For SaleDetached · 2-StoreyMLS® #X14171602 · TRREB MLS®
29 Woodside Dr, Hamilton, Ontario
Sherwood, Hamilton, Ontario L8T 1C4
- Bedrooms
- 5
- Lot Size
- 80 x 153.1 ft
- Bathrooms
- 4
- Type
- Detached
- Basement
- Full
$1,399,000
Estimated market value
About 29 Woodside Dr
29 Woodside Dr is a 5-bedroom, 4-bathroom detached house in Sherwood, Hamilton, listed for sale at an asking price of $1,399,000 (MLS® X14171602).
A fantastic home, an extraordinary lifestyle! Set on a spectacular, professionally landscaped property in one of Hamilton's sought after East Mountain neighbourhoods, this impressive centre hall plan brings an exceptional combination of elegance, generous living spaces and resort-inspired luxury. Beautifully refreshed with neutral décor, the home welcomes you with spacious principal rooms, including an elegant formal dining room, private home office and fabulous Great Room with multiple walkouts to the backyard paradise. A main-floor bedroom with its own private entrance provides wonderful flexibility for guests or extended family. Upstairs, 4 spacious bedrooms offer comfortable family living. Stunning updated primary ensuite (June 2026) and refreshed 4 pc. bathroom. The finished lower level is an entertainer's delight, featuring a family room with fireplace, wet bar, recreation and fitness areas, and sauna. Two separate basement entrances add versatility and potential for multi-generational living. Step outside and discover your own private vacation destination! The magnificent, fully fenced grounds are designed for relaxation and entertaining, complete with a heated 20' x 40' inground pool, expansive deck, inviting patios, charming gazebo and fabulous outdoor kitchen featuring stone countertops, built-in gas BBQ, two-burner cooktop and two refrigerators. An inground sprinkler system helps maintain the lush, beautifully manicured landscape. An exceptional property where everyday living feels like a getaway! With room for the whole family, wonderful spaces to entertain and an outdoor setting that rivals a luxury resort, this is a home to enjoy, inside and out, for years to come.
Insights
Condition Score
Good1 documented update signal
Source: Listing age, structured features and disclosed update language; not an inspection.
Cashflow Quality
Shortfall−$3,543/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Source: Median of 20 detached homes with 5 bedrooms for lease in Hamilton right now. Cost of owning counts the mortgage and property tax.
Condition uses listing-record signals, not an inspection.
Key facts
- Tax
- $9,422 / 2026
- MLS® number
- X14171602
- Board
- TRREB MLS®
- Property Type
- Detached
- Building Age
- 51-99
- Days on market
- Size
- 2500-3000 sqft
- Lot Size
- 80 x 153.1 ft
- Listed on
- Parking
- 2 Attached, 6 Parking
Listing history
Buy/sell history for 29 Woodside Dr, Hamilton, Ontario
Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.
Dates and closing prices are shown to signed-in members.
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date Start— | — | $1,399,000 | — | For Sale | X14171602 |
Members see the full history. Prices are hidden from signed-out visitors.
Estimate
Estimated value requires sign in
Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.
The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Domin Kurian for a full comparative market analysis.
Property details
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Sherwood
- Municipality
- Hamilton
Building
- Size
- 2500-3000 sqft
- Building Age
- 51-99
- Construction
- Brick
Inside
- Bedrooms
- 5
- Bathrooms
- 4
- Bathroom Details
- 1 × 2pc Main, 1 × 3pc 2nd, 1 × 4pc 2nd, 1 × 3pc Bsmt
- Basement Type
- Full
- Kitchens
- 1
Parking
- Driveway
- Pvt Double
- Garage Type
- Attached
- Garage
- 2
- Additional Parking
- 4
- Total Parking
- 6
Utilities
- Water
- Municipal
- Cooling
- Central Air
- Heating Type
- Forced Air
Land
- Sewer
- Sewers
- Frontage
- 80 ft
- Depth
- 153.1 ft
- Lot Size
- 80 x 153.1 ft
Additional
- Foundation
- Poured Concrete
- Roof
- Asphalt Shingle, Flat
- Fireplace
- Yes
- Pool
- Inground
- Den
- Yes
- Family room
- Yes
- Extras
- Use Supplement with full list of Inclusions & exclusions per Schedule C; B/in Induction cooktop, 2 b/in Convection ovens, S/S fridge, Dishwasher, existing light fixtures & ceiling fans, Washer & Dryer, window coverings, 2 hot water 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 fridge in Fam. Rm. & Dishwasher * Central Vac "as is" & attachments, Cold Room; Wine Cabinet "as is", S/S fridge, freezer & black metal shelving, inground sprinkler system, Garage door opener & remote, Exterior lighting, Bar stools main & lower levels
Rooms
| Room | Size | Features | Level |
|---|---|---|---|
| Foyer | 4.24 × 2.97 m | — | Main |
| Dining | 7.19 × 3.96 m | — | Main |
| Office | 3.68 × 3.96 m | — | Main |
| Kitchen | 3.51 × 7.04 m | — | Main |
| Great Rm | 4.9 × 6.83 m | — | Main |
| Br | 4.11 × 5.21 m | — | Main |
| Bathroom | 1.73 × 1.27 m | — | Main |
| Laundry | 4.83 × 2.79 m | — | Main |
| Primary | 4.06 × 5.28 m | — | 2nd |
| Br | 3.12 × 4.19 m | — | 2nd |
| Br | 3.35 × 3.76 m | — | 2nd |
| Br | 3.02 × 2.77 m | — | 2nd |
| Bathroom | 1.96 × 2.9 m | 3 Pc Ensuite | 2nd |
| Bathroom | 1.93 × 3.84 m | 4 Pc Bath | 2nd |
| Rec | 4.11 × 5.61 m | — | Bsmt |
| Family | 4.11 × 5.61 m | Gas Fireplace, B/I Bar | Bsmt |
| Bathroom | 0.94 × 2.9 m | 3 Pc Bath, Sauna | Bsmt |
| Other | 1.83 × 1.7 m | Sauna | Bsmt |
| Cold/Cant | 2.69 × 11.18 m | — | Bsmt |
| Utility | 4.5 × 10.87 m | — | Bsmt |
| Utility | 2.51 × 10.67 m | — | Bsmt |
Map and tour
Detached homes for sale in Sherwood right now
- For sale now
- 9
- Median asking price
- $999K
Middle half: $870K to $2.19M
This home is asking 40% above the median.
See all homes in SherwoodAsking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.
Land transfer tax on this home
- Ontario land transfer tax
- $24,455
- Total land transfer tax
- $24,455
- First-time buyer rebates (Ontario up to $4,000)
- −$4,000
- Total for first-time buyers
- $20,455
See how this is worked out
- 0.5% on the first $55,000
- $275
- 1.0% from $55,000 to $250,000
- $1,950
- 1.5% from $250,000 to $400,000
- $2,250
- 2.0% from $400,000 to $1,399,000
- $19,980
- Ontario total
- $24,455
An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.
Schools nearby
| Elementary | Type | Distance | EQAO average 2024–25 |
|---|---|---|---|
| École élémentaire Pavillon de la jeunesseConseil scolaire Viamonde | French-language public · grades JK–6 | 400 m | 71%Grade 6 average |
| Highview Public SchoolHamilton-Wentworth DSB | Public · grades JK–8 | 550 m | 60%Grade 6 average |
| St. Margaret Mary Catholic Elementary SchoolHamilton-Wentworth CDSB | Catholic · grades JK–8 | 800 m | 70%Grade 6 average |
| St. John the Baptist Catholic Elementary SchoolHamilton-Wentworth CDSB | Catholic · grades JK–8 | 1 km | 78%Grade 6 average |
| Secondary | Type | Distance | Grade 9 math 2024–25 |
|---|---|---|---|
| Sherwood Secondary SchoolHamilton-Wentworth DSB | Public · grades 9–12 · French Immersion | 300 m | 39%Grade 9 math |
| ÉSAC Mère-TeresaConseil scolaire catholique MonAvenir | French-language Catholic · grades 9–12 | 1.9 km | 45%Grade 9 math |
| Bernie Custis Secondary School Secondary SchoolHamilton-Wentworth DSB | Public · grades 9–12 | 2.4 km | 36%Grade 9 math |
| Cathedral High SchoolHamilton-Wentworth CDSB | Catholic · grades 9–12 · French Immersion | 3.4 km | 43%Grade 9 math |
EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.
Transit nearby
| Station | Lines | Distance |
|---|---|---|
| Hamilton GO Centre | GO Transit train: Lakeshore West | 4.4 km |
The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: GO Transit schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.
Lot
- Lot area
- 12,248 sq ft1,138 m²
- Street frontage
- 80 ft24.4 m
- Depth
- 153.1 ft46.7 m
The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.
Source: the MLS® listing record, measured by MPAC.
Comparable sales
Comparable sales require sign in
Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.
Mortgage Calculator
Plan with the current asking price
CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.
Mortgage Details
4.8% · 5-year term · 25-year amortization · 20% down
- Total down payment
- $279,800
- Total mortgage amount
- $1,119,200
- Total interest payment
- $795,700
- Total purchase cost
- $2,194,700
- Mortgage payment
- $6,383/mo
Cash Flow Analysis
If you rented this home out at 20% down
Break-even down payment
64%Monthly carrying cost
$7,168- Rent $3,625
- Shortfall $3,543
Rental income opens at $3,625, the median asking rent of 20 comparable homes for lease in Hamilton. Type over it with the rent you expect. This is a planning tool, not advice.
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Sold prices in Sherwood are shown to signed-in members.