✨ Luxury ($2M+) in Milton

Luxury Homes for Sale in Milton

High-end custom builds, acreage properties, and executive homes. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings36Properties available
Residential Freehold for sale - 0 Bed, 0 Bath Home at 00 Bell School Line Milton ON listed at $2,300,000 (MLS# W14118506)
Added 1 day ago
$2,300,000Est. $7,656/mo
0bd
0ba
Residential Freehold

00 Bell School Line, Milton

Oct 26, 2026
DOM: 2

Exceptional Investment Opportunity in Milton! Situated adjacent to the planned Milton Education Vill...

MLS#: W14118506
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 100 Bronte Street Milton ON listed at $12,250,000 (MLS# W14101526)
Added 6 days ago
$12,250,000Est. $40,776/mo
0bd
0ba
Commercial

100 Bronte Street, Milton

Oct 21, 2026
DOM: 7

The Rose District presents an exceptional opportunity to acquire a modern, purpose-built mixed-use i...

MLS#: W14101526
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 8550 Appleby Line Milton ON listed at $2,199,500 (MLS# W14095570)
Added 8 days ago
$2,199,500Est. $7,321/mo
4bd
4ba
Residential Freehold

8550 Appleby Line, Milton

Oct 19, 2026
DOM: 9

Prepare to fall in love with this beautiful, custom-built Victorian reproduction home, perfectly sit...

MLS#: W14095570
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 32 Bronte Street Milton ON listed at $5,000,000 (MLS# W14096274)
Power of Sale
members only
Added 8 days ago
$5,000,000Est. $16,643/mo
0bd
0ba
Commercial

32 Bronte Street, Milton

Oct 19, 2026
DOM: 9

Excellent opportunity to acquire a total area 25,898.00 Square Feet . Property being sold "under pow...

MLS#: W14096274
For Sale
Commercial for sale - 3 Bed, 0 Bath Home at 7196 McNiven Road Milton ON listed at $2,799,000 (MLS# W14091004)
Added 10 days ago
$2,799,000Est. $9,317/mo
3bd
0ba
Commercial

7196 McNiven Road, Milton

Oct 17, 2026
DOM: 11

Team Tiger presents a private 9.8-acre country estate featuring over 6,000 square feet of luxury liv...

MLS#: W14091004
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 7196 McNiven Road Milton ON listed at $2,799,000 (MLS# W14086922)
Added 12 days ago
$2,799,000Est. $9,317/mo
3bd
3ba
Residential Freehold

7196 McNiven Road, Milton

Oct 15, 2026
DOM: 13

Team Tiger presents a private 9.8-acre country estate featuring over 6,000 square feet of luxury liv...

MLS#: W14086922
For Sale
Residential Freehold for sale - 4 Bed, 5 Bath Home at 301 Martin Street Milton ON listed at $2,599,900 (MLS# W14030798)
Added 13 days ago
$2,599,900Est. $8,654/mo
4bd
5ba
Residential Freehold

301 Martin Street, Milton

Oct 14, 2026
DOM: 14

Welcome to 301 Martin Street, an extraordinary 5-year-young custom luxury residence in coveted Old M...

MLS#: W14030798
For Sale
Residential Freehold for sale - 6 Bed, 7 Bath Home at 320 Kingsleigh Court Milton ON listed at $2,249,786 (MLS# W14034728)
Added 13 days ago
$2,249,786Est. $7,489/mo
6bd
7ba
Residential Freehold

320 Kingsleigh Court, Milton

Oct 14, 2026
DOM: 14

Welcome to this exceptional luxury home offering approximately 4000 sq. ft. of total living space on...

MLS#: W14034728
For Sale
Commercial for sale - 4 Bed, 0 Bath Home at 5000 Henderson Road Milton ON listed at $4,200,000 (MLS# W14080952)
Added 13 days ago
$4,200,000Est. $13,980/mo
4bd
0ba
Commercial

5000 Henderson Road, Milton

Oct 14, 2026
DOM: 14

Strategically positioned 6.63 acre investment near 407, Oakville, Milton, and Burlington, adjacent t...

MLS#: W14080952
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 5121 FIRST Line Milton ON listed at $15,900,000 (MLS# W14080960)
Added 13 days ago
$15,900,000Est. $52,925/mo
0bd
0ba
Commercial

5121 FIRST Line, Milton

Oct 14, 2026
DOM: 14

Strategically located between Milton and Oakville, this rare parcel sits directly across from CN Log...

MLS#: W14080960
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 125 Stokes Trail Milton ON listed at $3,499,000 (MLS# W13881554)
$3,499,000Est. $11,647/mo
5bd
4ba
Residential Freehold

125 Stokes Trail, Milton

Oct 9, 2026
DOM: 19

Spectacular custom stone bungalow offering approx. 6,600 sq. ft. of finished living space on two lev...

MLS#: W13881554
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 32 Bronte Street Milton ON listed at $5,000,000 (MLS# W13877478)
Power of Sale
members only
$5,000,000Est. $16,643/mo
0bd
0ba
Commercial

32 Bronte Street, Milton

Oct 8, 2026
DOM: 20

Excellent opportunity to acquire a total area 25,898.00 Square Feet . Property being sold "under pow...

MLS#: W13877478
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 4320 Random Acres Road Milton ON listed at $2,399,900 (MLS# W13874042)
$2,399,900Est. $7,988/mo
3bd
3ba
Residential Freehold

4320 Random Acres Road, Milton

Oct 7, 2026
DOM: 21

Welcome to your private country retreat! A custom-built home where the journey home feels just as sp...

MLS#: W13874042
For Sale
Residential Freehold for sale - 7 Bed, 6 Bath Home at 9256 First Line Nassagaweya N/A Milton ON listed at $3,249,999 (MLS# W13847954)
$3,249,999Est. $10,818/mo
7bd
6ba
Residential Freehold

9256 First Line Nassagaweya N/A, Milton

Oct 1, 2026
DOM: 27

Set on 10 private acres surrounded by scenic conservation land, this exceptional estate offers luxur...

MLS#: W13847954
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 12216 Sixth Line Milton ON listed at $2,300,000 (MLS# W13845536)
$2,300,000Est. $7,656/mo
3bd
2ba
Residential Freehold

12216 Sixth Line, Milton

Sep 30, 2026
DOM: 28

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, 4 Bath Home at 2255 Mohawk Trail Milton ON listed at $2,075,000 (MLS# W13833674)
$2,075,000Est. $6,907/mo
4bd
4ba
Residential Freehold

2255 Mohawk Trail, Milton

Sep 28, 2026
DOM: 30

Welcome To An Extraordinary Offering In The Prestigious Countryside Enclave Of Campbellville-Where R...

MLS#: W13833674
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 7687 Appleby Line Milton ON listed at $2,324,900 (MLS# W13830696)
$2,324,900Est. $7,739/mo
4bd
3ba
Residential Freehold

7687 Appleby Line, Milton

Sep 25, 2026
DOM: 33

Welcome to the Prime Location Minutes to City. You will fall in love with this beautiful magnificent...

MLS#: W13830696
For Sale
Residential Freehold for sale - 7 Bed, 8 Bath Home at 7686 Appleby Line Milton ON listed at $4,250,000 (MLS# W13824128)
$4,250,000Est. $14,147/mo
7bd
8ba
Residential Freehold

7686 Appleby Line, Milton

Sep 24, 2026
DOM: 34

Presenting 7686 Appleby Line - A custom-built estate set on approximately 45 acres in a private and ...

MLS#: W13824128
For Sale
Residential Freehold for sale - 3 Bed, 2 Bath Home at 4379 Henderson Road Milton ON listed at $2,699,900 (MLS# W13824414)
$2,699,900Est. $8,987/mo
3bd
2ba
Residential Freehold

4379 Henderson Road, Milton

Sep 24, 2026
DOM: 34

Discover the perfect balance of quality, tranquility, and function on one of Milton's premier street...

MLS#: W13824414
For Sale
Residential Freehold for sale - 4 Bed, 6 Bath Home at 11084 Fifth Line Nassagaweya N/A Milton ON listed at $3,100,000 (MLS# W13819918)
$3,100,000Est. $10,319/mo
4bd
6ba
Residential Freehold

11084 Fifth Line Nassagaweya N/A, Milton

Sep 23, 2026
DOM: 35

Change Your Life With This Home & Commercially Zoned Office! Rare opportunity to LIVE, WORK & PLAY o...

MLS#: W13819918
For Sale
Residential Freehold for sale - 3 Bed, 1 Bath Home at 5580 Tremaine Road Milton ON listed at $2,999,000 (MLS# W13824786)
$2,999,000Est. $9,983/mo
3bd
1ba
Residential Freehold

5580 Tremaine Road, Milton

Sep 23, 2026
DOM: 35

An approximately 2.0-acre parcel located within Milton's Future Employment Area, sharing the same pl...

MLS#: W13824786
For Sale
Commercial for sale - 4 Bed, 2 Bath Home at 11084 Fifth Line Nassagaweya N/A Milton ON listed at $3,100,000 (MLS# W13828246)
$3,100,000Est. $10,319/mo
4bd
2ba
Commercial

11084 Fifth Line Nassagaweya N/A, Milton

Sep 23, 2026
DOM: 35

A truly rare opportunity to WORK & LIVE on over 61 picturesque acres! 11084 Fifth Line offers anexce...

MLS#: W13828246
For Sale
Residential Freehold for sale - 0 Bed, 0 Bath Home at 9219 Guelph Line Milton ON listed at $2,299,999 (MLS# W13814044)
$2,299,999Est. $7,656/mo
0bd
0ba
Residential Freehold

9219 Guelph Line, Milton

Sep 22, 2026
DOM: 36

A rare opportunity to own an extraordinary 41.3-acre property in one of Milton's most strategic and ...

MLS#: W13814044
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 141 Chisholm Drive Milton ON listed at $4,000,000 (MLS# W13814114)
$4,000,000Est. $13,315/mo
0bd
0ba
Commercial

141 Chisholm Drive, Milton

Sep 22, 2026
DOM: 36

Incredible Opportunity for the End User/Developers/Investors. Very Rare Opportunity To Buy A Small I...

MLS#: W13814114
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 11170 Fifth Line Milton ON listed at $2,295,000 (MLS# W13818880)
$2,295,000Est. $7,639/mo
5bd
3ba
Residential Freehold

11170 Fifth Line, Milton

Sep 22, 2026
DOM: 36

Discover a rare opportunity to own a fully equipped 10-acre rural estate designed for multigeneratio...

MLS#: W13818880
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 825 Lower Base Line Milton ON listed at $3,688,000 (MLS# W13804150)
$3,688,000Est. $12,276/mo
4bd
4ba
Residential Freehold

825 Lower Base Line, Milton

Sep 18, 2026
DOM: 40

Nestled on a sprawling 4.3-acre lot backing onto picturesque Sixteen Mile Creek. Surrounded by matur...

MLS#: W13804150
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. $12,609/mo
5bd
6ba
Residential Freehold

1175 Derry Road, Milton

Sep 17, 2026
DOM: 41

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

MLS#: W13800076
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. $11,983/mo
6bd
5ba
Residential Freehold

7139 Appleby Line, Milton

Sep 16, 2026
DOM: 42

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

MLS#: W13794608
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 11781 Derry Road Milton ON listed at $2,295,000 (MLS# W13780794)
$2,295,000Est. $7,639/mo
0bd
0ba
Commercial

11781 Derry Road, Unit 64, Milton

Sep 14, 2026
DOM: 44

Located in the heart of Derry Green Business Park in Milton, Milton Gates Business Park is a modern ...

MLS#: W13780794
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 11781 Derry Road Milton ON listed at $2,295,000 (MLS# W13780800)
$2,295,000Est. $7,639/mo
0bd
0ba
Commercial

11781 Derry Road, Unit 65, Milton

Sep 14, 2026
DOM: 44

Located in the heart of Derry Green Business Park in Milton, Milton Gates Business Park is a modern ...

MLS#: W13780800
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 11791 Derry Road Milton ON listed at $5,350,000 (MLS# W13780804)
$5,350,000Est. $17,808/mo
0bd
0ba
Commercial

11791 Derry Road, Unit 24, Milton

Sep 14, 2026
DOM: 44

Located in the heart of Derry Green Business Park in Milton, Milton Gates Business Park is a modern ...

MLS#: W13780804
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 11791 Derry Road Milton ON listed at $2,980,000 (MLS# W13780806)
$2,980,000Est. $9,919/mo
0bd
0ba
Commercial

11791 Derry Road, Unit 35, Milton

Sep 14, 2026
DOM: 44

Located in the heart of Derry Green Business Park in Milton, Milton Gates Business Park is a modern ...

MLS#: W13780806
For Sale
Commercial for sale - 0 Bed, 5 Bath Home at 140 Main Street Milton ON listed at $2,600,000 (MLS# W13769136)
Price Change
$2,600,000Est. $8,654/mo
0bd
5ba
Commercial

140 Main Street, Milton

Sep 10, 2026
DOM: 48

Rare 4,254 SF freestanding mixed-use investment opportunity on a 0.10-acre site in the heart of Down...

MLS#: W13769136
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. $7,656/mo
4bd
4ba
Residential Freehold

62 Miles Street, Milton

Sep 8, 2026
DOM: 50

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 Freehold for sale - 5 Bed, 8 Bath Home at 10140 Pineview Trail Milton ON listed at $5,339,000 (MLS# W13736758)
$5,339,000Est. $17,772/mo
5bd
8ba
Residential Freehold

10140 Pineview Trail, Milton

Sep 2, 2026
DOM: 56

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

MLS#: W13736758
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 11135 Menzies Court Milton ON listed at $2,795,000 (MLS# W13733062)
$2,795,000Est. $9,304/mo
4bd
4ba
Residential Freehold

11135 Menzies Court, Milton

Sep 1, 2026
DOM: 57

An exceptional opportunity to own a private luxury retreat in the prestigious Churchill Estates. Nes...

MLS#: W13733062
For Sale
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