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Single Family Homes for Sale in Rural Bradford West Gwillimbury Bradford West Gwillimbury

Showing results 1 - 27 of 27

Find over 27 Single Family houses for sale in Rural Bradford West Gwillimbury with Square Yards Canada. As per the current property price trend shows an increase in demand for single family homes with furnishings and amenities. You can choose from townhouses, detached houses, and semi-detached houses in single family for sale in Rural Bradford West Gwillimbury. Get your upscale and luxury single family houses for sale in Rural Bradford West Gwillimbury


Last Updated: September 26, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
48 Photos
Last Updated : 1 Day ago
102 Pine Hill Road, Simcoe, ON , MLS #N13830862 , Image - 1
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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
50 Photos
Last Updated : 2 Days ago
4421 5th Line N/A, Simcoe, ON , MLS #N13661380 , Image - 1

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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
48 Photos
Last Updated : 2 Days ago
95 Selby Crescent, Simcoe, ON , MLS #N13794212 , Image - 1

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95 Selby Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13794212

Residential Freehold (Detached)

$1088000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
From the moment you step through the striking, statement front door, it is immediately evidentthat this home has undergone an extensive, design-driven
49 Photos
Last Updated : 3 Days ago
4436 20 Side Road, Simcoe, ON , MLS #N13754994 , Image - 1

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4436 20 Side Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13754994

Residential Freehold (Detached)

$1679999.0
  • 4 +2 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to your dream country estate in Bradford! Set on an impressive 1.38-acre private lot, this custom-built 4+2 bedroom, 3-bathroom home offers th
42 Photos
Last Updated : 5 Days ago
70 Kilkenny Trail, Simcoe, ON , MLS #N13809144 , Image - 1

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70 Kilkenny Trail Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13809144

Residential Freehold (Detached)

$1749900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This Custom-Built, 4 Bedroom, 4-Bathroom Estate Features Over 4,500 sq. ft. Of Refined Living Space Sitting On A 2.5 Acre Lot In Rural Bradford. Beaut
41 Photos
Last Updated : 6 Days ago
3421 13 Line, Simcoe, ON , MLS #N13742468 , Image - 1

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3421 13 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13742468

Residential Freehold (Detached)

$1574000.0
price drop iconPrice drop by 1.6%
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully renovated residence offering refined living and exceptional functionality. Thoughtfully updated throughout, this 4+1 bedro
45 Photos
Last Updated : 6 Days ago
2559 Line 6 Line, Simcoe, ON , MLS #N13714138 , Image - 1

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2559 Line 6 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13714138

Residential Freehold (Detached)

$1650000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Nestled on nearly one acre of beautifully maintained, fully fenced land backing directly onto protected conservation-with no neighbours behind-this cu
50 Photos
Last Updated : 8 Days ago
2280 Simcoe County Road 27 N/A, Simcoe, ON , MLS #N13479332 , Image - 1

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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
50 Photos
Last Updated : 8 Days ago
2388 Line 10 N/A, Simcoe, ON , MLS #N13801720 , Image - 1

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2388 Line 10 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13801720

Residential Freehold (Detached)

$1199800.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Set on approximately 2.58 acres directly across from Scanlon Creek Conservation Area, this immaculate 3 bedroom raised bungalow featuring a heated 20'
49 Photos
Last Updated : 10 Days ago
2804 9th Line, Simcoe, ON , MLS #N13769878 , Image - 1

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2804 9th Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13769878

Residential Freehold (Detached)

$2650000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Spectacular 175-year-old, 5 bedroom, 4 bathroom century home situated on a private, stunning 10 acre lot featuring a picturesque pond & stream. Every
Open House : Sun Sep 27, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 10 Days ago
2166 10th Side Road, Simcoe, ON , MLS #N13791364 , Image - 1

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

Residential Freehold (Detached)

$3248800.0
  • 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
40 Photos
Last Updated : 12 Days ago
3800 County 88 Road, Simcoe, ON , MLS #N13528280 , Image - 1

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3800 County 88 Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13528280

Residential Freehold (Detached)

$1139900.0
  • 3 +2 Beds
  • 4 Baths
  • 700-1100 sq-ft
Professionally Updated 3+2 Bedroom Bungalow W/Fully Finished Basement Apartment On A Huge 100x150ft Lot Located Just Off The #400 Making For A Commute
1 Photos
Last Updated : 15 Days ago
3525 Tenth Line, Simcoe, ON
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
48 Photos
Last Updated : 17 Days ago
4244 4th Line, Simcoe, ON , MLS #N13758718 , Image - 1

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4244 4th Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13758718

Residential Freehold (Detached)

$973500.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Solid brick bungalow situated on an over half-acre lot surrounded by countryside! Complete with a durable, long-lasting metal roof, this property offe
13 Photos
Last Updated : 18 Days ago
2781 Sixth Line, Simcoe, ON , MLS #N13715014 , Image - 1

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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
48 Photos
Last Updated : 22 Days ago
130 Dale Crescent, Simcoe, ON , MLS #N13733604 , Image - 1

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130 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13733604

Residential Freehold (Detached)

$2300000.0
  • 3 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 130 Dale Crescent, a modern bungalow set on a private 1.5-acre lot backing onto a protected forest. Large floor-to-ceiling windows, vaulted
38 Photos
Last Updated : 26 Days ago
3211 Eighth Line, Simcoe, ON , MLS #N13463552 , Image - 1

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3211 Eighth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13463552

Residential Freehold (Detached)

$1198000.0
price drop iconPrice drop by 7.7%
  • 4 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 3211 Eighth Line, a truly one-of-a-kind fully renovated detached home set on an expansive 150' x 168' lot (nearly 0.6 acres) with breathtak
50 Photos
Last Updated : 30 Days ago
245 Pine Hill Road, Simcoe, ON , MLS #N13615814 , Image - 1

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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
40 Photos
Last Updated : 46 Days ago
2 Dale Crescent, Simcoe, ON , MLS #N13596444 , Image - 1

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2 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13596444

Residential Freehold (Detached)

$2199999.0
  • 3 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
A Custom-Built Bungalow On 1 Acre, Complete With A Heated Saltwater Pool, Over 3,000 Sq Ft Of Main-Floor Living, And A Finished Basement With Two Stai
47 Photos
Last Updated : 50 Days ago
3463 Line 12 N/A, Simcoe, ON , MLS #N13457986 , Image - 1

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3463 Line 12 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13457986

Residential Freehold (Detached)

$1795000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your own private country retreat in the heart of rural Bradford! Situated on a beautifully maintained 1-acre parcel, this extensively renov
44 Photos
Last Updated : 50 Days ago
3740 Simcoe County Road 27 N/A, Simcoe, ON , MLS #N13439508 , Image - 1

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3740 Simcoe County Road 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13439508

Residential Freehold (Detached)

$929220.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
UBID HOME FOR SALE. HOMEOWNER RELOCATING ($929,220) Discover the Perfect Blend of Rural Serenity & Endless Opportunity! Nestled on a prime lot between
47 Photos
Last Updated : 68 Days ago
168 Pine Hill Road, Simcoe, ON , MLS #N13557218 , Image - 1

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168 Pine Hill Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13557218

Residential Freehold (Detached)

$2348000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 168 Pine Hill Road, an extraordinary executive estate nestled on a breathtaking 1.38 acre private lot in one of Bradford's most prestigious
38 Photos
Last Updated : 86 Days ago
158 Scarlet Way, Simcoe, ON , MLS #N13227320 , Image - 1

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158 Scarlet Way Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13227320

Residential Freehold (Detached)

$1390000.0
price drop iconPrice drop by 2.7%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nestled on a premium corner lot in Bradford's sought-after Summerlyn neighbourhood, this stunning 4-bedroom, 4-bathroom home offers 2,895 sq. ft. of
45 Photos
Last Updated : 117 Days ago
963 Canal Road, Simcoe, ON , MLS #N12878714 , Image - 1

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963 Canal Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12878714

Residential Freehold (Detached)

$799000.0
  • 4 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
963 Canal Rd - Country Living with Scenic Canal Views Escape to tranquility on this stunning 1.7-acre property featuring a spacious 4+1 bedroom home w
40 Photos
Last Updated : 121 Days ago
197 Nottingham Forest Road, Simcoe, ON , MLS #N13210752 , Image - 1

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197 Nottingham Forest Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13210752

Residential Freehold (Detached)

$3199000.0
  • 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
10 Photos
Last Updated : 123 Days ago
17 Private Drive, Simcoe, ON , MLS #N13173370 , Image - 1

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17 Private Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13173370

Residential Freehold (Detached)

$248000.0
  • < 700 sq-ft
Rare Waterfront Opportunity On The Holland River! This 50 X 100 Ft Property Is Accessed Via A Private Road With Direct Access To Yonge St Offering A P
38 Photos
Last Updated : 158 Days ago
2876 11 Line N, Simcoe, ON , MLS #N12823832 , Image - 1

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2876 11 Line N Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12823832

Residential Freehold (Detached)

$990000.0
price drop iconPrice drop by 13.9%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 2876 Line 11 in Rural Bradford West Gwillimbury - a detached brick home set on an expansive 100 x 200 ft lot surrounded by mature trees and
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