287 Greenwood Avenue, Toronto, ON
Greenwood-Coxwell, Toronto · MLS® E14032514
About this home
In short
- 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...
- 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.
- 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...
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.
Key facts
- Property type
- Semi-Detached, 2-Storey
- MLS®
- E14032514
- Bedrooms
- 4
- Bathrooms
- 3 (1 half)
- Size
- 1100-1500 sq ft
- Lot
- 23.5 × 120 ft
- Cross streets
- GREENWOOD AVE/GERRARD ST E.
- Parking
- 0 parking
- Driveway
- None
- Basement
- Separate Entrance, Partially Finished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Aluminum Siding, Brick
- Foundation
- Brick
- Roof
- Asphalt Shingle, Flat
- Sewer
- Sewer
- Property tax
- $4,596 / 2026
- Days on market
- 1
- Listing brokerage
- RE/MAX CROSSROADS REALTY INC.
Rooms
concrete floor · above grade window · open concept
laminate · open concept
hardwood floor · open concept
hardwood floor · window · closet
laminate · large window · open concept
concrete floor · laundry sink
hardwood floor · window · closet
hardwood floor · large window · closet
laminate · picture window · separate room
ceramic floor · w/o to porch
concrete floor · above grade window · open concept
hardwood floor · large window · closet
Listed at $899,900. Going by how homes in Greenwood-Coxwell and the wider GTA have actually closed against their asking prices (about 103%, 16 local closings in 90 days), the likely sale price is near $928K, if it sells. A realistic range is $869K to $1.05M.
Independent value check: $938K. Without looking at the asking price, our model values the home itself about 4% above the ask (homes like it typically land between $879K and $982K).
Why $938K. The typical semi-detached home sold in Greenwood-Coxwell over the past year went for about $1.09M (80 sales). What sets this one apart:
- ▼ Lowers itIts tax bill, which follows the city's own assessment, is $4,596 a year; the typical home sold here pays about $5,000.
- ▲ Raises it slightly4 bedrooms and 3 baths, against 3+1 and 2 typically.
Total price vs nearby homes. Likely closing about $928K, from 16 recent closings in this pocket.
The market behind the math:
About 1.3 months of inventory: 7 semi-detached homes for sale in the area against 16 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $692/sqft against an area asking average of $859/sqft.
How this estimate is builtthe short version
This figure comes from a model built on about 44,000 recent GTA sales. It weighs this home’s tax assessment, size, age, location and features against what homes like it actually sold for, including sales in this neighbourhood.
It never sees the asking price. The 16 most comparable recent sales on their own, adjusted for size, beds, baths and lot, point to about $945K. Condition and finishes remain an in-person call.
What the listing highlights5 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Pool: lifestyle appeal, but adds maintenance, insurance, and resale is mixed. Weigh carefully
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room. Worth verifying
- Hardwood floors: quality hardwood is durable and broadly desirable. Lifestyle
- Transit / schools nearby: convenience and resale support, verify the exact distances and school catchment. Value driver
- Development potential: upside only if zoning permits, verify with the city before relying on it. Worth verifying
Schools & getting aroundcatchment and transit
On schools, this address is zoned for Equinox Holistic Alternative School, one of the higher-rated public schools in the area. A strong catchment tends to hold value and widen your resale pool, especially with family buyers.
Based on 4 homes sold on this street over the past two years, plus 1 nearby in Greenwood-Coxwell, from 162 closings in Greenwood-Coxwell.
For sale
For sale
For sale
For sale
For sale
For saleThe closest active listings by size, beds, and price, so you can see what this home is up against.
Per square foot, these ask about $856/sqft; this home lists at $692/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 6 active listings nearby.
See all comparable homesSold price trend
Median sold price for semi-detached homes in Greenwood-Coxwell: $1.23M in September 2026, up 8% from a year ago, on 80 closings in 10 months.
Line: median sold price, each month averaged with its neighbours and weighted by closings. Bars: closings that month.
Month by month
| Month | Median sold | Closings |
|---|---|---|
| October 2025 | $1.08M | 5 |
| November 2025 | $1.03M | 9 |
| January 2026 | $1.03M | 6 |
| March 2026 | $1.17M | 6 |
| April 2026 | $1.06M | 10 |
| May 2026 | $1.16M | 11 |
| June 2026 | $1.20M | 10 |
| July 2026 | $1.08M | 11 |
| August 2026 | $1.07M | 5 |
| September 2026 | $1.23M | 7 |
Neighbourhood & location
Greenwood-Coxwell, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Also nearby: 12 more schools within 2.5 km
Not the assigned catchment: schools a family here could reach, with EQAO results where published.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of October 16, 2026); conventional rates run a little higher.
Mortgage amount $719,920 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $3,981
- Property tax
- $383
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $4,364
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $14,473
- Toronto municipal land transfer tax
- $14,473
- Estimated closing costs
- $28,946
Plus your down payment of $179,980. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $238,834
- Principal paid down
- $87,961
- Interest paid
- $150,873
- Balance remaining
- $631,959
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
The suite is real income here: basements rent in Greenwood-Coxwell (13 of 92 recent detached leases were basement units, around $1,550 a month). The figure above is the whole house on one lease; rented as two units, the suite alone brings about $1,550 a month on top of the upper floors. Permitted use is worth confirming with the city.
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersThe last 5 whole-home leases in Greenwood-Coxwell signed at a median of $4,125 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $4,125. The gross yield above is on the asking price, before taxes and upkeep; the cap rate is after them. A finished basement or second suite can push real rent above it. Taxes, fees, and vacancy vary by property, and cap rate is before financing.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of RE/MAX CROSSROADS REALTY INC.. MLS®/PropTx.