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Luxury Homes For Sale in Southwest Middlesex, ON

Discover luxury real estate, custom estates, and high-end executive residences.

Active MLS® Listings in Southwest Middlesex

Browse the latest local MLS® property listings, updated real-time.

Residential Freehold for sale - 7 Bed, 5 Bath Home at 22060 Dundonald Road Southwest Middlesex ON listed at $1,799,000 (MLS# X14170380)
Added 2 days ago
$1,799,000Est. $5,988/mo
6 + 1 = 7 bd
5ba
2kt
Residential Freehold

22060 Dundonald Road, Southwest Middlesex

Nov 11, 2026
DOM: 4

7 bed, 5 bath Detached for sale in Rural Southwest Middlesex. View photos, price history, school ratings & sold comps.

MLS#: X14170380
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 2 Bath Home at 21170 Mayfair Road Southwest Middlesex ON listed at $1,795,000 (MLS# X13819090)
$1,795,000Est. $5,975/mo
3 bd
2ba
1kt
Residential Freehold

21170 Mayfair Road, Southwest Middlesex

Sep 23, 2026
DOM: 53

3 bed, 2 bath Rural Residential for sale in Rural Southwest Middlesex. View photos, price history, school ratings & sold comps.

MLS#: X13819090
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 0 Bath Home at 1052 Longwoods Road Southwest Middlesex ON listed at $1,699,000 (MLS# X13633112)
$1,699,000Est. $5,655/mo
0 bd
0ba
Commercial

1052 Longwoods Road, Southwest Middlesex

Aug 4, 2026
DOM: 103

Farm for sale in Rural Southwest Middlesex. View photos, price history, school ratings & sold comps.

MLS#: X13633112
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 0 Bath Home at 3762 Newbiggen (NE Portion) Drive Southwest Middlesex ON listed at $1,595,000 (MLS# X13563506)
$1,595,000Est. $5,309/mo
0 bd
0ba
Commercial

3762 Newbiggen (NE Portion) Drive, Southwest Middlesex

Jul 14, 2026
DOM: 124

Farm for sale in Rural Southwest Middlesex. View photos, price history, school ratings & sold comps.

MLS#: X13563506
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 0 Bath Home at 126 Main Street Southwest Middlesex ON listed at $2,999,999 (MLS# X12378375)
$2,999,999Est. $9,986/mo
0 bd
0ba
Commercial

126 Main Street, Southwest Middlesex

Sep 2, 2025
DOM: 439

Industrial for sale in Glencoe. View photos, price history, school ratings & sold comps.

MLS#: X12378375
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 1 Bath Home at 1052 Longwoods Road Southwest Middlesex ON listed at $1,790,000 (MLS# X12241486)
Price Change
$1,790,000Est. $5,958/mo
0 bd
1ba
Commercial

1052 Longwoods Road, Southwest Middlesex

Jun 24, 2025
DOM: 509

1 bath Farm for sale in Rural Southwest Middlesex. View photos, price history, school ratings & sold comps.

MLS#: X12241486
For Sale
TRREB MLS® ActiveView Details & Comps →
2026 Southwest Middlesex Local Market Guide

Buying Luxury Homes For Sale in Southwest Middlesex, ON (2026 Guide)

Southwest Middlesex Avg List Price$591,809

There are currently 6 active luxury homes for sale on the MLS® in Southwest Middlesex, ON with a city average list price of $591,809. Comparing lot widths, GO Station commute times, and recent street-level sold prices helps you spot the best value before making an offer.

Commuter & GO Transit Access

Convenient access to major GTA highways (401, 407, 403, and QEW) and regional GO Transit stations connecting Southwest Middlesex commuters to downtown Toronto.

Local Parks & School Catchments

Close to local conservation areas, community recreation centres, trails, and well-rated elementary and secondary school catchments in Southwest Middlesex.

Lot Widths & Housing Mix

Older established streets in Southwest Middlesex offer wider 50 to 60+ ft mature lots, while newer master-planned subdivisions feature modern 30 to 36 ft energy-efficient layouts.

Common Questions About Luxury Homes For Sale in Southwest Middlesex

How many luxury homes for sale are available in Southwest Middlesex in 2026?

There are currently 6 active MLS® listings matching luxury homes for sale in Southwest Middlesex, ON. Inventory updates every 15 minutes directly from TRREB.

What is the average home price in Southwest Middlesex right now?

The current benchmark list price across Southwest Middlesex is $591,809. Prices for luxury homes for sale vary depending on lot width, school catchment, and recent renovations.

Which neighborhoods in Southwest Middlesex are best for luxury homes for sale?

Older established streets in Southwest Middlesex offer wider 50 to 60+ ft mature lots, while newer master-planned subdivisions feature modern 30 to 36 ft energy-efficient layouts. Before submitting an offer, compare recent 30-day TRREB sold prices on the same street to make sure you don't overpay.

Verified with real-time Toronto Regional Real Estate Board (TRREB) MLS® data.
View All Southwest MiddlesexHomes For Sale & Community Report →