183 Madison Avenue, Toronto C02

Price: $2,200,000

4 bedrooms, 4 bathrooms

1,500 - 1,999 sqft

Property Type: Semi-Detached

MLS#: C12974732

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.

183 Madison Avenue - Semi-Detached photo 1 of 32 in Annex / Yorkville / Summerhill, Ontario
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$2,200,000 - 183 Madison Avenue, Yorkville

Semi-Detached for Sale in Yorkville

68 days on market
4Beds
4Baths
1,500 - 1,999Sq Ft
Semi-Detached
Property Details
MLS Number
C12974732
Property Type
Semi-Detached
Status
active
Days on Site
68
Bedrooms
4
Bathrooms
4
Square Feet
1,500 - 1,999 sqft
Neighbourhood
Annex / Yorkville / Summerhill
Listing Brokerage
REAL ESTATE HOMEWARD
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.

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Estimated Payment

$9,731.34/mo

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5-yr fixed avg.

Principal: $1,760,000Interest: $1,159,403
Mortgage Amount$1,760,000
Total Interest$1,159,403
Est. Property Tax$1,558/mo
Total Cost$2,919,403

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

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Neighbourhood Guide: Annex / Yorkville / Summerhill

Discover Annex / Yorkville / Summerhill

Annex / Yorkville / Summerhill is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Annex / Yorkville / Summerhill

  • Convenient location in Annex / Yorkville / Summerhill
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Annex / Yorkville / Summerhill offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

183 Madison Avenue, Annex / Yorkville / Summerhill

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,200/mo
Range: $2,720 - $3,680
Cap Rate (ROI)
0.6%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$3,200
Maintenance Fees-$0
Property Tax (est.)-$1,558
Insurance (est.)-$458
Net Cash Flow+$1,184

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Premium Pricing

At $1467/sqft, this property is priced above the Yorkville average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.

Negotiation Opportunity

At 68 days on site, this property has exceeded the typical selling timeline for Yorkville. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.

Detached Home Advantages

Detached homes in Yorkville are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.

Family-Friendly Layout

4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Yorkville. Good resale value as demand remains consistent.

Bathroom Count Matters

With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.

Investment Perspective

Looking at this as an investment: Yorkville properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $9,167 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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    183 Madison Avenue, Annex / Y… — $2,200,000 | Battaglia Team