✨ 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 Listings4Properties 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 - 4 Bed, 4 Bath Home at 2073 Maplewood Road Wellesley ON listed at $2,750,000 (MLS# X14029342)
Added 11 days ago
$2,750,000Est. $9,154/mo
4bd
4ba
Residential Freehold

2073 Maplewood Road, Wellesley

Oct 13, 2026
DOM: 12

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

MLS#: X14029342
For Sale
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
2bd
4ba
Residential Freehold

1621 Moser Young Road, Wellesley

Sep 29, 2026
DOM: 26

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

MLS#: X13843850
For Sale
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
4bd
4ba
Residential Freehold

2800 Moser Young Road, Wellesley

Jul 10, 2026
DOM: 107

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 - 5 Bed, 4 Bath Home at 46 Anita Drive Wellesley ON listed at $5,540,000 (MLS# X13069732)
$5,540,000Est. $18,441/mo
5bd
4ba
Residential Freehold

46 Anita Drive, Wellesley

May 1, 2026
DOM: 177

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

MLS#: X13069732
For Sale
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Frequently Asked Questions

Luxury Estates & Executive Homes in Wellesley FAQs

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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.