169 Rupert Avenue
169 Rupert Avenue
169 Rupert Avenue
+39
3
 bed
2
 bath
2
 parking
2000 - 2500
 sqft
Detached
$999,900
For Sale
6 days
 on site
$999,900
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Size
-
Lot size
6534 sqft
Street frontage
-
Possession
2025-11-21
Price per sqft
$400 - $500
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: ROYAL LEPAGE REAL ESTATE SERVICES LTD.
MLS®#: N12462314
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:
Oct 15, 2025
Show all details
Rooms
LevelNameSizeFeatures
Main
Kitchen
13.5 x 10.5 ft
Main
Foyer
16.2 x 9.2 ft
Second
Bedroom 2
12.2 x 10.6 ft
Show all
Instant estimate:
orto view instant estimate
$173,378
higher than listed price
i
High
$1,218,696
Mid
$1,173,278
Low
$1,123,215
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About 169 Rupert Avenue

Located at 169 Rupert Avenue, this Stouffville detached house is available for sale. 169 Rupert Avenue has an asking price of $999900, and has been on the market since October 2025. This detached house has 3 beds, 2 bathrooms and is 2000-2500 sqft. 169 Rupert Avenue resides in the Stouffville Stouffville neighbourhood, and nearby areas include Rural Markham, Rural Whitchurch-Stouffville, Greensborough and Wismer.

There are a lot of great restaurants nearby 169 Rupert Ave, Whitchurch-Stouffville.Grab your morning coffee at For the Love of Jo located at 6308 Main St. For those that love cooking, Health on Main is only a 6 minute walk.

If you are reliant on transit, don't fear, 169 Rupert Ave, Whitchurch-Stouffville has a public transit Rapid Transit Stop (Stouffville) not far. It also has route Stouffville, and route Stouffville close by.