29 Woodside Drive
Hamilton (Sherwood), ON L8T 1C4
- 5Bedrooms
- 4Bathrooms
- 2Garage
- 2500–3000Sq Ft
- $9,422Tax
- 80×153 ftLot Size
Estimated Value:$1,285,849See Free Estimate Report
Sale & Price History for 29 Woodside Drive, Hamilton, Sherwood
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| No listing history available | ||||
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About 29 Woodside Drive, Hamilton, Sherwood
Summarized Description
- Exceptional East Mountain residence with timeless elegance.
- Private backyard oasis with heated inground pool.
- Multiple walkouts from Great Room to outdoor space.
- Finished basement with family room and wet bar.
- Newly updated bathrooms, including primary ensuite.
- Flexible living spaces ideal for multi-generational living.
- Outdoor kitchen with built-in BBQ and stone counters.
- Formal dining room and separate home office included.
Rarely offered and designed to impress! This exceptional East Mountain residence blends timeless centrehall elegance with fresh, neutral décor and resort-style living on a spectacular scale. The main levelfeatures a formal dining room, separate home office and stunning Great Room with multiple walkoutsoverlooking the backyard oasis. A main-floor bedroom with private inside entry is ideal for guests orextended family. Upstairs, four generous bedrooms include a primary suite with a new 3-piece ensuite(June 2026) and updates to all bathrooms. The finished basement extends the living space with a familyroom and fireplace, wet bar, recreation room/home gym and sauna. Two basement entrances, including aprivate staircase from the main-floor laundry, offer added flexibility for multi-generational living. Thefully fenced backyard is a private resort, featuring a heated inground pool, updated deck off the GreatRoom, multiple patios, gazebo and outdoor kitchen with stone counters, built-in gas BBQ, 2-burnercooktop and two fridges. An inground sprinkler system keeps the grounds lush and beautifully maintained.With its generous proportions, versatile living spaces and exceptional outdoor amenities, this is more thana home-it's your own private retreat, ready to be enjoyed in every season.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $9,422
- Land Transfer Tax Fee
- $25,455
Rental Items
- Rental Equipment
- Security system
- Basement Type
- Full, Walk-Up, Separate Entrance, Finished
Interior Features
- Laundry Level
- Main Level
- Interior Extras
- Auto Garage Door Remote, Bar Fridge, Built-In Oven, Countertop Range, Garburator, In-Law Capability, Primary Bedroom - Main Floor, Sauna, Storage, Upgraded Insulation, Water Heater Owned, Water Meter
- View
- Garden, Skyline
- Security Features
- Alarm System, Carbon Monoxide Detectors, Security System, Smoke Detector
- Fireplace/Stove
- Yes
- Fireplace Features
- Family Room, Natural Gas, Other
- Elevator
- No
Exterior Features
- Exterior Extras
- Deck, Landscape Lighting, Landscaped, Lawn Sprinkler System, Patio, Privacy, Porch, Year Round Living
- Pool
- Inground
- Property Features
- Hospital, Library, Park, Place Of Worship, School, Public Transit
- Accessibility Features
- Level Entrance, Multiple Entrances
- Other Structures
- Gazebo, Other, Shed, Fence - Full, Fence - Partial, Frame Barn
Building
- Building Type
- Detached
- Building Style
- 2-Storey
- Approx Age
- 51-99
Construction
- Exterior Finish
- Brick, Vinyl Siding
- Roof
- Asphalt Shingle, Flat
- Foundation Details
- Poured Concrete
- Special Designation
- Unknown
Lot
- Lot Front
- 80.00 ft
- Lot Depth
- 153.10 ft
- Lot Size
- 12248
- Lot Shape
- Rectangular
Inclusions
- Inclusions
- Use Supplement for full list of Inclusions & exclusions; B/in Induction cooktop, 2 b/in Convection ovens, S/S fridge, Dishwasher, existing light fixtures & ceiling fans, Washer & Dryer, window coverings, 2 hotwater tanks, 2 c/air units, 2 furnaces, Pool equipment; gas heater, pump & filter w/ cells, water fountain, winter cover, Outdoor kitchen; Gas BBQ, 2 fridges, 2 burner gas cooktop. Bar fridge in Gazebo. Bar fridgein Fam. Rm. & Dishwasher * Central Vac "as is" & attachments, Cold Room; Wine Cabinet "as is", S/Sfridge, freezer & black metal shelving, inground sprinkler system, Garage door opener & remote, Exteriorlighting, Bar stools main & lower levels, EV Charger
Exclusions
- Exclusions
- Attached flat screen TVs (brackets stay), Dyson in Laundry room, Pool vacuum & skimmer
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 2
- Parking Spaces
- 4
- Total Garage And Parking Spaces
- 6
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 5
- Washrooms
- 4
- Kitchens
- 1
- Family / bonus room
- Yes
Room sizes
- Kitchen—Main level
- Primary Bedroom—Second level
- Foyer—Main level
- Dining Room—Main level
- Laundry—Main level
- Great Room—Main level
- Office—Main level
- Bathroom—Main level
- Bedroom—Main level
- Bathroom—Second level
- Bathroom—Basement level
- Cold Room/Cantina—Basement level
- Bedroom—Second level
- Family Room—Basement level
- Bedroom—Second level
- Utility Room—Basement level
- Bathroom—Second level
- Recreation—Basement level
- Other—Basement level
- Bedroom—Second level
- Utility Room—Basement level
Washrooms
- 2-piece, Main
- 3-piece, Second
- 4-piece, Second
- 3-piece, Basement
- Municipality
- Hamilton
- Neighbourhood
- Sherwood
- Main cross streets
- High St.
- Zoning
- B-1
- Directions
- Mountain Brow Blvd to Oakcrest Dr to Woodside Dr
- Waterfront
- None
- MLS® number
- X14094090
- Data source
- Toronto Regional Real Estate Board
- Listed on
- 2026-10-19
- Updated on
- 2026-10-19
- Days on market
- 2 days
- Possession date
- 2026-12-10
- Possession type
- Flexible
- Co-op commission
- 2% (Less 50% if Shown By LA)
- Seller
- Listed by
- ROYAL LEPAGE STATE REALTY
Home Market Value
Current home valuation for 29 Woodside Drive, Hamilton, Sherwood, Hamilton, ON. Listed for $1,449,000
HOMEH Estimate
$1,285,849
Estimated Sales Range
$771,509 - $1,800,189
HOMEH Estimate for 29 Woodside Drive, Hamilton, Sherwood
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
5% on first $500K + 10% on $949,000 over $500K
$119,900
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $53,149 | $40,427 | $34,486 | $0 |
=Total mortgage | $1,381,882 | $1,344,527 | $1,266,136 | $1,159,200 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $6,747monthly | $6,565monthly | $6,182monthly | $5,660monthly |
Land Transfer Tax
$25,455
$25,455
Around this home
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