169 Rupert Avenue
169 Rupert Avenue
169 Rupert Avenue
+39
3
 bed
2
 bath
2
 parking
2000 - 2500
 sqft
Detached
Sold for
$1,350,000
Listed for
$999,900
Sold on 
Oct 23, 2025
8 days
 on site
Sold for
$1,350,000
Listed for
$999,900
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Size
-
Lot size
6534 sqft
Street frontage
-
Possession
2025-11-21
Price per sqft
$540 - $675
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
6745 Main Street
1/31
$995,000
53 days
6745 Main Street
5BD
3BA
3 Parking
2,000-2,500 sqft
MLS#: N12520170
RIGHT AT HOME REALTY INVESTMENTS GROUP
53 days

About 169 Rupert Avenue

169 Rupert Avenue is a Stouffville detached house which was for sale. It was listed at $999900 in October 2025 but is no longer available and has been taken off the market (Sold) on 23rd of 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.

Some good places to grab a bite are Agi Kitchenwine, Pastaggio or Main Street Bakehouse. Venture a little further for a meal at one of Stouffville neighbourhood's restaurants. If you love coffee, you're not too far from For the Love of Jo located at 6308 Main St. Nearby grocery options: Health on Main is a 6-minute walk.

Transit riders take note, 169 Rupert Ave, Whitchurch-Stouffville is not far to the closest public transit Rapid Transit Stop (Stouffville) with route Stouffville, and route Stouffville.