
29 WOODSIDE Drive
Hamilton, Ontario
5 bed • 4 bath • Single Family
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!
Price History
Schools
Secondary
- Sherwood Secondary School0.3 km
Public · Hamilton-Wentworth DSB · 1255 students
Grade 10 literacy: 79% met the provincial standard
- Hill Park System Alternative Education1.5 km
Public · Hamilton-Wentworth DSB
- ÉSAC Mère-Teresa1.9 km
French Catholic · CS catholique MonAvenir · 300 students
Grade 10 literacy: 90% met the provincial standard
Elementary
- École élémentaire Pavillon de la jeunesse0.4 km
French public · CS Viamonde · 295 students
Grade 3 reading: 77% met the provincial standard · Grade 6 math: 50% met the provincial standard
- Highview Public School0.5 km
Public · Hamilton-Wentworth DSB · 550 students
Grade 3 reading: 72% met the provincial standard · Grade 6 math: 27% met the provincial standard
- St. Margaret Mary Catholic Elementary School0.8 km
Catholic · Hamilton-Wentworth CDSB · 410 students
Grade 3 reading: 86% met the provincial standard · Grade 6 math: 42% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area L8T
- Population
- 19,405
- Private dwellings
- 7,948
- Median age
- 43.6
- Average household size
- 2.5
- Median household income
- $85,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Single Family in Hamilton · last 12 months
- Median sold price
- $681,000
- Homes sold
- 5,002
- Median days on market
- 27
- Sale-to-list price
- 97.1%
Based on 5,002 recorded sales of single family properties in Hamilton over the last 12 months.
Location
Street View
Mortgage Calculator
$299,000
Estimated Monthly Payment
$7,344
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $7,344/mo (20% down, 5.5%)
Taxes: $0/mo · Insurance: $374/mo
Estimates only. Consult a financial advisor.
Reita | Assistant
Online
Reita is an automated assistant, not a licensed real estate agent. I can help you explore neighbourhoods, understand the market, and find our free tools. What are you looking for?