This breathtaking custom-built luxury estate sits on a private 3.6-acre lot (165 Ft * 288 ft) and offers over 18,000 Sqft of total living space. Completed in 2021 with top-tier finishes throughout, this home features approx. 11,700 sqft above grade and an additional 7,000 sqft walk-out basement with panoramic windows - framed and partially finished with space for a theatre, gym, kitchen, bedroom, bath, and more. The great foyer welcomes you with soaring 22-ft ceilings. To the left is a formal living room; to the right , a private office. A stunning 19-foot ceiling family room with an upgraded fireplace flows into a designer kitchen with an 8' * 5' island, frigidaire & Monogram Appliances, walk-in pantry, and an incredible 27' & 16' sunroom featuring a skylight and floor-to ceiling views. The main floor also features a stylish laundry room with built-in sink and dog wash station. Upstairs, you'll find 6-bedrooms. The primary suite (18' * 23') includes a spa-like 5-piece ensuite, huge walk-in closet, and a private balcony. A second primary (20'*20') offers his & hers closets, ensuite, and a balcony access. All bedrooms feature walk-in closets and ensuite or semi-private baths, plus a 12' * 12' loft/ lounge area overlooking the family room below. Outside, enjoy 7 garage spots and parking for 35+ cars. Mechanically upgraded with 2 furnaces, 2 sub panels 400 amp service, 2 central vac systems, new chlorine system, new septic system, water softeners , purifiers, reverse osmosis, mood lighting throughout, and smart home ready with high internet. A rare opportunity to own a true dream home built for entertaining, family living, and total comfort - all within easy reach to Orangeville, Brampton, Mississauga, Vaughan, and Toronto. Some photos are virtually staged.
6 bedrooms, 6 bathrooms, about 5,000 sq ft, works out to roughly $770 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 20 Glassford Crt
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
5000 + sq ftas stated on the listing
Parking
47 spacesYes garage
Basement
Separate Entrance
Features & systems
Parking & garage
Garage
Yes
Parking spaces
47
Interior
Basement
Separate Entrance
Lot & land
Lot size (sqft)
157508
Listing & possession
Property style
2-Storey
Property class
Detached
20 Glassford Crt Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
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
$18,914
/mo
based on the purchase price of $3,850,000
$770,000 cash
$3,080,000 financed
$2,594,168 total interest
Principal54%$3,080,000
Interest46%$2,594,168
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.
For homeowners nearby
Own a home on Glassford Court? See what yours is worth
Get an instant estimate for your own home, based on recent sales around you. A free account shows the number and emails you the full report.
Free · No obligation · Backed by Coldwell Banker
Book a tour of 20 Glassford Crt 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 20 Glassford Crt 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.
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 Caledon
Other 5–6 bed homes for sale in Caledon around $3.9M.
Average days on market40Homes sold in about 40 days on average.
Sale-to-list ratio96.3%On average, homes sold below asking.
Active listings574Homes for sale here right now.
Median vs prior 90 days−4.4%Compared with Apr 25 – Jul 24, 2026: prices down.
Based on 312 sales from Jul 24 – Oct 22, 2026 (223 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 20 Glassford Crt
How much is 20 Glassford Crt listed for?
20 Glassford Crt is listed at $3,850,000 (MLS® W13020788). Summitly updates the price as soon as the MLS® record changes.
Is $3,850,000 a good price for 20 Glassford Crt?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in Caledon. 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 20 Glassford Crt changed?
Yes — it was first listed at $3,999,000 and is now $3,850,000, a drop of $149,000 (3.7%).
How many bedrooms and bathrooms does 20 Glassford Crt have?
20 Glassford Crt has 6 bedrooms and 6 bathrooms, with about 5,000 square feet of living space. It is a detached home in Caledon.
How much would the monthly mortgage be on 20 Glassford Crt?
About $18,914 a month — principal and interest on $3,850,000 with 20% down ($770,000), 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 20 Glassford Crt compare with other homes in Caledon?
Its asking price of $3,850,000 is about 277% above the median sold price in Caledon over the last 90 days, $1,022,500, across 312 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 20 Glassford Crt been sold before?
Summitly has no earlier MLS® sale or lease of 20 Glassford Crt on record from the last two years. Older records aren't shown under TRREB rules.
Where is 20 Glassford Crt?
20 Glassford Crt is in Caledon, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 20 Glassford Crt been on the market?
185 days — 20 Glassford Crt was listed on April 20, 2026.
What is the price per square foot of 20 Glassford Crt?
About $770 per square foot: the asking price of $3,850,000 over the 5,000 sq ft the listing gives.
Does 20 Glassford Crt have parking or a garage?
Yes — the listing gives 47 parking spaces. Garage: Yes.
Does 20 Glassford Crt have a basement, and is it finished?
The listing describes the basement as: Separate Entrance.