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Houses for Rent in Annex Toronto Under $500K

Showing results 1 - 30 of 143

Are you looking for a house under $500k for rent in Annex, Toronto? Well, your wait is over. Square Yards offers a wide range of affordable homes with unlimited amenities, such as a gym, game rooms, visitor parking spots and reserved party areas. You can easily filter through all the available Annex, Toronto houses for rent under $500k on the Square Yards website. You can do this by selecting the appropriate filters for bed types, desired facilities, number of bathrooms, size range and the desired property age. Choose your dream home today with Square Yards Canada.


Last Updated: September 26, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
27 Photos
Last Updated : 1 Day ago
181 Bedford Road, Toronto, ON , MLS #C13831064 , Image - 1
Image With Blur overlay

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Unit-1906, 181 Bedford Road Annex, Toronto, ON MLS® C13831064

Residential Condo & Other (Common Element Condo)

$2575.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to Suite 1906 in the heart of Yorkville! This bright south-facing 1 bedroom + den offers unobstructed city views, floor-to-ceiling windows, an
26 Photos
Last Updated : 1 Day ago
88 Cumberland Street, Toronto, ON , MLS #C13830746 , Image - 1

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Unit-1107, 88 Cumberland Street Annex, Toronto, ON MLS® C13830746

Residential Condo & Other (Condo Apartment)

$2750.0
  • 1 Beds
  • 1 Baths
  • 0-499 sq-ft
Exquisite, turn-key, luxury living in the heart of Yorkville. A rare opportunity to reside in a truly unique suite in one of Yorkville's most coveted
10 Photos
Last Updated : 1 Day ago
500 Dupont Street, Toronto, ON , MLS #C13830196 , Image - 1

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Unit-615, 500 Dupont Street Annex, Toronto, ON MLS® C13830196

Residential Condo & Other (Condo Apartment)

$2275.0
  • 1 +1 Beds
  • 2 Baths
  • 600-699 sq-ft
Introducing Oscar Residences Toronto's Premiere Address. Brand New 1 Bed plus Flex (LIKE A 2ND BEDROOM WITH CLOSET). Best Connectivity 5 TTC Routes at
14 Photos
Last Updated : 1 Day ago
103 Avenue Road, Toronto, ON , MLS #C13592460 , Image - 1

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Unit-1109, 103 Avenue Road Annex, Toronto, ON MLS® C13592460

Residential Condo & Other (Other)

$2450.0
price drop iconReduced by 5.8%
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Spacious And Bright One-Bedroom Suite Terrace Suite In The Heart Of Prestigious Yorkville At Avenue Road And Davenport. Approximately 550 Sq. Ft. Of W
21 Photos
Last Updated : 1 Day ago
145 Madison Avenue, Toronto, ON , MLS #C13829856 , Image - 1

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Unit-A, 145 Madison Avenue Annex, Toronto, ON MLS® C13829856

Residential Freehold (Duplex)

$8000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Incredible Opportunity Knocks! This Historic House Is Designed By The Infamous Architect, Frederick Herbert. Located On Coveted Madison Avenue With a
41 Photos
Last Updated : 1 Day ago
80 Yorkville Avenue, Toronto, ON , MLS #C13621530 , Image - 1

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Unit-802, 80 Yorkville Avenue Annex, Toronto, ON MLS® C13621530

Residential Condo & Other (Condo Apartment)

$9500.0
  • 2 +1 Beds
  • 3 Baths
  • 1600-1799 sq-ft
Quintessential Yorkville living in one of the city's best luxury boutique buildings! 80 Yorkville is highly sought after due to its quiet elegance and
31 Photos
Last Updated : 1 Day ago
706 Bloor Street N, Toronto, ON , MLS #C13810298 , Image - 1

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Unit-3rd Floor, 706 Bloor Street N Annex, Toronto, ON MLS® C13810298

Residential Freehold (Triplex)

$1950.0
price drop iconReduced by 11.4%
  • 1 Baths
  • < 700 sq-ft
MODERNIZE SPACIOUS 3RD FLOOR, TWO SEPARATE ENTRANCES, RENOVATED TOP TO BOTTOM 3 YEARS AGO, APPROXIMATELY 641 SQFT BACHELOR UNIT WITH POT LIGHTS LAMINA
12 Photos
Last Updated : 1 Day ago
849 Bathurst Street, Toronto, ON , MLS #C13822224 , Image - 1

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Unit-1, 849 Bathurst Street Annex, Toronto, ON MLS® C13822224

Residential Freehold (Semi-Detached )

$3400.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Newly Renovated Annex Apartment. Available: Immediately / Flexible move-in date. Rent: $3,400.ONE MONTH'S RENT MOVE IN BONUS* Includes-Professional pr
12 Photos
Last Updated : 1 Day ago
38 Avenue Road, Toronto, ON , MLS #C13827800 , Image - 1

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Unit-802, 38 Avenue Road Annex, Toronto, ON MLS® C13827800

Residential Condo & Other (Condo Apartment)

$3850.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to The Prince Arthur, an iconic Yorkville residence where refined living, exceptional service, and an unbeatable location come together. Overl
9 Photos
Last Updated : 1 Day ago
914 Yonge Street, Toronto, ON , MLS #C13751770 , Image - 1

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Unit-2004, 914 Yonge Street Annex, Toronto, ON MLS® C13751770

Residential Condo & Other (Condo Apartment)

$2300.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Bright south-facing apartment in the heart of Yonge Street, Upper Yorkville! Just steps away from the Rosedale and Bloor subway stations, TMU, the Uni
12 Photos
Last Updated : 2 Days ago
8 Cumberland Street, Toronto, ON , MLS #C13826498 , Image - 1

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Unit-4308, 8 Cumberland Street Annex, Toronto, ON MLS® C13826498

Residential Condo & Other (Condo Apartment)

$2400.0
  • 1 Beds
  • 1 Baths
  • 0-499 sq-ft
Step into the Epitome of Urban Luxury at 8 Cumberland St, Where Contemporary Elegance Meets Cosmopolitan Living! Live in this Bright 1-Bedroom Residen
14 Photos
Last Updated : 2 Days ago
276 St George Street, Toronto, ON , MLS #C13826492 , Image - 1

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Unit-503, 276 St George Street Annex, Toronto, ON MLS® C13826492

Residential Condo & Other (Condo Apartment)

$2095.0
  • 1 Baths
  • 0-499 sq-ft
*** 3 free months on a 19 month lease OR 2 free months on a 12 month lease *** Students, Professionals, and Newcomers welcome *** Rent controlled bu
10 Photos
Last Updated : 2 Days ago
485 Huron Street, Toronto, ON , MLS #C13826490 , Image - 1

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Unit-206, 485 Huron Street Annex, Toronto, ON MLS® C13826490

Residential Condo & Other (Condo Apartment)

$3395.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
*** 2 FREE months on a 1 year lease or 3 FREE months on a 19 month lease *** Quick move ins can be accommodated *** Students, Professionals, and Newco
17 Photos
Last Updated : 2 Days ago
11 Walmer Road, Toronto, ON , MLS #C13826484 , Image - 1

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Unit-304, 11 Walmer Road Annex, Toronto, ON MLS® C13826484

Residential Condo & Other (Condo Apartment)

$2795.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
*** 2 FREE months on a 12 month lease, or 3 FREE months on a 19 month lease *** Students, Professionals, and Newcomers welcome *** Rent controlled bui
22 Photos
Last Updated : 2 Days ago
18 Yorkville Avenue, Toronto, ON , MLS #C13791290 , Image - 1

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Unit-2607, 18 Yorkville Avenue Annex, Toronto, ON MLS® C13791290

Residential Condo & Other (Condo Apartment)

$5400.0
price drop iconReduced by 1.8%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
**18 Yorkville** Luxury Living and all the Conveniences of Village of Yorkville. Stylish & Sophisticated. **Excellent Location** High Floor, Corner Su
33 Photos
Last Updated : 2 Days ago
25 Chicora Avenue, Toronto, ON , MLS #C13789532 , Image - 1

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25 Chicora Avenue Annex, Toronto, ON MLS® C13789532

Residential Freehold (Detached)

$8950.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
In the coveted location where Summerhill, the Annex, and Yorkville meet, this majestic detached 4+1 bedroom, 4 bathroom home with over 3,000 square fe
29 Photos
Last Updated : 2 Days ago
151 Avenue Road, Toronto, ON , MLS #C13823492 , Image - 1

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Unit-510, 151 Avenue Road Annex, Toronto, ON MLS® C13823492

Residential Condo & Other (Condo Apartment)

$3300.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Unparalleled Yorkville Living. Experience one of Toronto's most coveted neighbourhoods from this beautiful 1-bedroom + den residence, ideally position
6 Photos
Last Updated : 2 Days ago
178 Spadina Road, Toronto, ON , MLS #C13481384 , Image - 1

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Unit-5, 178 Spadina Road Annex, Toronto, ON MLS® C13481384

Residential Freehold (Multiplex)

$1800.0
price drop iconReduced by 7.7%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
All inclusive- Renovated Spacious One Bedroom Apartment on the top Floor, Modern Kitchen with Stainless Steel Appliances including Dishwasher, and Mic
32 Photos
Last Updated : 2 Days ago
80 Yorkville Avenue, Toronto, ON , MLS #C13823036 , Image - 1

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Unit-304, 80 Yorkville Avenue Annex, Toronto, ON MLS® C13823036

Residential Condo & Other (Condo Apartment)

$13000.0
  • 2 +1 Beds
  • 3 Baths
  • 1800-1999 sq-ft
An exceptional lease offering in one of Yorkville's most exclusive and discreet residences, quietly tucked away from the energy of the street. This so
32 Photos
Last Updated : 2 Days ago
11 Yorkville Avenue, Toronto, ON , MLS #C13775058 , Image - 1

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Unit-2506, 11 Yorkville Avenue Annex, Toronto, ON MLS® C13775058

Residential Condo & Other (Condo Apartment)

$4450.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Perched on the 25th floor of the iconic 11 Yorkville, this beautifully upgraded 2-bedroom, 2-bathroom residence captures breathtaking northeast city v
14 Photos
Last Updated : 2 Days ago
1 bedford Road, Toronto, ON , MLS #C13822022 , Image - 1

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Unit-707, 1 bedford Road Annex, Toronto, ON MLS® C13822022

Residential Condo & Other (Condo Apartment)

$3500.0
  • 1 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
20 Photos
Last Updated : 2 Days ago
608 Bloor Street W, Toronto, ON , MLS #C13818422 , Image - 1

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Unit-3rd Floor, 608 Bloor Street W Annex, Toronto, ON MLS® C13818422

Residential Freehold (Upper Level)

$2500.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Urban Living in the Heart of Bathurst & Bloor! Welcome to this well-located 3-bedroom apartment offering the convenience of city living with unbeatabl
39 Photos
Last Updated : 3 Days ago
18 Yorkville Avenue, Toronto, ON , MLS #C13806206 , Image - 1

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Unit-2002, 18 Yorkville Avenue Annex, Toronto, ON MLS® C13806206

Residential Condo & Other (Condo Apartment)

$3550.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Perfectly located in the heart of Yorkville, this ideal south-east corner split 2 bedrooms, 2 bathrooms layout has incredible Rosedale Valley and Yong
7 Photos
Last Updated : 3 Days ago
123 Bedford Road, Toronto, ON , MLS #C13650182 , Image - 1

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Unit-Lower, 123 Bedford Road Annex, Toronto, ON MLS® C13650182

Residential Freehold (Lower Level)

$2200.0
  • 1 +1 Beds
  • 1 Baths
  • < 700 sq-ft
Two year renovated lower level unit with great attention to details. Broadloom with radiantheating. Newer kitchen with granite counter along with wood
10 Photos
Last Updated : 3 Days ago
1315 Bay Street, Toronto, ON , MLS #C13628012 , Image - 1

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Unit-606, 1315 Bay Street Annex, Toronto, ON MLS® C13628012

Residential Condo & Other (Condo Apartment)

$4500.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Vacant - updated interior pics added Sept 23, Valet parking ready for use in November. 41 storey tower managed by The Forest Hill Group, all units wit
10 Photos
Last Updated : 3 Days ago
1315 Bay Street, Toronto, ON , MLS #C13612212 , Image - 1

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Unit-706, 1315 Bay Street Annex, Toronto, ON MLS® C13612212

Residential Condo & Other (Condo Apartment)

$4500.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Virtual staging used pics added Sept 23, Update - Valet parking ready for use in November. Rent from floorplan and interior pics attached Sept 17, 41
15 Photos
Last Updated : 3 Days ago
206 St George Street, Toronto, ON , MLS #C13736196 , Image - 1

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Unit-105, 206 St George Street Annex, Toronto, ON MLS® C13736196

Residential Condo & Other (Condo Apartment)

$1950.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Bright, spacious and newly renovated one-bedroom apartment in the heart of the Annex, tucked away on a quiet, tree-lined street. An unbeatable locatio
22 Photos
Last Updated : 3 Days ago
206 St George Street, Toronto, ON , MLS #C13736192 , Image - 1

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Unit-PH-A, 206 St George Street Annex, Toronto, ON MLS® C13736192

Residential Condo & Other (Condo Apartment)

$3500.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Newly renovated penthouse in the heart of the Annex, featuring an expansive private rooftop terrace with stunning city views and the CN Tower as the b
36 Photos
Last Updated : 3 Days ago
325 Brunswick Avenue, Toronto, ON , MLS #C13818806 , Image - 1

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Unit-Upper, 325 Brunswick Avenue Annex, Toronto, ON MLS® C13818806

Residential Freehold (Triplex)

$5700.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Exceptional Rental Opportunity in the Heart of the Annex. A beautiful 3-bedroom, 3-bathroom, two-level home. A rare and refined offering. This stunni
37 Photos
Last Updated : 3 Days ago
181 Bedford Road, Toronto, ON , MLS #C13817712 , Image - 1

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Unit-201, 181 Bedford Road Annex, Toronto, ON MLS® C13817712

Residential Condo & Other (Condo Apartment)

$3450.0
  • 2 +1 Beds
  • 2 Baths
  • 800-899 sq-ft
Where location and luxury come together, feast your eyes on this 2 + 1 bedroom, 2 bathroom condo located on the border of Yorkville and Annex. Upgrade
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