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

6038 Main Street, Whitchurch-Stouffville
$1,149,000
5 Beds ⋅ 3 Baths ⋅ N13821518 MLS
Locations like this rarely become available. Commercially zoned and standing on one of Stouffville's busiest and most recognizable intersections, 6038 Main St offers the kind of daily exposure that no amount of advertising can replicate. This is a location that works for you every single day, whether you're running a professional practice, a personal service business, or a studio built around foot traffic and visibility.The building itself sets you apart from anything else on the market. A 2 storey brick Victorian dating to 1913, it brings genuine character to a commercial footprint, hardwood floors, original trim, and a wraparound porch that gives clients a grand sense of arrival that most businesses simply cannot offer. Five bedrooms and three bathrooms across approximately 2,294 sq ft above grade provide real flexibility for office layout, treatment, or consultation space, or the opportunity for a live-work arrangement. Two fireplaces plus a 200 amp electrical panel mean the property performs as well as it presents. Five minutes on foot to the GO train puts staff, clients, and owners within easy reach - a genuine advantage for any business drawing from the broader GTA. A detached garage and parking for five vehicles round out a setting that's this functional and this full of character on a single Main Street lot. This offering is for the real property only - the current business is not included in the sale - and possession can be arranged quickly for a buyer ready to move. Zoning, layout, and use flexibility make this a property worth a conversation.

6038 Main Street, Whitchurch-Stouffville
6038 Main Street, Whitchurch-Stouffville
$1,149,000
5 Beds ⋅ 3 Baths ⋅ N13820884 MLS
A rare opportunity to own a piece of Stouffville's Main Street history. Proudly set on one of the town's most recognizable corners, this distinguished two storey brick Victorian has stood here since 1913 and still turns heads. A sweeping wraparound porch draws you into a home rich with original character: hardwood floors, warm wood trim, and two fireplaces that make the colder months something to look forward to. With approximately 2,294 sq. ft. above grade, 5 bedrooms and 3 bathrooms, the layout offers a sense of space rarely found in a home of this era. There is room for a growing family, a home office, or guests who never want to leave. A 200 amp electrical panel adds an important modern upgrade. Just a 5 minute walk to the GO Train and close to the heart of Stouffville, the location pairs everyday convenience with true Main Street presence. A detached garage and parking for 5 vehicles complete this exceptional setting. Zoned CG9; buyer to verify permitted uses with the Town. Character, space, visibility, and location come together in a property that is truly difficult to replicate.

6038 Main Street, Whitchurch-Stouffville
6055 Main Street, Whitchurch-Stouffville
$875,000
3 Beds ⋅ 2 Baths ⋅ N13804358 MLS
Welcome to 6055 Main Street, a distinctive 1.5 storey property located in the West Main Street/Stouffville Junction Heritage Conservation District. Set on a private corner lot in the heart of Stouffville, this charming arts and crafts style property combines character, functionality, and versatility in a location that is exceptionally convenient. Recognized as a triplex in the MPAC structural description, the property offers multiple independent living spaces, making it well suited to multigenerational living, extended family, or those looking to explore rental opportunities. The main floor and second floor units are move in ready, while separate entrances provide privacy and convenient access between the different levels. The rear entrance leads directly to the basement, which also offers potential to create additional living space through renovation. Architectural character is evident throughout, including distinctive Art Deco inspired trim surrounding the windows and a welcoming covered front porch that adds to the home's timeless appeal. The porch offers a lovely place to enjoy a morning coffee or unwind while taking in the established neighbourhood. Situated on a corner lot, the property enjoys a generous private driveway bordered by a mature tree line, creating a beautiful natural separation from the road. The spacious driveway provides plenty of parking, while the mature trees add privacy, greenery, and a peaceful feel to the property. Location is a standout feature. Enjoy the convenience of being within walking distance of grocery stores, the GO Train station, shops, restaurants, parks, and everyday amenities. Laundry facilities are conveniently located in the basement, adding practical everyday convenience. 6055 Main Street is a unique opportunity to own a character filled property with versatile living arrangements, privacy, and an outstanding central Stouffville location.

6055 Main Street, Whitchurch-Stouffville
227 Second Street, Whitchurch-Stouffville
$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
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