149 Winchester Street
Cabbagetown-South St. James Town Toronto M4X 1B5

$1,598,900
Residential Freehold beds: 4+1 baths: 4.0

Main Photo: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 1: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 2: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 3: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 4: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 5: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 6: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 7: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 8: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 9: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 10: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 11: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 12: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 13: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 14: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 15: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 16: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 17: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 18: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 19: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 20: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Photo 21: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C13433510
Bedrooms:
4+1
Bathrooms:
4
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.
Property Type:
Residential Freehold
Property Sub Type:
Att/Row/Townhouse
Home Style:
3-Storey
Approx. Age:
100+
Total Approx Floor Area:
1100-1500
Lot Depth:
80'
Lot Frontage:
14'1"
Lot Shape:
Rectangular
Direction Faces:
South
Bedrooms:
4+1
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
7
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
1
Foundation:
Brick
Roof:
Asphalt Rolled, Flat
Basement:
Partially Finished
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
0.0
Parking Spaces:
0
Total Parking Spaces:
0.0
Family Room:
No
Possession Details:
60 DAYS / TBA
Pool:
None
HST Applicable To Sale Price:
Included In
Taxes:
$7,435.25 / 2026
Assessment:
$- / -
Toronto
Toronto C08
Cabbagetown-South St. James Town
Carpet Free, Storage, Solar Tube, Water Heater
Alarm System, Carbon Monoxide Detectors, Smoke Detector
Monitoring fee for security system $62.43/mo (can be assumed by Buyer or terminated)
Existing stainless steel: KitchenAid fridge, Jenn-Air stove, Jenn-Air microwave & exhaust fan, B/I Bosch dishwasher, White Maytag washer & Whirlpool dryer, all B/I shelving, electric light fixtures, all window coverings, FAG furnace and related equipment, 2 wall mounted Mitsubichi split system heating/cooling units, central air conditioner, gas hot water tank.
None
Brick, Stucco (Plaster)
Floor
Type
Size
Other
Main
Living Room
19'9" × 10'7"
Hardwood Floor, Fireplace, Open Concept
Main
Dining Room
13'7" × 10'1"
Hardwood Floor, Combined w/Laundry, Combined w/Kitchen
Main
Kitchen
16'4" × 9'7¾"
W/O To Deck, Quartz Counter, Stainless Steel Appl
Second
Bedroom 2
14'2" × 13'1"
Hardwood Floor, Bay Window, W/W Closet
Second
Bedroom 3
10'3" × 9'7"
Hardwood Floor, Closet
Second
Office
9'5" × 7'1"
Hardwood Floor, B/I Shelves
Third
Primary Bedroom
18'3" × 10'2½"
W/O To Deck, Skylight, 4 Pc Ensuite
Lower
Recreation
24'11¼" × 12'2"
Laminate
Lower
Bedroom
13'7" × 9'7"
Laminate
Lower
Utility Room
14'7" × 6'
Special Designation:
Heritage
Sewers:
Sewer
Air Conditioning:
Central Air, Wall Unit(s)
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Lower Level
Date Listed:
Jun 11, 2026
  • Photo 1: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
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  • Photo 4: 149 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13433510
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Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Data was last updated June 12, 2026 at 03:15 AM (UTC)
Area Statistics
Listings on market:
30
Avg list price:
$1,309,950
Min list price:
$688,000
Max list price:
$3,268,800
Avg days on market:
37
Min days on market:
1
Max days on market:
94
These statistics are generated based on the current listing's property type and located in Toronto C08. Average values are derived using median calculations. This data is not produced by the MLS® system.
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