Waiting to get into "The Woods" community? Now is your chance!!! Get ready to do some creative design work with this solid detached 2-storey brick house in Humewood that is in great mechanical condition! We are offering this home after 3 generations that has Legal Front Pad Parking, Wide Mutual Driveway, Large Size Kitchen with Mud Room that can be extended to the width of the large deck for an enlarged urban oasis, 3 large bedrooms, hardwood throughout, 4 piece bathroom that can easily be turned into an ensuite from the master bedroom. Big backyard with a beautiful garden and shed (there was a detached garage there prior). Lots of potential with this house on a very desirable street. Humewood Community School just down the road, Leo Baeck Day School, plenty of private schools within reach including St Michael's College School, Havergal College, The Bishop Strachan School, Wychwood barns, quick and easy transportation, trendy restaurants and shops only a walk away. Come be part of this charming community!
About this home
Photos of 59 Cherrywood Avenue
Facts and features of 59 Cherrywood Avenue
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 3 |
| Bathrooms | 2 |
| Size | 1100-1500 sq ft |
| Lot | 25 x 120 Feet |
| Parking | 2 |
| Garage | None |
| Heating | Water |
| Cooling | Window Unit(s) |
| Basement | Separate Entrance, Full, Finished |
| Exterior | Brick, Aluminum Siding |
| Taxes | $6,768 (2026) |
| Days on market | 56 |
| Listing brokerage | KAY REAL ESTATE LTD. |
Rooms
12 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Recreation | Basement | 17′ 5″ × 17′ 1″ 5.3 × 5.2 m | Sunken Room |
| Dining Room | Main | 11′ 3″ × 13′ 10″ 3.42 × 4.21 m | hardwood floor, overlooks living |
| Foyer | Main | 6′ 6″ × 17′ 3″ 1.99 × 5.26 m | closet, hardwood floor |
| Sunroom | Main | 8′ 1″ × 5′ 10″ 2.46 × 1.79 m | W/O To Sundeck |
| Bedroom 2 | Second | 9′ 6″ × 13′ 3″ 2.9 × 4.04 m | hardwood floor, b/i closet |
| Bedroom 3 | Second | 9′ 10″ × 13′ 2″ 2.99 × 4.01 m | hardwood floor, b/i closet |
| Kitchen | Main | 8′ 9″ × 12′ 0″ 2.67 × 3.67 m | eat-in kitchen, ceramic floor, w/o to sunroom |
| Bedroom | Second | 11′ 9″ × 12′ 8″ 3.58 × 3.87 m | hardwood floor, b/i closet |
| Living Room | Main | 11′ 6″ × 16′ 6″ 3.51 × 5.02 m | fireplace, hardwood floor, overlooks dining |
| Utility Room | Basement | 10′ 11″ × 18′ 4″ 3.33 × 5.59 m | |
| Bathroom | Basement | 4′ 9″ × 4′ 9″ 1.46 × 1.44 m | 3 Pc Bath |
| Bathroom | Second | 7′ 6″ × 7′ 5″ 2.29 × 2.27 m | 4 Pc Bath |
Around this home
What’s near 59 Cherrywood Avenue
From 59 Cherrywood Avenue, the nearest station is St Clair West station (Line 1 Yonge-University), about 1.1 km away; the nearest grocery store is Moberly Natural Foods, about 700 m away; the nearest TDSB elementary school is Humewood Community School, about 150 m away; and the nearest park is Connaught Circle Parkette, about 350 m away.
Transit
- St Clair West station Line 1 Yonge-University about 1.1 km
- Forest Hill station Line 5 Eglinton about 1.5 km
- Chaplin station Line 5 Eglinton about 1.9 km
Groceries and pharmacies
- Vaughan Road Pharmacy Pharmacy about 400 m
- Moberly Natural Foods Grocery about 700 m
- Christie Pharmacy Pharmacy about 750 m
- St. Clair Fruit Market Grocery about 750 m
- St. Clair Fruits Market Grocery about 900 m
Parks
- Connaught Circle Parkette Park about 350 m
- Cedarvale Park Park about 450 m
- Humewood Park Park about 500 m
Schools
- Humewood Community School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 87% · Gr 6 math 60% about 150 m
- Cedarvale Community School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 97% · Gr 6 math 69% about 900 m
- Winona Drive Senior Public School TDSB middle school · 7-8 about 1.2 km
- St Alphonsus Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 96% · Gr 6 math 50% about 550 m
- Oakwood Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 44% · Gr 10 literacy 88% about 1.2 km
- Msgr Fraser Orientation Centre Catholic secondary · 9-12 about 2.6 km
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Phil White Arena Pool or arena about 450 m
- Chabad of Midtown Community Centre Community centre about 850 m
- Wychwood Library Library about 1.1 km
Private schools
- Girls
- The Bishop Strachan School JK to Grade 12 about 1.6 km
- Tiferes Bais Yaakov Grades 9 to 12 about 3.4 km
- St. Clement's School Grades 1 to 12 about 3.6 km
- Boys
- St. Michael's College School Grades 7 to 12 about 950 m
- Upper Canada College JK to Grade 12 about 2.2 km
- Royal St. George's College Grades 3 to 12 about 2.5 km
- Co-ed
- Arrowsmith School Ages 6 and up about 1.9 km
- The Mabin School JK to Grade 6 about 2.3 km
- De La Salle College "Oaklands" Grades 5 to 12 about 2.5 km
- The York School JK to Grade 12 about 2.8 km
Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools
Restaurants
- The Wailers Google reviews about 700 m
- Senso Restaurant & Bar Google reviews about 700 m
- Goen Google reviews about 700 m
- Queen of Persia Google reviews about 700 m
- The Rushton Google reviews about 700 m
Places: OpenStreetMap contributors, October 2026. Straight-line distances. Schools: EQAO 2024-25, Ontario Ministry of Education.
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59 Cherrywood Avenue
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MLS® C13741578 Data source: PropTx Listed September 3, 2026