For sale

This one's priced above recent comparable sales, and new this week. Here's everything I've got — ask me anything about it.

Hamilton · Sherwood

29 Woodside Drive

Detached

MLS® #X14171602

Listed for$1,399,0001 day on market

5 bed 4 bath 6 parking 2500-3000 sq ft~$509/sq ft

New this week
6 schools within 1 km
Transit stop ~240 m

Free · about 10 seconds

Is $1,399,000 a fair price?

Our read: it’s priced above recent comparable sales — based on 13 sales nearby. Sign in free to see exactly how far above it is, plus the full range comparable homes sold in.

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Measured against 13 recent comparable sales nearby — sign in free to see the range they sold in (boards require a verified email · VOW rules).

Est. all-in monthly~$7,294/momortgage + property tax + maintenance · 20% down · example rate (compounded semi-annually) — the math on the list price, not a quote or what you can afford. For real rates, Alex can connect you with a mortgage pro.

On the map

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This home below comps above in lineOpen full map →

6 schools within ~1 km · nearest transit stop ~0.24 km

Property information

What house buyers ask first

Lot size: 80 × 153.1 ft
Square footage: 2500-3000 sq ft
Age: ~51-99 years old
Property tax: $9,422 / yr
Parking: 6 spaces · Attached
Basement: Full, Walk-Up, Separate Entrance, Finished

Property summary

Property type: Detached
Style: 2-Storey
Approx. age: 51-99 years
Lot size: 80 × 153.1 ft
Parking: 6 spaces · Attached
Heating: Forced Air
Air conditioning: Central Air
Basement: Full, Walk-Up, Separate Entrance, Finished
Kitchens: 1
Exterior: Brick, Vinyl Siding
Property tax: $9,422 / yr
MLS®: X14171602

Room dimensions

Bedroom

Second3.76 × 3.35 m

Laundry

Main2.79 × 4.83 m

Great Room

Main6.83 × 4.9 m

Bathroom3 Pc Ensuite

Second2.9 × 1.96 m

Primary Bedroom

Second5.28 × 4.06 m

Foyer

Main2.97 × 4.24 m

Bathroom

Main1.27 × 1.73 m

Kitchen

Main7.04 × 3.51 m

Family Roomgas fireplace, b/i bar

Basement5.61 × 4.11 m

Bedroom

Second4.19 × 3.12 m

Office

Main3.96 × 3.68 m

Utility Room

Basement10.67 × 2.51 m

Bedroom

Main5.21 × 4.11 m

Recreation

Basement5.61 × 4.11 m

Utility Room

Basement10.87 × 4.5 m

Bedroom

Second2.77 × 3.02 m

OtherSauna

Basement1.7 × 1.83 m

Cold Room/Cantina

Basement11.18 × 2.69 m

Bathroom4 Pc Bath

Second3.84 × 1.93 m

Dining Room

Main3.96 × 7.19 m

Bathroom3 pc bath, sauna

Basement2.9 × 0.94 m

As stated by the MLS®, nothing inferred.

Nearby homes for sale

Below-comps first · all nearby homes shown, not just the good-value ones.

Detached

$689,000

Below recent sales

163 Grosvenor Avenue S

3 bed · 2 bath·1500-2000 sq ft·6 parking

Hamilton

Listed 7 days ago · RE/MAX Escarpment Realty Inc.

Listing states: renovated

Detached

$649,900

Below recent sales

181 Houghton Avenue S

4 bed · 1 bath·1500-2000 sq ft·4 parking

Hamilton

Listed 9 days ago · RE/MAX Escarpment Realty Inc.

Detached

$999,000

Above recent sales

9 Donlea Drive

3 bed · 3 bath·1500-2000 sq ft·5 parking

Hamilton

Listed 9 days ago · RE/MAX Escarpment Realty Inc.

Detached

$799,999

Above recent sales

63 Hardale Crescent

3+1 bed · 2 bath·1100-1500 sq ft·11 parking

Hamilton

Listed 2 days ago · RE/MAX Escarpment Realty Inc.

The numbers that matter

Property tax: $9,422/yr
Est. all-in: ~$7,294/mo

Nearby rental listings are facts. Whether it works as a rental is a chat with Alex — not a number I’ll put on it.

Schools

Schools near this home, closest first by straight-line distance. These are factual locations — AskEmma doesn’t rate or rank schools.

Sherwood Secondary SchoolPublic · Secondary · Hamilton-Wentworth DSB0.3 km
École élémentaire Pavillon de la jeunessePublic · Elementary · French · CS Viamonde0.4 km
Highview Public SchoolPublic · Elementary & Secondary · Hamilton-Wentworth DSB0.5 km
Summit College - HamiltonPrivate · Elementary & Secondary · ..0.6 km
New Heights Academy HamiltonPrivate · Secondary · ..0.7 km
St. Margaret Mary Catholic Elementary SchoolCatholic · Elementary & Secondary · Hamilton-Wentworth CDSB0.8 km

Locations: Open Database of Educational Facilities (ODEF), Statistics Canada v2.1 (2022) · Open Government Licence – Canada. School locations as of 2022 — confirm current catchment and enrolment with the school board. For official provincial results, check EQAO.

Getting around

Public transit near this home, by straight-line distance. Factual locations from OpenStreetMap — not walking time, and not a rating.

Bus stopNearest transit · Bus stop~240 m
Hamilton GO CentreNearest GO / rail · GO / regional rail~4.4 km

Locations: OpenStreetMap public-transit stops, © OpenStreetMap contributors · Open Database Licence (ODbL). Stop locations from OpenStreetMap — confirm current routes and service with the transit agency.

Community — Hamilton

$653KMedian sold

40Median days on market

96.9%Sale-to-list

Median sold price · Hamilton1-yr -6% · 3-yr —

Source: TRREB sold data via Repliers · all property types

Neighbourhood demographics — Hamilton

569,353Population (2021)

40.8Median age

$86,000Median household income

65.7%Home owners

34.3%Renters

2.5Avg household size

Source: Statistics Canada, 2021 Census

Description & details

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.

The data only goes so far — condition, light and layout are worth seeing in person, with a home inspection, before you commit.

Listed by ROYAL LEPAGE STATE REALTY. Showings via AskEmma by Alex Goodman, Sales Representative, RE/MAX Your Community Realty, Brokerage.