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183 Madison Avenue
Annex Toronto M5R 2S6

$2,200,000
Residential Freehold beds: 3+1 baths: 4.0

Front of house
Photo 1: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 2: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 3: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 4: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 5: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 6: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 7: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 8: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 9: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 10: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 11: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 12: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 13: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 14: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 15: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 16: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 17: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 18: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 19: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 20: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 21: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 22: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 23: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 24: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 25: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 26: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 27: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 28: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 29: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 30: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 31: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Photo 32: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C12974732
Bedrooms:
3+1
Bathrooms:
4
increasingly hard to find: a true freehold with a private drive, built-in garage, and a deeplot framed by mature trees - all on one of the neighbourhood's most sought-after streets.The main floor was designed for real living. A fully renovated kitchen features white shakercabinetry, subway tile, open wood shelving, butcher block counters, and stainless appliances -opening directly into a dining area and a sun-filled family room with walk-out to the back deckand garden. The layout flows the way buyers want it to.Upstairs, the primary bedroom is generous in scale with double closets, a private balcony, anda renovated ensuite. Two additional bedrooms on this level offer flexibility for family,guests, or a dedicated home office.The lower level adds significant living space - a large rec room with gas fireplace, twoadditional bedrooms, a full bath, and direct access to the rear yard. Whether you're housingextended family, hosting, or simply spreading out, the space works.Outside, the backyard is a proper urban retreat: a stone patio, raised garden beds, and acanopy of mature trees that makes the city feel far away. The front of the property is equallydistinctive - brick façade, arched garage door, and interlock drive give it a presence rarelyfound at this price point in The Annex.Four-plus bedrooms. Three-plus bathrooms. Garage and parking. Renovated kitchen. Freehold inThe Annex under $2.2M. This is the opportunity.
Under Contract:
Hot Water Heater
Property Type:
Residential Freehold
Property Sub Type:
Semi-Detached
Home Style:
2-Storey
Total Approx Floor Area:
1500-2000
Lot Depth:
126'
Lot Frontage:
18'
Direction Faces:
East
Bedrooms:
3+1
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
3
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
10
Rooms Below Grade:
1
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Concrete Block
Roof:
Shingles
Basement:
Finished with Walk-Out, Apartment, Separate Entrance
Fireplace/Stove:
No
Garage:
Built-In
Garage Spaces:
1.0
Parking Spaces:
2
Total Parking Spaces:
2.0
Family Room:
Yes
Pool:
None
HST Applicable To Sale Price:
Included In
Assessment Year:
2025
Taxes:
$11,455 / 2025
Assessment:
$- / 2025
Toronto
Toronto C02
Annex
In-Law Suite
Hot Water Tank
2 Fridges. 2 Stoves. Washer/Dryer. All Electrical Light Fixtures, All Window Coverings. All In'As Is' Condition
none
Brick
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Date Listed:
Apr 09, 2026
Original Price:
Previous Price:
  • Photo 1: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Front of house
  • Photo 2: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
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  • Photo 4: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Inside front door looking in
  • Photo 5: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Kitchen
  • Photo 6: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
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  • Photo 9: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Powder room on main
  • Photo 10: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Living room
  • Photo 11: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Master Bedroom
  • Photo 12: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Ensuite
  • Photo 13: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Balcony off master
  • Photo 14: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    View from master walkout
  • Photo 15: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Laundry on 2nd floor
  • Photo 16: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Bedroom 2
  • Photo 17: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Bath on second
  • Photo 18: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Third bedroom
  • Photo 19: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Basement living space
  • Photo 20: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Basement kitchen
  • Photo 21: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
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  • Photo 22: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
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  • Photo 23: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Basement bathroom
  • Photo 24: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Bedroom in basement
  • Photo 25: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Basement walkout
  • Photo 26: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Walk outs from main and basement
  • Photo 27: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
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  • Photo 29: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
    Main walkout to back
  • Photo 30: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
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  • Photo 31: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
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  • Photo 32: 183 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12974732
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Listed by REAL ESTATE HOMEWARD
Data was last updated April 9, 2026 at 12:15 PM (UTC)
Area Statistics
Listings on market:
21
Avg list price:
$3,150,000
Min list price:
$999,000
Max list price:
$8,580,000
Avg days on market:
41
Min days on market:
3
Max days on market:
217
These statistics are generated based on the current listing's property type and located in Annex. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.