1 bath

Cross Streets: GERRARD & SUMACH. ** Directions: EAST OF ...

Apartment for sale: 102A - 245 CARLAW AVENUE, Toronto
$1,699,000

102a - 245 Carlaw Avenue, Toronto (South Riverdale), Ontario

2 bed
1 bath

Cross Streets: Queen St and Carlaw Ave. ** Directions: ...

Apartment for sale: 1602 - 18 MAITLAND TERRACE, Toronto
$498,000

1602 - 18 Maitland Terrace, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Yonge/Wellesley Luxurious Well Kept One Bedroom with ...

Apartment for sale: 408 - 18 MAITLAND TERRACE, Toronto
$1,499,900

408 - 18 Maitland Terrace, Toronto (Church-Yonge Corridor), Ontario

3 bed
3 bath

Yonge & Maitland A rare and expansive 1,502 ...

Apartment for sale: 213 - 70 ALEXANDER STREET, Toronto
$325,000

213 - 70 Alexander Street, Toronto (Church-Yonge Corridor), Ontario

1 bed
1 bath

Church & Carlton Attention first time buyers, renovators ...

Apartment for sale: 1207 - 130 CARLTON STREET, Toronto
$1,098,000

1207 - 130 Carlton Street, Toronto (Cabbagetown-South St. James Town), Ontario

3 bed
2 bath

Cross Streets: Carlton St and Jarvis St. ** Directions: ...

Apartment for sale: 503 - 130 CARLTON STREET, Toronto
$1,240,000

503 - 130 Carlton Street, Toronto (Cabbagetown-South St. James Town), Ontario

2 bed
2 bath

Carlton St & Jarvis St Welcome to the one ...

Apartment for sale: 607 - 45 CARLTON STREET, Toronto
$779,900

607 - 45 Carlton Street, Toronto (Church-Yonge Corridor), Ontario

4 bed
2 bath

Cross Streets: Yonge & Carlton. ** Directions: Between Yonge ...

Apartment for sale: 1505 - 130 CARLTON STREET, Toronto
$1,349,000

1505 - 130 Carlton Street, Toronto (Cabbagetown-South St. James Town), Ontario

3 bed
2 bath

CARLTON ST/JARVIS Rarely Available 05 Unit with ...

Apartment for sale: 609 - 130 CARLTON STREET, Toronto
$999,500

609 - 130 Carlton Street, Toronto (Cabbagetown-South St. James Town), Ontario

3 bed
2 bath

Carlton & Jarvis The Exceptional use of 1936 Square ...

Multi-Family for sale: 206 CARLTON STREET, Toronto
$3,300,000

206 Carlton Street, Toronto (Cabbagetown-South St. James Town), Ontario

1 bed
1 bath

CARLTON ST AND JARVIS ST Amazing Prime Downtown ...

Apartment for sale: 123 - 326 CARLAW AVENUE, Toronto
$1,950,000

123 - 326 Carlaw Avenue, Toronto (South Riverdale), Ontario

2 bed
2 bath

Dundas and Carlaw Welcome to The Gallery, a ...

Apartment for sale: 2201 - 40 HOMEWOOD AVENUE, Toronto
$571,500

2201 - 40 Homewood Avenue, Toronto (Cabbagetown-South St. James Town), Ontario

3 bed
1 bath

Cross Streets: Jarvis/ Carlton. ** Directions: From DVP ...

Apartment for sale: PH7 - 40 HOMEWOOD AVENUE, Toronto
$399,900

Ph7 - 40 Homewood Avenue, Toronto (Cabbagetown-South St. James Town), Ontario

1 bed
1 bath

Cross Streets: Carlton/Jarvis. ** Directions: Turn Right ...

Apartment for sale: 4006 - 11 WELLESLEY STREET W, Toronto
$698,000

4006 - 11 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

2 bed
1 bath

Cross Streets: Yonge/Wellesley. ** Directions: Yonge /Wellesley. ...

Apartment for sale: 1107 - 11 WELLESLEY STREET W, Toronto
$679,000

1107 - 11 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

2 bed
1 bath

Cross Streets: Yonge/Wellesley. ** Directions: West of ...

Apartment for sale: 413 - 555 YONGE STREET, Toronto
$679,900

413 - 555 Yonge Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Cross Streets: Yonge and Wellesley. ** Directions: Via ...

Apartment for sale: 902 - 1201 DUNDAS STREET E, Toronto
$649,900

902 - 1201 Dundas Street E, Toronto (South Riverdale), Ontario

2 bed
1 bath

Dundas / Carlaw Welcome to Suite 902 at the ...

Apartment for sale: 503 - 1201 DUNDAS STREET E, Toronto
$1,249,000

503 - 1201 Dundas Street E, Toronto (South Riverdale), Ontario

2 bed
2 bath

Dundas St E and Carlaw Ave Welcome to ...

Apartment for sale: 1201 DUNDAS Street E Unit# 902, Toronto
$649,900

1201 Dundas Street E Unit# 902, Toronto, Ontario

2 bed
1 bath

DUNDAS STREET EAST & CARLAW AVENUE Welcome to Suite ...

Apartment for sale: 1024 - 77 MAITLAND PLACE, Toronto
$675,000

1024 - 77 Maitland Place, Toronto (Cabbagetown-South St. James Town), Ontario

2 bed
2 bath

Jarvis/ Wellesley Beautifully renovated 2-bedroom, 2-bathroom ...

Apartment for sale: 623 - 77 MAITLAND PLACE, Toronto
$669,900

623 - 77 Maitland Place, Toronto (Cabbagetown-South St. James Town), Ontario

2 bed
2 bath

Cross Streets: Jarvis & Wellesley. ** Directions: Use GPS ...

Apartment for sale: 707 - 8 WELLESLEY STREET W, Toronto
$1,785,000

707 - 8 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

4 bed
2 bath

Cross Streets: Yonge & Wellesley. ** Directions: W. Welcome ...

Apartment for sale: 2604 - 11 WELLESLEY STREET W, Toronto
$638,000

2604 - 11 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

2 bed
1 bath

Yonge/Wellesley Excellent Location! W Unblocked South ...

Apartment for sale: 701 - 8 WELLESLEY STREET E, Toronto
$579,000

701 - 8 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Cross Streets: Yonge St/Wellesley E. ** Directions: At ...

Apartment for sale: 607 - 8 WELLESLEY STREET E, Toronto
$649,900

607 - 8 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

2 bed
2 bath

Yonge St & Wellesley St E In a market ...

Apartment for sale: 625 - 1190 DUNDAS STREET E, Toronto
$489,900

625 - 1190 Dundas Street E, Toronto (South Riverdale), Ontario

1 bed
1 bath

Cross Streets: Carlaw Ave & Dundas St E. ** Directions: ...

Apartment for sale: 406 - 1190 DUNDAS STREET E, Toronto
$488,000

406 - 1190 Dundas Street E, Toronto (South Riverdale), Ontario

1 bed
1 bath

DUNDAS STREET E & CARLAW Attention first-time home ...

Apartment for sale: 510 - 1190 DUNDAS STREET E, Toronto
$639,000

510 - 1190 Dundas Street E, Toronto (South Riverdale), Ontario

2 bed
1 bath

Carlaw/ Dundas Welcome to 'The Carlaw'. Lovely Boutique ...

Apartment for sale: LPH05 - 8 WELLESLEY STREET W, Toronto
$1,298,000

Lph05 - 8 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

3 bed
2 bath

Cross Streets: Yonge and Wellesley. ** Directions: West ...

Apartment for sale: LPH01 - 8 WELLESLEY STREET W, Toronto
$999,000

Lph01 - 8 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

2 bed
2 bath

Cross Streets: Yonge St. & Wellesley St. W. ** Directions: ...

Apartment for sale: 1509 - 8 WELLESLEY STREET W, Toronto
$850,000

1509 - 8 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

3 bed
2 bath

Yonge St & Wellesley St W Welcome to 8 ...

Apartment for sale: 4308 - 8 WELLESLEY STREET W, Toronto
$365,000

4308 - 8 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

0 bed
1 bath

Yonge St & Wellesley St W Brand-new luxury ...

Apartment for sale: 4505 - 8 WELLESLEY STREET W, Toronto
$549,000

4505 - 8 Wellesley Street W, Toronto (Bay Street Corridor), Ontario

1 bed
1 bath

Cross Streets: YONGE ST AND WELLESLEY ST W. ...

Apartment for sale: 204 - 15 MAITLAND PLACE, Toronto
$500,000

204 - 15 Maitland Place, Toronto (Cabbagetown-South St. James Town), Ontario

2 bed
1 bath

Cross Streets: Wellesley/Jarvis. ** Directions: Use your ...

Row / Townhouse for sale: 1246 DUNDAS STREET E, Toronto
$1,499,000

1246 Dundas Street E, Toronto (South Riverdale), Ontario

3 bed
3 bath

Cross Streets: Carlaw and Dundas. ** Directions: Dundas ...

Apartment for sale: 1607 - 22 WELLESLEY STREET E, Toronto
$528,000

1607 - 22 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

1 bed
1 bath

Cross Streets: yonge/wellesley. ** Directions: E. Unbeatable ...

Apartment for sale: 1608 - 22 WELLESLEY STREET E, Toronto
$699,000

1608 - 22 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

2 bed
2 bath

Cross Streets: Wellesley/Yonge. ** Directions: NE. arely ...

Apartment for sale: 3302 - 28 WELLESLEY STREET, Toronto
$648,800

3302 - 28 Wellesley Street, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Yonge & Wellesley Live In Style & Luxury, 31st Floor ...

Apartment for sale: 3109 - 28 WELLESLEY STREET E, Toronto
$673,000

3109 - 28 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Yonge/Wellesley Price Including Parking And Locker! Welcome ...

Apartment for sale: 405 - 28 WELLESLEY STREET E, Toronto
$559,000

405 - 28 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Yonge St./Wellesley St. E Live In Style ...

Apartment for sale: 305 - 50 WELLESLEY STREET E, Toronto
$499,000

305 - 50 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Cross Streets: WELLESLEY AND YONGE. ** Directions: YONGE ...

Apartment for sale: 3207 - 50 WELLESLEY STREET E, Toronto
$589,000

3207 - 50 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

2 bed
1 bath

Cross Streets: Yonge and Wellesley. ** Directions: Public ...

Apartment for sale: 1209 - 25 MAITLAND STREET, Toronto
$759,000

1209 - 25 Maitland Street, Toronto (Church-Yonge Corridor), Ontario

3 bed
2 bath

Cross Streets: Yonge St & Wellesley St E. ** Directions: ...

Apartment for sale: 505 - 25 MAITLAND STREET, Toronto
$399,999

505 - 25 Maitland Street, Toronto (Church-Yonge Corridor), Ontario

1 bed
1 bath

Cross Streets: Yonge Street & Alexander Street. ** Directions: ...

Apartment for sale: 307 - 81 WELLESLEY STREET E, Toronto
$449,000

307 - 81 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

1 bed
1 bath

Wellesley St E/Church St Stylish and functional ...

Apartment for sale: 1405 - 81 WELLESLEY STREET E, Toronto
$989,000

1405 - 81 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

2 bed
2 bath

Cross Streets: Church and Wellesley. ** Directions: Heading ...

Apartment for sale: 1506 - 81 WELLESLEY STREET E, Toronto
$380,000

1506 - 81 Wellesley Street E, Toronto (Church-Yonge Corridor), Ontario

0 bed
1 bath

Cross Streets: CHURCH/WELLESLEY. ** Directions: ttd. Two ...

Updated February 19th 2026 12:44 pm

Book a Showing
Darya Strilyana
Darya Strilyana
Real Estate Expert
Phone
+1 .647 .896 .7668
Email
ds@homeads.ca
Indicates required field
Name is required
Name is required
Name is required
Please let us know if you're already working with an agent.
Search Properties

For Sale

For Rent

Sort by

Newest

Price Low to High

Price High to Low

Oldest first

Property Type

Residential

Condo/Strata

Agriculture

Business

Hospitality

Industrial

Institutional

Office

Other

Parking

Recreational

Retail

Vacant Land

Price Range
Minimum Price
Maximum Price
Bedrooms
  • 1
  • 2
  • 3
  • 4
  • 5+
Popular Features

Waterfront

Swimming Pool

Pet Friendly

Location

Toronto

Clear All
Show Results

Saved to Wishlist