$1,288,800 - 59 Cherrywood Avenue, Forest Hill
Detached for Sale in Forest Hill
34 days on marketNeighbourhood: Humewood-Cedarvale
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- MLS Number
- C13741578
- Property Type
- Detached
- Status
- active
- Days on Site
- 34
- Bedrooms
- 3
- Bathrooms
- 2
- Square Feet
- 1,100 - 1,499 sqft
- Neighbourhood
- Forest Hill / Deer Park
- Taxes (2026)
- $6,768
- Listing Brokerage
- KAY REAL ESTATE LTD.
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!
Estimate your monthly payments for this property
Estimated Payment
$5,700.80/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Humewood-Cedarvale
Humewood-Cedarvale is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Humewood-Cedarvale
- •Convenient location in Forest Hill / Deer Park
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Humewood-Cedarvale offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
59 Cherrywood Avenue, Forest Hill / Deer Park
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Premium Pricing
At $1172/sqft, this property is priced above the Forest Hill average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.
Market Position
At 34 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.
Detached Home Advantages
Detached homes in Forest Hill are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Starter Home Potential
3 bedrooms works well for couples planning families or small families with one child. Consider whether you might outgrow the space in 5-7 years. If so, factor in potential moving costs when making your decision. Alternatively, some buyers convert a bedroom to an office and make it work long-term.
About Humewood-Cedarvale
I know Humewood-Cedarvale well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.
Investment Perspective
Looking at this as an investment: Forest Hill properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $5,370 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.
























