From the moment you arrive, 254 Donessle Drive makes a lasting impression. Stately and estate-like, this meticulously maintained residence showcases timeless architecture, exceptional craftsmanship and the generous proportions of a distinguished family home.Set on a magnificent 108' x 192' west-facing property on one of Southeast Oakville's most coveted streets, the home offers approximately 7,531 sq. ft. of living space amid mature trees, established gardens and remarkable privacy.A soaring two-storey foyer introduces rich hardwood floors, exquisite millwork and elegant principal rooms. The dramatic two-storey living room features towering windows, French doors and a floor-to-ceiling stone fireplace. A wood-panelled executive den and formal dining room provide refined spaces for work and entertaining.The expansive kitchen features custom Downsview cabinetry, a 13' island with granite countertop and Wolf and Sub-Zero appliances. Open to the breakfast area and fireside family room, it forms the heart of the home.Upstairs, four bedrooms each enjoy a private ensuite. The primary retreat includes a fireplace, custom walk-in closet and luxurious five-piece bath with heated floors, steam shower and air-jet tub. The finished lower level offers a recreation room, custom bar, wine cellar, gym and two additional bedrooms.Outside, the west-facing gardens are equally impressive, with a heated saltwater pool, custom cabana with bar and change room, stone terraces and expansive lawns-an exceptional setting for afternoon sun and evening entertaining. A triple-car garage, fitted mudroom and abundant storage complete the home.Moments from the lake, excellent schools and local amenities, 254 Donessle Drive is a rare opportunity to own a home of enduring quality, where the grounds are every bit as remarkable as the residence itself.
4 bedrooms, 5 bathrooms, about 3,500 sq ft, works out to roughly $1,528 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 254 Donessle Dr
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
3500-5000 sq ftas stated on the listing
Parking
9 spacesYes garage
Basement
Full, Finished
Features & systems
Parking & garage
Garage
Yes
Parking spaces
9
Interior
Basement
Full · Finished
Exterior & construction
Pool
Yes
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
2-Storey
Property class
Detached
254 Donessle Dr Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® W14110352$5,349,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 254 Donessle Dr 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
$26,278
/mo
based on the purchase price of $5,349,000
$1,069,800 cash
$4,279,200 financed
$3,604,210 total interest
Principal54%$4,279,200
Interest46%$3,604,210
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 4–5 bed homes for sale in Oakville around $5.3M.
Average days on market34Homes sold in about 34 days on average.
Sale-to-list ratio96.4%On average, homes sold below asking.
Active listings1,171Homes 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.
254 Donessle Dr is listed at $5,349,000 (MLS® W14110352). Summitly updates the price as soon as the MLS® record changes.
Is $5,349,000 a good price for 254 Donessle Dr?
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 254 Donessle Dr changed?
No — 254 Donessle Dr is still listed at its original asking price of $5,349,000.
How many bedrooms and bathrooms does 254 Donessle Dr have?
254 Donessle Dr 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 254 Donessle Dr close to transit?
The nearest rapid-transit station is Oakville GO Station (Lakeshore West GO), about 1.3 km (about a 17-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 254 Donessle Dr?
About $26,278 a month — principal and interest on $5,349,000 with 20% down ($1,069,800), 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 254 Donessle Dr compare with other homes in Oakville?
Its asking price of $5,349,000 is about 311% 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 254 Donessle Dr been sold before?
Summitly has no earlier MLS® sale or lease of 254 Donessle Dr on record from the last two years. Older records aren't shown under TRREB rules.
Where is 254 Donessle Dr?
254 Donessle Dr is in Oakville, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 254 Donessle Dr been on the market?
254 Donessle Dr was listed today (October 23, 2026).
What is the price per square foot of 254 Donessle Dr?
About $1,070 to $1,528 per square foot: the asking price of $5,349,000 over the 3,500–5,000 sq ft the listing gives as its size range.
Does 254 Donessle Dr have parking or a garage?
Yes — the listing gives 9 parking spaces. Garage: Yes.
