Canadian Flag
Proudly Canadian
Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 1 of 44
Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 2 of 44
Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 3 of 44
Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 4 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 5 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 6 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 7 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 8 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 9 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 10 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 11 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 12 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 13 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 14 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 15 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 16 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 17 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 18 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 19 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 20 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 21 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 22 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 23 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 24 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 25 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 26 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 27 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 28 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 29 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 30 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 31 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 32 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 33 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 34 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 35 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 36 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 37 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 38 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 39 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 40 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 41 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 42 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 43 of 44

Unlock All 44 Photos

Enter your email for instant access

Semi-Detached  for sale at 183 Madison Avenue, Toronto C02 - 4 bedroom, 4 bathroom - Photo 44 of 44

Unlock All 44 Photos

Enter your email for instant access

1 / 4441 locked
Active
NEW
MLS® C12974732

183 Madison Ave

Toronto C02, ON M5R 2S6

$2,200,000

Just listed — 2 days ago

Bedrooms

4

Bathrooms

4

Size

1500-2000 sqft

Type

2-Storey

Parking

2 spaces

Taxes (2025)

$11,455

Get Verified Property Details

Know the exact year built and above grade square footage — verified and sent to you within 2 hours.

Free service · No spam · Data verified by our team

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.

Price & Status History

Price history is locked

Property Details

Property TypeSemi-Detached
Style2-Storey
CommunityAnnex
Rooms10+1
Kitchens2
Washrooms4
Square Feet1500-2000 sqft
Lot Dimensions18 × 126 ft
Fronting OnEast
Dir/Cross StMadison and Bernard
Garage TypeBuilt-In
Garage Parking Spaces1
Parking Drive Spaces1
Total Parking Spaces2
ExteriorBrick
RoofShingles
FoundationConcrete Block
BasementFinished with Walk-Out, Apartment, Separate Entrance
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$11,455
HSTIncluded In
Listed Date4/9/2026
Days on Market2 days
Vick Yogeswaran - REALTOR

Book a Private Showing with HouseIndex

Guided by Vick Yogeswaran • REALTOR®

RE/MAX Realtron Realty Inc., Brokerage

15+ years experience in GTA real estate
Private showings arranged quickly
Expert negotiation support
No pressure • 100% free consultation

Get Exclusive Property Insights

Access information not available to the public – no agent pressure, just the facts you need.

Listing Courtesy of:

REAL ESTATE HOMEWARD

This listing is provided through the TRREB MLS® System.

Same-day showings available across the GTA

MLS® #C12974732