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Homes For Sale With Swimming Pool in Whitby, ON

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

Active MLS® Listings in Whitby

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

Residential Freehold for sale - 4 Bed, 2 Bath Home at 196 Garrard Road Whitby ON listed at $899,900 (MLS# E14181366)
Added 13 hours ago
$899,900Est. $2,995/mo
2 + 2 = 4 bd
2ba
1kt
Residential Freehold

196 Garrard Road, Whitby

Nov 14, 2026
DOM: 2

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

MLS#: E14181366
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 36 Mac Carl Crescent Whitby ON listed at $1,195,000 (MLS# E14173904)
Added 2 days ago
$1,195,000Est. $3,978/mo
4 bd
3ba
1kt
Residential Freehold

36 Mac Carl Crescent, Whitby

Nov 12, 2026
DOM: 4

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

MLS#: E14173904
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 6 Bed, 4 Bath Home at 23 Kilbride Drive Whitby ON listed at $1,400,000 (MLS# E14172890)
Added 3 days ago
$1,400,000Est. $4,660/mo
4 + 2 = 6 bd
4ba
1kt
Residential Freehold

23 Kilbride Drive, Whitby

Nov 11, 2026
DOM: 5

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

MLS#: E14172890
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 1 Bed, 2 Bath Home at 360 Watson Street Whitby ON listed at $519,900 (MLS# E14163648)
Added 4 days ago
$519,900Est. $1,731/mo
1 bd
2ba
1kt
Residential Condo & Other

360 Watson Street, Unit 308, Whitby

Nov 9, 2026
DOM: 7

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

MLS#: E14163648
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 2 Bath Home at 5 Bettley Court Whitby ON listed at $624,900 (MLS# E14157692)
Open House
$624,900Est. $2,080/mo
3 bd
2ba
1kt
Residential Freehold

5 Bettley Court, Whitby

đź“…Open House:Nov 15 2:00 PM
Nov 6, 2026
DOM: 10

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

MLS#: E14157692
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 4 Bath Home at 56 Glen Dhu Drive Whitby ON listed at $989,000 (MLS# E14153134)
Open House
$989,000Est. $3,292/mo
4 + 1 = 5 bd
4ba
1kt
Residential Freehold

56 Glen Dhu Drive, Whitby

đź“…Open House:Nov 15 2:00 PM
Nov 5, 2026
DOM: 11

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

MLS#: E14153134
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 3 Bed, 2 Bath Home at 360 Watson Street Whitby ON listed at $788,500 (MLS# E14153376)
Added 8 days ago
$788,500Est. $2,625/mo
3 bd
2ba
1kt
Residential Condo & Other

360 Watson Street, Unit 807, Whitby

Nov 5, 2026
DOM: 11

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

MLS#: E14153376
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 6 Bed, 5 Bath Home at 14 Micklefield Avenue Whitby ON listed at $1,499,000 (MLS# E14156710)
Open House
$1,499,000Est. $4,990/mo
4 + 2 = 6 bd
5ba
2kt
Residential Freehold

14 Micklefield Avenue, Whitby

đź“…Open House:Nov 15 2:00 PM
Nov 5, 2026
DOM: 11

6 bed, 5 bath Detached for sale in Rural Whitby. View photos, price history, school ratings & sold comps.

MLS#: E14156710
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 712 Rossland Road Whitby ON listed at $579,900 (MLS# E14147236)
Added 2 days ago
$579,900Est. $1,930/mo
2 bd
2ba
1kt
Residential Condo & Other

712 Rossland Road, Unit 410, Whitby

Nov 4, 2026
DOM: 12

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

MLS#: E14147236
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 6 Bed, 4 Bath Home at 411 Rosedale Drive Whitby ON listed at $759,999 (MLS# E14148804)
Price Change
$759,999Est. $2,530/mo
4 + 2 = 6 bd
4ba
2kt
Residential Freehold

411 Rosedale Drive, Whitby

Nov 4, 2026
DOM: 12

6 bed, 4 bath Semi-Detached for sale in Downtown Whitby. View photos, price history, school ratings & sold comps.

MLS#: E14148804
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 3 Bed, 1 Bath Home at 945 Burns Street Whitby ON listed at $550,000 (MLS# E14133140)
Price Change
$550,000Est. $1,831/mo
3 bd
1ba
1kt
Residential Condo & Other

945 Burns Street, Unit 10, Whitby

Oct 30, 2026
DOM: 17

3 bed, 1 bath Condo Townhouse for sale in Lynde Creek. View photos, price history, school ratings & sold comps.

MLS#: E14133140
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 93 Scepter Place Whitby ON listed at $965,000 (MLS# E14128798)
$965,000Est. $3,212/mo
4 bd
3ba
1kt
Residential Freehold

93 Scepter Place, Whitby

Oct 29, 2026
DOM: 18

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

MLS#: E14128798
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 7 Trinity Crescent Whitby ON listed at $939,900 (MLS# E14129646)
Added 5 days ago
$939,900Est. $3,129/mo
4 bd
3ba
1kt
Residential Freehold

7 Trinity Crescent, Whitby

Oct 29, 2026
DOM: 18

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

MLS#: E14129646
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 3 Bed, 4 Bath Home at 6 Forecastle Road Whitby ON listed at $1,074,900 (MLS# E14130058)
Added 10 days ago
$1,074,900Est. $3,578/mo
3 bd
4ba
1kt
Residential Freehold

6 Forecastle Road, Whitby

Oct 29, 2026
DOM: 18

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

MLS#: E14130058
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 2 Bath Home at 15 Guthrie Crescent Whitby ON listed at $729,900 (MLS# E14123172)
Added 2 days ago
$729,900Est. $2,430/mo
3 + 1 = 4 bd
2ba
1kt
Residential Freehold

15 Guthrie Crescent, Whitby

Oct 28, 2026
DOM: 19

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

MLS#: E14123172
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 7 Bed, 8 Bath Home at 3140 Cochrane Street Whitby ON listed at $3,999,999 (MLS# E14123422)
$3,999,999Est. $13,315/mo
5 + 2 = 7 bd
8ba
1kt
Residential Freehold

3140 Cochrane Street, Whitby

Oct 28, 2026
DOM: 19

7 bed, 8 bath Detached for sale in Williamsburg. View photos, price history, school ratings & sold comps.

MLS#: E14123422
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 5 Bath Home at 8 Jessie Court Whitby ON listed at $1,549,000 (MLS# E14125446)
Added 5 days ago
$1,549,000Est. $5,156/mo
4 + 1 = 5 bd
5ba
2kt
Residential Freehold

8 Jessie Court, Whitby

Oct 28, 2026
DOM: 19

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

MLS#: E14125446
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 5 Bath Home at 82 Bridlewood Boulevard Whitby ON listed at $1,700,000 (MLS# E14119632)
$1,700,000Est. $5,659/mo
4 + 1 = 5 bd
5ba
1kt
Residential Freehold

82 Bridlewood Boulevard, Whitby

Oct 27, 2026
DOM: 20

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

MLS#: E14119632
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 104 Fencerow Drive Whitby ON listed at $1,099,900 (MLS# E14120936)
Added 5 days ago
$1,099,900Est. $3,661/mo
4 bd
3ba
1kt
Residential Freehold

104 Fencerow Drive, Whitby

Oct 27, 2026
DOM: 20

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

MLS#: E14120936
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 4 Bath Home at 3705 Cochrane Street Whitby ON listed at $1,949,900 (MLS# E14115714)
Added 12 days ago
$1,949,900Est. $6,490/mo
3 + 2 = 5 bd
4ba
2kt
Residential Freehold

3705 Cochrane Street, Whitby

Oct 26, 2026
DOM: 21

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

MLS#: E14115714
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 1600 Charles Street Whitby ON listed at $534,900 (MLS# E14116186)
$534,900Est. $1,780/mo
2 bd
2ba
1kt
Residential Condo & Other

1600 Charles Street, Unit 911, Whitby

Oct 25, 2026
DOM: 22

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

MLS#: E14116186
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 5 Bed, 5 Bath Home at 36 Serene Court Whitby ON listed at $1,749,000 (MLS# E14112502)
$1,749,000Est. $5,822/mo
5 bd
5ba
1kt
Residential Freehold

36 Serene Court, Whitby

Oct 23, 2026
DOM: 24

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

MLS#: E14112502
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 3 Bath Home at 5 Draper Court Whitby ON listed at $1,499,000 (MLS# E14112854)
$1,499,000Est. $4,990/mo
4 bd
3ba
1kt
Residential Freehold

5 Draper Court, Whitby

Oct 23, 2026
DOM: 24

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

MLS#: E14112854
For Sale
TRREB MLS® ActiveView Details & Comps →
Residential Freehold for sale - 4 Bed, 4 Bath Home at 152 Underwood Drive Whitby ON listed at $1,149,000 (MLS# E14112976)
Added 6 days ago
$1,149,000Est. $3,825/mo
3 + 1 = 4 bd
4ba
2kt
Residential Freehold

152 Underwood Drive, Whitby

Oct 23, 2026
DOM: 24

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

MLS#: E14112976
For Sale
TRREB MLS® ActiveView Details & Comps →
2026 Whitby Local Market Guide

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

Whitby Avg List Price$1,324,666

There are currently 24 active homes for sale with swimming pool on the MLS® in Whitby, ON with a city average list price of $1,324,666. 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 Whitby 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 Whitby.

Lot Widths & Housing Mix

Older established streets in Whitby 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 Whitby

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

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

What is the average home price in Whitby right now?

The current benchmark list price across Whitby is $1,324,666. Prices for homes for sale with swimming pool vary depending on lot width, school catchment, and recent renovations.

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

Older established streets in Whitby 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 WhitbyHomes For Sale & Community Report →