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5 Bedroom Houses for Sale in York Under $5M - P9

Showing results 241 - 270 of 328
Last Updated: November 05, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
18 Photos
Last Updated : 37 Days ago
18-20 Reuben Street, York, ON , MLS #N13727232 , Image - 1
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18-20 Reuben Street Aurora Village, Aurora, York, ON MLS® N13727232

Residential Freehold (Triplex)

$1099000.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Welcome to 18-20 Reuben Street, Aurora a charming century home dating back to 1916, rich in character and timeless craftsmanship. Located in the heart
40 Photos
Last Updated : 37 Days ago
17 Old English Lane, York, ON , MLS #N13839516 , Image - 1

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17 Old English Lane Bayview Glen, Markham, York, ON MLS® N13839516

Residential Freehold (Detached)

$3300000.0
  • 5 +4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Absolutely must see. A distinguished estate on prestigious Old English Lane in the heart of Bayview Glen, one of the area's most elite addresses. Exce
50 Photos
Last Updated : 37 Days ago
33 Keatley Drive, York, ON , MLS #N13688446 , Image - 1

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33 Keatley Drive Patterson, Vaughan, York, ON MLS® N13688446

Residential Freehold (Detached)

$2688000.0
  • 5 +1 Beds
  • 8 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional 5+1 Bedroom (each with their own private bathroom), 8 Bathroom home situated on a premium pie-shaped lot featuring a 3-ca
40 Photos
Last Updated : 38 Days ago
43 Denham Drive, York, ON , MLS #N13063686 , Image - 1

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43 Denham Drive South Richvale, Richmond Hill, York, ON MLS® N13063686

Residential Freehold (Detached)

$3358000.0
price drop iconPrice drop by 0.9%
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Elegance and Sophistication in Prime South Richvale, Experience timeless luxury in this architecturally significant, custom-built residence featuring
Under Construction
UnionCity Condos
12 Photos

UnionCity Condos

Enterprise Boulevard & University Boulevard, Markham
From $800,900 to $1,106,900
project size image
Project Info
  • 3 Buildings
  • 1350 Units
  • Condos
building outline
Property Mix
Floorplans coming soon
Developer:Metropia
40 Photos
Last Updated : 38 Days ago
82 Derby Court, York, ON , MLS #N13834752 , Image - 1

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82 Derby Court Bristol-London, Newmarket, York, ON MLS® N13834752

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome To This Exceptional Custom Detached Home Nestled On A Quiet Court In One Of Newmarket's Most Sought-After Family Neighbourhoods *Offering Appr
50 Photos
Last Updated : 40 Days ago
11 Christman Court, York, ON , MLS #N13695190 , Image - 1

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11 Christman Court Markham Village, Markham, York, ON MLS® N13695190

Residential Freehold (Detached)

$2598800.0
price drop iconPrice drop by 6.3%
  • 5 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Nestled on a spectacular 0.69-acre ravine lot with a picturesque creek, this exceptional 5-bedroom, 4-bathroom residence offers a rare combination of
50 Photos
Last Updated : 41 Days ago
136 Annsleywood Court, York, ON , MLS #N13829974 , Image - 1

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136 Annsleywood Court Kleinburg, Vaughan, York, ON MLS® N13829974

Residential Freehold (Detached)

$3499000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Arrive at 136 Annsleywood Court and leave the pace of the day behind. Set against a private ravine in Kleinburg, this Rosehaven Platinum Collection re
50 Photos
Last Updated : 41 Days ago
121 Milky Way Drive, York, ON , MLS #N13729320 , Image - 1

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121 Milky Way Drive Observatory, Richmond Hill, York, ON MLS® N13729320

Residential Freehold (Detached)

$2688888.0
  • 5 +3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Rare opportunity to own a nearly new, extensively upgraded luxury detached home in the prestigious David Dunlap Observatory neighbourhood. With a ravi
Pre-Construction
Angus Glen South Village
10 Photos

Angus Glen South Village

4134 16th Avenue, Markham
From From $2,130,000 to $5,820,000
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Kylemore Communities
50 Photos
Last Updated : 42 Days ago
61 SHERRICK Drive, York, ON , MLS #N13518060 , Image - 1

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61 SHERRICK Drive Rural Whitchurch-Stouffville, Whitchurch-Stouffville, York, ON MLS® N13518060

Residential Freehold (Detached)

$3068000.0
price drop iconPrice drop by 5.0%
  • 5 +1 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Stunning ravine estate in prestigious Bethesda Estates! Situated on a beautifully landscaped 1.04-acre lot, this 5+1bedroom, 7-bathroom home offers ov
43 Photos
Last Updated : 42 Days ago
34 Glenbourne Park Drive, York, ON , MLS #N13824496 , Image - 1

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34 Glenbourne Park Drive Devil's Elbow, Markham, York, ON MLS® N13824496

Residential Freehold (Detached)

$3500000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Nestled in the prestigious Devil's Elbow community, this exceptional residence offers generous living spaces, comfort and outstanding family functiona
45 Photos
Last Updated : 42 Days ago
88 Irving Drive, York, ON , MLS #N13809048 , Image - 1

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88 Irving Drive Pefferlaw, Georgina, York, ON MLS® N13809048

Residential Freehold (Detached)

$1585000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Direct Waterfront Retreat - Where Every Season Feels Like a Getaway! Some properties you buy. This one, you fall in love with. Meticulously maintained
44 Photos
Last Updated : 43 Days ago
6 Crescent Park Lane, York, ON , MLS #N13797794 , Image - 1

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6 Crescent Park Lane Cathedraltown, Markham, York, ON MLS® N13797794

Residential Freehold (Detached)

$1999000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Almost 3,600 square feet! Rare 5-bedroom home with 50 foot frontage facing Crescent Park. This is one of the best and most special House in Cathedral
39 Photos
Last Updated : 43 Days ago
89 Halldorson Avenue, York, ON , MLS #N13767170 , Image - 1

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89 Halldorson Avenue Bayview Northeast, Aurora, York, ON MLS® N13767170

Residential Freehold (Detached)

$2399000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Luxury contemporary design approx. 3200 sq ft 5 bedroom corner lot and no sidewalk in front or side total 6 car parking space in Prime Location. Situa
41 Photos
Last Updated : 43 Days ago
42 Oatlands Crescent, York, ON , MLS #N13549136 , Image - 1

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42 Oatlands Crescent Mill Pond, Richmond Hill, York, ON MLS® N13549136

Residential Freehold (Detached)

$2350000.0
price drop iconPrice drop by 5.5%
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional family home in the prestigious Mill Pond community. Offering 5spacious bedrooms plus a dedicated main-floor office, this h
35 Photos
Last Updated : 44 Days ago
206 Arnold Avenue, York, ON , MLS #N13647542 , Image - 1

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206 Arnold Avenue Crestwood-Springfarm-Yorkhill, Vaughan, York, ON MLS® N13647542

Residential Freehold (Detached)

$4158000.0
  • 5 +3 Beds
  • 6 Baths
  • 5000 + sq-ft
**Welcome to Luxury on Arnold Avenue, Thornhill's Prestigious Street!**This stunning 2-storey custom-built estate offers over 6,600 sq. ft. plus an ad
50 Photos
Last Updated : 44 Days ago
36 Arbordale Drive, York, ON , MLS #N13718446 , Image - 1

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36 Arbordale Drive Vellore Village, Vaughan, York, ON MLS® N13718446

Residential Freehold (Detached)

$3299999.0
  • 5 Beds
  • 6 Baths
  • 5000 + sq-ft
Over 5700 soft thoughtfully designed to elevate the way you live. Built by Gold Park Homes in one of Vaughan's most desirable communities, this home w
50 Photos
Last Updated : 44 Days ago
1 Radley Street, York, ON , MLS #N13811964 , Image - 1

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1 Radley Street East Woodbridge, Vaughan, York, ON MLS® N13811964

Residential Freehold (Detached)

$2449000.0
  • 5 +2 Beds
  • 5 Baths
  • 5000 + sq-ft
Do Not Miss This Opportunity, Property Ready for Your Family to Move In & Enjoy! Perfect For the Multiple Generational Family; 2 Comfortably Private &
1 Photos
Last Updated : 45 Days ago
144 Byers Pond Way, York, ON
144 Byers Pond Way Stouffville, Whitchurch-Stouffville, York, ON MLS® N13600822

Residential Freehold (Detached)

$1440000.0
price drop iconPrice drop by 2.7%
  • 5 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Amazing Opportunity To Own This 3-Year-New Detached Home In The Heart Of Stouffville! Beautiful Corner-Lot Property With Elegant French-Style Double-D
50 Photos
Last Updated : 45 Days ago
16 Rinas Avenue, York, ON , MLS #N13810484 , Image - 1

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16 Rinas Avenue Victoria Square, Markham, York, ON MLS® N13810484

Residential Freehold (Detached)

$4280000.0
  • 5 +2 Beds
  • 7 Baths
  • 5000 + sq-ft
This exceptional family residence features a rare 3+1 tandem garage and is situated on an impressive approximately 72 X 274 ft lot, surrounded by park
1 Photos
Last Updated : 45 Days ago
335 Danny Wheeler Boulevard, York, ON
335 Danny Wheeler Boulevard Keswick North, Georgina, York, ON MLS® N13788938

Residential Freehold (Detached)

$1499000.0
  • 5 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
This Stunning Home, Located In Keswick/Georgina, Offers 3,720 Sq. Ft. Of Living Space, Perfect For Families. Constructed By Treasure Hill, The Home Bo
2 Photos
Last Updated : 45 Days ago
4 BACKHOUSE Drive, York, ON , MLS #N13236764 , Image - 1
4 BACKHOUSE Drive Rural Richmond Hill, Richmond Hill, York, ON MLS® N13236764

Residential Freehold (Detached)

$2099990.0
price drop iconPrice drop by 2.1%
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
WELCOME TO A BRAND-NEW 3500 SQ.FT. BEAUTY FROM REGAL CREST HOMES. FEATURES 5 BEDROOMS AND 6 ENSUITES. ( IN-LAW SUITE FEATURE MAIN FLOOR ) COMPLETED &
21 Photos
Last Updated : 45 Days ago
7 Trumpour Court, York, ON , MLS #N13106504 , Image - 1

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7 Trumpour Court Unionville, Markham, York, ON MLS® N13106504

Residential Freehold (Detached)

$3780000.0
  • 5 +1 Beds
  • 8 Baths
  • 3500-5000 sq-ft
This remarkable custom-built home sits on a rare pie-shaped lot within a quiet cul-de-sac in the prestigious and picturesque Unionville community. Con
1 Photos
Last Updated : 47 Days ago
215 Drummond Drive, York, ON
215 Drummond Drive Maple, Vaughan, York, ON MLS® N13804800

Residential Freehold (Detached)

$1288000.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Take advantage of this huge opportunity to buy the best priced 5 bedroom in entire Vaughan! Offered by the Original Owners, this spacious 2,854 sq. ft
50 Photos
Last Updated : 48 Days ago
2 Cortina Court N, York, ON , MLS #N13214792 , Image - 1

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2 Cortina Court N Bayview Hill, Richmond Hill, York, ON MLS® N13214792

Residential Freehold (Detached)

$3380000.0
price drop iconPrice drop by 15.1%
  • 5 +1 Beds
  • 8 Baths
  • 5000 + sq-ft
Timeless Charm Designer Series of Wycliffe Model Home. Experience luxury living in this magnificent Enclave area. 6751 SF + 3000 SF finished bsmt, eno
34 Photos
Last Updated : 48 Days ago
80 LADY JESSICA Drive, York, ON , MLS #N12924774 , Image - 1

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80 LADY JESSICA Drive Patterson, Vaughan, York, ON MLS® N12924774

Residential Freehold (Detached)

$3280000.0
price drop iconPrice drop by 3.0%
  • 5 +2 Beds
  • 7 Baths
  • 5000 + sq-ft
This Magnificent 5+2 Bed/7-Bath Home Sits On A Mature 75Ft Ravine Lot In Prime Patterson Community. All 5000+ Sqft Of Living Space Are Fitted With W/L
1 Photos
Last Updated : 48 Days ago
2 Menotti Drive, York, ON
2 Menotti Drive Oak Ridges, Richmond Hill, York, ON MLS® N13790612

Residential Freehold (Detached)

$2399000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome To 2 Menotti Drive, Richmond Hill, Where Luxury Living Meets Exceptional Space, Privacy And Craftsmanship. Situated On A Premium 50 Ft X 170 F
29 Photos
Last Updated : 49 Days ago
21674 Highway 48 Road, York, ON , MLS #N13795246 , Image - 1

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21674 Highway 48 Road Rural East Gwillimbury, East Gwillimbury, York, ON MLS® N13795246

Residential Freehold (Detached)

$1998000.0
  • 5 +0 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to this custom-built, 3,100+ square-foot architectural masterpiece situated on a peaceful 2.2-acre private estate offering privacy, a place to
46 Photos
Last Updated : 49 Days ago
109 Oxford Street, York, ON , MLS #N13797322 , Image - 1

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109 Oxford Street Mill Pond, Richmond Hill, York, ON MLS® N13797322

Residential Freehold (Detached)

$2888999.0
  • 5 +2 Beds
  • 8 Baths
  • 5000 + sq-ft
A rare Mill Pond showpiece, custom-crafted for those who appreciate the extraordinary. Grand 10-ft ceilings, breathtaking oversized skylight, surround
45 Photos
Last Updated : 49 Days ago
26 Alai Circle, York, ON , MLS #N13795832 , Image - 1

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26 Alai Circle Milliken Mills East, Markham, York, ON MLS® N13795832

Residential Freehold (Detached)

$2880000.0
  • 5 +1 Beds
  • 8 Baths
  • 5000 + sq-ft
An Exquisite Custom-Built Estate Showcasing Exceptional Craftsmanship And Meticulous Attention To Detail Throughout. Nestled Within Markham's Most Pre
50 Photos
Last Updated : 49 Days ago
4 John Weddell Avenue, York, ON , MLS #N13795284 , Image - 1

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4 John Weddell Avenue Sharon, East Gwillimbury, York, ON MLS® N13795284

Residential Freehold (Detached)

$1499900.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 4 John Weddell Avenue - a 3,563 sqft Sundial-built executive home in the prestigious Creekside at SharonVillage. This 5-bedroom, 4-bathroom
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