75 Winston Castle Dr, Markham

Name: 75 Winston Castle Drive
SKU: N14119990
Price: 1580000 CAD
Availability: InStock

4 Bed, 3 Bath Detached Home in Markham

About 75 Winston Castle Drive

Welcome to an exquisite property that redefines family living in the heart of Berczy, a community celebrated for its vibrant atmosphere and top-ranking school zones, making this a wonderful place to lay down roots. Built with quality and care, this approximately 2,725 sqft residence offers an inviting blend of traditional charm and modern convenience. The home opens with a striking double-door entrance that opens into a cathedral foyer. The layout is exceptional, featuring a cozy living room with a gas fireplace framed by a custom-built wall unit that provides ample storage. The inviting kitchen, outfitted with light wood cabinetry and striking granite countertops, complete with an island that offers additional workspace. A central bay window in the adjacent room lets natural light flood the elegant space. The bedroom level boasts four spacious and bright bedrooms and three well-appointed bathrooms, providing convenience and luxury.

4 bedrooms, 3 bathrooms, about 2,500 sq ft, works out to roughly $632 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.

Inside 75 Winston Castle Dr

Every detail from the listing, in one place.

Type: Detached
Style: 2-Storey
Living space: 2500-3000 sq ftas stated on the listing
Parking: 4 spacesYes garage
Basement: Full

Features & systems

Parking & garage

Garage: Yes
Parking spaces: 4

Interior

Basement: Full

Lot & land

Lot size (sqft): 0

Listing & possession

Property style: 2-Storey
Property class: Detached

75 Winston Castle Dr Price & Sale History

Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.

Oct 27, 2026For saleListedThis listingMLS® N14119990$1,580,000

Sourced from MLS®. Includes earlier listings of this property on record.

What's it worth?

How 75 Winston Castle Dr Compares to the Markham Market

Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.

Zara’s estimate

Excellent Deal· based on 2,163 recent sales

Value your own home →How accurate are Zara’s estimates?

Summitly estimate, not from TRREB, the MLS® or the listing brokerage. Not an appraisal. How it works

Markham market, last 90 days

Median sold price: $1,095,000
Average sold price: $1,168,578
Average days on market: 30
Homes sold: 1,328

Closed sales on the TRREB MLS®.

Full Markham market report

Market pulse · Markham

Markham market

Median sold price$1,095,000Last 90 days
Average days on market30Homes sold in about 30 days on average.
Sale-to-list ratio99.4%On average, homes sold below asking.
Active listings1,498Homes for sale here right now.
Median vs prior 90 days+2.3%Compared with Apr 30 – Jul 29, 2026: prices up.

Based on 1,328 sales from Jul 29 – Oct 27, 2026 (835 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.

Recently sold nearby in Markham

Sold prices are shown free to signed-in members, as board rules require.

6 nearby sales vs. this home

Closed sales from MLS®, compared with this home's asking price.

See what these homes actually sold for

Free with a Summitly account. Sign in once and sold prices unlock across the site.

Home	Sold price	$ / sqft	% of asking	Sold
This home75 Winston Castle Drive 4 bd · 3 ba · 2,500 sqft	$1,580,000asking	$632	—	—
6 Scandia Court 4 bd · 2 ba · 3,000 sqft
19 Delancey Crescent 4 bd · 3 ba · 3,000 sqft
4 Shady Lane Crescent 4 bd · 1 ba · 1,500 sqft
19 Mumberson Court 4 bd · 5 ba · 3,500 sqft
536 Village Parkway 4 bd · 2 ba · 2,500 sqft
37 Rembrandt Drive 4 bd · 4 ba · 2,500 sqft

6 Scandia Court
4 bd · 2 ba · 3,000 sqft
19 Delancey Crescent
4 bd · 3 ba · 3,000 sqft
4 Shady Lane Crescent
4 bd · 1 ba · 1,500 sqft
19 Mumberson Court
4 bd · 5 ba · 3,500 sqft
536 Village Parkway
4 bd · 2 ba · 2,500 sqft
37 Rembrandt Drive
4 bd · 4 ba · 2,500 sqft

Living in Markham: Location & Amenities

Transit, schools, parks and everyday places near this home. Select any place to open it on Google Maps.

Transit nearby

Stations and stops, straight-line distance

Centennial GO StationStouffville GO3.3 km
Mount Joy GO StationStouffville GO4.1 km
Markham GO StationStouffville GO4.5 km

Places from OpenStreetMap (© OpenStreetMap contributors) and Summitly's station list. Distances are straight-line, not routes.

Loading schools, parks, groceries and more nearby…

Transit

Centennial GO Station (Stouffville GO)3.3 km
Mount Joy GO Station (Stouffville GO)4.1 km
Markham GO Station (Stouffville GO)4.5 km

Nearest subway, GO and LRT stations first, then bus and streetcar stops.

Centennial GO Station
3.3 kmClosest· Stouffville GO
Homes near Centennial GO Station
Mount Joy GO Station
4.1 km· Stouffville GO
Homes near Mount Joy GO Station
Markham GO Station
4.5 km· Stouffville GO
Homes near Markham GO Station

Straight-line distances from the listing; walking times assume about 80 m a minute. Places © OpenStreetMap contributors, a community-maintained map that may miss or misplace some places. Directions and place details open on Google Maps.

How long is your commute?

From 75 Winston Castle Dr. Typical times without traffic delays; transit times aren't available yet.

Costs, Mortgage & Rental Return for 75 Winston Castle Dr

What it could cost each month, today's rates from our mortgage partner, and what it could return as a rental.

Mortgage: $7,762; 20% down · 25 years · 5.5% assumed
Property tax: $869; 0.66% mill rate · ON
Total per month: $8,631; Before utilities, insurance and fees

Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.

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Monthly cost

Enter a rate to see the monthly cost

Down payment

Rate (%)

Years

An estimate, not a quote. Utilities and insurance are extra.

Affordability calculator

Estimated monthly payment

$7,762

/mo

based on the purchase price of $1,580,000

Down payment20%

$316,000 cash

Amortization25 yr

$1,264,000 financed

Rate5.50%

$1,064,620 total interest

Principal54%$1,264,000

Interest46%$1,064,620

20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.

Want rate-drop alerts and a saved shortlist?

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.

Book a tour of 75 Winston Castle Dr with a licensed buyer's agent

Your agent is usually paid from the seller's side. We'll confirm the co-operating commission on this listing before you sign anything.

Zara, any time

Zara · AI virtual agent

Ask about 75 Winston Castle Dr day or night. Zara reads this listing and answers in plain words. When you want a person, she hands you to a licensed agent.

A licensed local agent

Your agent shows you the home, checks the paperwork and negotiates your offer, on your side, not the seller's.

Find an agent (905) 553-8500 (main line)

Questions About 75 Winston Castle Dr

How much is 75 Winston Castle Dr listed for?

75 Winston Castle Dr is listed at $1,580,000 (MLS® N14119990). Summitly updates the price as soon as the MLS® record changes.

Is $1,580,000 a good price for 75 Winston Castle Dr?

Summitly rates it Excellent Deal: the asking price is 10% or more below Zara's estimate, an estimate built from recent sales in Markham. 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 75 Winston Castle Dr changed?

No — 75 Winston Castle Dr is still listed at its original asking price of $1,580,000.

How many bedrooms and bathrooms does 75 Winston Castle Dr have?

75 Winston Castle Dr has 4 bedrooms and 3 bathrooms, with about 2,500–3,000 square feet of living space. It is a detached home in Markham.

Is 75 Winston Castle Dr close to transit?

The nearest rapid-transit station is Centennial GO Station (Stouffville GO), about 3.3 km in a straight line. Mount Joy GO Station is about 4.1 km, and Markham GO Station is about 4.5 km. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.

How much would the monthly mortgage be on 75 Winston Castle Dr?

About $7,762 a month — principal and interest on $1,580,000 with 20% down ($316,000), 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 75 Winston Castle Dr compare with other homes in Markham?

Its asking price of $1,580,000 is about 44% above the median sold price in Markham over the last 90 days, $1,095,000, across 1,328 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 75 Winston Castle Dr been sold before?

Summitly has no earlier MLS® sale or lease of 75 Winston Castle Dr on record from the last two years. Older records aren't shown under TRREB rules.

Where is 75 Winston Castle Dr?

75 Winston Castle Dr is in Markham, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.

How long has 75 Winston Castle Dr been on the market?

75 Winston Castle Dr was listed today (October 27, 2026).

What is the price per square foot of 75 Winston Castle Dr?

About $527 to $632 per square foot: the asking price of $1,580,000 over the 2,500–3,000 sq ft the listing gives as its size range.

Does 75 Winston Castle Dr have parking or a garage?

Yes — the listing gives 4 parking spaces. Garage: Yes.

What you should know

4 Bed, 3 Bath Detached Home in Markham

About 75 Winston Castle Drive

Inside 75 Winston Castle Dr

Features & systems

75 Winston Castle Dr Price & Sale History

How 75 Winston Castle Dr Compares to the Markham Market

Markham market, last 90 days

Recently sold nearby in Markham

Living in Markham: Location & Amenities

How long is your commute?

Costs, Mortgage & Rental Return for 75 Winston Castle Dr

Monthly cost of owning

Mortgage payments

Monthly cost

Rental income potential

Own a home on Winston Castle Drive? See what yours is worth

Zara, any time

A licensed local agent

See 75 Winston Castle Dr, Markham in person

Similar homes for sale nearby in Markham

Explore More Detached Homes in Markham

4 Bed, 3 Bath Detached Home in Markham

About 75 Winston Castle Drive

Inside 75 Winston Castle Dr

Features & systems

75 Winston Castle Dr Price & Sale History

How 75 Winston Castle Dr Compares to the Markham Market

Markham market, last 90 days

Market pulse · Markham

Recently sold nearby in Markham

Living in Markham: Location & Amenities

Transit nearby

Transit

How long is your commute?

Costs, Mortgage & Rental Return for 75 Winston Castle Dr

Monthly cost of owning

Mortgage payments

Monthly cost

Rental income potential

Own a home on Winston Castle Drive? See what yours is worth

Zara, any time

A licensed local agent

See 75 Winston Castle Dr, Markham in person

Questions About 75 Winston Castle Dr

How much is 75 Winston Castle Dr listed for?

Is $1,580,000 a good price for 75 Winston Castle Dr?

Has the price of 75 Winston Castle Dr changed?

How many bedrooms and bathrooms does 75 Winston Castle Dr have?

Is 75 Winston Castle Dr close to transit?

How much would the monthly mortgage be on 75 Winston Castle Dr?

How does 75 Winston Castle Dr compare with other homes in Markham?

Has 75 Winston Castle Dr been sold before?

Where is 75 Winston Castle Dr?

How long has 75 Winston Castle Dr been on the market?

What is the price per square foot of 75 Winston Castle Dr?

Does 75 Winston Castle Dr have parking or a garage?

Similar homes for sale nearby in Markham

Explore More Detached Homes in Markham

Market pulse · Markham

Transit nearby

Transit

Questions About 75 Winston Castle Dr

How much is 75 Winston Castle Dr listed for?

Is $1,580,000 a good price for 75 Winston Castle Dr?

Has the price of 75 Winston Castle Dr changed?

How many bedrooms and bathrooms does 75 Winston Castle Dr have?

Is 75 Winston Castle Dr close to transit?

How much would the monthly mortgage be on 75 Winston Castle Dr?

How does 75 Winston Castle Dr compare with other homes in Markham?

Has 75 Winston Castle Dr been sold before?

Where is 75 Winston Castle Dr?

How long has 75 Winston Castle Dr been on the market?

What is the price per square foot of 75 Winston Castle Dr?

Does 75 Winston Castle Dr have parking or a garage?