🏊 Inground & Heated Pools in Milton

Homes with Pools for Sale in Milton

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
🔥 Price Drops🏡 Bungalows🏘️ Townhouses🏰 Detached Homes🏢 Condos💰 Under $800k🏷️ Under $750k🎯 Under $1M✨ Luxury ($2M+)🔑 In-Law Suites🔨 Fixer-Uppers🏊 Inground & Heated Pools🌊 Waterfront & Views🏢 Multi-Family & Duplex🏗️ New Construction
Residential Freehold for sale - 3 Bed, 4 Bath Home at 256 Randall Crescent Milton ON listed at $1,149,999 (MLS# W13859920)
Added 2 days ago
$1,149,999Est. $5,114/mo
3bd
4ba
Residential Freehold

256 Randall Crescent, Milton

Oct 4, 2026
DOM: 3

Welcome To 256 Randall Crescent, A beautifully maintained 3-bedroom, 3-bathroom home with an excepti...

MLS#: W13859920
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 8010 Derry Road Milton ON listed at $399,000 (MLS# W13858944)
Added 3 days ago
$399,000Est. $1,774/mo
2bd
2ba
Residential Condo & Other

8010 Derry Road, Unit 809, Milton

Oct 3, 2026
DOM: 4

Welcome to Connectt Condominiums in the heart of Milton! This modern 1+1 bedroom, 2-bathroom suite o...

MLS#: W13858944
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 829 Willow Avenue Milton ON listed at $979,000 (MLS# W13853912)
Added 4 days ago
$979,000Est. $4,353/mo
4bd
2ba
Residential Freehold

829 Willow Avenue, Milton

Oct 2, 2026
DOM: 5

Welcome to 829 Willow Avenue, situated in Milton's established Dorset Park community on a large, pri...

MLS#: W13853912
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 52 Bardoe Crescent Milton ON listed at $1,149,900 (MLS# W13852118)
Added 5 days ago
$1,149,900Est. $5,113/mo
4bd
3ba
Residential Freehold

52 Bardoe Crescent, Milton

Oct 1, 2026
DOM: 6

This beautifully updated 3+1 bedroom, 3-bathroom family home is situated on a quiet, child-friendly ...

MLS#: W13852118
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 8010 Derry Road Milton ON listed at $399,999 (MLS# W13842320)
Added 6 days ago
$399,999Est. $1,779/mo
2bd
2ba
Residential Condo & Other

8010 Derry Road, Unit 1306, Milton

Sep 30, 2026
DOM: 7

Calling all first time home buyers, downsizers and investors! This modern 1+1 bedroom and 2 bathroom...

MLS#: W13842320
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at 1050 Main Street Milton ON listed at $499,000 (MLS# W13843362)
Added 6 days ago
$499,000Est. $2,219/mo
2bd
1ba
Residential Condo & Other

1050 Main Street, Unit 114, Milton

Sep 30, 2026
DOM: 7

HOME SWEET HOME - Welcome to the Prestigious Art on Main, where luxury meets lifestyle in this amazi...

MLS#: W13843362
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 74 Maiden Lane Milton ON listed at $749,900 (MLS# W13844636)
Added 6 days ago
$749,900Est. $3,335/mo
3bd
2ba
Residential Freehold

74 Maiden Lane, Milton

Sep 30, 2026
DOM: 7

Welcome to this beautifully maintained freehold semi detached home in the heart of Old Milton, offer...

MLS#: W13844636
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 12216 Sixth Line Milton ON listed at $2,300,000 (MLS# W13845536)
Added 6 days ago
$2,300,000Est. $10,227/mo
3bd
2ba
Residential Freehold

12216 Sixth Line, Milton

Sep 30, 2026
DOM: 7

Welcome to 12216 Sixth Line Nassagaweya, 15.66 acres of remarkable countryside where the land tells ...

MLS#: W13845536
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 536 Cusick Circle Milton ON listed at $1,975,000 (MLS# W13843120)
Added 7 days ago
$1,975,000Est. $8,782/mo
4bd
5ba
Residential Freehold

536 Cusick Circle, Milton

Sep 29, 2026
DOM: 8

Welcome to 536 Cusick Circle, an exceptional family home set on an impressive pie-shaped lot with cu...

MLS#: W13843120
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 1352 McGuffin Gate Milton ON listed at $1,599,900 (MLS# W13845104)
Added 7 days ago
$1,599,900Est. $7,114/mo
5bd
4ba
Residential Freehold

1352 McGuffin Gate, Milton

Sep 29, 2026
DOM: 8

Check out this one of a kind beauty! Hundreds of thousands of dollar spent on high end upgrades trul...

MLS#: W13845104
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 1094 Gorham Way Milton ON listed at $1,269,900 (MLS# W13834764)
Added 8 days ago
$1,269,900Est. $5,647/mo
5bd
4ba
Residential Freehold

1094 Gorham Way, Milton

Sep 28, 2026
DOM: 9

Welcome to a spectacular, one-owner family home built by Country Homes, perfectly situated on a prem...

MLS#: W13834764
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 4095 20 Side Road Milton ON listed at $1,599,900 (MLS# W13832066)
Added 10 days ago
$1,599,900Est. $7,114/mo
4bd
3ba
Residential Freehold

4095 20 Side Road, Milton

Sep 26, 2026
DOM: 11

Welcome home to your private 10+ acre sanctuary just outside of Milton! Situated in the sought-after...

MLS#: W13832066
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 8010 Derry Road Milton ON listed at $520,000 (MLS# W13832636)
Added 10 days ago
$520,000Est. $2,312/mo
2bd
2ba
Residential Condo & Other

8010 Derry Road, Unit 801, Milton

Sep 26, 2026
DOM: 11

A must-see 2-bedroom, 2-bathroom condo offering modern comfort, abundant natural light, and an excep...

MLS#: W13832636
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 391 Bell Street Milton ON listed at $899,000 (MLS# W13829006)
Added 11 days ago
$899,000Est. $3,998/mo
4bd
3ba
Residential Freehold

391 Bell Street, Milton

Sep 25, 2026
DOM: 12

A LOT OF OPPORTUNITY with this Fantastic Property! Prime 65 x 125 ft ravine lot. Charming detached b...

MLS#: W13829006
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 420 Kincardine Terrace Milton ON listed at $1,299,900 (MLS# W13830676)
$1,299,900Est. $5,780/mo
5bd
4ba
Residential Freehold

420 Kincardine Terrace, Milton

Sep 25, 2026
DOM: 12

5 REASONS YOU'LL WANT TO CALL 420 KINCARDINE TERRACE HOME! First, an INCREDIBLY RENOVATED and though...

MLS#: W13830676
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 96 Macdonald Crescent Milton ON listed at $919,000 (MLS# W13824606)
Added 12 days ago
$919,000Est. $4,086/mo
3bd
2ba
Residential Freehold

96 Macdonald Crescent, Milton

Sep 24, 2026
DOM: 13

Beautifully renovated 2+1-bedroom bungalow in mature, family-friendly Dorset Park.! "Major renovatio...

MLS#: W13824606
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 71 Mill Street Milton ON listed at $1,649,900 (MLS# W13807868)
$1,649,900Est. $7,337/mo
4bd
2ba
Residential Freehold

71 Mill Street, Milton

Sep 21, 2026
DOM: 16

Step into the timeless elegance of 71 Mill St., a beautifully restored Victorian home dating to appr...

MLS#: W13807868
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 155 Meadowland Crescent Milton ON listed at $1,999,000 (MLS# W13811136)
Price Change
$1,999,000Est. $8,889/mo
5bd
5ba
Residential Freehold

155 Meadowland Crescent, Milton

Sep 21, 2026
DOM: 16

Exceptional Luxury Estate | Over 5,000 sq. ft. "Resort-Style Backyard" Welcome to an exceptional and...

MLS#: W13811136
For Sale
Residential Freehold for sale - 7 Bed, 6 Bath Home at 7750 5 Side Road Milton ON listed at $1,699,900 (MLS# W13802338)
$1,699,900Est. $7,559/mo
7bd
6ba
Residential Freehold

7750 5 Side Road, Milton

Sep 18, 2026
DOM: 19

Welcome to this exceptional countryside estate within the city, set on a rare 0.63-acre lot just 5 m...

MLS#: W13802338
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 1406 Hearst Boulevard Milton ON listed at $1,699,000 (MLS# W13802586)
Price Change
$1,699,000Est. $7,555/mo
6bd
4ba
Residential Freehold

1406 Hearst Boulevard, Milton

Sep 18, 2026
DOM: 19

An Extraordinary Unapologetically Opulent Residence awaits. Some homes you live in. This one, you ex...

MLS#: W13802586
For Sale
Residential Condo & Other for sale - 3 Bed, 3 Bath Home at 8010 Derry Road Milton ON listed at $525,000 (MLS# W13806314)
$525,000Est. $2,334/mo
3bd
3ba
Residential Condo & Other

8010 Derry Road, Unit TH 107, Milton

Sep 18, 2026
DOM: 19

WELCOME TO THIS BEAUTIFULLY DESIGNEED 2 BEDROOM + DEN CONDO TOWNHOUSE IN THE NEW CONNECT BUILIDING. ...

MLS#: W13806314
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 1175 Derry Road Milton ON listed at $3,788,000 (MLS# W13800076)
$3,788,000Est. $16,844/mo
5bd
6ba
Residential Freehold

1175 Derry Road, Milton

Sep 17, 2026
DOM: 20

A private country retreat in Campbellville, a historic hamlet within the Town of Milton, offering 6,...

MLS#: W13800076
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 482 Gowland Crescent Milton ON listed at $1,199,900 (MLS# W13800198)
$1,199,900Est. $5,336/mo
4bd
3ba
Residential Freehold

482 Gowland Crescent, Milton

Sep 17, 2026
DOM: 20

Nestled On One Of The Most Sought-After, Tree-Lined Streets In The Heart Of Timberlea, This Beautifu...

MLS#: W13800198
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 7139 Appleby Line Milton ON listed at $3,599,900 (MLS# W13794608)
$3,599,900Est. $16,008/mo
6bd
5ba
Residential Freehold

7139 Appleby Line, Milton

Sep 16, 2026
DOM: 21

Perched On Just Under Two Acres Along The Niagara Escarpment, This Remarkable Country Residence Pair...

MLS#: W13794608
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 153 Whitlock Avenue Milton ON listed at $1,399,000 (MLS# W13783644)
$1,399,000Est. $6,221/mo
6bd
5ba
Residential Freehold

153 Whitlock Avenue, Milton

Sep 15, 2026
DOM: 22

Welcome to 153 Whitlock Ave, Milton! Immaculate 4 bedroom detached home with a double car garage and...

MLS#: W13783644
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 7053 Appleby Line Milton ON listed at $1,999,900 (MLS# W13783956)
$1,999,900Est. $8,893/mo
5bd
4ba
Residential Freehold

7053 Appleby Line, Milton

Sep 15, 2026
DOM: 22

Presenting 7053 Appleby Line - Set on almost one acre with beautiful countryside views, this 2-store...

MLS#: W13783956
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 100 Millside Drive Milton ON listed at $494,900 (MLS# W13788308)
$494,900Est. $2,201/mo
2bd
2ba
Residential Condo & Other

100 Millside Drive, Unit 403, Milton

Sep 15, 2026
DOM: 22

Downtown Milton living at its finest! Welcome to Village Park on the Pond, ideally located across fr...

MLS#: W13788308
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 468 Tonelli Lane Milton ON listed at $1,200,000 (MLS# W13801764)
$1,200,000Est. $5,336/mo
4bd
4ba
Residential Freehold

468 Tonelli Lane, Milton

Sep 15, 2026
DOM: 22

Welcome to this immaculate, move-in-ready home, perfectly situated on a quiet street directly across...

MLS#: W13801764
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 13306 Sixth Line Nassagaweya N/A Milton ON listed at $1,999,000 (MLS# W13774314)
$1,999,000Est. $8,889/mo
6bd
4ba
Residential Freehold

13306 Sixth Line Nassagaweya N/A, Milton

Sep 11, 2026
DOM: 26

Beautifully upgraded & decorated throughout. This executive one-storey features large principal room...

MLS#: W13774314
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 679 Harrison Road Milton ON listed at $1,199,000 (MLS# W13762894)
$1,199,000Est. $5,332/mo
4bd
3ba
Residential Freehold

679 Harrison Road, Milton

Sep 9, 2026
DOM: 28

Beautiful home located close to a school and park on a desirable street in Timberlea where very few ...

MLS#: W13762894
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 238 Laurier Avenue Milton ON listed at $999,999 (MLS# W13766886)
$999,999Est. $4,447/mo
5bd
2ba
Residential Freehold

238 Laurier Avenue, Milton

Sep 9, 2026
DOM: 28

Welcome to this beautifully maintained backsplit bungalow, nestled in Milton's highly desirable Bron...

MLS#: W13766886
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 62 Miles Street Milton ON listed at $2,299,990 (MLS# W13758202)
$2,299,990Est. $10,227/mo
4bd
4ba
Residential Freehold

62 Miles Street, Milton

Sep 8, 2026
DOM: 29

Tucked on a sought-after corner lot in the heart of Old Milton - just steps from Main Street and Tow...

MLS#: W13758202
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at 8010 Derry Road Milton ON listed at $556,000 (MLS# W13759328)
$556,000Est. $2,472/mo
2bd
2ba
Residential Condo & Other

8010 Derry Road, Unit 803, Milton

Sep 8, 2026
DOM: 29

This well-designed Corner Unit 2 bedroom, 2 bathroom unit offers 850 sq ft of interior space plus a ...

MLS#: W13759328
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 53 CAMPBELL Avenue Milton ON listed at $1,499,000 (MLS# W13740768)
$1,499,000Est. $6,666/mo
4bd
2ba
Residential Freehold

53 CAMPBELL Avenue, Milton

Sep 3, 2026
DOM: 34

Step back into a world of timeless elegance and modern resort style living. Nestled in the heart of ...

MLS#: W13740768
For Sale
Residential Freehold for sale - 5 Bed, 8 Bath Home at 10140 Pineview Trail Milton ON listed at $5,339,000 (MLS# W13736758)
$5,339,000Est. $23,741/mo
5bd
8ba
Residential Freehold

10140 Pineview Trail, Milton

Sep 2, 2026
DOM: 35

Welcome to an extraordinary luxury residence set within the prestigious enclave of Whispering Pines-...

MLS#: W13736758
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 938 Burrows Gate Milton ON listed at $889,000 (MLS# W13740758)
$889,000Est. $3,953/mo
3bd
3ba
Residential Freehold

938 Burrows Gate, Milton

Sep 2, 2026
DOM: 35

Not your average townhome. Extensively upgraded. Completely carpet-free. Smart home. Heated floor in...

MLS#: W13740758
For Sale
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