166 Hillcrest Drive, East Gwillimbury, ON
Holland Landing, East Gwillimbury · MLS® N13805592
About this home
In short
- Welcome to 166 Hillcrest Drive, a magnificent executive residence situated on a premium estate lot in one of East Gwillimbury's most exclusive and tightly held enclaves.
- This stately home is tucked at the end of a long, private driveway on over 1.68 manicured acres, this home offers multiple outdoor spaces with access points...
- The heart of the home is a beautifully appointed chef's kitchen, featuring a gas cooktop, double wall ovens, and extensive prep and storage space.
- Entertaining flows effortlessly from the kitchen and dining areas into a striking sunken living room, anchored by dramatic vaulted ceilings and a classic stone fireplace.
Welcome to 166 Hillcrest Drive, a magnificent executive residence situated on a premium estate lot in one of East Gwillimbury's most exclusive and tightly held enclaves. This stately home is tucked at the end of a long, private driveway on over 1.68 manicured acres, this home offers multiple outdoor spaces with access points throughout the home, providing the perfect vantage points to relax and take in the natural surroundings. Inside, the sprawling floor plan is a masterclass in comfort and architectural design. The heart of the home is a beautifully appointed chef's kitchen, featuring a gas cooktop, double wall ovens, and extensive prep and storage space. Entertaining flows effortlessly from the kitchen and dining areas into a striking sunken living room, anchored by dramatic vaulted ceilings and a classic stone fireplace. For relaxed everyday living, the separate family room showcases a unique rounded brick wall, a cozy second fireplace, and direct access to the expansive backyard. The luxury continues in the generously proportioned primary suite, offering a peaceful retreat complete with a spa-inspired ensuite and private balcony. Perfectly suited for multi-generational living or a private guest wing, the brightly illuminated lower level is a home unto itself. Boasting abundant natural light and a convenient direct walkout to to landscaped patio, this fully finished floor encompasses two additional bedrooms, a massive living room, second laundry and a second kitchen and dining area-highlighted by the home's third fireplace. Offering a tranquil location without the isolation, enjoy being conveniently located within walking distance of local schools, shops, and restaurants. This rare Hillcrest Drive property presents an unparalleled opportunity to experience luxurious living, with a flexible floor plan in a truly idyllic setting.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- N13805592
- Bedrooms
- 3+2 (5 total)
- Bathrooms
- 5 (2 half)
- Size
- 2500-3000 sq ft
- Lot
- 120 × 651 ft
- Cross streets
- N Of Mt Albert Rd Off Conc 2
- Parking
- 2 garage · 10 parking (attached)
- Driveway
- Private
- Basement
- Apartment, Walk-Out
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stone
- Foundation
- Block
- Roof
- Asphalt Shingle
- Sewer
- Septic
- Property tax
- $8,334 / 2025
- Days on market
- 30
- Listing brokerage
- RE/MAX HALLMARK REALTY LTD.
Rooms
Large Closet
Combined w/Workshop
Double Closet
stone fireplace · w/o to yard · combined w/dining
4 Pc Ensuite
Closet
stone fireplace · vaulted ceiling(s) · w/o to yard
b/i oven · b/i range · stone counters
2 Pc Bath
3 Pc Bath
Combined w/Laundry
Large Closet
brick fireplace · w/o to yard
2 Pc Bath
Double Sink
This is a rare parcel: about 1.79 acres. Comparable-sales math works on size and bedrooms, and here the lot is what is being sold, so no automatic estimate is shown.
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For sale
For sale
For sale
For sale
For sale
For sale
For sale
For saleNothing closely matching this home is listed nearby right now, so these are the nearest detached listings on the market. Homes like this one have recently closed around $1.51M, which is where my estimate comes from.
Per square foot, these ask about $499/sqft; this home lists at $764/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 8 active listings nearby.
See all comparable homesSold price trend
Median sold price for detached homes in Holland Landing: $1.15M in September 2026, down 6% from a year ago, on 113 closings in 11 months.
Line: median sold price, each month averaged with its neighbours and weighted by closings. Bars: closings that month.
Month by month
| Month | Median sold | Closings |
|---|---|---|
| October 2025 | $1.27M | 9 |
| November 2025 | $1.25M | 17 |
| December 2025 | $1.16M | 10 |
| February 2026 | $1.13M | 9 |
| March 2026 | $1.24M | 9 |
| April 2026 | $938K | 6 |
| May 2026 | $1.13M | 8 |
| June 2026 | $1.12M | 9 |
| July 2026 | $1.22M | 13 |
| August 2026 | $1.12M | 12 |
| September 2026 | $1.15M | 11 |
Neighbourhood & location
Holland Landing, East Gwillimbury, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). East Gwillimbury.
Get the full neighbourhood report (schools, parks, transit & safety) →
Affordability & Mortgage
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.
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
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of October 19, 2026); conventional rates run a little higher.
Mortgage amount $1,680,000 · 4.49% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $9,289
- Property tax
- $695
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $9,984
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $38,975
- Estimated closing costs
- $38,975
Plus your down payment of $420,000. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
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
At the end of your 5-year term
- Total paid over the term
- $557,340
- Principal paid down
- $205,265
- Interest paid
- $352,076
- Balance remaining
- $1,474,735
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.
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
The suite is real income here: basements rent in Holland Landing (24 of 188 recent detached leases were basement units, around $1,775 a month). The figure above is the whole house on one lease; rented as two units, the suite alone brings about $1,775 a month on top of the upper floors. Permitted use is worth confirming with the city.
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersThe last 44 whole-home leases in Holland Landing signed at a median of $3,494 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $3,524. The gross yield above is on the asking price, before taxes and upkeep; the cap rate is after them. A finished basement or second suite can push real rent above it. Taxes, fees, and vacancy vary by property, and cap rate is before financing.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of RE/MAX HALLMARK REALTY LTD.. MLS®/PropTx.