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Houses for Sale in Ainslie Wood Hamilton Under $5 Million

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Looking for houses under $5m for sale in Ainslie Wood, Hamilton? With Square Yards Canada, discover a vast range of properties within your budget in Ainslie Wood across Toronto. If you plan to buy houses under $5m in Ainslie Wood, Hamilton, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Ainslie Wood houses for sale under $5m, including freehold properties, condos, and commercial spaces.


Last Updated: November 09, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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28 Photos
Last Updated : 4 Days ago
1966 Main Street W, Hamilton, ON , MLS #X14104792 , Image - 1
Image With Blur overlay

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Unit-809, 1966 Main Street W Ainslie Wood, Hamilton, ON MLS® X14104792

Residential Condo & Other (Condo Apartment)

$329900.0
  • 3 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to elevated parkside living in vibrant West Hamilton! This stunning 8th-floor condo is a HUGE unit that offers an exceptional layout paired wi
32 Photos
Last Updated : 6 Days ago
125 Broadway Avenue, Hamilton, ON , MLS #X14134776 , Image - 1

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125 Broadway Avenue Ainslie Wood, Hamilton, ON MLS® X14134776

Residential Freehold (Detached)

$599900.0
  • 4 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
Outstanding Ainslie Wood East opportunity boasting a rare 40' x 100' lot with a long private driveway and a detached garage which is a hard-to-find co
50 Photos
Last Updated : 6 Days ago
1964 Main Street, Hamilton, ON , MLS #X14108140 , Image - 1

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Unit-407, 1964 Main Street Ainslie Wood, Hamilton, ON MLS® X14108140

Residential Condo & Other (Condo Apartment)

$359000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Stunning Fully Renovated Condo Near McMaster University!Beautifully upgraded from top to bottom, this move-in-ready 3 bedrooms and 2 washrooms condo f
50 Photos
Last Updated : 6 Days ago
65 Ainslie Avenue, Hamilton, ON , MLS #X14140418 , Image - 1

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65 Ainslie Avenue Ainslie Wood, Hamilton, ON MLS® X14140418

Residential Freehold (Detached)

$498000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
**Fantastic Opportunity In The Highly Sought-After Ainslie Woods Neighbourhood!** Welcome To This Charming 3+2 Bedroom Bungalow, Ideally Situated Just
Pre-Construction
Corktown Plaza
9 Photos

Corktown Plaza

221 John Street South, Hamilton
From $329,900
project size image
Project Info
  • 2 Buildings
  • 786 Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Slate Asset Management
16 Photos
Last Updated : 7 Days ago
1950 Main Street W, Hamilton, ON , MLS #X13848086 , Image - 1

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Unit-705, 1950 Main Street W Ainslie Wood, Hamilton, ON MLS® X13848086

Residential Condo & Other (Condo Apartment)

$289900.0
price drop iconPrice drop by 3.0%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to easy, low-maintenance living in this beautifully updated and freshly painted 2-bedroom condo in Hamilton's desirable Ainslie Wood neighbour
17 Photos
Last Updated : 11 Days ago
1964 Main Street W, Hamilton, ON , MLS #X13767756 , Image - 1

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Unit-802, 1964 Main Street W Ainslie Wood, Hamilton, ON MLS® X13767756

Residential Condo & Other (Condo Apartment)

$284900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this lovely unit at Forest Glen in West Hamilton. This affordable 3-Bedrm unit is a great opportunity for first-time buyers, downsizers, pa
47 Photos
Last Updated : 11 Days ago
47 Broadway Avenue, Hamilton, ON , MLS #X13701634 , Image - 1

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47 Broadway Avenue Ainslie Wood, Hamilton, ON MLS® X13701634

Residential Freehold (Detached)

$619900.0
price drop iconPrice drop by 8.8%
  • 2 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Not just steps to McMaster University. Step outside your front door and you can see it! Skip the commute and get to campus in just a few short minutes
12 Photos
Last Updated : 13 Days ago
16 Kingsmount Street, Hamilton, ON , MLS #X14121226 , Image - 1

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16 Kingsmount Street Ainslie Wood, Hamilton, ON MLS® X14121226

Residential Freehold (Detached)

$720000.0
  • 4 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Fantastic opportunity for large families or savvy investors in a quiet, well-established neighbourhood just steps from McMaster University. This house
Pre-Construction
The Rebecca Condos
18 Photos

The Rebecca Condos

71 Rebecca Street, Hamilton
From $528,990 - $709,990
project size image
Project Info
  • 1 Building
  • 477 Units
  • Condos
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes, Melrose Investments
3 Photos
Last Updated : 13 Days ago
17 Carwyn Crescent, Hamilton, ON , MLS #X14108904 , Image - 1
17 Carwyn Crescent Ainslie Wood, Hamilton, ON MLS® X14108904

Residential Freehold (Detached)

$729000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 17 Carwyn Crescent, a charming 3-bedroom detached brick bungalow offering comfort, flexibility and opportunity in Hamilton's established Ai
50 Photos
Last Updated : 17 Days ago
29 Thorndale Street S, Hamilton, ON , MLS #X14112638 , Image - 1

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29 Thorndale Street S Ainslie Wood, Hamilton, ON MLS® X14112638

Residential Freehold (Detached)

$750000.0
  • 3 +3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover an exceptional investment opportunity ideally located within walking distance to McMaster University. This recently renovated property is per
41 Photos
Last Updated : 17 Days ago
1999 Main Street W, Hamilton, ON , MLS #X14110092 , Image - 1

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1999 Main Street W Ainslie Wood, Hamilton, ON MLS® X14110092

Residential Freehold (Detached)

$724900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
exceptional privacy, timeless character and a Muskoka-inspired setting on the Hamilton-Ancaster border. Surrounded by conservation areas,parks and sce
17 Photos
Last Updated : 17 Days ago
2 Norfolk Street N, Hamilton, ON , MLS #X14109682 , Image - 1

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2 Norfolk Street N Ainslie Wood, Hamilton, ON MLS® X14109682

Residential Freehold (Detached)

$899000.0
  • 4 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Great Investment Opportunity in Prime Hamilton location! A block away from Mcmaster University. Just a short walk to school! Currently a student renta
39 Photos
Last Updated : 18 Days ago
68 Harold Court, Hamilton, ON , MLS #X14105832 , Image - 1

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68 Harold Court Ainslie Wood, Hamilton, ON MLS® X14105832

Residential Freehold (Detached)

$675000.0
  • 7 +3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exceptional Opportunity - Spacious Family Home or Prime Investment! This versatile property truly has it all! Nestled on a quiet court in a desirable
24 Photos
Last Updated : 19 Days ago
1950 Main Street W, Hamilton, ON , MLS #X14098642 , Image - 1

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Unit-802, 1950 Main Street W Ainslie Wood, Hamilton, ON MLS® X14098642

Residential Condo & Other (Condo Apartment)

$219900.0
  • 1 +0 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to this bright and spacious one-bedroom condo offering comfortable, low-maintenance living with beautiful escarpment views. Recently refreshed
28 Photos
Last Updated : 20 Days ago
1968 Main Street W, Hamilton, ON , MLS #X14098446 , Image - 1

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Unit-902, 1968 Main Street W Ainslie Wood, Hamilton, ON MLS® X14098446

Residential Condo & Other (Condo Apartment)

$324900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Enjoy the perfect blend of urban convenience and natural beauty in this inviting West Hamilton residence, featuring breathtaking, unobstructed views o
24 Photos
Last Updated : 25 Days ago
87 Radford Street, Hamilton, ON , MLS #X13878340 , Image - 1

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87 Radford Street Ainslie Wood, Hamilton, ON MLS® X13878340

Residential Freehold (Detached)

$690000.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
With over 1,400 sq. ft. of finished living space, this beautifully updated 3+2 bedroom corner-lot home is located in the highly desirable Ainslie Wood
10 Photos
Last Updated : 26 Days ago
1107 Main Street W, Hamilton, ON , MLS #X14032188 , Image - 1

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Unit-110, 1107 Main Street W Ainslie Wood, Hamilton, ON MLS® X14032188

Residential Condo & Other (Condo Apartment)

$888990.0
  • 3 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 1107 Main Condos. A 10-Minutes walk to McMaster University & McMaster Children's Hospital. This modern, spacious 3 Bedroom is perfect for d
16 Photos
Last Updated : 26 Days ago
1107 Main Street W, Hamilton, ON , MLS #X14032184 , Image - 1

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Unit-1214, 1107 Main Street W Ainslie Wood, Hamilton, ON MLS® X14032184

Residential Condo & Other (Condo Apartment)

$489990.0
  • 1 +1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to 1107 Main Condos. A 10-Minutes walk to McMaster University & McMaster Children's Hospital. This modern, functional, light-filled 1+1 is per
16 Photos
Last Updated : 26 Days ago
1107 Main Street W, Hamilton, ON , MLS #X14032182 , Image - 1

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Unit-439, 1107 Main Street W Ainslie Wood, Hamilton, ON MLS® X14032182

Residential Condo & Other (Condo Apartment)

$634990.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to 1107 Main Condos. A 10-Minutes walk to McMaster University & McMaster Children's Hospital. This modern, functional, SE Corner 2 Bed is perf
16 Photos
Last Updated : 26 Days ago
1107 Main Street W, Hamilton, ON , MLS #X14032176 , Image - 1

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Unit-1004, 1107 Main Street W Ainslie Wood, Hamilton, ON MLS® X14032176

Residential Condo & Other (Condo Apartment)

$375990.0
  • 1 Baths
  • 0-499 sq-ft
Welcome to 1107 Main Condos. A 10-Minutes walk to McMaster University & McMaster Children's Hospital. This modern, bright studio is perfect for studen
26 Photos
Last Updated : 26 Days ago
82 Whitney Avenue, Hamilton, ON , MLS #X13707128 , Image - 1

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82 Whitney Avenue Ainslie Wood, Hamilton, ON MLS® X13707128

Residential Freehold (Detached)

$759800.0
price drop iconPrice drop by 1.3%
  • 7 Beds
  • 2 Baths
  • 1100-1500 sq-ft
VERSATILE 7-BEDROOM HOME near McMaster University & McMaster Children's Hospital! Ready for immediate occupancy, this spacious 3-level home offers inc
15 Photos
Last Updated : 30 Days ago
27 Hollywood Street S, Hamilton, ON , MLS #X13883584 , Image - 1

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27 Hollywood Street S Ainslie Wood, Hamilton, ON MLS® X13883584

Residential Freehold (Detached)

$895000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 27 Hollywood Street S in Hamilton! 10Min walk to McMaster! This versatile property offers 3+2 bedrooms, 2 full bathrooms, 2 kitchens, and p
33 Photos
Last Updated : 31 Days ago
1964 Main Street W, Hamilton, ON , MLS #X13654780 , Image - 1

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Unit-805, 1964 Main Street W Ainslie Wood, Hamilton, ON MLS® X13654780

Residential Condo & Other (Condo Apartment)

$272000.0
price drop iconPrice drop by 9.0%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Calling all investors and first-time home buyers! Welcome to Forest Glen, a sought-after community in Hamilton West. This bright and spacious 8th-floo
11 Photos
Last Updated : 31 Days ago
112 Ward Avenue, Hamilton, ON , MLS #X13880680 , Image - 1

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112 Ward Avenue Ainslie Wood, Hamilton, ON MLS® X13880680

Residential Freehold (Detached)

$699000.0
  • 6 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Excellent investment opportunity just approximately a two-minute walk to McMaster University! Currently operated as a furnished student rental, Curren
17 Photos
Last Updated : 32 Days ago
1950 Main Street W, Hamilton, ON , MLS #X13711404 , Image - 1

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Unit-307, 1950 Main Street W Ainslie Wood, Hamilton, ON MLS® X13711404

Residential Condo & Other (Condo Apartment)

$274900.0
price drop iconPrice drop by 6.8%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
CHECK OUT this WELL-CARED FOR, AFFORDABLE beauty. This great floor plan offers 2 beds, generous sized Living Room, Kitchen/Dining Room and 4 pce bath
46 Photos
Last Updated : 33 Days ago
37 Radford Street, Hamilton, ON , MLS #X13872722 , Image - 1

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37 Radford Street Ainslie Wood, Hamilton, ON MLS® X13872722

Residential Freehold (Detached)

$749900.0
  • 3 +4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 37 Radford Street, ideally situated in Ainslie Wood, one of Hamilton's most sought-after neighbourhoods! This well-maintained raised bungal
14 Photos
Last Updated : 33 Days ago
81 Holmes Avenue, Hamilton, ON , MLS #X13871464 , Image - 1

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81 Holmes Avenue Ainslie Wood, Hamilton, ON MLS® X13871464

Residential Freehold (Detached)

$630000.0
  • 6 Beds
  • 2 Baths
  • 700-1100 sq-ft
Prime McMaster University Student Rental Investment! This Turnkey 6-Bedroom, 2-Bathroom Home Is Currently Fully Rented To Students And Generates Appro
49 Photos
Last Updated : 37 Days ago
15 Carwyn Crescent, Hamilton, ON , MLS #X13830154 , Image - 1

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15 Carwyn Crescent Ainslie Wood, Hamilton, ON MLS® X13830154

Residential Freehold (Detached)

$744900.0
  • 3 +4 Beds
  • 2 Baths
  • 700-1100 sq-ft
INVESTORS: Move-in ready and meticulously maintained, 7 rooms near McMaster at $750/room = $63,000 gross annual rent, approx. $51,000 net before mortg
6 Photos
Last Updated : 39 Days ago
9 Norfolk Street N, Hamilton, ON , MLS #X13594374 , Image - 1

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9 Norfolk Street N Ainslie Wood, Hamilton, ON MLS® X13594374

Residential Freehold (Detached)

$745000.0
price drop iconPrice drop by 6.8%
  • 5 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Licensed student rental available for purchse for the first time since 1996. Financials and licensing details available to qualified buyers. This ho
2 Photos
Last Updated : 45 Days ago
131 Emerson Street, Hamilton, ON , MLS #X13828352 , Image - 1
131 Emerson Street Ainslie Wood, Hamilton, ON MLS® X13828352

Residential Freehold (Other)

$1300000.0
  • 8 +5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
One of the best income properties near McMaster this property is a proven moneymaker! The present owner has maintained this property since 1998 and re
Shortlisted Properties
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