149 Winchester Street, Toronto C08

Price: $1,598,900

5 bedrooms, 4 bathrooms

1,100 - 1,499 sqft

Property Type: Townhouse

MLS#: C13433510

Welcome to this beautifully upgraded home in prime Cabbagetown! Just steps from Riverdale Farm and Park, this location is ideal for nature lovers yet still offers quick access to major transit routes on Parliament and Carlton and is just minutes from the Don Valley Parkway, the Distillery District and downtown.This thoughtfully renovated 4 bedroom home (4th bedroom is currently used as an office) combines classic period character with modern charm. The open concept main floor was renovated in 2012 with reclaimed elm hardwood flooring, halogen lighting and wainscotting throughout. A gas fireplace is the centre piece of the LR; the high ceilings have built-in audio system ceiling speakers. The main floor is completed with a custom kitchen with quartz counters, stainless steel appliances, a breakfast bar and a walk-out to a deck overlooking a private garden oasis. The main floor 2-pc washroom is an addition that is a rare convenience in older Cabbagetown homes! The second floor features 3 bedrooms with built-in closets, halogen lighting & engineered hardwood floors. A skylight in the hall and solar tube on the stairs add ample light year round. Each of the upper floors has a Mitsubishi split-system heating/cooling unit in addition to the central air conditioning system assuring year round comfort.The private primary bedroom retreat on the 3rd floor was designed by Wanda Ely in 2017 and has 2 skylights, a solar tube and a walk-out to a deck with clear railings offering sweeping skyline views. There is a spacious walk-in closet, B/I night stands, a large 4-pc ensuite with porcelain floors, an oversized shower with rain shower heads & jets, a soaker tub, a Kohler toilet with heated seat, air deodorizer and air & water spray features.The basement walk-out from a rear storage room is currently covered by the back deck but could be reopened. With laminate floors, the rec room is a perfect play space for children or could be used as supplemental office space.

149 Winchester Street - Townhouse photo 1 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 2 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 3 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 4 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 5 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 6 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 7 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 8 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 9 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 10 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 11 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 12 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 13 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 14 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 15 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 16 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 17 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 18 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 19 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 20 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
149 Winchester Street - Townhouse photo 21 of 21 in Regent Park / Cabbagetown / St. James Town, Ontario
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New Listing
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$1,598,900 - 149 Winchester Street, Cabbagetown

Townhouse for Sale in Cabbagetown

New — Listed 2 days ago
5Beds
4Baths
1,100 - 1,499Sq Ft
Townhouse
Property Details
MLS Number
C13433510
Property Type
Townhouse
Status
active
Days on Site
2
Bedrooms
5
Bathrooms
4
Square Feet
1,100 - 1,499 sqft
Neighbourhood
Regent Park / Cabbagetown / St. James Town
Listing Brokerage
ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Description

Welcome to this beautifully upgraded home in prime Cabbagetown! Just steps from Riverdale Farm and Park, this location is ideal for nature lovers yet still offers quick access to major transit routes on Parliament and Carlton and is just minutes from the Don Valley Parkway, the Distillery District and downtown.This thoughtfully renovated 4 bedroom home (4th bedroom is currently used as an office) combines classic period character with modern charm. The open concept main floor was renovated in 2012 with reclaimed elm hardwood flooring, halogen lighting and wainscotting throughout. A gas fireplace is the centre piece of the LR; the high ceilings have built-in audio system ceiling speakers. The main floor is completed with a custom kitchen with quartz counters, stainless steel appliances, a breakfast bar and a walk-out to a deck overlooking a private garden oasis. The main floor 2-pc washroom is an addition that is a rare convenience in older Cabbagetown homes! The second floor features 3 bedrooms with built-in closets, halogen lighting & engineered hardwood floors. A skylight in the hall and solar tube on the stairs add ample light year round. Each of the upper floors has a Mitsubishi split-system heating/cooling unit in addition to the central air conditioning system assuring year round comfort.The private primary bedroom retreat on the 3rd floor was designed by Wanda Ely in 2017 and has 2 skylights, a solar tube and a walk-out to a deck with clear railings offering sweeping skyline views. There is a spacious walk-in closet, B/I night stands, a large 4-pc ensuite with porcelain floors, an oversized shower with rain shower heads & jets, a soaker tub, a Kohler toilet with heated seat, air deodorizer and air & water spray features.The basement walk-out from a rear storage room is currently covered by the back deck but could be reopened. With laminate floors, the rec room is a perfect play space for children or could be used as supplemental office space.

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Estimated Payment

$7,072.47/mo

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5-yr fixed avg.

Principal: $1,279,120Interest: $842,622
Mortgage Amount$1,279,120
Total Interest$842,622
Est. Property Tax$1,133/mo
Total Cost$2,121,742

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: Regent Park / Cabbagetown / St. James Town

Discover Regent Park / Cabbagetown / St. James Town

Regent Park / Cabbagetown / St. James Town 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 Regent Park / Cabbagetown / St. James Town

  • Convenient location in Regent Park / Cabbagetown / St. James Town
  • 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

Regent Park / Cabbagetown / St. James Town 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

149 Winchester Street, Regent Park / Cabbagetown / St. James Town

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,250/mo
Range: $2,763 - $3,737
Cap Rate (ROI)
1.3%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$3,250
Maintenance Fees-$0
Property Tax (est.)-$1,133
Insurance (est.)-$333
Net Cash Flow+$1,784

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 $1454/sqft, this property is priced above the Cabbagetown 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.

Just Listed - Act Strategically

This property hit the market within the last week. In Cabbagetown's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.

Townhouse Benefits

Townhouses offer an excellent balance of space and maintenance. You get more room than a condo with lower upkeep than a detached home. Key things to verify: whether it's freehold or condo-titled (affects fees and rules), and the condition of shared walls for noise considerations. Townhouses in Cabbagetown have shown strong appreciation as families seek more space.

Excellent Flexibility

With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Cabbagetown.

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: Cabbagetown properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $6,662 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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    149 Winchester Street, Regent… — $1,598,900 | Battaglia Team