287 MacDonald Road, Oakville, ON

Old Oakville, Oakville · MLS® W12937046

$3,999,000
For Sale
Listed 109 days ago
4Bedrooms
5Bathrooms
2Garage · 15 parking
3500-5000Sq Ft

About this home

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

Key facts

Property type
Detached, 2-Storey
MLS®
W12937046
Bedrooms
4
Bathrooms
5
Size
3500-5000
Lot
67 × 194 ft
Cross streets
Trafalgar Road and MacDonald Road
Parking
2 garage · 15 parking (attached)
Driveway
Private Double
Basement
Full, Partially Finished
Heating
Forced Air
A/C
Central Air
Exterior
Wood
Foundation
Concrete
Roof
Asphalt Shingle
Sewer
Sewer
Pool
Inground, Outdoor, Salt
Property tax
$15,391 / 2025
Days on market
109
Listing brokerage
RE/MAX Escarpment Realty Inc., Brokerage

Rooms

Mud RoomMain0.00 × 0.00 m
Primary BedroomSecond5.33 × 4.44 m

ensuite bath · walk-in closet(s) · fireplace

OtherMain0.00 × 0.00 m
Great RoomMain6.22 × 4.75 m
Utility RoomBasement5.38 × 3.48 m
BathroomSecond0.00 × 0.00 m

6 Pc Ensuite

RecreationBasement7.67 × 7.44 m
KitchenMain5.13 × 4.80 m
BathroomSecond0.00 × 0.00 m

4 Pc Ensuite

LaundryMain4.78 × 1.65 m
OtherBasement2.51 × 2.36 m
BedroomMain6.07 × 4.06 m

combined w/family · fireplace

BathroomSecond0.00 × 0.00 m

3 Pc Ensuite

BedroomSecond4.39 × 4.04 m
BathroomMain0.00 × 0.00 m

3 Pc Bath

OtherMain4.14 × 3.07 m

pantry · wet bar

BathroomMain0.00 × 0.00 m

3 Pc Bath

OtherBasement11.28 × 7.62 m
FoyerMain4.09 × 3.20 m
BedroomSecond3.45 × 3.33 m

Ensuite Bath

Moe’s TakeTeam Asgarian · Broker
Below comparables
$5.38Mest. value

Listed at $3,999,000, this home is about 26% below comparable homes, worth a close look. The number above is my independent estimate of value, not the asking price.

Based on 6 similar homes nearby, adjusted for size, beds, and baths.Median of 6 comparable active listings, adjusted for size, beds, and baths. The city (MPAC) assessment points to about $3.90M, lower than the comparables and worth a second look.

How I got there

Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.

  • Closest comparable, listed at $5.00M
  • Adjusts to $5.00M

That comparable adjusts to $5.00M; the $5.38M estimate above is the median of all 6 comparables, which is steadier than any single home.This uses comparable active listings, not sold prices. Lot, condition, and finishes are my in-person call, and I can run a full CMA with recent solds.

On location, this is a very walkable address with everyday errands close by. Reynolds St + Spruce St is about a 1-minute walk away. Walkable, transit-friendly spots tend to hold value and widen your resale pool.

List price
$4.00MGreat deal$5.57MOverpriced

Total price vs nearby homes. Fair value about $5.38M, median of 6 comparables.

What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.

  • Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled.
  • Heated floors: comfort and a premium-finish signal.
  • Pool: lifestyle appeal, but adds maintenance, insurance, and resale is mixed.
  • Value driver
  • Lifestyle
  • Weigh carefully
Comparable listingsCurrently listed nearby · asking prices
$3.52Mavg asking

The closest active listings by size, beds, and price, so you can see what this home is up against.

45 Shorewood Place$4.89M3455 Liptay Avenue$2.50M2411 Saw Whet Boulevard$2.30M146 Third Line$4.40M

The 4 closest active listings nearby.

See all comparable homes
4.00MThis home4.89M2.50M2.30M4.40MThis home vs active comparables
Live market pulseActive comparables in Old Oakville · median list $4.30M
$941this home / sqft
8active listings nearby
109days on market

This home lists 35% below the area average of $1,452/sqft.

104 days longer than the Oakville average (5 days).

View comparable listings
This home
Below area avgAbove area avg

Price per square foot vs the area average.

Neighbourhood & location

Old Oakville, Oakville, ON

CommuteTime from this home to where you spend your day

Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.

Getting around

73/ 100

Very WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.

Most daily errands can be done on foot.

🚉 Nearest transit: Reynolds St + Spruce St, about 71 m away

20+ transit stops7 grocery20+ dining20+ parks15 pharmacies

Within a 15-minute (1.5 km) walk.

Nearby neighbourhoods

How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.

Morrison
$5.03M
College Park
$1.28M
Southwest
$3.79M
Ford
$2.51M
River Oaks
$1.60M

Typical asking price of active listings of the same type, per area (outliers removed). Oakville.

Get the full neighbourhood report (schools, parks, transit & safety) →

Affordability & Mortgage

Affordability
$18,226/mo
$735KIncome needed
5.4×Price ÷ income
$4,206Weekly cost
20% down4.79%25-yr amortization

Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.

93%mortgage
Mortgage $18,226Property tax $1,283Total carry $19,509

Calculate and customize your mortgage and other expenses

Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.

Your numbers

$
20.0%
$
%

Homes over $1.5M can't be insured, so 20% down or more is required.

4.14%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$17,072per month

Mortgage amount $3,199,200 · 4.14% over 25 years

$799,800Down payment (20.0%)
$3,199,200Loan before insurance
$0CMHC premium
$18,355Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$17,072
Property tax
$1,283
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$18,355

Add your own property tax, condo fees, and heating on the left for a sharper total.

One-time closing costs

Ontario land transfer tax
$86,450
Estimated closing costs
$86,450

Plus your down payment of $799,800. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.14%Qualifying rate
$20,736/monthPayment at the qualifying rate

Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.

Over the full 25 years

$1,922,436Total interest paid
$5,121,636Total of all payments
Principal $3,199,200 Interest $1,922,436
YearPrincipalInterestBalance
1$74,946$129,919$3,124,254
2$78,081$126,784$3,046,173
3$81,347$123,518$2,964,826
4$84,750$120,116$2,880,076
5$88,295$116,571$2,791,781
6$91,988$112,877$2,699,793
7$95,836$109,030$2,603,958
8$99,844$105,021$2,504,113
9$104,021$100,845$2,400,093
10$108,372$96,494$2,291,721
11$112,905$91,961$2,178,816
12$117,627$87,238$2,061,189
13$122,548$82,318$1,938,641
14$127,673$77,192$1,810,968
15$133,014$71,852$1,677,954
16$138,578$66,288$1,539,376
17$144,374$60,491$1,395,002
18$150,413$54,452$1,244,589
19$156,705$48,161$1,087,885
20$163,259$41,606$924,625
21$170,088$34,777$754,537
22$177,203$27,663$577,334
23$184,615$20,251$392,719
24$192,337$12,528$200,382
25$200,382$4,483$0

At the end of your 5-year term

Total paid over the term
$1,024,327
Principal paid down
$407,419
Interest paid
$616,908
Balance remaining
$2,791,781

Talk to Team Asgarian about your options

Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.

Let's connect

Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.

Investor snapshot

Rental yield
Estimate$7,350/mo
$88,200Gross annual rent
1.5%Est. cap rate

Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.

Talk about the numbers

Estimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.

2.2%
Gross yield
− Property tax $15,391− Insurance $1,400− Vacancy & upkeep $9,702Net operating income $61,707

All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage. MLS®/PropTx.

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