✨ Luxury ($2M+) in Wellesley

Luxury Homes for Sale in Wellesley

High-end custom builds, acreage properties, and executive homes. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings5Properties available
🔥 Price Drops🏡 Bungalows🏘️ Townhouses🏰 Detached Homes🏢 Condos💰 Under $800k🏷️ Under $750k🎯 Under $1M✨ Luxury ($2M+)🔑 In-Law Suites🔨 Fixer-Uppers🏊 Inground & Heated Pools🌊 Waterfront & Views🏢 Multi-Family & Duplex🏗️ New Construction
Residential Freehold for sale - 2 Bed, 4 Bath Home at 1621 Moser Young Road Wellesley ON listed at $3,500,000 (MLS# X13576602)
$3,500,000
2bd
4ba
Residential Freehold

1621 Moser Young Road, Wellesley

Jul 17, 2026
DOM: 61

Inspired by the timeless elegance of the Italian countryside, this extraordinary Tuscan-inspired bun...

MLS#: X13576602
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 2800 Moser Young Road Wellesley ON listed at $2,250,000 (MLS# X13551426)
Price Change
$2,250,000
4bd
4ba
Residential Freehold

2800 Moser Young Road, Wellesley

Jul 10, 2026
DOM: 68

Properties like this rarely come to market. Set on over an acre of beautifully maintained land backi...

MLS#: X13551426
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 2134 Maplewood Road Wellesley ON listed at $2,880,000 (MLS# X13498170)
$2,880,000
6bd
5ba
Residential Freehold

2134 Maplewood Road, Wellesley

Jun 27, 2026
DOM: 81

Nestled on 10.54 spectacular acres in the highly sought-after community of Paradise Lake, this excep...

MLS#: X13498170
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 2073 Maplewood Road Wellesley ON listed at $2,750,000 (MLS# X13430972)
Price Change
$2,750,000
4bd
4ba
Residential Freehold

2073 Maplewood Road, Wellesley

Jun 10, 2026
DOM: 98

Set in the highly sought after community surrounding private Paradise Lake, this custom built bungal...

MLS#: X13430972
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 46 Anita Drive Wellesley ON listed at $5,540,000 (MLS# X13069732)
$5,540,000
5bd
4ba
Residential Freehold

46 Anita Drive, Wellesley

May 1, 2026
DOM: 138

A rare offering in the prestigious countryside of St. Clements-46 Anita Drive is an 18.28-acre gated...

MLS#: X13069732
For Sale
Instant Listing & Price Alerts

Never Miss a New Luxury Estates & Executive Homes in Wellesley

Get instant notifications sent to your email or phone the second a new listing or price reduction matching this category hits the MLS®.

Frequently Asked Questions

Luxury Estates & Executive Homes in Wellesley FAQs

How often are luxury estates & executive homes updated for Wellesley?

Our MLS® property feed syncs directly with real estate boards across Ontario every 15 minutes. Any new listing, price drop, or status update in Wellesley appears on this page in real time.

Can I get notified if a price drops on any luxury estates & executive homes in Wellesley?

Yes! Click the "Notify Me of Price Drops" bell icon on any property card or the alert button on this page to receive instant alerts the moment a seller reduces their asking price.