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This is the one. And I don't say that lightly. A true Riverdale landmark. Detached. 3-storey Victorian. Circa 1885. And quite honestly... nothing like this has come to market here in a very, very long time. From the moment you arrive, your heart starts racing. The scale. The presence. The history. The feeling. Inside, it only gets better. Soaring ceilings. A grand foyer that stops you in your tracks.Original mouldings and trims, beautifully preserved. Custom millwork woven seamlessly throughout. Every inch of this home has been thoughtfully reimagined with no expense spared, no detail overlooked. The custom staircase, handcrafted by Europerfect (yes, the same artisans behind the AGO and the Royal Conservatory), is a true work of art. White oak floors run throughout, grounding the home in warmth and elegance. And then... the living spaces. A formal living room that feels like something out of a magazine, herringbone floors, custom built-ins, architectural windows, and a marble-wrapped gas fireplace that anchors it all. The custom kitchen? A dream. Oversized island. Endless storage. Top-of-the-line appliances. This is where life happens, morning coffees, late-night glasses of wine, unforgettable dinners with the people you love. Upstairs, the home just keeps giving. A second-floor retreat that redefines how a family lives, including a stunning open-concept family room that invites you to slow down and stay awhile. The primary suite is pure sanctuary. Custom closets. A spa-inspired ensuite with soaker tub and heated floors. You won't want to leave. The third floor offers two expansive bedrooms filled with natural light and a beautiful 5-piece bath perfect for kids, guests, or both. And the lower level? Fully finished. Bright.Versatile. With a separate entrance, second kitchen, and additional bedroom, ideal for a nanny suite, guests, or income potential. And yes...2 legal front pad parking spaces (with room for up to 4 ). You're going to fall in love! (id:58753)
Cross Streets: Simpson and Broadview. ** Directions: One way west from Logan.
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 27 PENWOOD CRESCENT | 8 | 11 | Jun 06, 2026 | $12,350,000 |
| 562 INDIAN ROAD | 4 | 3 | May 10, 2026 | $1,849,900 |
| 52 Roxborough Drive, Toronto ON M4W 1X1 | 4 | 5 | May 08, 2026 | $5,750,000 |
| 24 RANEE AVENUE | 6 | 5 | May 31, 2026 | $2,149,900 |
| 49 Holland Park Avenue, York ON M6C 1M2 | 0 | 0 | May 29, 2026 | $949,000 |
| 49 Holland Park Avenue, York ON M6C 1M2 | 0 | 0 | May 29, 2026 | $949,000 |
Discover key demographics, population statistics, and environmental insights for the Toronto (north Riverdale), ON area.
89/100
Very Walkable
Walk Score ®
98/100
Rider's Paradise
Transit Score ®
82/100
Very Bikeable
Bike Score ®
Most errands can be accomplished on foot. World-class public transportation. Biking is convenient for most trips.
21 nearby routes: 14 bus, 7 rail, 0 other
The average walkability score in the surrounding area is Walk Score: 76/100, Transit Score: 75/100, Bike Score: 73/100.
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0 bds • 0 ba • 0 sqft
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4 bds • 4 ba • 0 sqft
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5 bds • 3 ba • 0 sqft
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5 bds • 5 ba • sqft
21 SIMPSON AVENUE
5 bds • 4 ba • sqft
31 RIVERDALE AVENUE
5 bds • 5 ba • sqft
149 VICTOR AVENUE
5 bds • 5 ba • sqft
149 VICTOR AVENUE
6 bds • 6 ba • sqft
601 LOGAN AVENUE
4 bds • 3 ba • sqft
136 SPRUCE STREET
5 bds • 3 ba • sqft
30 SWORD STREET
5 bds • 4 ba • sqft
204 BAIN AVENUE
6 bds • 5 ba • sqft
34 RIVER STREET
3 bds • 4 ba • sqft
466 WELLESLEY STREET E
4 bds • 5 ba • sqft
20 FAIRVIEW BOULEVARD
4 bds • 5 ba • sqft
20 FAIRVIEW BOULEVARD
5 bds • 4 ba • sqft
56 SPRUCE STREET
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47 WROXETER AVENUE
2 bds • 2 ba • sqft
703 - 90 SUMACH STREET
8 bds • 8 ba • sqft
2343 GERRARD STREET E
5 bds • 4 ba • sqft
42 AMELIA STREET
5 bds • 4 ba • sqft
43 CHESTER AVENUE
5 bds • 5 ba • sqft
34 WINCHESTER STREET
Source: Realty.com
21 SIMPSON AVENUE, Toronto (North Riverdale), ON M4K1A1 in Toronto (North Riverdale), ON M4K1A1 is a single family residence listed at $2,749,000. Highlights include 5 bedrooms, 5 bathrooms. Realty.ca has 50 photos, sales history, school insights, and mortgage tools for this listing.
Realty.com has 50 photos of 21 SIMPSON AVENUE.
The full address for this home is 21 SIMPSON AVENUE, Toronto (North Riverdale), ON M4K1A1.
21 SIMPSON AVENUE has been listed on Realty.com since Tue March 24, 2026
Most errands can be accomplished on foot. World-class public transportation. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 76/100, Transit Score: 75/100, Bike Score: 73/100.
Listing provided courtesy of:
RE/MAX HALLMARK REALTY LTD.
Listing agent:
CLAUDIO CERRITO
This content last refreshed on 2026-06-07 18:34:38. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.