The Condo Bar Real Estate

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

Listings updated Nov 3, 1:58 PM EST
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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%).

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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.

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Closed Sales — Last 24 Months

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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.

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Recently Sold26 soldin the last 24 monthsMedian $591.5K, 97% of asking. See the address, photos and exact sale price for every recent transaction, free with a registered account.

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

Secondary

All Milton schools →

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.

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For Sale: $399k - $695k · Median $569k

Maintenance Fees: $417–$662/mo · Suite Sizes: 600–1,199 ft²

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Maintenance Fees: $488/mo · Suite Sizes: 500–1,199 ft²

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The Ambassador
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The Ambassador

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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

ElevatorExercise RoomParty Room/Meeting RoomVisitor Parking+1
Clarke

More Buildings in Dempsey

Every other condo and townhouse building we cover in Dempsey, Milton.

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Miko Nalepa

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.