Offered for the First Time in Two Generations, This Cherished Greenwood Avenue Home Is Ready to Welcome Its Next Family. Lovingly Maintained by the Same Family for Decades, It Retains Much of Its Original Character, Including Hardwood Floors, High Baseboards and Traditional Trim - Along With a Rich History of Family Celebrations, Backyard Games and Lasting Memories. Set on a Generous 23.5-by-120-Ft Lot, This Rare Four-Bedroom, Three-Bathroom Home Offers More Than 1,700 Sq. Ft. of Living Space and Tremendous Potential to Personalize, Reimagine and Build Equity. Large Windows and High Ceilings Create a Bright, Airy Interior, While Fresh Paint and New Main-Floor Flooring Provide a Welcoming Start for the Home's Next Chapter. Upstairs, Four Spacious Bedrooms Showcase Original Hardwood Flooring and Classic Period Details. The Separate Basement Entrance Adds Valuable Flexibility for Additional Living Space, a Home Office, Multi-Generational Use or a Potential Income Suite. Enjoy Morning Coffee on the Beautiful Covered Front Porch, Unwind While Taking in the Neighbourhood, or Watch the Weekend Lineups Form Across the Street at Maha's Brunch. The Extra-Deep Backyard Offers Ample Room for Children, Pets, Gardening and Outdoor Entertaining. Steps to Transit and 3 min walk to Greenwood Park (Farmer's Market, Dog Park, Skating Rink, Pool and Baseball Diamonds) plus a Convenient 6 min Bus Ride to Greenwood Station, Easy Access to the Gerrard Streetcar, 7 min drive to the DVP and 10 min bike ride to Woodbine Beach. Highly Desirable Schools Include Roden-Equinox Public School and Riverdale Collegiate Institute. An Exceptional Opportunity to Establish Your Own Legacy in a Well-Loved Leslieville Home Filled With Timeless Character, Charm, History and Possibility.
About this home
Photos of 287 Greenwood Avenue
Facts and features of 287 Greenwood Avenue
| Type | Semi-Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 4 |
| Bathrooms | 3 |
| Size | 1100-1500 sq ft |
| Lot | 23.5 x 120 Feet |
| Garage | None |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Separate Entrance, Partially Finished |
| Exterior | Aluminum Siding, Brick |
| Taxes | $4,596 (2026) |
| Days on market | 16 |
| Listing brokerage | RE/MAX CROSSROADS REALTY INC. |
Rooms
12 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Recreation | Basement | 15′ 2″ × 10′ 7″ 4.63 × 3.22 m | concrete floor, above grade window, open concept |
| Kitchen | Ground | 13′ 5″ × 8′ 5″ 4.09 × 2.56 m | laminate, open concept |
| Foyer | Second | 6′ 6″ × 8′ 0″ 1.99 × 2.44 m | hardwood floor, open concept |
| Bedroom 4 | Second | 9′ 10″ × 9′ 3″ 2.99 × 2.81 m | hardwood floor, window, closet |
| Dining Room | Ground | 10′ 4″ × 9′ 4″ 3.16 × 2.85 m | laminate, large window, open concept |
| Laundry | Basement | 8′ 4″ × 6′ 4″ 2.53 × 1.92 m | concrete floor, laundry sink |
| Bedroom 3 | Second | 12′ 11″ × 9′ 3″ 3.93 × 2.81 m | hardwood floor, window, closet |
| Primary Bedroom | Second | 12′ 6″ × 9′ 3″ 3.81 × 2.82 m | hardwood floor, large window, closet |
| Living Room | Ground | 10′ 11″ × 11′ 2″ 3.32 × 3.41 m | laminate, picture window, separate room |
| Mud Room | Ground | 5′ 3″ × 6′ 7″ 1.59 × 2.01 m | ceramic floor, w/o to porch |
| Common Room | Basement | 11′ 11″ × 10′ 8″ 3.63 × 3.24 m | concrete floor, above grade window, open concept |
| Bedroom 2 | Second | 12′ 6″ × 9′ 3″ 3.81 × 2.81 m | hardwood floor, large window, closet |
Around this home
What’s near 287 Greenwood Avenue
From 287 Greenwood Avenue, the nearest station is Chester station (Line 2 Bloor-Danforth), about 2.1 km away; the nearest grocery store is Strictly Bulk, about 1.6 km away; the nearest TDSB elementary school is Equinox Holistic Alternative School, about 400 m away; and the nearest park is Erica Stark Parkette, about 1.4 km away.
Transit
- Chester station Line 2 Bloor-Danforth about 2.1 km
Groceries and pharmacies
- Strictly Bulk Grocery about 1.6 km
- Foodland Grocery about 1.6 km
- Pape Drug Mart Pharmacy about 1.6 km
- Pacific Pharmacy Toronto Pharmacy about 1.7 km
- Laz Bakkal Toronto Grocery about 1.8 km
Parks
- Erica Stark Parkette Park about 1.4 km
- Withrow Park Park about 1.5 km
- Caroline Huebner Parkette Park about 1.6 km
Schools
- Equinox Holistic Alternative School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 81% · Gr 6 math 44% about 400 m
- Roden Public School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 88% · Gr 6 math 44% about 450 m
- East Alternative School of Toronto TDSB middle school · 7-8 about 800 m
- St Joseph Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 92% · Gr 6 math 58% about 750 m
- Riverdale Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 77% · Gr 10 literacy 95% about 600 m
- St Patrick Catholic Secondary School Catholic secondary · 9-12 EQAO 2024-25: Gr 9 math 66% · Gr 10 literacy 85% about 700 m
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Withrow Park Artificial Ice Rink Pool or arena about 1.5 km
- Jimmie Simpson Recreation Centre Community centre about 1.9 km
- Queen/Saulter Library Library about 2.1 km
Restaurants
- El Hijo de Tizoc Google reviews about 1.5 km
- Souv Like Google reviews about 1.6 km
- Swiss Chalet Google reviews about 1.6 km
- Batifole Google reviews about 1.6 km
- Tapp’s Restaurant & Bar Google reviews about 1.7 km
Places: OpenStreetMap contributors, October 2026. Straight-line distances. Schools: EQAO 2024-25, Ontario Ministry of Education.
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287 Greenwood Avenue
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MLS® E14032514 Data source: PropTx Listed October 14, 2026
