29 Woodside Drive, Hamilton

Price: $1,495,000

5 bedrooms, 4 bathrooms

2,500 - 2,999 sqft

Property Type: Detached

MLS#: X12736132

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!

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$1,495,000 - 29 Woodside Drive, Hamilton

Detached for Sale in Hamilton

135 days on market
5Beds
4Baths
2,500 - 2,999Sq Ft
Detached
Property Details
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
Description

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!

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$6,612.89/mo

$
$
5%20%50%

5-yr fixed avg.

Principal: $1,196,000Interest: $787,867
Mortgage Amount$1,196,000
Total Interest$787,867
Est. Property Tax$1,059/mo
Total Cost$1,983,867

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.

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Neighbourhood Guide: Hamilton

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

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

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.

70
Walk Score
Varies
Price Range

29 Woodside Drive, Hamilton

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,950/mo
Range: $3,358 - $4,543
Cap Rate (ROI)
2.1%
Fair

Monthly Cash Flow Breakdown

Rental Income+$3,950
Maintenance Fees-$0
Property Tax (est.)-$1,059
Insurance (est.)-$311
Net Cash Flow+$2,580

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 Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

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.

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    29 Woodside Drive, Hamilton — $1,495,000 | Battaglia Team