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Detached Homes for Sale in Southwold

Southwold — Quick Summary Live listings: 42
Updated daily — City pages outside our core areas are for navigation only. Market insights are focused on Durham Region and Scarborough. HomeZira.com — Serving the community for 19 years
40010 Shady Lane Crescent, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $1,219,000 on HomeZira.com
$1,219,000
Detached – 2-Storey
For Sale

40010 Shady Lane Crescent, Southwold, ON

Talbotville Gore Road - Talbotville - Southwold
  • 3 Beds
  • 3 Baths
  • 2500-3000 SqFt.
37612 John Wise Line, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $5,199,900 on HomeZira.com
$5,199,900
Detached – 2-Storey
For Sale

37612 John Wise Line, Southwold, ON

Longhurst Line - Rural Southwold - Southwold
  • 4 Beds
  • 6 Baths
  • 3500-5000 SqFt.
124 OPTIMIST Drive, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $1,249,900 on HomeZira.com
$1,249,900
Detached – 2-Storey
For Sale

124 OPTIMIST Drive, Southwold, ON

Talbotville Gore Road - Talbotville - Southwold
  • 4 Beds
  • 5 Baths
  • 2500-3000 SqFt.
95 Optimist Drive, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $869,000 on HomeZira.com
$869,000
Detached – Bungalow
For Sale

95 Optimist Drive, Southwold, ON

Talbotville Gore - Rural Southwold - Southwold
  • 2 Beds
  • 3 Baths
  • 1500-2000 SqFt.
41805 North Street, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $599,000 on HomeZira.com
$599,000
Detached – Bungalow-Raised
For Sale

41805 North Street, Southwold, ON

Wellington Rd./North Street - Rural Southwold - Southwold
  • 3 Beds
  • 2 Baths
  • 1100-1500 SqFt.
11635 Sunset Road, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $899,000 on HomeZira.com
$899,000
Detached – Bungalow
For Sale

11635 Sunset Road, Southwold, ON

COLONEL TALBOT ROAD/ HWY 4 - Rural Southwold - Southwold
  • 2 Beds
  • 2 Baths
  • 700-1100 SqFt.
127 Optimist Drive, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $1,599,900 on HomeZira.com
$1,599,900
Detached – Bungalow
For Sale

127 Optimist Drive, Southwold, ON

Optimist Dr / Talbotville Gore Rd - Talbotville - Southwold
  • 2 Beds
  • 6 Baths
  • 2500-3000 SqFt.
37008 Third Line, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $799,888 on HomeZira.com
$799,888
Detached – 1 1/2 Storey
For Sale

37008 Third Line, Southwold, ON

County Road 18 to 37008 Third Line, Southwold, ON - Rural Southwold - Southwold
  • 4 Beds
  • 4 Baths
  • 2000-2500 SqFt.
99 Optimist Drive, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $1,048,000 on HomeZira.com
$1,048,000
Detached – Bungalow
For Sale

99 Optimist Drive, Southwold, ON

Talbotville Gore Road - Talbotville - Southwold
  • 2 Beds
  • 3 Baths
  • 2000-2500 SqFt.
115 Optimist Drive, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $1,088,000 on HomeZira.com
$1,088,000
Detached – 2-Storey
For Sale

115 Optimist Drive, Southwold, ON

Talbotville Gore Rd and Optimist Dr - Talbotville - Southwold
  • 4 Beds
  • 4 Baths
  • 3000-3500 SqFt.
88 Optimist Drive, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $1,088,000 on HomeZira.com
$1,088,000
Detached – 2-Storey
For Sale

88 Optimist Drive, Southwold, ON

Talbotville Gore Rd to Optimist Dr - Talbotville - Southwold
  • 4 Beds
  • 4 Baths
  • 3000-3500 SqFt.
14 REA Court, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $899,000 on HomeZira.com
$899,000
Detached – Bungalow
For Sale

14 REA Court, Southwold, ON

TALBOTVILLE GORE ROAD & REA COURT - Talbotville - Southwold
  • 3 Beds
  • 3 Baths
  • 1500-2000 SqFt.
12 REA Court, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $739,999 on HomeZira.com
$739,999
Detached – 2-Storey
For Sale

12 REA Court, Southwold, ON

SUNSET DR & TALBOTVILLE GORE RD - Talbotville - Southwold
  • 3 Beds
  • 3 Baths
  • 2000-2500 SqFt.
4452 Thomas Road, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $1,349,900 on HomeZira.com
$1,349,900
Detached – Bungalow
For Sale

4452 Thomas Road, Southwold, ON

Thomas Road & Union Road - Rural Southwold - Southwold
  • 3 Beds
  • 3 Baths
  • 2000-2500 SqFt.
54 wayside Lane, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $790,000 on HomeZira.com
$790,000
Detached – 2-Storey
For Sale

54 wayside Lane, Southwold, ON

Talbot Line / Optimist Dr - Talbotville - Southwold
  • 4 Beds
  • 3 Baths
  • 2000-2500 SqFt.
LOT 62 WOODLAND Walk, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $818,900 on HomeZira.com
$818,900
Detached – 2-Storey
For Sale

LOT 62 WOODLAND Walk, Southwold, ON

WOODLAND WALK AND ROYAL CR - Talbotville - Southwold
  • 4 Beds
  • 3 Baths
  • 2000-2500 SqFt.
LOT 61 WOODLAND Walk, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $749,900 on HomeZira.com
$749,900
Detached – 2-Storey
For Sale

LOT 61 WOODLAND Walk, Southwold, ON

WOODLAND WALK AND ROYAL CR - Rural Southwold - Southwold
  • 3 Beds
  • 3 Baths
  • 1500-2000 SqFt.
LOT 80 FIVE STAKES Street, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $829,900 on HomeZira.com
$829,900
Detached – Bungalow
For Sale

LOT 80 FIVE STAKES Street, Southwold, ON

WAYSIDE LANE & FIVE STAKES ST - Rural Southwold - Southwold
  • 3 Beds
  • 2 Baths
  • 1500-2000 SqFt.
4 SYCAMORE Road, Southwold, ON, Southwold, Talbotville — Detached for Sale listed at $1,499,900 on HomeZira.com
$1,499,900
Detached – 2-Storey
For Sale

4 SYCAMORE Road, Southwold, ON

OPTIMIST DR - Talbotville - Southwold
  • 5 Beds
  • 6 Baths
  • 3000-3500 SqFt.
11786 Parson Road, Southwold, ON, Southwold, Rural Southwold — Detached for Sale listed at $1,640,000 on HomeZira.com
$1,640,000
Detached – 2-Storey
For Sale

11786 Parson Road, Southwold, ON

COLONEL TALBOT RD & SOUTHMINSTER RD - Rural Southwold - Southwold
  • 4 Beds
  • 5 Baths
  • 2500-3000 SqFt.
📊 Detached Homes For Sale in Southwold — Listings Snapshot
Data as of May 18, 2026
Definition: A detached home on this page refers to a residential freehold listing categorized as detached and shown on this website for Southwold, based on the latest published keyword snapshot for this local property type.
This public section highlights the detached homes displayed on this website as of May 18, 2026, using the latest published keyword snapshot for active inventory and median asking price for this property type.
Ask AI: “What is the current median asking price for detached homes in Southwold, and how does it compare with related locations?”
Current detached-home listings
42
Displayed listings matching Detached Homes For Sale in Southwold as of May 18, 2026.
Median asking price
$925,000
Median asking price of the visible detached-home listings in the latest published snapshot for this page.
📋 Overview of Detached Homes for Sale in Southwold

As of May 18, 2026, there were about 42 detached-home listings in Southwold displayed on this website, with a median asking price of $925,000.

This public section is designed to help buyers and sellers quickly understand the current detached-home inventory visible on this site and the typical asking-price level in Southwold.

Public website inventory may differ from the full MLS® board system because displayed listings depend on public-facing feed availability, seller or brokerage participation, and update timing.

📍 How Southwold Detached Home Asking Prices Compare

As of May 18, 2026, the median asking price for detached homes in Southwold is $925,000.

Compared with the other cities and townships in Elgin:

Lower-priced than Southwold: Central Elgin ($775,000, about 16.2% lower), Bayham ($759,900, about 17.8% lower), Dutton/Dunwich ($749,900, about 18.9% lower), Malahide ($722,000, about 21.9% lower), St. Thomas ($599,000, about 35.2% lower), Aylmer ($577,450, about 37.6% lower), and West Elgin ($565,000, about 38.9% lower).

❓ FAQ and Answers: Southwold — Detached Homes For Sale

A detached home for sale on this page refers to a residential freehold listing categorized as detached and shown on this website for Southwold within the latest published keyword snapshot.

As of May 18, 2026, there were 42 displayed detached-home listings matching Detached Homes For Sale in Southwold on this website.

As of May 18, 2026, the median asking price for detached homes in Southwold was $925,000 based on the visible listings in the latest published snapshot for this page.

Among Southwold and the Elgin cities and townships compared on this page, Southwold currently has the highest median asking price for detached homes at about $925,000.

Among Southwold and the Elgin cities and townships compared on this page, West Elgin currently has the lowest median asking price for detached homes at about $565,000.

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