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43.73° N · 79.40° W — Toronto & nearby · 9,743 homes for sale today43.73° N · 79.40° W — 9,743 homes today(647) 554-7436Saved

43.4538° N · 79.6762° W — Old Oakville, Oakville — MLS® #W14110702

287 MacDonald Rd

$3,769,000

Old Oakville, Oakville, Ontario L6J 2A6

4
BedroomsBeds
5
BathroomsBaths
3500-5000 sqft3500-5000
SizeSq ft
67 x 194 ft
Lot sizeLot

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ToShemeer AhmadVALERY REAL ESTATE INC.
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In short · from the listing record

287 MacDonald Rd is a 4-bedroom, 5-bathroom detached house in Old Oakville, Oakville, listed for sale at an asking price of $3,769,000 (MLS® W14110702).

This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville.Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area.Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level. Not to be missed is the finished lower level room with added storage in the pantry and crawl space area. The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity,and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury and everyday convenience.LUXURY CERTIFIED

Listing readings

How it measures up

Scores from the listing record and the market around it.

  • 73Good

    Condition score

    1 documented update signal

    Listing age, structured features and disclosed update language; not an inspection.

  • 5Shortfall

    Cash flow quality

    −$13,603/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Median of 62 detached homes with 4 bedrooms for lease in Oakville right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

The data table

Every fact

Everything the board publishes for this home.

Tax
$15,690 / 2026
MLS® number
W14110702
Board
TRREB MLS®
Property Type
Detached
Building Age
31-50
Time on market
Size
3500-5000 sqft
Lot Size
67 x 194 ft
Listed on
Parking
2 Attached, 15 Parking

Listing history

Listing activity for 287 MacDonald Rd, Oakville, Ontario

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$3,769,000N/AFor SaleW14110702

Inside

Room by room

From the listing.

Main10 rooms
  • Bathroom0.0 × 0.0 m3 Pc Bath
  • Other3.07 × 4.14 mPantry, Wet Bar
  • Bathroom0.0 × 0.0 m3 Pc Bath
  • Br4.06 × 6.07 mCombined W/Family, Fireplace
  • Other0.0 × 0.0 m
  • Kitchen4.8 × 5.13 m
  • Mudroom0.0 × 0.0 m
  • Foyer3.2 × 4.09 m
  • Great Rm4.75 × 6.22 m
  • Laundry1.65 × 4.78 m
2nd6 rooms
  • Bathroom0.0 × 0.0 m3 Pc Ensuite
  • Br3.33 × 3.45 mEnsuite Bath
  • Bathroom0.0 × 0.0 m6 Pc Ensuite
  • Bathroom0.0 × 0.0 m4 Pc Ensuite
  • Primary4.44 × 5.33 mEnsuite Bath, W/I Closet, Fireplace
  • Br4.04 × 4.39 m
Bsmt4 rooms
  • Other2.36 × 2.51 m
  • Other7.62 × 11.28 m
  • Utility3.48 × 5.38 m
  • Rec7.44 × 7.67 m

Property

Property Type
Detached
Style
2-Storey
Community
Old Oakville
Municipality
Oakville

Building

Size
3500-5000 sqft
Building Age
31-50
Construction
Wood

Inside

Bedrooms
4
Bathrooms
5
Bathroom Details
2 × 3pc Main, 1 × 6pc 2nd, 1 × 4pc 2nd, 1 × 3pc 2nd
Basement Type
Full
Kitchens
1

Parking

Driveway
Pvt Double
Garage Type
Attached
Garage
2
Additional Parking
13
Total Parking
15

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
67 ft
Depth
194 ft
Lot Size
67 x 194 ft

Where it sits

The street and the area

Asking prices on the map.

Map and tour

Transit nearby

StationLinesDistance
Oakville GOGO Transit train: Lakeshore West500 m

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.

Around it

Detached in Old Oakville

Active listings only, today.

Detached homes for sale in Old Oakville right now

For sale now
27
Median asking price
$4.1M

Middle half: $2.87M to $5.24M

New in 7 days
1

7 in 28 days

Price cuts
19%

5 listings

This home is asking 8% below the median.

See all homes in Old Oakville

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Site report

What the record says

What the City and the conservation authority have on file for this address.

  • provincial plansNone in rangeOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areas
  • wetlandNone in rangeNo mapped wetland within 120 m
  • aggregateNone in rangeNo licensed pit or quarry within 2 km
  • wellsNone in rangeNo recorded oil, gas or salt well within 250 m
  • railOn recordNearest rail line: 460 m
  • transitOn recordTransit stop within 400 m From the transit agency’s published stop map; the nearest is 70 m away. Routes and stops change; check the agency’s schedule.
  • trailOn recordA trail on the Ontario trail network within 1 km
  • water wellsNone in rangeNo water-supply well recorded within 250 m 46 test or monitoring holes also recorded.
  • groundwaterOn recordGroundwater recorded about 4.6 m below ground nearby The middle water level in the well records within 500 m (103 records). It changes with the season and from spot to spot.
  • bedrockOn recordBedrock about 3 m down nearby The middle depth to bedrock in the well records within 500 m.
  • npriNone in rangeNo facility within 1 km reports pollutant releases to Environment Canada The nearest is Dana Canada Corporation — Dana Oakville Kerr, 1.4 km away. Only facilities above the inventory’s reporting thresholds are listed.
  • fcsiNone in rangeNo federal contaminated site within 1 km The federal inventory covers federal land only; it says nothing about provincial or private sites.
  • electricityOn recordElectricity is distributed here by Oakville Hydro Electricity Distribution Inc.
  • internet speedOn recordWired internet 50/10 Mbps or faster is listed at a household 30 m away Fixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (30 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.
  • broadbandOn recordAcross the surrounding area: fibre to the home, cable, DSL internet listed Fibre to the home: Bell, Cogeco Connexion. Cable: Cogeco Connexion. DSL: Bell. Fixed wireless: Bell, Rogers, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.

Each record is the map at the home’s location, not an inspection. Confirm anything that matters with the municipality, Conservation Halton or the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Town of Oakville.

Lot

Lot area
12,998 sq ft1,208 m²
Street frontage
67 ft20.4 m
Depth
194 ft59.1 m
67 × 194 ftMACDONALD RD

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 GeoWarehouse.

Land transfer tax on this home

Ontario land transfer tax
$80,700
Total land transfer tax
$80,700
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$76,700
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 $2,000,000
$32,000
2.5% from $2,000,000 to $3,769,000
$44,225
Ontario total
$80,700

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Schools

Nearest schools

Straight-line distances. Check catchments with the board.

ElementaryEQAO average 2024–25

  • Oakwood Public SchoolHalton DSBPublic · grades JK–645%Grade 3 average950 m
  • New Central Public SchoolHalton DSBPublic · grades JK–690%Grade 6 average1.2 km
  • ÉÉC Sainte-Marie-OakvilleConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–891%Grade 6 average1.5 km
  • St. Michael Catholic Elementary SchoolHalton CDSBCatholic · grades JK–879%Grade 6 average1.9 km

SecondaryGrade 9 math 2024–25

  • St. Thomas Aquinas Catholic Secondary SchoolHalton CDSBCatholic · grades 9–1272%Grade 9 math2 km
  • White Oaks Secondary SchoolHalton DSBPublic · grades 9–1281%Grade 9 math2.3 km
  • Gary Allan High School - STEPHalton DSBPublic · grades 9–12—2.3 km
  • École secondaire Gaétan GervaisConseil scolaire ViamondeFrench-language public · grades 9–1285%Grade 9 math2.5 km

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.

Searches this home is in

Keep looking

The ledger

What it costs to own

Worked out for this home. Change any number.

Price$3,769,000

A month, all in

$18,503

  • Mortgage$17,195
  • Property tax$1,308

A planning figure, not a quote.

Land transfer tax

$80,700

$76,700 for first-time buyers.

Rent, similar homes

$4,900

a month, median asking rent of 62 similar homes in Oakville.

Community

Who lives around it

Similar homes

You might also like

For sale nearby at a similar price.

Shemeer Ahmad

Shemeer AhmadVALERY REAL ESTATE INC.

Want to see it this week?

Ask me anything about this home, or what fair looks like nearby.

(647) 554-7436

Email Shemeer Ahmad