Condominium · Dempsey, Milton
The Courtyards on Main Condos1440, 1450, 1460 and 1470 Main Street E, Milton, ON
Dempsey condos — a walkable community beside downtown Milton and the GO station
The Courtyards on Main Condos is a condominium community rising up to 4 storeys at 1440, 1450, 1460 and 1470 Main Street E in Dempsey, Milton, developed by Sutherland Development Group, with its most recent building completed in 2017. Dempsey suits buyers who want to be near downtown Milton's Main Street and the GO station while still in a settled residential neighbourhood — a good balance of village walkability and suburban space. Explore available suites, market trends and what's nearby below.
- Year Built
- 2017
- Floors
- 4
No units for sale at 1440, 1450, 1460 and 1470 Main Street E right now
No units currently available.
The Courtyards on Main Condos by address
The Courtyards on Main Condos spans 1440, 1450, 1460 and 1470 Main Street E, Milton. Here is what is listed at each address right now.
1440 Main Street E, Milton
- For sale:
- none right now
- For rent:
- none right now
1450 Main Street E, Milton
- For sale:
- none right now
- For rent:
- none right now
1460 Main Street E, Milton
- For sale:
- none right now
- For rent:
- none right now
1470 Main Street E, Milton
- For sale:
- none right now
- For rent:
- none right now
Keep exploring
There’s more to The Courtyards on Main Condos
The numbers
The Courtyards on Main Condos Market Snapshot
Live snapshot of this building's own listings -- rentals not included
Bedrooms
Over the last 24 months, 26 units have sold in the building at a median of $591.5K — selling at 97% of asking price.
The Courtyards on Main Condos by the numbers
vs Dempsey and Milton
At The Courtyards on Main Condos, condo apartments that sold over the last 24 months went for a median of $560 per square foot, about the same as Dempsey ($574), and lower than Milton ($594).
Sales over the last 24 months closed at 97% of the asking price, about the same as Dempsey (97%) and Milton (97%).
What buyers and sellers should know about The Courtyards on Main Condos
How The Courtyards on Main Condos compares with Dempsey and Milton on asking price, time to sell, sold price and how many homes are for sale.
- Buyers: do homes here sell above or below asking?
- Sellers: how long homes take to sell, here vs nearby
- Median sold price and price per square foot
- Months of inventory: how long today’s listings would last
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Closed Sales — Last 24 Months
Buying or selling at The Courtyards on Main Condos? See which way prices are moving
For buyers and sellers: the median sold price per square foot at The Courtyards on Main Condos for each of the last 5 quarters.
- Buyers: have prices here been rising or falling?
- Sellers: what a square foot has actually sold for, quarter by quarter
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Aggregate estimates from TRREB MLS® data (PropTx feed). Deemed reliable but not guaranteed, and not an appraisal. Full terms.
The building
About The Courtyards on Main Condos
The Courtyards on Main Condos is a condominium community rising up to 4 storeys at 1440, 1450, 1460 and 1470 Main Street E in Dempsey, Milton, developed by Sutherland Development Group, with its most recent building completed in 2017.
It mixes established and newer homes and is one of the more walkable neighbourhoods, close to Main Street's shops and the Milton GO station. Dempsey suits buyers who want to be near downtown Milton's Main Street and the GO station while still in a settled residential neighbourhood — a good balance of village walkability and suburban space.
The Milton GO station is close, running primarily at peak hours into Union Station, and Highways 401 and 407 are a short drive for drivers. Downtown Milton's Main Street shops, restaurants and services are close by, as is the Milton Common plaza at 820 Main Street E, anchored by a Real Canadian Superstore alongside Starbucks, Bulk Barn and Dollarama.
Browse The Courtyards on Main Condos's current listings below, or reach out for a closer look at how it stacks up against Dempsey's other buildings.
Dempsey Neighbourhood
The Courtyards on Main Condos is located in Dempsey, Milton.
The area
Schools & nearby
What’s Nearby
Nearby Schools
Elementary
- St. Peter Catholic Elementary School565 m · 7 min walk
Halton CDSB — JK-8
- Chris Hadfield Public School772 m · 10 min walk
Halton DSB — JK-8
- St. Anthony of Padua Catholic Elementary School1.0 km · 13 min walk
Halton CDSB — JK-8
- Bruce Trail Public School1.6 km · 19 min walk
Halton DSB — JK-8
- École élémentaire Dyane-Adam1.6 km · 20 min walk
CS Viamonde — JK-8
- ÉÉC Saint-Nicolas1.8 km · 22 min walk
CS catholique MonAvenir — JK-6
- E W Foster Public School1.8 km · 23 min walk
Halton DSB — JK-5
Secondary
- Bishop Paul Francis Reding Catholic Secondary School688 m · 9 min walk
Halton CDSB — 9-12
School details come from the Ontario Ministry of Education and the school boards, and may change. Boundaries, programs and grades are set by each board and can change from year to year, so confirm with the board before you buy.
Nearby Amenities
Entertainment
- Mattamy Theatre1.1 km
Park
- Sprucedale Park886 m
- Lions Sport Park922 m
- Fitzgerald Park1.0 km
Point of Interest
- Milton Public Library - Main Branch1.0 km
Recreation
- Milton Leisure Centre813 m
- Milton Memorial Arena1.1 km
- LA Fitness1.1 km
Frequently asked questions
What is The Courtyards on Main Condos?
The Courtyards on Main Condos is a condominium community rising up to 4 storeys at 1440, 1450, 1460 and 1470 Main Street E in Dempsey, Milton, developed by Sutherland Development Group, with its most recent building completed in 2017.
Whereabouts in Milton is The Courtyards on Main Condos?
It's at 1440, 1450, 1460 and 1470 Main Street E in the Dempsey neighbourhood of Milton. The Milton GO station is close, running primarily at peak hours into Union Station, and Highways 401 and 407 are a short drive for drivers.
What's for sale or rent at The Courtyards on Main Condos?
The live listings on this page show every unit currently for sale and for rent at The Courtyards on Main Condos, updated through the day. If nothing's listed at the moment, reach out and I'll set up an alert for the next one.
What schools are near The Courtyards on Main Condos?
Chris Hadfield Public School — ranked Milton's #1 public elementary school for 2026 — and St. Peter Catholic Elementary School both serve Dempsey; confirm the current catchment for a specific address.
Who built The Courtyards on Main Condos?
The Courtyards on Main Condos was developed by Sutherland Development Group, with its most recent building completed in 2017.
What's the Dempsey area like?
Dempsey suits buyers who want to be near downtown Milton's Main Street and the GO station while still in a settled residential neighbourhood — a good balance of village walkability and suburban space. The Courtyards on Main Condos puts you right in it.
Similar & Nearby Buildings
Other buildings in this pocket of Dempsey with units on the market right now.

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Bristol on Main Condos
1350 Main Street E, 1340 Main Street E, 1390 Main Street E, 1380 Main Street E, 1370 Main Street E, 1360 Main Street E
For Sale: $400k - $625k · Median $517k
Maintenance Fees: $414–$803/mo · Suite Sizes: 600–1,399 ft²
For Rent: $2,200 - $2,800/mo · Median $2,500/mo
Building Features: 4 floors

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Maple Crossing Condos
1479 Maple Avenue, 1491 Maple Avenue, 1471 Maple Avenue, 1483 Maple Avenue, 1487 Maple Avenue
For Sale: $399k - $695k · Median $569k
Maintenance Fees: $417–$662/mo · Suite Sizes: 600–1,199 ft²
For Rent: $2,750 - $2,750/mo
Building Features: 264 units · 4 floors · Built 2009

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Art on Main Condos
1050 Main Street E
Maintenance Fees: $488/mo · Suite Sizes: 500–1,199 ft²
$1,999 - $3,250/mo · Median $2,250/mo
Building Features: 12 floors

View Building
The Ambassador
1419 Costigan Road, 1421 Costigan Road
For Sale: $449k - $500k · Median $450k
Maintenance Fees: $476–$574/mo · Suite Sizes: 600–1,399 ft²
For Rent: $2,400 - $2,899/mo · Median $2,650/mo
Building Features: 150 units · 6 floors · Built 2013
More Buildings in Dempsey
Every other condo and townhouse building we cover in Dempsey, Milton.
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Miko Nalepa
Realtor® at The Condo Bar Real Estate · RECO #4737024
Realtor® with Right At Home Realty, Brokerage, covering condos and townhouses in Mississauga, Oakville, Burlington and Milton. More about Miko Nalepa
Building details are approximate and may change. Confirm fees, sizes and availability with the condo corporation before you buy.

