39 Winegarden Trail, Hamilton, ON
Dundas, Hamilton · MLS® X12880642
About this home
Experience the pinnacle of sophisticated living in this meticulously maintained estate. For the first time since its construction, this custom built, original-owner home is being offered to the market. Radiating true pride of ownership, every inch of the 4,600+ square feet of finished living space has been curated to balance grand entertaining with intimate everyday comfort.The heart of the home features a chef-inspired kitchen adorned with timeless granite countertops, flowing effortlessly into expansive living areas that overlook the emerald greens of the golf course. Vaulted ceilings flood the home with natural light, highlighting a layout designed for flow and function. Rare and highly sought-after, this floor plan boasts two primary master suites. Both are enhanced with spacious closets and the privacy of ensuite bathrooms. This home offers unparalleled flexibility for multi-generational families or long-term guests. With a total of 4 bedrooms and 5 bathrooms, main floor office, and expansive games room there are no compromises in this one of a kind home. Step outside to your backyard oasis and entertain to your delight. Here, the manicured fairways serve as your personal, extended landscape. This isn't just a home; it's a lifestyle of quiet mornings on the patio, sunset views over the green and countless dinners with friends and family.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- X12880642
- Bedrooms
- 4
- Bathrooms
- 5 (1 half)
- Size
- 3000-3500
- Lot
- 44.71 × 158.63 ft
- Cross streets
- Davidson Blvd
- Parking
- 2 garage · 4 parking (attached)
- Driveway
- Private Double
- Basement
- Full, Finished
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick Front, Stucco (Plaster)
- Foundation
- Poured Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $10,947 / 2025
- Days on market
- 126
- Listing brokerage
- KELLER WILLIAMS EDGE REALTY
Rooms
4 Pc Ensuite
5 Pc Ensuite
2 Pc Bath
4 Pc Bath
3 Pc Bath
Listed at $1,599,000, this home is about 21% below comparable homes, worth a close look. The number above is my independent estimate of value, not the asking price.
Based on 5 similar homes nearby, adjusted for size, beds, and baths.Median of 5 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $2.18M, a close match.
How I got there
Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.
- Closest comparable, listed at $2.50M
- Bedrooms −$30K
- Bathrooms +$15K
- Adjusts to $2.48M
That comparable adjusts to $2.48M; the $2.02M estimate above is the median of all 5 comparables, which is steadier than any single home.This uses comparable active listings, not sold prices. Lot, condition, and finishes are my in-person call, and I can run a full CMA with recent solds.
On location, it is moderately walkable, so some daily errands are within reach and for the rest you will likely drive. PIRIE at DAVIDSON is about a 7-minute walk away.
Total price vs nearby homes. Fair value about $2.02M, median of 5 comparables.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
- Sold as-is / needs work: budget for renovation, the price should reflect the condition.
- Worth verifying
- Weigh carefully
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest active listings nearby.
See all comparable homesThis home lists 22% below the area average of $627/sqft.
124 days longer than the Hamilton average (2 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Dundas, Hamilton, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Somewhat WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Some errands on foot, but most trips need a car.
🚉 Nearest transit: PIRIE at DAVIDSON, about 599 m away
Within a 15-minute (1.5 km) walk.
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). Hamilton.
Get the full neighbourhood report (schools, parks, transit & safety) →
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
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.
Mortgage amount $1,279,200 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $6,826
- Property tax
- $912
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $7,739
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $28,455
- Estimated closing costs
- $28,455
Plus your down payment of $319,800. 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
- $409,577
- Principal paid down
- $162,906
- Interest paid
- $246,671
- Balance remaining
- $1,116,294
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
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of KELLER WILLIAMS EDGE REALTY. MLS®/PropTx.