183 Madison Avenue

183 Madison Avenue
183 Madison Avenue
183 Madison Avenue
+29
3+1
 bed
4
 bath
2
 parking
1500 - 2000
 sqft
Semi-Detached
$2,200,000
For Sale
56 days
 on site
$2,200,000
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Size
-
Lot size
2268 sqft
Street frontage
-
Possession
2026-06-01
Price per sqft
$1,100 - $1,467
Taxes
$11,455 (2025)
Parking Type
-
Style
2-Storey
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Description
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 shaker cabinetry, 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 deck and garden. The layout flows the way it should. Upstairs, the primary bedroom is generous in scale with double closets, a private balcony, and a 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 fireplace, bedroom, a bathroom, and direct access to the rear yard. Whether you're housing extended family, hosting, or simply spreading out, the space works.Outside, the backyard is a proper urban retreat: a stone patio, raised garden beds, and a canopy of mature trees that makes the city feel far away. The front of the property is equally distinctive - brick façade, arched garage door, and interlock drive give it a presence rarely found at this price point in The Annex. Three-plus bedrooms. Three-plus bathrooms. Garage and parking. Renovated kitchen. Freehold in The Annex asking $2.2M. This is the opportunity. Some photos in this listing have been virtually staged to showcase the home's potential.
Broker: REAL ESTATE HOMEWARD
MLS®#: C12974732
Property details
Parking:
2
Parking type:
-
Property type:
Semi-Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
1500-2000 sqft
Lot front:
18 Ft
Lot depth:
126 Ft
Listed on:
Apr 9, 2026
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Instant estimate:
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$85,892
lower than listed price
i
High
$2,209,008
Mid
$2,114,108
Low
$2,024,440
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About 183 Madison Avenue

Located at 183 Madison Avenue, this Toronto semi detached house is available for sale. 183 Madison Avenue has an asking price of $2200000, and has been on the market since April 2026. This 1500-2000 sqft semi detached house has 3+1 beds and 4 bathrooms. 183 Madison Avenue resides in the Toronto Annex neighbourhood, and nearby areas include Casa Loma, Yorkville, Seaton Village and Summerhill.

There are a lot of great restaurants around 183 Madison Ave, Toronto. If you can't start your day without caffeine fear not, your nearby choices include Ezra S Pound. For groceries there is Bespoke Craft Foods-Madison which is a short distance away.

For those residents of 183 Madison Ave, Toronto without a car, you can get around quite easily. The closest transit stop is a Train Stop (Dupont Station - Southbound Platform) and is a short walk connecting you to Toronto's public transit service. It also has route Line 1 (yonge-university) nearby. For drivers, the closest highway is Gardiner Expressway and is within a 8-minute drive from 183 Madison Ave, making it easier to get into and out of the city using on and off ramps on Yonge St.