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Bradford West Gwillimbury, ON Luxury Homes

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With Square Yards Canada, you can find your dream luxury homes for sale in Bradford West Gwillimbury. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Bradford West Gwillimbury

Last Updated: November 05, 2026

49 Photos

2804 9th Line, Simcoe, ON , MLS #N14151092 , Image - 1

2804 9th Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N14151092

Residential Freehold (Detached)

$2499900.0

5 Beds
4 Baths
3500-5000 sq-ft

Spectacular 175-year-old, 5 bedroom, 4 bathroom century home situated on a private, stunning10 acre lot featuring a picturesque pond & stream. Every a

50 Photos

2166 10th Side Road, Simcoe, ON , MLS #N13791364 , Image - 1

2166 10th Side Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13791364

Residential Freehold (Detached)

$3149000.0

Price drop by 3.1%

6 +1 Beds
9 Baths
5000 + sq-ft

Generational Living at it's finest in Bradford's exclusive area. 2min to HWY 400. Feel the magnificence of this one of a kind property the second you

42 Photos

3591 Line 12 N/A, Simcoe, ON , MLS #N13089012 , Image - 1

3591 Line 12 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13089012

Residential Freehold (Farm)

$2350000.0

Price drop by 21.6%

3 Beds
2 Baths
2000-2500 sq-ft

Rare Opportunity To Own An Extraordinary 26+ Acre Horse Farm Featuring Two Fully Independent Residences In Highly Desirable Bradford West Gwillimbury.

40 Photos

197 Nottingham Forest Road, Simcoe, ON , MLS #N13863198 , Image - 1

197 Nottingham Forest Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13863198

Residential Freehold (Detached)

$3099000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

Discover unparalleled estate living in this magnificent executive residence, gracefully positioned on a commanding 1.14-acre lot in the prestigious Sh

48 Photos

102 Pine Hill Road, Simcoe, ON , MLS #N13830862 , Image - 1

102 Pine Hill Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13830862

Residential Freehold (Detached)

$2649000.0

4 +2 Beds
6 Baths
3500-5000 sq-ft

Set Within The Prestigious Shires Estates Community, This Impressive All-Brick Country Residence Is Surrounded By 2.33 Acres Of Scenic Privacy With Ma

13 Photos

2781 Sixth Line, Simcoe, ON , MLS #N13715014 , Image - 1

2781 Sixth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13715014

Residential Freehold (Detached)

$2189000.0

4 Beds
2 Baths
2000-2500 sq-ft

A rare 1.63-acre holding in the path of Bradford's most active growth corridor - fronting Line 6 with 110 ft of road frontage, approximately 427 ft of

3 Photos

3329 11 Line, Simcoe, ON , MLS #N13852600 , Image - 1

3329 11 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13852600

Residential Freehold (Vacant Land)

$6500000.0

Excellent Investment Opportunity. 100+/- Acres Future Development Land In Rapidly Growing Community Of Bradford. Property Located On Same Road As Brad

50 Photos

4421 5th Line N/A, Simcoe, ON , MLS #N13661380 , Image - 1

4421 5th Line N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13661380

Residential Freehold (Detached)

$2258888.0

4 Beds
3 Baths
3500-5000 sq-ft

Truly a one of a kind property - The Carswell House is a remarkable Georgian-style home with immense history and character. Built circa 1840's by one

50 Photos

4495 Line 11 N/A, Simcoe, ON , MLS #N12836026 , Image - 1

4495 Line 11 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12836026

Residential Freehold (Farm)

$7995000.0

2 Beds
3 Baths
1500-2000 sq-ft

Located just north of Bond Head and offering prime exposure by its dual frontage along Highway 27 and Line 11. Outstanding 159.67-acre farm situated w

50 Photos

2280 Simcoe County Road 27 N/A, Simcoe, ON , MLS #N13479332 , Image - 1

2280 Simcoe County Road 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13479332

Residential Freehold (Detached)

$3899999.0

4 +2 Beds
5 Baths
5000 + sq-ft

Welcome To 2280 Hwy 27 Bradford. A Private Luxury Retreat On 10 Acre Land With 7500 Sqft Of Living Space. Detached 6 Bedroom House, 5 Washrooms, Finis

11 Photos

3568 4 Line, Simcoe, ON , MLS #N12641382 , Image - 1

3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12641382

Residential Freehold (Vacant Land)

$3500000.0

Are you ready to turn your real estate dreams into reality? Presenting a golden opportunity for savvy investors - a sprawling piece of vacant land nes

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3525 Tenth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13770818

Residential Freehold (Detached)

$3880000.0

5 +2 Beds
4 Baths
3000-3500 sq-ft

Discover an exceptional opportunity to acquire up to 20 acres of prime land in the highly sought-after Bradford West Gwillimbury area**. Ideally posit

25 Photos

270 Walker Avenue, Simcoe, ON , MLS #N13646980 , Image - 1

270 Walker Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13646980

Residential Freehold (Detached)

$3000000.0

3 Beds
1 Baths
1100-1500 sq-ft

Exceptional investment opportunity in the heart of Bradford! This remarkable 1.189-acre property features three distinct lots, including two clear par

50 Photos

245 Pine Hill Road, Simcoe, ON , MLS #N13615814 , Image - 1

245 Pine Hill Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13615814

Residential Freehold (Detached)

$2480000.0

4 +2 Beds
6 Baths
3500-5000 sq-ft

A rare opportunity to own a luxury estate on one of Bradford's most desirable executive streets. Situated on a premium 1.66-acre pie-shaped lot, this

10 Photos

4227 5 Line, Simcoe, ON , MLS #N13495092 , Image - 1

4227 5 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13495092

Residential Freehold (Vacant Land)

$8999999.0

1500-2000 sq-ft

This 53 acre parcel is located close to Hwy 400 southbound between Highways 88 & 89 offering an exceptional chance to build your own vision. Located

11 Photos

4268 Sideroad 5 Line S, Simcoe, ON , MLS #N13495076 , Image - 1

4268 Sideroad 5 Line S Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13495076

Residential Freehold (Vacant Land)

$11500000.0

Whether you're looking for a peaceful retreat, a development opportunity, or a long-term investment, this land is ready for your plans.102.93 acres of

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Bradford West Gwillimbury, ON Luxury Homes

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