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
4 bedrooms, 5 bathrooms, about 3,500 sq ft, works out to roughly $1,077 per square foot, the bed-to-bath ratio is generous. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 287 MacDonald Rd
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
3500-5000 sq ftas stated on the listing
Parking
15 spacesYes garage
Basement
Full, Partially Finished
Features & systems
Parking & garage
Garage
Yes
Parking spaces
15
Interior
Basement
Full · Partially Finished
Exterior & construction
Pool
Yes
Lot & land
Lot size (sqft)
0.3
Listing & possession
Property style
2-Storey
Property class
Detached
287 MacDonald Rd Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® W14110702$3,769,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 287 MacDonald Rd Compares to the Oakville Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
Independent mortgage broker · OAC · rates subject to change and underwritingMortgage Squad →
Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$18,516
/mo
based on the purchase price of $3,769,000
$753,800 cash
$3,015,200 financed
$2,539,590 total interest
Principal54%$3,015,200
Interest46%$2,539,590
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
For homeowners nearby
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Similar homes for sale nearby in Oakville
Other 3–5 bed homes for sale in Oakville around $3.8M.
Average days on market34Homes sold in about 34 days on average.
Sale-to-list ratio96.4%On average, homes sold below asking.
Active listings1,181Homes for sale here right now.
Median vs prior 90 days−0.6%Compared with Apr 26 – Jul 25, 2026: prices down.
Based on 1,025 sales from Jul 25 – Oct 23, 2026 (740 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
287 MacDonald Rd is listed at $3,769,000 (MLS® W14110702). Summitly updates the price as soon as the MLS® record changes.
Is $3,769,000 a good price for 287 MacDonald Rd?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in Oakville. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 287 MacDonald Rd changed?
No — 287 MacDonald Rd is still listed at its original asking price of $3,769,000.
How many bedrooms and bathrooms does 287 MacDonald Rd have?
287 MacDonald Rd has 4 bedrooms and 5 bathrooms, with about 3,500–5,000 square feet of living space. It is a detached home in Oakville.
Is 287 MacDonald Rd close to transit?
The nearest rapid-transit station is Oakville GO Station (Lakeshore West GO), about 500 m (about a 6-minute walk) in a straight line. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.
How much would the monthly mortgage be on 287 MacDonald Rd?
About $18,516 a month — principal and interest on $3,769,000 with 20% down ($753,800), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
How does 287 MacDonald Rd compare with other homes in Oakville?
Its asking price of $3,769,000 is about 189% above the median sold price in Oakville over the last 90 days, $1,302,000, across 1,025 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 287 MacDonald Rd been sold before?
Summitly has no earlier MLS® sale or lease of 287 MacDonald Rd on record from the last two years. Older records aren't shown under TRREB rules.
Where is 287 MacDonald Rd?
287 MacDonald Rd is in Oakville, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 287 MacDonald Rd been on the market?
287 MacDonald Rd was listed today (October 23, 2026).
What is the price per square foot of 287 MacDonald Rd?
About $754 to $1,077 per square foot: the asking price of $3,769,000 over the 3,500–5,000 sq ft the listing gives as its size range.
Does 287 MacDonald Rd have parking or a garage?
Yes — the listing gives 15 parking spaces. Garage: Yes.
