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Luxury Homes For Sale in Wellesley, ON

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

Active MLS® Listings in Wellesley

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

Residential Freehold for sale - 3 Bed, 4 Bath Home at 2229 Herrgott Road Wellesley ON listed at $1,849,999 (MLS# X14146392)
Added 10 days ago
$1,849,999Est. $6,158/mo
3 bd
4ba
1kt
Residential Freehold

2229 Herrgott Road, Wellesley

Nov 3, 2026
DOM: 12

3 bed, 4 bath Detached for sale in Wellesley. View photos, price history, school ratings & sold comps.

MLS#: X14146392
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 4 Bath Home at 2073 Maplewood Road Wellesley ON listed at $2,750,000 (MLS# X14029342)
Open House
$2,750,000Est. $9,154/mo
4 bd
4ba
2kt
Residential Freehold

2073 Maplewood Road, Wellesley

đź“…Open House:Nov 14 10:00 AM
Oct 13, 2026
DOM: 33

4 bed, 4 bath Detached for sale in Wellesley. View photos, price history, school ratings & sold comps.

MLS#: X14029342
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 2 Bed, 4 Bath Home at 1621 Moser Young Road Wellesley ON listed at $3,299,000 (MLS# X13843850)
$3,299,000Est. $10,981/mo
2 bd
4ba
1kt
Residential Freehold

1621 Moser Young Road, Wellesley

Sep 29, 2026
DOM: 47

2 bed, 4 bath Rural Residential for sale in Wellesley. View photos, price history, school ratings & sold comps.

MLS#: X13843850
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 4 Bath Home at 4659 Lobsinger Line Wellesley ON listed at $1,998,800 (MLS# X13794486)
$1,998,800Est. $6,653/mo
5 bd
4ba
1kt
Residential Freehold

4659 Lobsinger Line, Wellesley

Sep 15, 2026
DOM: 61

5 bed, 4 bath Detached for sale in Wellesley. View photos, price history, school ratings & sold comps.

MLS#: X13794486
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 3 Bath Home at 2018 Greenwood Hill Road Wellesley ON listed at $1,550,000 (MLS# X13778408)
$1,550,000Est. $5,159/mo
3 bd
3ba
1kt
Residential Freehold

2018 Greenwood Hill Road, Wellesley

Sep 14, 2026
DOM: 62

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

MLS#: X13778408
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 4 Bath Home at 2800 Moser Young Road Wellesley ON listed at $2,025,000 (MLS# X13551426)
Price Change
$2,025,000Est. $6,740/mo
4 bd
4ba
2kt
Residential Freehold

2800 Moser Young Road, Wellesley

Jul 10, 2026
DOM: 128

4 bed, 4 bath Detached for sale in Wellesley. View photos, price history, school ratings & sold comps.

MLS#: X13551426
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 4 Bath Home at 46 Anita Drive Wellesley ON listed at $5,540,000 (MLS# X13069732)
$5,540,000Est. $18,441/mo
3 + 2 = 5 bd
4ba
1kt
Residential Freehold

46 Anita Drive, Wellesley

May 1, 2026
DOM: 198

5 bed, 4 bath Rural Residential for sale in Wellesley. View photos, price history, school ratings & sold comps.

MLS#: X13069732
For Sale
TRREB MLS® ActiveView Details & Comps →
2026 Wellesley Local Market Guide

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

Wellesley Avg List Price$1,681,657

There are currently 7 active luxury homes for sale on the MLS® in Wellesley, ON with a city average list price of $1,681,657. 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 Wellesley 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 Wellesley.

Lot Widths & Housing Mix

Older established streets in Wellesley 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 Wellesley

How many luxury homes for sale are available in Wellesley in 2026?

There are currently 7 active MLS® listings matching luxury homes for sale in Wellesley, ON. Inventory updates every 15 minutes directly from TRREB.

What is the average home price in Wellesley right now?

The current benchmark list price across Wellesley is $1,681,657. Prices for luxury homes for sale vary depending on lot width, school catchment, and recent renovations.

Which neighborhoods in Wellesley are best for luxury homes for sale?

Older established streets in Wellesley 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 WellesleyHomes For Sale & Community Report →