169 Rupert Avenue
169 Rupert Avenue
169 Rupert Avenue
+29
3
 bed
2
 bath
2
 parking
2000 - 2500
 sqft
Detached
$1,575,000
For Sale
2 days
 on site
$1,575,000
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Size
-
Lot size
6534 sqft
Street frontage
-
Possession
2025-11-28
Price per sqft
$630 - $788
Taxes
$4,859.52 (2025)
Parking Type
-
Style
2 1/2 Storey
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Description
Welcome to 169 Rupert Ave - a lovingly restored Victorian jewel nestled on one of Stouffville's most coveted tree-lined streets. This stunning red brick heritage home masterfully blends timeless character with contemporary architectural updates. With undeniable curb appeal and a storybook exterior, this renovated 3-bed, 2-bath home offers a rare opportunity to own a piece of Stouffville's rich history. Beyond the picture-perfect facade, an airy, open-concept main floor awaits. A stylish chefs kitchen with generous storage makes entertaining a breeze, while herringbone heated tiles and gleaming white oak floors carry warmth and sophistication throughout. Original period doors, trim, and thoughtful millwork preserve the homes soul, beautifully complemented by modern updates like new windows and doors including a striking Douglas fir rear entry. Upstairs, exposed beams and cathedral ceilings elevate the tranquil primary bedroom, joined by two additional bedrooms and a newly renovated, modern 3-piece bath. Interior hardware and finishes have been meticulously restored to their former glory. A playful, modern spiral staircase leads to a sun-drenched loft ideal as a den, office, or guest space. Step into an exceptional backyard retreat - meticulously landscaped from front to back, this stunning outdoor space is bursting with mature native and ornamental perennials, tall grasses, and an impressive collection of over 30 evergreen and deciduous trees creating a private, park-like sanctuary. At its heart lies a large, heated Betz pool with an elegant Baja shelf and spacious deck for both relaxation and recreation. A soothing hot tub adds year-round appeal, while mature junipers provide lush, green privacy making it the perfect setting for peaceful mornings, lively gatherings, or indulgent staycations. A beautifully maintained English-style garden out-front offers timeless curb appeal with minimal upkeep, perfectly complementing the homes heritage charm.
Broker: SOTHEBY'S INTERNATIONAL REALTY CANADA
MLS®#: N12374273
Property details
Parking:
2
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2 1/2 Storey
MLS Size:
2000-2500 sqft
Lot front:
49 Ft
Lot depth:
129 Ft
Listed on:
Sep 2, 2025
Show all details
Rooms
LevelNameSizeFeatures
Main
Kitchen
13.5 x 10.5 ft
Main
Foyer
16.2 x 9.2 ft
Third
Loft
30.4 x 12.4 ft
Show all
Instant estimate:
orto view instant estimate
$105,318
lower than listed price
i
High
$1,526,574
Mid
$1,469,682
Low
$1,406,972
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About 169 Rupert Avenue

Located at 169 Rupert Avenue, this Stouffville detached house is available for sale. It was listed at $1575000 in September 2025 and has 3 beds and 2 bathrooms. 169 Rupert Avenue, Stouffville is situated in Stouffville, with nearby neighbourhoods in Rural Markham, Rural Whitchurch-Stouffville, Greensborough and Wismer.

Want to dine out? There are plenty of good restaurant choices not too far from 169 Rupert Ave, Whitchurch-Stouffville.Grab your morning coffee at For the Love of Jo located at 6308 Main St. For groceries there is Health on Main which is a 6-minute walk.

Living in this Stouffville detached house is easy. There is also Stouffville Rapid Transit Stop, not far, with route Stouffville, and route Stouffville nearby.