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Homes For Sale With Swimming Pool in Pickering, ON

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

Active MLS® Listings in Pickering

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

Residential Condo & Other for sale - 1 Bed, 1 Bath Home at 1215 Bayly Street Pickering ON listed at $470,000 (MLS# E14180780)
Added 12 hours ago
$470,000Est. $1,564/mo
1 bd
1ba
1kt
Residential Condo & Other

1215 Bayly Street, Unit 1106, Pickering

Nov 14, 2026
DOM: 1

1 bed, 1 bath Condo Apartment for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14180780
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 1760 Autumn Crescent Pickering ON listed at $1,149,900 (MLS# E14177860)
Open House
$1,149,900Est. $3,828/mo
4 bd
3ba
1kt
Residential Freehold

1760 Autumn Crescent, Pickering

đź“…Open House:Nov 15 2:00 PM
Nov 13, 2026
DOM: 2

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

MLS#: E14177860
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 4 Bath Home at 1295 Wharf Street Pickering ON listed at $875,000 (MLS# E14174214)
Open House
$875,000Est. $2,913/mo
3 bd
4ba
1kt
Residential Freehold

1295 Wharf Street, Unit 3, Pickering

đź“…Open House:Nov 15 2:00 PM
Nov 12, 2026
DOM: 3

3 bed, 4 bath Att/Row/Townhouse for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14174214
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 4 Bath Home at 1115 Timber Court Pickering ON listed at $1,075,000 (MLS# E14176064)
Open House
$1,075,000Est. $3,578/mo
4 + 1 = 5 bd
4ba
1kt
Residential Freehold

1115 Timber Court, Pickering

đź“…Open House:Nov 14 2:00 PM
Nov 12, 2026
DOM: 3

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

MLS#: E14176064
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 6 Bed, 4 Bath Home at 1221 Engel Court Pickering ON listed at $1,179,000 (MLS# E14176578)
Open House
$1,179,000Est. $3,924/mo
4 + 2 = 6 bd
4ba
1kt
Residential Freehold

1221 Engel Court, Pickering

đź“…Open House:Nov 14 2:00 PM
Nov 12, 2026
DOM: 3

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

MLS#: E14176578
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 1255 Bayly Street Pickering ON listed at $589,000 (MLS# E14161876)
Added 5 days ago
$589,000Est. $1,961/mo
2 bd
2ba
1kt
Residential Condo & Other

1255 Bayly Street, Unit 1002, Pickering

Nov 9, 2026
DOM: 6

2 bed, 2 bath Condo Apartment for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14161876
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 3 Bath Home at 1794 Meadowview Avenue Pickering ON listed at $1,125,000 (MLS# E14157828)
Added 8 days ago
$1,125,000Est. $3,745/mo
4 + 1 = 5 bd
3ba
1kt
Residential Freehold

1794 Meadowview Avenue, Pickering

Nov 6, 2026
DOM: 9

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

MLS#: E14157828
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 2345 Southcott Road Pickering ON listed at $1,099,000 (MLS# E14158660)
Open House
$1,099,000Est. $3,658/mo
3 + 1 = 4 bd
3ba
1kt
Residential Freehold

2345 Southcott Road, Pickering

đź“…Open House:Nov 15 2:00 PM
Nov 6, 2026
DOM: 9

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

MLS#: E14158660
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 2 Bath Home at 856 Liverpool Road Pickering ON listed at $599,600 (MLS# E14151130)
$599,600Est. $1,996/mo
3 bd
2ba
1kt
Residential Freehold

856 Liverpool Road, Pickering

Nov 5, 2026
DOM: 10

3 bed, 2 bath Semi-Detached for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14151130
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 3 Bed, 2 Bath Home at 1525 Diefenbaker Court Pickering ON listed at $455,000 (MLS# E14150538)
Added 3 days ago
$455,000Est. $1,515/mo
3 bd
2ba
1kt
Residential Condo & Other

1525 Diefenbaker Court, Unit 503, Pickering

Nov 4, 2026
DOM: 11

3 bed, 2 bath Condo Apartment for sale in Town Centre. View photos, price history, school ratings & sold comps.

MLS#: E14150538
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at 1480 Bayly Street Pickering ON listed at $399,000 (MLS# E14142556)
Added 11 days ago
$399,000Est. $1,328/mo
1 + 1 = 2 bd
1ba
1kt
Residential Condo & Other

1480 Bayly Street, Unit 317, Pickering

Nov 3, 2026
DOM: 12

2 bed, 1 bath Condo Apartment for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14142556
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 4 Bath Home at 1322 Redwood Lane Pickering ON listed at $799,000 (MLS# E14143306)
Added 3 days ago
$799,000Est. $2,660/mo
4 + 1 = 5 bd
4ba
1kt
Residential Freehold

1322 Redwood Lane, Pickering

Nov 3, 2026
DOM: 12

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

MLS#: E14143306
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 3 Bed, 3 Bath Home at 1235 Radom Street Pickering ON listed at $489,000 (MLS# E14140072)
Added 12 days ago
$489,000Est. $1,628/mo
3 bd
3ba
1kt
Residential Condo & Other

1235 Radom Street, Unit 62, Pickering

Nov 2, 2026
DOM: 13

3 bed, 3 bath Condo Townhouse for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14140072
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 1 Bed, 1 Bath Home at 1255 Bayly Street Pickering ON listed at $429,999 (MLS# E14140318)
Added 12 days ago
$429,999Est. $1,431/mo
1 bd
1ba
1kt
Residential Condo & Other

1255 Bayly Street, Unit 1601, Pickering

Nov 2, 2026
DOM: 13

1 bed, 1 bath Condo Apartment for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14140318
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 6 Bed, 4 Bath Home at 566 Rougemount Drive Pickering ON listed at $1,199,000 (MLS# E14140814)
Added 12 days ago
$1,199,000Est. $3,991/mo
4 + 2 = 6 bd
4ba
2kt
Residential Freehold

566 Rougemount Drive, Pickering

Nov 2, 2026
DOM: 13

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

MLS#: E14140814
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 2 Bath Home at 1841 Fairport Road Pickering ON listed at $1,228,000 (MLS# E14140856)
Added 12 days ago
$1,228,000Est. $4,088/mo
3 + 1 = 4 bd
2ba
1kt
Residential Freehold

1841 Fairport Road, Pickering

Nov 2, 2026
DOM: 13

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

MLS#: E14140856
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at 1235 Bayly Street Pickering ON listed at $438,000 (MLS# E14132922)
$438,000Est. $1,458/mo
1 + 1 = 2 bd
1ba
1kt
Residential Condo & Other

1235 Bayly Street, Unit 807, Pickering

Oct 30, 2026
DOM: 16

2 bed, 1 bath Condo Apartment for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14132922
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 4 Bath Home at 1221 Fieldstone Circle Pickering ON listed at $1,099,000 (MLS# E14133116)
$1,099,000Est. $3,658/mo
4 bd
4ba
1kt
Residential Freehold

1221 Fieldstone Circle, Pickering

Oct 30, 2026
DOM: 16

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

MLS#: E14133116
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 4 Bed, 2 Bath Home at 1945 Denmar Road Pickering ON listed at $669,999 (MLS# E14133532)
Open House
$669,999Est. $2,230/mo
3 + 1 = 4 bd
2ba
1kt
Residential Condo & Other

1945 Denmar Road, Unit 108, Pickering

đź“…Open House:Nov 14 2:00 PM
Oct 30, 2026
DOM: 16

4 bed, 2 bath Condo Townhouse for sale in Village East. View photos, price history, school ratings & sold comps.

MLS#: E14133532
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 2 Bath Home at 1168 Cedarcroft Crescent Pickering ON listed at $800,000 (MLS# E14128038)
Open House
$800,000Est. $2,663/mo
3 + 1 = 4 bd
2ba
1kt
Residential Freehold

1168 Cedarcroft Crescent, Pickering

đź“…Open House:Nov 15 2:00 PM
Oct 29, 2026
DOM: 17

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

MLS#: E14128038
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 3 Bed, 2 Bath Home at 1665 Pickering Parkway Pickering ON listed at $430,000 (MLS# E14131298)
Price Change
$430,000Est. $1,431/mo
2 + 1 = 3 bd
2ba
1kt
Residential Condo & Other

1665 Pickering Parkway, Unit 815, Pickering

Oct 29, 2026
DOM: 17

3 bed, 2 bath Condo Apartment for sale in Village East. View photos, price history, school ratings & sold comps.

MLS#: E14131298
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 4 Bath Home at 1610 Rawlings Drive Pickering ON listed at $889,000 (MLS# E14123560)
$889,000Est. $2,959/mo
3 bd
4ba
1kt
Residential Freehold

1610 Rawlings Drive, Pickering

Oct 28, 2026
DOM: 18

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

MLS#: E14123560
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 4 Bath Home at 1604 Valley Ridge Crescent Pickering ON listed at $1,454,500 (MLS# E14127254)
Added 10 days ago
$1,454,500Est. $4,841/mo
3 + 1 = 4 bd
4ba
1kt
Residential Freehold

1604 Valley Ridge Crescent, Pickering

Oct 28, 2026
DOM: 18

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

MLS#: E14127254
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at 1255 Bayly Street Pickering ON listed at $495,000 (MLS# E14121482)
$495,000Est. $1,648/mo
1 + 1 = 2 bd
1ba
1kt
Residential Condo & Other

1255 Bayly Street, Unit 1206, Pickering

Oct 27, 2026
DOM: 19

2 bed, 1 bath Condo Apartment for sale in Bay Ridges. View photos, price history, school ratings & sold comps.

MLS#: E14121482
For Sale
TRREB MLS® ActiveView Details & Comps →
2026 Pickering Local Market Guide

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

Pickering Avg List Price$1,346,255

There are currently 24 active homes for sale with swimming pool on the MLS® in Pickering, ON with a city average list price of $1,346,255. 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 Pickering 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 Pickering.

Lot Widths & Housing Mix

Older established streets in Pickering 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 Pickering

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

There are currently 24 active MLS® listings matching homes for sale with swimming pool in Pickering, ON. Inventory updates every 15 minutes directly from TRREB.

What is the average home price in Pickering right now?

The current benchmark list price across Pickering is $1,346,255. Prices for homes for sale with swimming pool vary depending on lot width, school catchment, and recent renovations.

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

Older established streets in Pickering 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 PickeringHomes For Sale & Community Report →