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Detached for Sale in Hamilton
135 days on market- MLS Number
- X12736132
- Property Type
- Detached
- Status
- active
- Days on Site
- 135
- Bedrooms
- 5
- Bathrooms
- 4
- Square Feet
- 2,500 - 2,999 sqft
- Neighbourhood
- Hamilton
- Lot Size
- 12,248 sqft
- Listing Brokerage
- ROYAL LEPAGE STATE REALTY
Showcasing a classic centre hall plan, this beautiful home offers impressive curb appeal, is set on an exceptional 80' x 153' professionally landscaped lot on a sought-after East Mountain street where houses rarely come on the open market. Enjoy a quiet, mature tree-lined setting close to schools, parks, everyday amenities, and just a short stroll to the Mountain Brow. The main level is thoughtfully designed with a formal dining room, separate home office, and a stunning Great Room overlooking the resort-style backyard and multiple walkouts that seamlessly connect indoor and outdoor living. A main-floor bedroom w/ private inside entry is ideal for guests, extended family or aging parents. Upstairs, four generous bedrooms w/ ample closet space accommodate growing families. The finished basement has an open design with the family room w/ fireplace, a wet bar connecting to the Rec room/home gym. Then step into the spa area to enjoy the sauna room & a lovely 3-piece bath w/ separate walk-in shower. Two entries to the basement, include a private staircase from the main-floor laundry ideal for easy possibility for in-law or multi-generational living. The fully fenced resort style backyard is a Showstopper featuring the heated inground pool, recent deck off the Great Room, multiple patio and seating areas, gazebo, outdoor kitchen w/ stone counters, built-in gas BBQ, 2-burner cooktop, and 2 fridges. An inground sprinkler system keeps the grounds lush and well maintained. Additional features include 2 forced-air gas furnaces, 2 central air units, 2 owned hot water tanks, and a double garage w/ inside entry wired for an EV charger. Lovingly maintained and thoughtfully updated, this exceptional home offers space to grow, a great flow and layout perfect for entertaining family and friends, and an outstanding location close to everything you want and need. Seize this opportunity!
Estimate your monthly payments for this property
Estimated Payment
$6,612.89/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 Hamilton
Hamilton 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 Hamilton
- •Convenient location in Hamilton
- •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
Hamilton 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.
29 Woodside Drive, Hamilton
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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
Competitive Pricing
At $598/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Negotiation Opportunity
At 135 days on site, this property has exceeded the typical selling timeline for Hamilton. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.
Detached Home Advantages
Detached homes in Hamilton 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.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Hamilton.
Bathroom Count Matters
With 4 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.
Investment Perspective
Looking at this as an investment: Hamilton properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $6,229 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.