🏊 Inground & Heated Pools in Whitby

Homes with Pools for Sale in Whitby

Properties featuring inground, above-ground, or indoor swimming pools. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings36Properties available
Residential Freehold for sale - 5 Bed, 4 Bath Home at 137 Pringle Drive Whitby ON listed at $999,900 (MLS# E14111602)
Added 1 day ago
$999,900Est. $3,328/mo
5bd
4ba
Residential Freehold

137 Pringle Drive, Whitby

Oct 23, 2026
DOM: 2

Open House Sunday October 25th from 2-4pm. Welcome to a warm and inviting family home in the heart o...

MLS#: E14111602
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 36 Serene Court Whitby ON listed at $1,749,000 (MLS# E14112502)
Added 1 day ago
$1,749,000Est. $5,822/mo
5bd
5ba
Residential Freehold

36 Serene Court, Whitby

Oct 23, 2026
DOM: 2

Welcome to 36 Serene Court, Whitby - an exceptional residence nestled on a quite cul-de-sac, where l...

MLS#: E14112502
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 5 Draper Court Whitby ON listed at $1,499,000 (MLS# E14112854)
Added 1 day ago
$1,499,000Est. $4,990/mo
4bd
3ba
Residential Freehold

5 Draper Court, Whitby

Oct 23, 2026
DOM: 2

Straight out of a magazine, this home was built for families who love to gather. Tastefully updated ...

MLS#: E14112854
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 152 Underwood Drive Whitby ON listed at $1,149,000 (MLS# E14112976)
Added 1 day ago
$1,149,000Est. $3,825/mo
4bd
4ba
Residential Freehold

152 Underwood Drive, Whitby

Oct 23, 2026
DOM: 2

Fall in Love With the Home, Stay for the Backyard! Imagine family dinners around the kitchen island,...

MLS#: E14112976
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 1600 Charles Street Whitby ON listed at $539,900 (MLS# E14106096)
Added 2 days ago
$539,900Est. $1,797/mo
2bd
2ba
Residential Condo & Other

1600 Charles Street, Unit 904, Whitby

Oct 22, 2026
DOM: 3

This exceptionally bright 9th-floor corner suite at the Rowe offers a rare layout featuring two priv...

MLS#: E14106096
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 120 Point Hope Place Whitby ON listed at $799,000 (MLS# E14106154)
Added 2 days ago
$799,000Est. $2,660/mo
3bd
3ba
Residential Freehold

120 Point Hope Place, Whitby

Oct 22, 2026
DOM: 3

Welcome to 120 Point Hope Place, a spacious detached home situated on a quiet, mature street in the ...

MLS#: E14106154
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 38 Gallimere Court Whitby ON listed at $989,999 (MLS# E14106546)
Added 2 days ago
$989,999Est. $3,295/mo
4bd
4ba
Residential Freehold

38 Gallimere Court, Whitby

Oct 22, 2026
DOM: 3

Welcome to 38 Gallimere Court, where elegant interior details meet a backyard made for summer living...

MLS#: E14106546
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 712 Rossland Road Whitby ON listed at $629,900 (MLS# E14106712)
Added 2 days ago
$629,900Est. $2,097/mo
2bd
2ba
Residential Condo & Other

712 Rossland Road, Unit 302, Whitby

Oct 22, 2026
DOM: 3

Welcome To The Bordeaux Model At The Connoisseur, One Of Whitby's Premier Condominium Residences! Of...

MLS#: E14106712
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 7 Priory Drive Whitby ON listed at $1,139,900 (MLS# E14108556)
Added 2 days ago
$1,139,900Est. $3,794/mo
5bd
4ba
Residential Freehold

7 Priory Drive, Whitby

Oct 22, 2026
DOM: 3

Welcome to 7 Priory Drive, a 3-year-new owner-occupied home in the beautiful Park Vista community, s...

MLS#: E14108556
For Sale
Residential Condo & Other for sale - 3 Bed, 2 Bath Home at 360 Watson Street Whitby ON listed at $749,500 (MLS# E14101496)
Added 3 days ago
$749,500Est. $2,495/mo
3bd
2ba
Residential Condo & Other

360 Watson Street, Unit 105, Whitby

Oct 21, 2026
DOM: 4

Welcome to The Sailwinds at Port Whitby. This quiet waterfront community with easy access to the 401...

MLS#: E14101496
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 135 Watford Street Whitby ON listed at $1,179,000 (MLS# E14103396)
Added 3 days ago
$1,179,000Est. $3,924/mo
4bd
4ba
Residential Freehold

135 Watford Street, Whitby

Oct 21, 2026
DOM: 4

Welcome to this stunning, renovated and meticulously maintained 4-bedroom, 4-bathroom 2,884 sq. ft. ...

MLS#: E14103396
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 38 Silverbirch Place Whitby ON listed at $1,169,000 (MLS# E14103922)
Added 3 days ago
$1,169,000Est. $3,891/mo
6bd
4ba
Residential Freehold

38 Silverbirch Place, Whitby

Oct 21, 2026
DOM: 4

Welcome to this beautifully maintained 4-bedroom executive home, complete with a fully finished walk...

MLS#: E14103922
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 39 Serene Court Whitby ON listed at $1,349,900 (MLS# E14105202)
Added 3 days ago
$1,349,900Est. $4,493/mo
6bd
5ba
Residential Freehold

39 Serene Court, Whitby

Oct 21, 2026
DOM: 4

Welcome to this impressive 4+2 bedroom all-brick residence ideally situated on a quiet cul-de-sac in...

MLS#: E14105202
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 11 Murkar Crescent Whitby ON listed at $899,900 (MLS# E14105718)
Added 3 days ago
$899,900Est. $2,995/mo
5bd
4ba
Residential Freehold

11 Murkar Crescent, Whitby

Oct 21, 2026
DOM: 4

Welcome to this beautifully updated 3+1 bedroom, 2-storey detached home in the sought-after family c...

MLS#: E14105718
For Sale
Residential Condo & Other for sale - 1 Bed, 2 Bath Home at 360 Watson Street Whitby ON listed at $529,900 (MLS# E14098694)
Added 4 days ago
$529,900Est. $1,764/mo
1bd
2ba
Residential Condo & Other

360 Watson Street, Unit 308, Whitby

Oct 20, 2026
DOM: 5

Lakeside Living with Resort Style Amenities! Welcome to Suite 308 at 360 Watson Street West in Whitb...

MLS#: E14098694
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 7 Toms Court Whitby ON listed at $898,900 (MLS# E14093456)
Added 5 days ago
$898,900Est. $2,992/mo
3bd
3ba
Residential Freehold

7 Toms Court, Whitby

Oct 19, 2026
DOM: 6

An Incredible Opportunity Awaits With This Stunning Tudor Style 5 Level Sidesplit, Located On A Priv...

MLS#: E14093456
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 411 Rosedale Drive Whitby ON listed at $759,900 (MLS# E14095634)
Added 5 days ago
$759,900Est. $2,529/mo
6bd
4ba
Residential Freehold

411 Rosedale Drive, Whitby

Oct 19, 2026
DOM: 6

Welcome to this stunning, move-in-ready 4+2 bedroom, 4-bathroom semi-detached gem in the highly soug...

MLS#: E14095634
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 23 Telegraph Drive Whitby ON listed at $1,199,000 (MLS# E14090534)
Added 7 days ago
$1,199,000Est. $3,991/mo
4bd
3ba
Residential Freehold

23 Telegraph Drive, Whitby

Oct 17, 2026
DOM: 8

PREPARE TO BE WOWED IN WILLIAMSBURG! This beautifully renovated 4-bedroom, 3-bathroom home is anythi...

MLS#: E14090534
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 5 LOFTHOUSE Drive Whitby ON listed at $999,999 (MLS# E14087022)
Added 8 days ago
$999,999Est. $3,329/mo
5bd
4ba
Residential Freehold

5 LOFTHOUSE Drive, Whitby

Oct 16, 2026
DOM: 9

Property is very spacious, over 2300 square foot and well maintained, Offering 5 good size bedrooms ...

MLS#: E14087022
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 938 Harding Street Whitby ON listed at $699,900 (MLS# E14088130)
Added 8 days ago
$699,900Est. $2,330/mo
4bd
3ba
Residential Freehold

938 Harding Street, Whitby

Oct 16, 2026
DOM: 9

Welcome to 938 Harding Street! This freshly painted 4+1 bedroom home features an upgraded kitchen wi...

MLS#: E14088130
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 57 Morning Glory Crescent Whitby ON listed at $999,000 (MLS# E14088294)
Added 8 days ago
$999,000Est. $3,325/mo
5bd
4ba
Residential Freehold

57 Morning Glory Crescent, Whitby

Oct 16, 2026
DOM: 9

Some Homes Simply Have A Way Of Making You Feel At Home The Moment You Walk Through The Door. Welcom...

MLS#: E14088294
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 39 Stargell Drive Whitby ON listed at $1,998,800 (MLS# E14089096)
Added 8 days ago
$1,998,800Est. $6,653/mo
5bd
5ba
Residential Freehold

39 Stargell Drive, Whitby

Oct 16, 2026
DOM: 9

Luxury Custom-Built Estate Backing Onto Pringle Creek | 4,700 Sq. Ft Above Grade | Finished Basement...

MLS#: E14089096
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 42 Blackfriar Avenue Whitby ON listed at $998,000 (MLS# E14091588)
Added 8 days ago
$998,000Est. $3,322/mo
4bd
3ba
Residential Freehold

42 Blackfriar Avenue, Whitby

Oct 16, 2026
DOM: 9

Welcome to this exceptionally well-maintained, ~2,750 sq. ft. Tribute family home featuring a privat...

MLS#: E14091588
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 360 Watson Street Whitby ON listed at $575,000 (MLS# E14085930)
Added 9 days ago
$575,000Est. $1,914/mo
2bd
2ba
Residential Condo & Other

360 Watson Street, Unit 611, Whitby

Oct 15, 2026
DOM: 10

Welcome to this Beautiful Renovated Sun Lit Two bedroom, 2 Washroom luxury Condo in the Desirable Po...

MLS#: E14085930
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 53 Goldring Drive Whitby ON listed at $799,900 (MLS# E14099942)
Added 9 days ago
$799,900Est. $2,663/mo
4bd
2ba
Residential Freehold

53 Goldring Drive, Whitby

Oct 15, 2026
DOM: 10

Elegant Raised Bungalow | Spacious Family Living | In-Ground Pool |Separate Entrance & Finished Base...

MLS#: E14099942
For Sale
Residential Freehold for sale - 7 Bed, 5 Bath Home at 15 Shepherd Road Whitby ON listed at $2,397,000 (MLS# E14033110)
$2,397,000Est. $7,979/mo
7bd
5ba
Residential Freehold

15 Shepherd Road, Whitby

Oct 14, 2026
DOM: 11

A rare bungalow offering in Whitby's Macedonian Village. Set on an exceptional 102.48 x 352.51 ft lo...

MLS#: E14033110
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 10 Beaverdams Drive Whitby ON listed at $1,599,990 (MLS# E14004352)
Added 11 days ago
$1,599,990Est. $5,326/mo
5bd
5ba
Residential Freehold

10 Beaverdams Drive, Whitby

Oct 13, 2026
DOM: 12

Welcome to 10 Beaverdam Drive! Set on a private ravine lot in Whitby's sought-after Country Lane com...

MLS#: E14004352
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 3271 Country Lane Whitby ON listed at $1,249,000 (MLS# E14028148)
Added 11 days ago
$1,249,000Est. $4,157/mo
4bd
4ba
Residential Freehold

3271 Country Lane, Whitby

Oct 13, 2026
DOM: 12

WELCOME TO 3271 COUNTRY LANE, SITTING ON A RARE EXPANSIVE POOL-SIZED LOT, OFFERING AN EXEPTIONAL AMO...

MLS#: E14028148
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 204 St John Street Whitby ON listed at $999,800 (MLS# E13880216)
Price Change
$999,800Est. $3,328/mo
3bd
3ba
Residential Freehold

204 St John Street, Whitby

Oct 9, 2026
DOM: 16

Welcome to 204 St. John Street East, Whitby Nestled in the heart of downtown Whitby, this beautifull...

MLS#: E13880216
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 360 Watson Street Whitby ON listed at $620,000 (MLS# E13883392)
$620,000Est. $2,064/mo
2bd
2ba
Residential Condo & Other

360 Watson Street, Unit 1103, Whitby

Oct 9, 2026
DOM: 16

Sailwinds...one of Whitby's finest Condominiums by the Lake. Breath taking views of the Lake, Marina...

MLS#: E13883392
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 39 Glengowan Street Whitby ON listed at $1,850,000 (MLS# E13876136)
$1,850,000Est. $6,158/mo
5bd
5ba
Residential Freehold

39 Glengowan Street, Whitby

Oct 8, 2026
DOM: 17

A striking expression of modern luxury, this architecturally refined residence offers over 3,517 sq....

MLS#: E13876136
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 58 Parnell Crescent Whitby ON listed at $1,124,900 (MLS# E13871834)
$1,124,900Est. $3,744/mo
4bd
3ba
Residential Freehold

58 Parnell Crescent, Whitby

Oct 7, 2026
DOM: 18

Welcome To A Home Designed For The Way You Actually Want To Live. Offering Over 2,500 Sq. Ft. Of Bea...

MLS#: E13871834
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 82 Bridlewood Boulevard Whitby ON listed at $1,850,000 (MLS# E13874064)
$1,850,000Est. $6,158/mo
5bd
5ba
Residential Freehold

82 Bridlewood Boulevard, Whitby

Oct 7, 2026
DOM: 18

Crafted with exceptional attention to detail, this modern custom-built 4+1 bedroom, 5 bathroom resid...

MLS#: E13874064
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 55 Bentonwood Crescent Whitby ON listed at $1,149,000 (MLS# E13856308)
$1,149,000Est. $3,825/mo
5bd
4ba
Residential Freehold

55 Bentonwood Crescent, Whitby

Oct 2, 2026
DOM: 23

Welcome to this beautifully renovated 4+1 bedroom family home, thoughtfully updated from top tobotto...

MLS#: E13856308
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 312 Walnut Street Whitby ON listed at $749,900 (MLS# E13846852)
Price Change
$749,900Est. $2,496/mo
4bd
3ba
Residential Freehold

312 Walnut Street, Whitby

Oct 1, 2026
DOM: 24

A Rare Piece of Old Whitby on an Extraordinary 198-Foot-Deep Lot. Discover the timeless character an...

MLS#: E13846852
For Sale
Residential Freehold for sale - 4 Bed, 1 Bath Home at 920 Greenwood Crescent Whitby ON listed at $815,000 (MLS# E13848074)
$815,000Est. $2,713/mo
4bd
1ba
Residential Freehold

920 Greenwood Crescent, Whitby

Oct 1, 2026
DOM: 24

Beautiful 2+2 bedroom back-split bungalow featuring an open-concept layout with hardwood floors and ...

MLS#: E13848074
For Sale
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