Exceptional Multigenerational Living on 0.637 Acres!If you're looking for a home that comfortably accommodates the entire family, look no further! 39 David Willson Trail offers an outstanding opportunity for multigenerational living, with a beautifully maintained bungalow, a fully renovated walkout basement, and a generous lot.The main floor offers a thoughtful layout with an office and 2-piece powder room conveniently located near the front entrance, ideal for a home-based business or working from home. The spacious kitchen features a large centre island, granite countertops, abundant cabinetry, pot and pan drawers, and a pantry. The adjoining breakfast area provides the perfect setting for everyday family meals, with a walkout to the deck. The inviting family room features custom built-in cabinetry, a cozy gas fireplace, and another walkout to the backyard. Formal living and dining rooms offer additional space for entertaining. The spacious primary bedroom boasts a walk-in closet, crown moulding, and a 4-piece ensuite complete with glass shower and soaker tub.The fully renovated walkout basement is a standout feature, offering an entirely separate living space that feels more like its own home than a lower level. Complete with a stunning kitchen and breakfast bar, separate dining area with gas fireplace, two additional bathrooms, and a walkout to a private patio, this space is ideal for extended family, in-laws, or adult children. A separate entrance and dedicated driveway provide added privacy, independence, and convenience.With exceptional space, thoughtful design, and a flexible layout that truly accommodates multiple generations under one roof, this property offers a rare opportunity to bring the whole family together while still enjoying the comfort and privacy of separate living spaces.
3 bedrooms, 3 bathrooms, about 2,500 sq ft, works out to roughly $790 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 39 David Willson Trl
Every detail from the listing, in one place.
Type
Detached
Style
Bungalow
Living space
2500-3000 sq ftas stated on the listing
Parking
13 spacesYes garage
Basement
Apartment, Walk-Out
Features & systems
Parking & garage
Garage
Yes
Parking spaces
13
Interior
Basement
Apartment · Walk-Out
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
Bungalow
Property class
Detached
39 David Willson Trl Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® N14168330$1,975,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 39 David Willson Trl Compares to the East Gwillimbury Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
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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
$9,703
/mo
based on the purchase price of $1,975,000
$395,000 cash
$1,580,000 financed
$1,330,775 total interest
Principal54%$1,580,000
Interest46%$1,330,775
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 East Gwillimbury
Other 3–5 bed homes for sale in East Gwillimbury around $2.0M.
Average days on market37Homes sold in about 37 days on average.
Sale-to-list ratio97.5%On average, homes sold below asking.
Active listings265Homes for sale here right now.
Median vs prior 90 days+5.6%Compared with May 14 – Aug 12, 2026: prices up.
Based on 159 sales from Aug 12 – Nov 10, 2026 (126 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 39 David Willson Trl
How much is 39 David Willson Trl listed for?
39 David Willson Trl is listed at $1,975,000 (MLS® N14168330). Summitly updates the price as soon as the MLS® record changes.
Is $1,975,000 a good price for 39 David Willson Trl?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in East Gwillimbury. 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 39 David Willson Trl changed?
No — 39 David Willson Trl is still listed at its original asking price of $1,975,000.
How many bedrooms and bathrooms does 39 David Willson Trl have?
39 David Willson Trl has 3 bedrooms and 3 bathrooms, with about 2,500–3,000 square feet of living space. It is a detached home in East Gwillimbury.
How much would the monthly mortgage be on 39 David Willson Trl?
About $9,703 a month — principal and interest on $1,975,000 with 20% down ($395,000), 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 39 David Willson Trl compare with other homes in East Gwillimbury?
Its asking price of $1,975,000 is about 88% above the median sold price in East Gwillimbury over the last 90 days, $1,050,000, across 159 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 39 David Willson Trl been sold before?
Summitly has no earlier MLS® sale or lease of 39 David Willson Trl on record from the last two years. Older records aren't shown under TRREB rules.
Where is 39 David Willson Trl?
39 David Willson Trl is in East Gwillimbury, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 39 David Willson Trl been on the market?
39 David Willson Trl was listed today (November 10, 2026).
What is the price per square foot of 39 David Willson Trl?
About $658 to $790 per square foot: the asking price of $1,975,000 over the 2,500–3,000 sq ft the listing gives as its size range.
Does 39 David Willson Trl have parking or a garage?
Yes — the listing gives 13 parking spaces. Garage: Yes.
Does 39 David Willson Trl have a basement, and is it finished?
The listing describes the basement as: Apartment, Walk-Out.