Tucked along one of the Annex's most coveted streets, 144 Howland Avenue is a rare offering. Set on an exceptional 25.58 x 150 ft lot, this semi-detached home provides a sense of space and scale rarely found in the neighbourhood. Fully renovated in 2010, the home blends timeless character with thoughtful modern updates, showcasing crown moulding, wainscoting, bay windows, and wood-burning fireplaces throughout. The main floor features a bright living room with a wood-burning fireplace and bay window, a spacious dining area overlooking the deep backyard, and a chef's kitchen with large marble island, ample storage, and convenient powder room. The second level offers exceptional flexibility with 3 bedrooms, including an expansive, light-filled space currently used as a family room and bedroom combination, but can easily be converted to create a five-bedroom layout. Complete with a fireplace, custom built-ins, and upper-level laundry. The third floor is a dedicated primary retreat, featuring a separate office or nursery space, a spacious bedroom with sitting area, a custom walk-in closet, and a beautifully renovated six-piece ensuite (2025) with marble floors, freestanding tub, glass shower, and double vanities. The lower level includes a self-contained 1-bedroom suite with full-sized appliances and separate laundry, ideal for additional rental income or extended family visits. All of this in a prime Annex location, just steps to Bloor or Dupont, TTC, and some of the best cafés, restaurants, and shops that the city has to offer.
Property Type:
Residential Freehold
Property Sub Type:
Semi-Detached
Home Style:
3-Storey
Total Approx Floor Area:
2000-2500
Lot Depth:
150'45.7 m
Lot Frontage:
25'7"7.8 m
Direction Faces:
West
Bedrooms:
4+2
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
2
Kitchens Above Grade:
1
Rooms Above Grade:
9
Rooms Below Grade:
2
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Stone
Roof:
Asphalt Shingle
Basement:
Apartment, Separate Entrance
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
0.0
Parking Features:
None, Street Only
Parking Spaces:
0
Total Parking Spaces:
0.0
Family Room:
No
Possession Details:
Late August
Pool:
None
HST Applicable To Sale Price:
Included In
Taxes:
$14,817.81 /
2025
Assessment:
$- /
-
Toronto
Toronto C02
Annex
In-Law Suite, Storage
Hot Water Tank-$47.88/month
All window coverings, All electrical light fixtures, All kitchen appliances: Wolf range & hood vent, Miele dishwasher, Jenn-Air fridge, Panasonic microwave, wine fridge. All kitchen appliances in lower level: Stainless steel oven, built-in microwave, stainless steel dishwasher, white fridge. 2 washers, 2 dryers. Storage Shed, BBQ.
None
Brick
Floor
Type
Size
Other
Main
Foyer
16'5"5.00 m × 8'2.44 m
Closet, Hardwood Floor, Window
Main
Living Room
16'4.88 m × 12'8"3.86 m
Bay Window, Hardwood Floor, Fireplace
Main
Kitchen
12'4"3.76 m × 9'10"3.00 m
Centre Island, Stainless Steel Appl, Marble Counter
Main
Dining Room
14'2"4.32 m × 10'8"3.25 m
Crown Moulding, Hardwood Floor, W/O To Deck
Second
Bedroom 2
13'4"4.06 m × 10'6"3.20 m
Bay Window, Hardwood Floor, Brick Fireplace
Second
Bedroom 3
12'8"3.86 m × 10'1"3.07 m
Large Window, Hardwood Floor, Closet
Second
Bedroom 4
21'1"6.43 m × 16'2"4.93 m
Window, Hardwood Floor
Third
Primary Bedroom
18'7"5.66 m × 14'8"4.47 m
Walk-In Closet(s), Hardwood Floor, Large Window
Third
Office
10'9"3.28 m × 10'2"3.10 m
Separate Room, Hardwood Floor, Window
Basement
Living Room
22'1"6.73 m × 8'6"2.59 m
Window, Laminate
Basement
Dining Room
22'1"6.73 m × 8'6"2.59 m
Laminate
Basement
Kitchen
8'10"2.69 m × 8'6"2.59 m
Window, Laminate, Stainless Steel Appl
Basement
Bedroom 5
11'6"3.51 m × 11'2"3.40 m
Window, Laminate, Closet
Floor
Ensuite
Pieces
Other
Third
No
6
10'1" x 11'2" 6 Pc Bath, Marble Floor, Separate Shower
Data was last updated April 28, 2026 at 02:15 PM (UTC)
Area Statistics
Listings on market:
20
Avg list price:
$2,947,000
Min list price:
$999,000
Max list price:
$8,580,000
Avg days on market:
38
Min days on market:
1
Max days on market:
236
These statistics are generated based on the current listing's property type
and located in
Annex. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.