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Homes For Sale With Swimming Pool in Highlands East, ON

Discover luxury homes and detached properties for sale featuring private in-ground or above-ground swimming pools.

Active MLS® Listings in Highlands East

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

Residential Freehold for sale - 5 Bed, 2 Bath Home at 45 Larch Street Highlands East ON listed at $299,900 (MLS# X14169634)
Added 3 days ago
$299,900Est. $998/mo
3 + 2 = 5 bd
2ba
1kt
Residential Freehold

45 Larch Street, Highlands East

Nov 11, 2026
DOM: 5

5 bed, 2 bath Detached for sale in Bicroft Ward. View photos, price history, school ratings & sold comps.

MLS#: X14169634
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 2 Bed, 2 Bath Home at 1115 Cardiff Lake Road Highlands East ON listed at $375,000 (MLS# X14124018)
$375,000Est. $1,248/mo
2 bd
2ba
1kt
Residential Freehold

1115 Cardiff Lake Road, Highlands East

Oct 28, 2026
DOM: 19

2 bed, 2 bath Detached for sale in Cardiff Ward. View photos, price history, school ratings & sold comps.

MLS#: X14124018
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 2 Bath Home at 1628 Lewis Road Highlands East ON listed at $749,000 (MLS# X13841254)
Price Change
$749,000Est. $2,493/mo
3 bd
2ba
1kt
Residential Freehold

1628 Lewis Road, Highlands East

Sep 29, 2026
DOM: 48

3 bed, 2 bath Detached for sale in Cardiff Ward. View photos, price history, school ratings & sold comps.

MLS#: X13841254
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 1 Bath Home at 1014 Opal Lane Highlands East ON listed at $694,500 (MLS# X13809642)
Added 10 days ago
$694,500Est. $2,312/mo
3 bd
1ba
1kt
Residential Freehold

1014 Opal Lane, Highlands East

Sep 20, 2026
DOM: 57

3 bed, 1 bath Detached for sale in Glamorgan. View photos, price history, school ratings & sold comps.

MLS#: X13809642
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 2 Bath Home at 89 Sprucedale Street Highlands East ON listed at $420,000 (MLS# X13752874)
$420,000Est. $1,398/mo
3 + 2 = 5 bd
2ba
1kt
Residential Freehold

89 Sprucedale Street, Highlands East

Sep 8, 2026
DOM: 69

5 bed, 2 bath Detached for sale in Bicroft Ward. View photos, price history, school ratings & sold comps.

MLS#: X13752874
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 2 Bath Home at 1214 Hubbard & Montgomery Lane Highlands East ON listed at $747,000 (MLS# X13747426)
Price Change
$747,000Est. $2,486/mo
3 bd
2ba
1kt
Residential Freehold

1214 Hubbard & Montgomery Lane, Highlands East

Sep 4, 2026
DOM: 73

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

MLS#: X13747426
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 1 Bath Home at 1009 Spencers Trail Highlands East ON listed at $459,000 (MLS# X13738252)
Price Change
$459,000Est. $1,528/mo
3 bd
1ba
1kt
Residential Freehold

1009 Spencers Trail, Highlands East

Sep 2, 2026
DOM: 75

3 bed, 1 bath Detached for sale in Glamorgan. View photos, price history, school ratings & sold comps.

MLS#: X13738252
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 1 Bath Home at 1110 Edward Sanderson Road Highlands East ON listed at $680,000 (MLS# X13719842)
$680,000Est. $2,263/mo
2 + 1 = 3 bd
1ba
1kt
Residential Freehold

1110 Edward Sanderson Road, Highlands East

Aug 27, 2026
DOM: 81

3 bed, 1 bath Detached for sale in Monmouth. View photos, price history, school ratings & sold comps.

MLS#: X13719842
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 1 Bath Home at 1046 Edith Crescent Highlands East ON listed at $549,900 (MLS# X13662798)
$549,900Est. $1,830/mo
3 bd
1ba
1kt
Residential Freehold

1046 Edith Crescent, Highlands East

Aug 11, 2026
DOM: 97

3 bed, 1 bath Rural Residential for sale in Glamorgan. View photos, price history, school ratings & sold comps.

MLS#: X13662798
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 1106 Lucky Copper Trail Highlands East ON listed at $1,749,900 (MLS# X13531178)
$1,749,900Est. $5,825/mo
4 bd
3ba
1kt
Residential Freehold

1106 Lucky Copper Trail, Highlands East

Jul 7, 2026
DOM: 132

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

MLS#: X13531178
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 1105 Pioneer Road Highlands East ON listed at $999,900 (MLS# X13504090)
Price Change
$999,900Est. $3,328/mo
3 + 1 = 4 bd
3ba
1kt
Residential Freehold

1105 Pioneer Road, Highlands East

Jun 29, 2026
DOM: 140

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

MLS#: X13504090
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 1 Bath Home at 1093 Wilderness Trail Highlands East ON listed at $825,000 (MLS# X13243664)
$825,000Est. $2,746/mo
2 + 2 = 4 bd
1ba
1kt
Residential Freehold

1093 Wilderness Trail, Highlands East

Jun 4, 2026
DOM: 165

4 bed, 1 bath Detached for sale in Cardiff Ward. View photos, price history, school ratings & sold comps.

MLS#: X13243664
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 1 Bath Home at 1099 Yellow Rock Drive Highlands East ON listed at $599,900 (MLS# X13207842)
$599,900Est. $1,997/mo
3 bd
1ba
1kt
Residential Freehold

1099 Yellow Rock Drive, Highlands East

May 28, 2026
DOM: 172

3 bed, 1 bath Detached for sale in Glamorgan. View photos, price history, school ratings & sold comps.

MLS#: X13207842
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 1 Bath Home at 1440 Clement Lake Road Highlands East ON listed at $899,000 (MLS# X13105124)
$899,000Est. $2,992/mo
3 bd
1ba
1kt
Residential Freehold

1440 Clement Lake Road, Highlands East

May 8, 2026
DOM: 192

3 bed, 1 bath Detached for sale in Monmouth. View photos, price history, school ratings & sold comps.

MLS#: X13105124
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 2 Bath Home at 1407 Spooks Bay Lane Highlands East ON listed at $789,000 (MLS# X13082710)
Price Change
$789,000Est. $2,626/mo
3 bd
2ba
1kt
Residential Freehold

1407 Spooks Bay Lane, Highlands East

May 4, 2026
DOM: 196

3 bed, 2 bath Detached for sale in Cardiff Ward. View photos, price history, school ratings & sold comps.

MLS#: X13082710
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 0 Bed, 0 Bath Home at 2080 Glamor Lake Road Highlands East ON listed at $279,000 (MLS# X12933146)
Price Change
$279,000Est. $929/mo
0 bd
0ba
Residential Freehold

2080 Glamor Lake Road, Highlands East

Mar 29, 2026
DOM: 232

Vacant Land for sale in Monmouth. View photos, price history, school ratings & sold comps.

MLS#: X12933146
For Sale
TRREB MLS® ActiveView Details & Comps →
2026 Highlands East Local Market Guide

Buying Homes For Sale With Swimming Pool in Highlands East, ON (2026 Guide)

Highlands East Avg List Price$712,874

There are currently 16 active homes for sale with swimming pool on the MLS® in Highlands East, ON with a city average list price of $712,874. 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 Highlands East 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 Highlands East.

Lot Widths & Housing Mix

Older established streets in Highlands East 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 Homes For Sale With Swimming Pool in Highlands East

How many homes for sale with swimming pool are available in Highlands East in 2026?

There are currently 16 active MLS® listings matching homes for sale with swimming pool in Highlands East, ON. Inventory updates every 15 minutes directly from TRREB.

What is the average home price in Highlands East right now?

The current benchmark list price across Highlands East is $712,874. Prices for homes for sale with swimming pool vary depending on lot width, school catchment, and recent renovations.

Which neighborhoods in Highlands East are best for homes for sale with swimming pool?

Older established streets in Highlands East 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 Highlands EastHomes For Sale & Community Report →