✨ Luxury ($2M+) in East Gwillimbury

Luxury Homes for Sale in East Gwillimbury

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
🔥 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 - 4 Bed, 6 Bath Home at 58 May Avenue East Gwillimbury ON listed at $2,490,000 (MLS# N14098758)
Added 4 days ago
$2,490,000Est. $8,288/mo
4bd
6ba
Residential Freehold

58 May Avenue, East Gwillimbury

Oct 20, 2026
DOM: 5

Experience Luxury Living In This Spectacular, Custom-Built 4-Car Garage Home On A Massive 75 X 200 F...

MLS#: N14098758
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 24 Maplehyrn Avenue East Gwillimbury ON listed at $2,250,000 (MLS# N14080514)
Price Change
$2,250,000Est. $7,489/mo
5bd
4ba
Residential Freehold

24 Maplehyrn Avenue, East Gwillimbury

Oct 15, 2026
DOM: 10

Private Treed Lot (Just under One Acre) in Prestigious "Sharon Hills" built by Fifthshire Homes in 2...

MLS#: N14080514
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 21576 Mccowan Road East Gwillimbury ON listed at $2,000,000 (MLS# N13849064)
Power of Sale
members only
$2,000,000Est. $6,657/mo
0bd
0ba
Commercial

21576 Mccowan Road, East Gwillimbury

Oct 1, 2026
DOM: 24

A Rare Power of Sale Opportunity In East Gwillimbury For Buyers, Investors And Agricultural Entrepre...

MLS#: N13849064
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 2477 Hornes Road East Gwillimbury ON listed at $2,380,000 (MLS# N13852652)
$2,380,000Est. $7,922/mo
5bd
3ba
Residential Freehold

2477 Hornes Road, East Gwillimbury

Oct 1, 2026
DOM: 24

A Romantic Tree-Lined Winding Driveway Leads To This Sensational Estate Known As Queensville Estate ...

MLS#: N13852652
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 6 Callwood Court East Gwillimbury ON listed at $2,299,000 (MLS# N13838132)
$2,299,000Est. $7,653/mo
5bd
5ba
Residential Freehold

6 Callwood Court, East Gwillimbury

Sep 29, 2026
DOM: 26

Welcome To This Exceptional Country Estate In East Gwillimbury, Set On Approximately 1.32 Acres In A...

MLS#: N13838132
For Sale
Residential Freehold for sale - 4 Bed, 6 Bath Home at 2875 Holborn Road East Gwillimbury ON listed at $3,299,000 (MLS# N13815386)
Price Change
$3,299,000Est. $10,981/mo
4bd
6ba
Residential Freehold

2875 Holborn Road, East Gwillimbury

Sep 22, 2026
DOM: 33

Spectacular Custom Country Estate Set On A Productive Farm With 858.85 Feet Of Frontage, Just Minute...

MLS#: N13815386
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 166 Hillcrest Drive East Gwillimbury ON listed at $2,100,000 (MLS# N13805592)
$2,100,000Est. $6,990/mo
5bd
5ba
Residential Freehold

166 Hillcrest Drive, East Gwillimbury

Sep 19, 2026
DOM: 36

Welcome to 166 Hillcrest Drive, a magnificent executive residence situated on a premium estate lot i...

MLS#: N13805592
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 22334 Woodbine Avenue East Gwillimbury ON listed at $3,999,999 (MLS# N13811736)
$3,999,999Est. $13,315/mo
4bd
2ba
Residential Freehold

22334 Woodbine Avenue, East Gwillimbury

Sep 16, 2026
DOM: 39

Rare opportunity to acquire an exceptional 17.59-acre parcel in high-growth East Gwillimbury, locate...

MLS#: N13811736
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 108 Silk Twist Drive East Gwillimbury ON listed at $2,300,000 (MLS# N13772206)
$2,300,000Est. $7,656/mo
5bd
6ba
Residential Freehold

108 Silk Twist Drive, East Gwillimbury

Sep 11, 2026
DOM: 44

Executive approx. 5,300 Sq Ft Masterpiece on a Premium 60x150 Ft Lot backing onto mature trees in Ho...

MLS#: N13772206
For Sale
Residential Freehold for sale - 7 Bed, 9 Bath Home at 3 Mary Willson Court East Gwillimbury ON listed at $2,799,000 (MLS# N13773182)
$2,799,000Est. $9,317/mo
7bd
9ba
Residential Freehold

3 Mary Willson Court, East Gwillimbury

Sep 11, 2026
DOM: 44

Experience ultimate luxury and bespoke design at 3 Mary Willson Crt, a truly one-of-a-kind custom es...

MLS#: N13773182
For Sale
Residential Freehold for sale - 3 Bed, 1 Bath Home at 4219 Mt. Albert Road East Gwillimbury ON listed at $3,600,000 (MLS# N13753184)
Power of Sale
members only
$3,600,000Est. $11,983/mo
3bd
1ba
Residential Freehold

4219 Mt. Albert Road, East Gwillimbury

Sep 8, 2026
DOM: 47

A rare and picturesque rural investment opportunity featuring a charming 1.5-storey farmhouse, four ...

MLS#: N13753184
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 18823 Old Yonge Street East Gwillimbury ON listed at $5,900,000 (MLS# N13648790)
$5,900,000Est. $19,639/mo
0bd
0ba
Commercial

18823 Old Yonge Street, East Gwillimbury

Aug 7, 2026
DOM: 79

Located within the newly adopted Official Plan approved on July 23, 2026, this exceptional opportuni...

MLS#: N13648790
For Sale
Residential Freehold for sale - 0 Bed, 0 Bath Home at 18823 Old Yonge Street East Gwillimbury ON listed at $5,900,000 (MLS# N13658310)
$5,900,000Est. $19,639/mo
0bd
0ba
Residential Freehold

18823 Old Yonge Street, East Gwillimbury

Aug 7, 2026
DOM: 79

Located within the newly adopted Official Plan approved on July 23, 2026, this exceptional opportuni...

MLS#: N13658310
For Sale
Commercial for sale - 0 Bed, 2 Bath Home at 18967 Leslie Street East Gwillimbury ON listed at $2,849,000 (MLS# N13641734)
Price Change
$2,849,000Est. $9,483/mo
0bd
2ba
Commercial

18967 Leslie Street, East Gwillimbury

Aug 5, 2026
DOM: 81

Welcome to The Willson House, a beautifully restored landmark at 18967 Leslie Street in the heart of...

MLS#: N13641734
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 2978 Holborn Road East Gwillimbury ON listed at $3,999,000 (MLS# N13535318)
$3,999,000Est. $13,311/mo
4bd
4ba
Residential Freehold

2978 Holborn Road, East Gwillimbury

Jul 7, 2026
DOM: 110

An incredible chance for business-minded individuals seeking to reside and run their enterprise on a...

MLS#: N13535318
For Sale
Commercial for sale - 0 Bed, 6 Bath Home at 19423 Yonge Street East Gwillimbury ON listed at $2,099,000 (MLS# N13518734)
$2,099,000Est. $6,987/mo
0bd
6ba
Commercial

19423 Yonge Street, East Gwillimbury

Jul 3, 2026
DOM: 114

A well-positioned mixed-use commercial building in the heart of Holland Landing's established commer...

MLS#: N13518734
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 3421 Cole Road East Gwillimbury ON listed at $2,490,000 (MLS# N13506474)
$2,490,000Est. $8,288/mo
5bd
4ba
Residential Freehold

3421 Cole Road, East Gwillimbury

Jun 30, 2026
DOM: 117

If you've been waiting for a property that offers real privacy, space for the whole family, room for...

MLS#: N13506474
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 20893 Woodbine Avenue East Gwillimbury ON listed at $3,495,000 (MLS# N13451012)
Price Change
$3,495,000Est. $11,634/mo
0bd
0ba
Commercial

20893 Woodbine Avenue, East Gwillimbury

Jun 16, 2026
DOM: 131

An exceptional opportunity to own approximately 100 acres of productive farmland in the highly desir...

MLS#: N13451012
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 20893 Woodbine Avenue East Gwillimbury ON listed at $3,495,000 (MLS# N13451030)
Price Change
$3,495,000Est. $11,634/mo
5bd
2ba
Residential Freehold

20893 Woodbine Avenue, East Gwillimbury

Jun 15, 2026
DOM: 132

An exceptional opportunity to own approximately 100 acres of productive farmland in the highly desir...

MLS#: N13451030
For Sale
Residential Freehold for sale - 5 Bed, 3 Bath Home at 535 Doane Road East Gwillimbury ON listed at $2,488,888 (MLS# N13434472)
$2,488,888Est. $8,285/mo
5bd
3ba
Residential Freehold

535 Doane Road, East Gwillimbury

Jun 11, 2026
DOM: 136

Welcome to this exceptional 2-acre estate property (200' x 435.6'), offering the perfect blend of lu...

MLS#: N13434472
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 23 Fairbairn Gate East Gwillimbury ON listed at $2,698,000 (MLS# N13248564)
Price Change
$2,698,000Est. $8,981/mo
4bd
4ba
Residential Freehold

23 Fairbairn Gate, East Gwillimbury

Jun 5, 2026
DOM: 142

Spectacular Custom Open Concept Bungalow (Aprox. 20 year old) Aprox. 5,600 sqft. of Luxurious Living...

MLS#: N13248564
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 2402 Holborn Road East Gwillimbury ON listed at $2,950,000 (MLS# N13417374)
Price Change
$2,950,000Est. $9,819/mo
0bd
0ba
Commercial

2402 Holborn Road, East Gwillimbury

Jun 5, 2026
DOM: 142

An Extraordinary Opportunity Awaits! Discover the boundless potential of this remarkable 10.3 acres ...

MLS#: N13417374
For Sale
Commercial for sale - 3 Bed, 4 Bath Home at 2768 Davis Drive East Gwillimbury ON listed at $3,298,000 (MLS# N13240030)
$3,298,000Est. $10,978/mo
3bd
4ba
Commercial

2768 Davis Drive, East Gwillimbury

Jun 4, 2026
DOM: 143

Rare opportunity to own a scenic 20.08-acre countryside property in sought-after East Gwillimbury. O...

MLS#: N13240030
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at 2768 Davis Drive East Gwillimbury ON listed at $3,298,000 (MLS# N13240126)
$3,298,000Est. $10,978/mo
3bd
4ba
Residential Freehold

2768 Davis Drive, East Gwillimbury

Jun 4, 2026
DOM: 143

Rare opportunity to own a scenic 20.08-acre countryside property in sought-after East Gwillimbury. O...

MLS#: N13240126
For Sale
Commercial for sale - 0 Bed, 4 Bath Home at 19654 Mccowan Road East Gwillimbury ON listed at $2,699,000 (MLS# N13227718)
Price Change
$2,699,000Est. $8,984/mo
0bd
4ba
Commercial

19654 Mccowan Road, East Gwillimbury

Jun 2, 2026
DOM: 145

PLANT YOUR DREAMS HERE! A Landscaper's and Farmer's Dream - 46 Fully Usable Acres of Opportunity. Th...

MLS#: N13227718
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 19654 Mccowan Road East Gwillimbury ON listed at $2,699,000 (MLS# N13227892)
Price Change
$2,699,000Est. $8,984/mo
5bd
4ba
Residential Freehold

19654 Mccowan Road, East Gwillimbury

Jun 2, 2026
DOM: 145

PLANT YOUR DREAMS HERE! A Landscaper's and Farmer's Dream - 46 Fully Usable Acres of Opportunity. Th...

MLS#: N13227892
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 4244 Doane Road East Gwillimbury ON listed at $2,699,000 (MLS# N13165422)
$2,699,000Est. $8,984/mo
3bd
3ba
Residential Freehold

4244 Doane Road, East Gwillimbury

May 22, 2026
DOM: 156

You have found the perfect slice of rural life. Beautiful 3 bedroom fully finished backsplit with wa...

MLS#: N13165422
For Sale
Residential Freehold for sale - 7 Bed, 4 Bath Home at 17835 McCowan Road East Gwillimbury ON listed at $4,189,000 (MLS# N13115986)
$4,189,000Est. $13,944/mo
7bd
4ba
Residential Freehold

17835 McCowan Road, East Gwillimbury

May 12, 2026
DOM: 166

120 acres Prime Estate. Total Privacy and Pristine Forest. Iwo Spring fed Ponds with Year-round Flow...

MLS#: N13115986
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 20258 Leslie Street East Gwillimbury ON listed at $3,789,000 (MLS# N13093682)
$3,789,000Est. $12,612/mo
0bd
0ba
Commercial

20258 Leslie Street, East Gwillimbury

May 6, 2026
DOM: 172

Future re-development opportunity! One of the larger lot frontages along Leslie Street, within the g...

MLS#: N13093682
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 4219 Mt Albert Road East Gwillimbury ON listed at $3,650,000 (MLS# N13074012)
Power of Sale
members only
Price Change
$3,650,000Est. $12,150/mo
0bd
0ba
Commercial

4219 Mt Albert Road, East Gwillimbury

May 2, 2026
DOM: 176

A rare and picturesque rural investment opportunity featuring a charming 1.5-storey farmhouse, four ...

MLS#: N13074012
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 5031 Herald Road East Gwillimbury ON listed at $2,288,000 (MLS# N13066436)
Price Change
$2,288,000Est. $7,616/mo
0bd
0ba
Commercial

5031 Herald Road, East Gwillimbury

May 1, 2026
DOM: 177

Outstanding Equestrian facility in Prime York Region location just 10min from Hwy 404! Total 43 Acre...

MLS#: N13066436
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 20572 Yonge Street East Gwillimbury ON listed at $2,999,000 (MLS# N13051144)
$2,999,000Est. $9,983/mo
5bd
4ba
Residential Freehold

20572 Yonge Street, East Gwillimbury

Apr 28, 2026
DOM: 180

Imagine ending every day watching the sunset over the Holland River, launching your boat from your p...

MLS#: N13051144
For Sale
Commercial for sale - 0 Bed, 2 Bath Home at 571 Ravenshoe Road East Gwillimbury ON listed at $3,480,000 (MLS# N13015610)
$3,480,000Est. $11,584/mo
0bd
2ba
Commercial

571 Ravenshoe Road, East Gwillimbury

Apr 18, 2026
DOM: 190

Don't miss this opportunity to own a highly productive vegetable farm! here are six compelling reaso...

MLS#: N13015610
For Sale
Commercial for sale - 0 Bed, 1 Bath Home at 4687 Herald Road East Gwillimbury ON listed at $2,499,000 (MLS# N12959694)
Price Change
$2,499,000Est. $8,318/mo
0bd
1ba
Commercial

4687 Herald Road, East Gwillimbury

Apr 6, 2026
DOM: 202

Secluded 43 Acre With Possible Income Producing Oportunities. 15 minutes to downtown Newmarket. Prop...

MLS#: N12959694
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 18444 Yonge Street East Gwillimbury ON listed at $25,000,000 (MLS# N12914932)
$25,000,000Est. $83,216/mo
0bd
0ba
Commercial

18444 Yonge Street, East Gwillimbury

Mar 24, 2026
DOM: 215

Excellent future development site in growing East Gwillimbury,. Designated Residential in the Green ...

MLS#: N12914932
For Sale
Residential Freehold for sale - 6 Bed, 4 Bath Home at 21940 Mccowan Road East Gwillimbury ON listed at $2,999,000 (MLS# N12903242)
$2,999,000Est. $9,983/mo
6bd
4ba
Residential Freehold

21940 Mccowan Road, East Gwillimbury

Mar 20, 2026
DOM: 219

Welcome to a world of luxury and serenity on 37 acres of beautifully treed land, offering privacy, f...

MLS#: N12903242
For Sale
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