Prime Annex Short Term Rental - Stunning Annex 4000 sq ft 3 Bedroom + Den, 3.5 Bath Furnished Townhouse. Completely rebuilt from the inside out and beautifully detailed offering a modern contemporary Interior in one of the Annex's most notable historic properties. Furnished with the owner/architect's extensive collection of antiques, artwork, furniture and artifacts. The covered porch provides access to the residence, which overlooks the landscaped front gardens. Enter through double doors to the main floor foyer highlighted by a private elevator accessing all three levels. The space is complemented with turn of the century accents like reclaimed exposed brick and an oversized south facing arched window! A newly constructed open concept stairway, capped by a skylight, allows natural sunlight to effortlessly cascade throughout all three levels. Continuing you enter the main living space consisting of a series of interconnected rooms all flowing one into the other. A large living room with a gas fireplace and bay window sit overlooking the front exterior gardens. The formal dining room offers a built-in buffet and opens to the custom kitchen finished with natural Brazilian white quartz countertops, matching floor tiles, custom cabinetry and a top-of-the-line appliance package. The spacious family room is anchored by a second gas fireplace with mounted flatscreen TV. A purpose built double office area walks out to a covered deck with tree top views of the rear gardens. 3 bedrooms are found on the 3rd level including the impressive primary suite with spa like 5pc en suite and multiple closets. The 2nd bedroom features an ensuite bath with walk out to your private open sun deck. Ideal location just a few steps from Bloor Street, shops, restaurants and easy access to Public Transit. Howland Ave is widely regarded as one of the Annex's most desirable streets flanked by mature trees and Victorian era homes. Price includes utilities, maintenance & covered parking.
About this home
Photos of Upper - 21 Howland Avenue
Facts and features of Upper - 21 Howland Avenue
| Type | Semi-Detached |
|---|---|
| Style | 2 1/2 Storey |
| Bedrooms | 3 + 1 |
| Bathrooms | 4 |
| Size | 3500-5000 sq ft |
| Lot | 24.58 x 127 Feet |
| Parking | 1 |
| Garage | Carport |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Apartment, Separate Entrance |
| Exterior | Brick |
| Days on market | 9 |
| Listing brokerage | FREEMAN REAL ESTATE LTD. |
Rooms
13 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Bathroom | Second | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | 2 pc bath, renovated |
| Foyer | Ground | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | tile floor, large window |
| Bathroom | Third | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | double sink, separate shower, renovated |
| Bedroom 2 | Third | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | hardwood floor, 4 pc ensuite, w/o to deck |
| Office | Second | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | open concept, renovated, w/o to deck |
| Bathroom | Third | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | tile floor, renovated, separate shower |
| Primary Bedroom | Third | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | 5 pc bath, bay window, large closet |
| Dining Room | Second | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | hardwood floor, open concept, renovated |
| Kitchen | Second | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | quartz counter, stainless steel appl, centre island |
| Bedroom 3 | Third | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | hardwood floor, skylight, 3 pc bath |
| Living Room | Second | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | hardwood floor, bay window, fireplace |
| Bathroom | Third | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | 5 pc bath, double sink, soaking tub |
| Family Room | Second | 0′ 0″ × 0′ 0″ 0.0 × 0.0 m | fireplace, open concept, large window |
Around this home
What’s near Upper - 21 Howland Avenue
From Upper - 21 Howland Avenue, the nearest station is Bathurst station (Line 2 Bloor-Danforth), about 200 m away; the nearest grocery store is Bulk Barn, about 100 m away; the nearest TDSB elementary school is Palmerston Avenue Junior Public School, about 600 m away; and the nearest park is Joseph Burr Tyrell Park, about 100 m away.
Transit
- Bathurst station Line 2 Bloor-Danforth about 200 m
- Spadina station Line 1 Yonge-University · Line 2 Bloor-Danforth about 400 m
- St George station Line 1 Yonge-University · Line 2 Bloor-Danforth about 800 m
Groceries and pharmacies
- Bulk Barn Grocery about 100 m
- I.D.A. Pharmacy about 250 m
- Metro Drugs Pharmacy about 250 m
- Metro Grocery about 300 m
- Village Market Grocery about 350 m
Parks
- Joseph Burr Tyrell Park Park about 100 m
- Seaton Park Park about 150 m
- Ed & Anne Mirvish Parkette Park about 250 m
Schools
- Palmerston Avenue Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 88% · Gr 6 math 73% about 600 m
- Huron Street Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 79% · Gr 6 math 59% about 650 m
- Delta Senior Alternative School TDSB middle school · 7-8 about 1.2 km
- St Francis of Assisi Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 90% · Gr 6 math 60% about 1.2 km
- Central Technical School TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 34% · Gr 10 literacy 74% about 400 m
- Loretto College School Catholic secondary · 9-12 EQAO 2024-25: Gr 9 math 40% · Gr 10 literacy 83% about 250 m
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Spadina Road Library Library about 350 m
- Miles Nadal Jewish Community Centre Community centre about 350 m
- William H. (Bill) Bolton Arena Pool or arena about 750 m
Private schools
- Girls
- Branksome Hall JK to Grade 12 about 2.5 km
- The Bishop Strachan School JK to Grade 12 about 2.7 km
- Boys
- Royal St. George's College Grades 3 to 12 about 400 m
- St. Michael's College School Grades 7 to 12 about 2.2 km
- Upper Canada College JK to Grade 12 about 2.9 km
- Co-ed
- Paul Penna Downtown Jewish Day School JK to Grade 8 about 350 m
- University of Toronto Schools (UTS) Grades 7 to 12 about 500 m
- Howlett Academy JK to Grade 8 about 500 m
- The Shire School JK to Grade 6 about 1000 m
Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools
Restaurants
- Victory Cafe Google reviews about 50 m
- El Furniture Warehouse Google reviews about 100 m
- Fuwa Fuwa Japanese Pancakes Google reviews about 100 m
- Nang Saigon Google reviews about 100 m
- Scotty Bons Google reviews about 100 m
Places: OpenStreetMap contributors, October 2026. Straight-line distances. Schools: EQAO 2024-25, Ontario Ministry of Education.
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Upper - 21 Howland Avenue
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Upper - 21 Howland Avenue
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MLS® C14099706 Data source: PropTx Listed October 20, 2026
