Stouffville Homes with 100+ Approx Age

Stouffville Homes with 100+ Approx Age

Welcome to Stouffville, a charming gem nestled in the heart of Whitchurch-Stouffville, Ontario. This vibrant community perfectly blends small-town charm with modern conveniences, making it an ideal place for families, retirees, and everyone in between. With its rich history dating back to the 1800s, Stouffville boasts a variety of homes that reflect its heritage, including many properties that are over 100 years old. These historic residences offer a unique character and timeless appeal, featuring intricate architectural details, spacious layouts, and mature landscaping.

Stouffville is known for its friendly atmosphere and strong sense of community. Residents enjoy a plethora of parks, walking trails, and recreational facilities, providing ample opportunities for outdoor activities and family fun. The downtown area is a delightful mix of quaint shops, cozy cafés, and local restaurants, where you can savor delicious cuisine and support local businesses.

Education is a priority here, with several highly-rated schools serving the community, making it a popular choice for families. The neighborhood is also well-connected, with easy access to major highways and public transit, allowing for convenient commutes to Toronto and beyond.

Whether you're captivated by the allure of historic homes or the welcoming vibe of this tight-knit community, Stouffville offers a truly enchanting place to call home. Explore the unique properties and discover the charm that awaits you in this picturesque neighborhood. Come and experience the warmth and beauty of Stouffville—your dream home is just around the corner!

Newest Stouffville Homes with 100+ Approx Age

$1,399,999
4 Beds 3 Baths N13756530 MLS
Client RemarksEscape the ordinary and embrace extraordinary where small city feels meet big city access at 227 Second Street, in the heart of Stouffville! This breathtaking custom-built masterpiece is where luxury, design, and lifestyle come together seamlessly. From the moment you step inside, you're greeted by dramatic 25-foot soaring ceilings and an abundance of natural light pouring through spectacular floor-to-ceiling windows. The grand open-concept living space is perfect for entertaining or cozy family nights by the fireplace. Warmth and modern excellence create a truly unique space. Exquisite heated travertine marble flooring flows through the principal areas, complemented by rich hardwood flooring, sleek pot lights and gorgeous wood beams that enhance every architectural detail. Every inch of this home has been thoughtfully curated with upscale finishes and superior craftsmanship.The chef-inspired custom kitchen is a showstopper - featuring quartz countertops, premium Wolf and Sub-Zero stainless steel appliances, custom cabinetry, and an expansive layout perfect for both entertaining and everyday living. Step outside to your private backyard oasis - an entertainer's dream complete with a sparkling in-ground pool, beautifully designed lounging areas, and the perfect setting for summer gatherings or peaceful evenings under the stars. Upstairs you find generous sized bedrooms and a Primary Retreat complete with office and a spa like ensuite. With parking for five vehicles and a prime location just steps to charming downtown Stouffville amenities, parks, schools, and go train, this exceptional residence offers refined living without compromise. 227 Second Street is more than a home - it's a statement.

227 Second Street, Whitchurch-Stouffville

$979,000
2 Beds 2 Baths N13485756 MLS
Welcome to 213 Second Street - a rare blend of heritage charm, modern comfort, and backyard magic in the heart of Old Town Stouffville. Built in 1883, this beautifully maintained Gothic-Revival detached home is full of character, warmth, and the kind of curb appeal that makes you slow down when you walk by. Set on a spacious corner lot among some of Stouffville's most charming historic homes, this 2-bedroom, 2-bathroom property offers a thoughtfully designed living space. Inside, you'll find bright, cozy, and functional rooms that balance charm with everyday comfort. It's the kind of home that feels special the moment you step inside - updated without losing its soul. And then there's the backyard. Honestly, this is where things get really good. Designed for relaxing, entertaining, and making the most of summer, the outdoor space features a heated saltwater pool, lush landscaping, and a 200 sq. ft. cabana - perfect as a guest space, creative studio, home office, or private retreat. Morning coffee, pool days, evening cocktails, quiet nights under the stars... this backyard understood the assignment. The location is just as impressive. Tucked into beloved Old Town Stouffville, you're steps to local shops, cafés, parks, trails, and the GO Station, with downtown Toronto approximately 45 minutes away by car. Perfect for down-sizers, professionals, or anyone looking for a home with character, convenience, and a serious lifestyle upgrade, 213 Second Street is not just a place to live - it's a place to love.

213 Second Street, Whitchurch-Stouffville

$973,000
3 Beds 3 Baths N13154386 MLS
5% Cap rate makes for a very attractive real estate investment located on Main St in central Stouffville. GO train is a 5 minute walk. This well maintained established legal triplex (R3) with three individual units; 1 x bachelor + 1 x 1-bedroom + 1 x 2-bedroom. Each of long term tenants (2017, 2019, 2022) wish to remain. This triplex has been well maintained with many updates including a complete make over of apartment #2, plus a updated bathroom and kitchenette in the bachelor unit. Roof 2019. Paved driveway 2021. The large front covered porch defines welcoming curb appeal into the secure front door to each apartment. The decking was new 2021. The paved driveway provides 2 parking spots for each tenant = 6 total parking spots. The driveway is off Albert Street. The side porch doubles as a gathering space and the common laundry room with commercial grade coin washer and dryer - approx $2k/yr. The side and back yards are a grass canvas enjoyed by the residents. The Upper unit includes a private balcony facing east to delight in each morning sunrise, plus a sunroom facing north. The basement with a separate entrance is ideal for storage, includes the gas furnace and the three owned hot water tanks. Optimal for investors looking for positive cash flow; Cap rate 5%. NOI 3.4%. Stouffville is growing, and offers a choice of schools, worship, shopping, sports fields, restaurants, banking and close to the Markham Stouffville hospital. #404 access from Stouffville Rd. Straight drive on 9th Line to #407. Floor plan attached. Financials attached.

6153 Main Street, Whitchurch-Stouffville

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