29 Woodside Drive
251 - Sherwood
Hamilton
L8T 1C4
$1,495,000
Residential
beds: 5
baths: 4.0
5,145 sq. ft.
built: 1969
- Status:
- Active
- Prop. Type:
- Residential
- MLS® Num:
- 40801223
- Bedrooms:
- 5
- Bathrooms:
- 4
- Year Built:
- 1969
- Photos (49)
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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!
- Property Type:
- Residential
- Property SubType:
- Single Family Residence
- Year built:
- 1969 (Age: 57)
- Listing General Location:
- 251 - Sherwood, 25 - Hamilton Mountain
- Bedrooms:
- 5
- Bathrooms:
- 4.0 (Full:3/Half:1)
- Lot Details:
- 80 x 153.1
- Lot Depth:
- 153'1"46.7 m
- Lot Frontage:
- 80'24.4 m
- Frontage Type:
- South
- Kitchens:
- 1
- Home Style:
- Two Story
- Elementary School:
- Highview/St. Margaret Mary/Éé Pavillon De La Jeunesse
- High School:
- Sherwood Ss/ St. Jean De Brébeuf
- County Or Parish:
- Hamilton
- Taxes:
- Signup
- Property Attached:
- Detached
- Features:
- Attached Garage: Yes, Crops Included: No, Garage: Yes, Common Elements Fee: No, New Construction: No
- Construction:
- Brick, Vinyl Siding
- Basement:
- Separate Entrance, Walk-Up Access, Full, Finished
- Foundation:
- Poured Concrete
- UFFI:
- No
- Roof:
- Asphalt Shing, Flat
- Year Roof Replaced:
- 2018
- Number of Buildings:
- 0
- Other Structures:
- Gazebo, Shed(s), Other
- Total Floor Area:
- 5,145 sq. ft.478 m2
- # Main Level Bedrooms:
- 1
- # Main Level Bathrooms:
- 1
- Finished Area Above Grade:
- 2,892 sq. ft.269 m2
- Finished Area Below Grade:
- 2,253 sq. ft.209 m2
- Fireplace:
- true
- Fireplaces:
- 2
- Fireplace Details:
- Family Room, Gas, Other
- Fireplace Stove Operational:
- Yes
- Laundry Features:
- In-Suite, Laundry Room, Main Level, Sink
- Water Supply:
- Municipal
- Water Meter:
- Yes
- Pool:
- In Ground
- Winterized:
- Fully Winterized
- Sewer:
- Sewer (Municipal)
- Cooling:
- Central Air
- Heating:
- Forced Air, Natural Gas
- Carbon Monoxide Detector,Central Vac,Dishwasher,Dryer,Freezer,Garage Door Opener,Hot Water Tank Owned,Pool Equipment,Refrigerator,Smoke Detector,Washer,Window Coverings,Wine Cooler
- Bar Fridge, Garborator, Oven, Water Heater Owned, Dishwasher, Dryer, Freezer, Hot Water Tank Owned, Refrigerator, Washer, Wine Cooler
- Attached Flat Screen Tvs (Brackets Stay), Dyson In Laundry Room, Pool Vacuum & Skinner, Ev Charger
- Central Vacuum, Auto Garage Door Remote(s), Built-In Appliances, Ceiling Fan(s), In-law Capability, Sauna, Upgraded Insulation, Water Meter, Wet Bar
- Window Coverings, Skylight(s)
- Landscape Lighting, Landscaped, Lawn Sprinkler System, Private Entrance, Year Round Living
- Garden, Skyline
- Deck, Patio, Porch
- false
- No
- Mountain Brow Blvd to Oakcrest Dr to Woodside
- Unknown
- No
- Carbon Monoxide Detector, Smoke Detector, Alarm System, Carbon Monoxide Detector(s), Security System, Smoke Detector(s), Other
- Floor
- Type
- Size
- Other
- Floor
- Ensuite
- Pieces
- Other
- HST Applicable To Sale Price:
- No
- Association Fee:
- Signup
- Association Fee Frequency:
- Signup
- Association Fee 2:
- Signup
- Association Fee 2 Frequency:
- Signup
- Administrative Fee:
- Signup
- Features:
- Attached Garage: Yes, Crops Included: No, Garage: Yes, Common Elements Fee: No, New Construction: No
- Road Access Fee:
- Signup
- Condo Corporation:
- No
- Lease to Own Equipment:
- None
- Zoning:
- B-1
- Accessibility:
- Accessible Entrance, Multiple Entrances
- Other Equipment:
- Pool Equipment
- Total Acres:
- 12248
- Fencing:
- Full
- Topography:
- Flat
- Exposure / Faces:
- North, East, West
- Lot Site Features:
- Urban, Rectangular, Dog Park, City Lot, Greenbelt, Highway Access, Hospital, Landscaped, Library, Open Spaces, Park, Place of Worship, Playground Nearby, Public Transit, Quiet Area, Rec./Community Centre, Regional Mall, Schools, Shopping Nearby, Trails, View from Escarpment
- Features:
- Attached Garage: Yes, Crops Included: No, Garage: Yes, Common Elements Fee: No, New Construction: No
- Garage Spaces:
- 2.0
- Parking Places Covered:
- 2.0
- Parking:
- Attached Garage, Garage Door Opener, Concrete, Inside Entry, Other
- # Of Total Parking Spaces:
- 6.0
- # Of Open Parking Spaces:
- 4.0
- Driveway Parking:
- Private Drive Double Wide
- Road Frontage Type:
- Municipal Road, Public Road
- Road Surface Type:
- Paved
- Listed Date:
- Jan 28, 2026
-
Winter curb appeal with new fresh snow;)
-
Beautifully positioned on this impressive 80'x153' lot.
-
Outdoor kitchen and view tto gazebo
-
Photo 4 of 49
-
Front exterior -Double Wide and long Aggregate driveway.
-
Photo 6 of 49
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Centre Hall plan entrance
-
Large windows overlook the lush front yard and gardens
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Lovely gas fireplace in the formal Dining room.
-
Photo 10 of 49
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Great Room to enjoy warm natural light with the almost floor to ceiling windows* Skylight * walkout to the rear deck and the stunning backyard! Stunning views all Year, even in winter;)
-
Photo 12 of 49
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Views from the Great Room of the beautiful winter backyard
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Photo 14 of 49
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Photo 15 of 49
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Photo 16 of 49
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Photo 17 of 49
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Photo 18 of 49
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Home office with a french door entry for privacy and beautiful views overlooking the front yard trees and gardens
-
Main level bedroom w/ dbl closet in West wing
-
with private access. Ideal for guests, friends and
-
Photo 22 of 49
-
Photo 23 of 49
-
Ascend to the upstairs
-
Hardwood floors & 2 walls with windows w/ California shutters
-
Enjoy the fresh decor in the spacious Primary bedroom with beautiful large windows with California shutters *Hardwood floors * View to the 3 piece ensuite* walk in closet.
-
2nd bedroom
-
3rd bedroom
-
4th bedroom
-
4 piece main bathroom w/ separate Jacuzzi
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Stairs to the open Rec Room/Home Gym and Family Room
-
Stairs to the open Rec Room/Home Gym and Family Room
-
Photo 33 of 49
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Photo 34 of 49
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Enter the sumptuous Spa area off the Rec Room
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Spa area
-
of the Spa Area
-
Large walk in shower of the 3 piece bathroom in the Spa Room
-
Photo 39 of 49
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20'x40' outstanding heated inground pool
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Winterized for now:)
-
Recent Gazebo with inside ceiling mounted fan plus a bar fridge
-
If you could see this winter view in the summer! Imagine the Wow experience! I know it is Wow! Outdoor kitchen, patios, the inground pool , the list goes on*
-
Winter views of the mature tree lined and sought after Woodside drive locale.
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Breathtaking backyard sunsets
-
Photo 46 of 49
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Photo 47 of 49
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Photo 48 of 49
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Complete and comprehensive list of Inclusions, Exclusions, and Rentals.
Larger map options:
Listed by Royal LePage State Realty Inc.
Data was last updated January 28, 2026 at 09:50 PM (UTC)
Area Statistics
- Listings on market:
- 19
- Avg list price:
- $699,900
- Min list price:
- $399,500
- Max list price:
- $2,899,000
- Avg days on market:
- 40
- Min days on market:
- 5
- Max days on market:
- 176
- Avg price per sq.ft.:
- $437.83
These statistics are generated based on the current listing's property type
and located in
25 - Hamilton Mountain. Average values are
derived using median calculations. This data is not produced by the MLS® system.
- JAKE LYONS
- COLDWELL BANKER BURNHILL REALTY LTD
- 1 (905) 6166821
- Contact by Email
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