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Luxury Homes For Sale in Southwold, ON

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

Active MLS® Listings in Southwold

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

Residential Freehold for sale - 5 Bed, 5 Bath Home at 10486 Iona Road Southwold ON listed at $2,499,999 (MLS# X14152778)
Added 8 days ago
$2,499,999Est. $8,322/mo
3 + 2 = 5 bd
5ba
1kt
Residential Freehold

10486 Iona Road, Southwold

Nov 5, 2026
DOM: 10

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

MLS#: X14152778
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 6 Bed, 4 Bath Home at 35849 ROSE Avenue Southwold ON listed at $1,950,000 (MLS# X14085546)
$1,950,000Est. $6,491/mo
6 bd
4ba
1kt
Residential Freehold

35849 ROSE Avenue, Southwold

Oct 16, 2026
DOM: 30

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

MLS#: X14085546
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 0 Bath Home at 41132 Shorlea Line Southwold ON listed at $2,999,900 (MLS# X13796532)
$2,999,900Est. $9,986/mo
0 bd
0ba
Commercial

41132 Shorlea Line, Southwold

Sep 16, 2026
DOM: 60

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

MLS#: X13796532
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 0 Bath Home at 10075 Sunset Road Southwold ON listed at $2,290,000 (MLS# X13755172)
$2,290,000Est. $7,623/mo
0 bd
0ba
Commercial

10075 Sunset Road, Southwold

Sep 8, 2026
DOM: 68

Commercial Retail for sale in Talbotville. View photos, price history, school ratings & sold comps.

MLS#: X13755172
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 0 Bath Home at 10075 Sunset Road Southwold ON listed at $2,290,000 (MLS# X13592800)
$2,290,000Est. $7,623/mo
0 bd
0ba
Commercial

10075 Sunset Road, Southwold

Jul 22, 2026
DOM: 116

Investment for sale in Talbotville. View photos, price history, school ratings & sold comps.

MLS#: X13592800
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 0 Bath Home at 41132 Shorlea Line Southwold ON listed at $3,250,000 (MLS# X13134488)
$3,250,000Est. $10,818/mo
0 bd
0ba
Commercial

41132 Shorlea Line, Southwold

May 15, 2026
DOM: 184

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

MLS#: X13134488
For Sale
TRREB MLS® ActiveView Details & Comps →
Commercial for sale - 0 Bed, 0 Bath Home at 10075 Sunset Road Southwold ON listed at $2,490,000 (MLS# X13116218)
$2,490,000Est. $8,288/mo
0 bd
0ba
Commercial

10075 Sunset Road, Southwold

May 12, 2026
DOM: 187

Investment for sale in Talbotville. View photos, price history, school ratings & sold comps.

MLS#: X13116218
For Sale
TRREB MLS® ActiveView Details & Comps →
2026 Southwold Local Market Guide

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

Southwold Avg List Price$1,079,186

There are currently 7 active luxury homes for sale on the MLS® in Southwold, ON with a city average list price of $1,079,186. 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 Southwold 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 Southwold.

Lot Widths & Housing Mix

Older established streets in Southwold 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 Southwold

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

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

What is the average home price in Southwold right now?

The current benchmark list price across Southwold is $1,079,186. Prices for luxury homes for sale vary depending on lot width, school catchment, and recent renovations.

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

Older established streets in Southwold 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 SouthwoldHomes For Sale & Community Report →