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Detached for Sale in Forest Hill
Popular ListingNeighbourhood: Oakwood Village
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- MLS Number
- C14083574
- Property Type
- Detached
- Status
- active
- Days on Site
- 8
- Bedrooms
- 4
- Bathrooms
- 5
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Forest Hill / Deer Park
- Taxes (2025)
- $8,709
- Listing Brokerage
- ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Contemporary design meets exceptional functionality at 628 Winona Drive, a striking three-storey residence offering sophisticated finishes, thoughtfully designed living spaces, and seamless indoor-outdoor living. With approximately 1,843 square feet above grade, this architecturally distinctive home features soaring 10-foot ceilings on the main floor and an impressive open-concept layout designed for both everyday living and entertaining. At the heart of the home, a custom chef's kitchen with a generous centre island flows effortlessly into the dining and living areas, where a gas fireplace adds warmth and character. The second floor offers two spacious bedrooms, including one with access to a private terrace, while the third-floor primary retreat features a four-piece ensuite and access to an expansive rooftop terrace. Multiple outdoor spaces provide the perfect setting for morning coffee, summer gatherings, or simply unwinding. The finished lower level adds exceptional versatility, complete with a recreation room, additional bedroom, three-piece bathroom, and separate walk-up entrance, ideal for guests, extended family, or a home office. Ideally situated in the vibrant Oakwood Village neighbourhood, this home offers the perfect balance of urban convenience and residential charm. Enjoy easy access to neighbourhood cafés, restaurants, independent shops, parks, schools, and the lively Eglinton corridor.
Estimate your monthly payments for this property
Estimated Payment
$8,758.21/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 Oakwood Village
Oakwood Village 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 Oakwood Village
- •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
Oakwood Village 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.
628 Winona Drive, 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 $1320/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.
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.
Family-Friendly Layout
4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Forest Hill. Good resale value as demand remains consistent.
Bathroom Count Matters
With 5 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.
About Oakwood Village
I know Oakwood Village 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 $8,250 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.