Whitchurch-Stouffville Homes with 100+ Approx Age

Whitchurch-Stouffville Homes with 100+ Approx Age

Welcome to Whitchurch-Stouffville, a charming and vibrant community nestled in the heart of Ontario. This picturesque town, located just a short drive northeast of Toronto, offers a perfect blend of rural charm and urban convenience. With its lush landscapes, scenic parks, and a close-knit community feel, Whitchurch-Stouffville is an ideal place for families, retirees, and everyone in between.

One of the unique aspects of this area is its rich history, evident in the homes that have stood the test of time. Many properties in Whitchurch-Stouffville boast an impressive age of over 100 years, showcasing stunning architectural styles and craftsmanship that reflect the town's heritage. These historic homes often feature original details such as intricate woodwork, high ceilings, and expansive gardens, making them a treasure for anyone who appreciates character and charm.

Living in Whitchurch-Stouffville means enjoying a myriad of amenities, including local shops, restaurants, and recreational facilities. The town is also known for its excellent schools and strong community spirit, making it a wonderful place to raise a family. Outdoor enthusiasts will love the abundance of parks and trails that invite exploration and adventure.

Whether you’re seeking a historic home with timeless appeal or a modern abode in a thriving community, Whitchurch-Stouffville has something for everyone. Discover the charm of this delightful town and find your dream home among its storied streets. Come for the history, stay for the community—Whitchurch-Stouffville is waiting for you!

Newest Whitchurch-Stouffville Homes with 100+ Approx Age

6745 Main Street, Whitchurch-Stouffville
$925,000
5 Beds ⋅ 3 Baths ⋅ N14121628 MLS
Attention Investors & Builders - Rare Value-Add Opportunity! Priced to sell! Own a cash-flowing three-unit investment property with solid tenants in place and approved potential to expand into a six-unit residential property. Positive cash flow from day one, while offering substantial long-term upside through approved future development - now at an exceptional price. Brand-new roof installed in July 2026. Located on a newly rezoned RN5 lot (multi-family housing, apartment building), the property includes Town-approved site plans and architectural drawings prepared through the rezoning process for the approved six-unit concept. Years of planning, rezoning and approvals have already been completed, allowing the next owner to move toward the building permit stage while retaining flexibility to refine the design if desired. Multiple investment strategies are available: complete the approved three-unit addition and create a six-unit investment property; take a more gradual approach by phasing the development over time while continuing to generate rental income from the existing triplex; or modernize the existing units over time to further increase rental revenue and overall property value. Additional opportunity: the adjacent property may also become available for purchase, creating the potential to assemble nearly 0.5 acre in the heart of Stouffville - a rare opportunity for larger future development. Ideal for investors seeking immediate positive cash flow and long-term upside. Guidance with construction financing and mortgage options may be available to qualified buyers. Strong rental demand, approved development potential, positive cash flow from day one, and significant long-term value - all in one property.

6745 Main Street, Whitchurch-Stouffville
13291 Warden Avenue, Whitchurch-Stouffville
$9,390,000
7 Beds ⋅ 5 Baths ⋅ N13858546 MLS
Prime Investment Opportunity! This stunning 93-acre estate just outside of Stouffville offers the perfect blend of luxury and utility. The sprawling 2-storey detached home boasts 5 spacious bedrooms and features private, separate apartments overlooking a breathtaking man-made scenic pond. The property is fully equipped for diverse use with multiple outbuildings, including a charming cottage, a professional shop, and a massive drive shed. Perfectly situated on Warden Avenue-between Bethesda and Bloomington-you are in the heart of an exclusive enclave surrounded by multi-million dollar estates, premier golf courses, and elite equestrian centers. Enjoy significant tax advantages as the land is currently leased for farming, providing both immediate savings and long-term potential. Whether you are looking for a private family compound or a strategic land investment, this rare gem is a must-see!

13291 Warden Avenue, Whitchurch-Stouffville
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
13727 Ninth Line, Whitchurch-Stouffville
$724,000
2 Beds ⋅ 1 Baths ⋅ N13730570 MLS
Step into a peaceful retreat that seamlessly blends cozy farmhouse character with key functional upgrades. Beautifully maintained and lovingly cared for, this quaint home features a sun-filled interior where a light-drenched living room creates a warm and inviting atmosphere. The kitchen offers ample space to add a customized prep island. the basement features a rec room and bonus/guest room. Recent improvements provide peace of mind, including a brand-new roof on both the main home and garage in 2025, as well as a new drilled well completed in2015.The outdoor space offers endless possibilities for entertaining, playing, or simply unwinding. Enjoy your morning coffee on the covered front porch. Out back, the rear deck is accessible from the kitchen to extend your living space outdoors-ideal for weekend barbecues and outdoor dining. A large, manicured lawn wraps around the front and side of the property, providing abundant space for gardening, pets, or play. Parking is plentiful with a long driveway leading straight to the detached one-car garage. Outfitted with its own separate 125-amp electrical panel, the garage serves as an outstanding workshop space for projects and hobbies. Full of potential and brimming with countryside charm, this loved property combines bright, comfortable living with essential updates, ready for its next chapter.

13727 Ninth Line, Whitchurch-Stouffville
14467 Warden Avenue, Whitchurch-Stouffville
$2,590,000
N13596034 MLS
RARE 10-ACRE CORNER LOT W/ APPROVED PERMITS & DRAWINGS! Prime Estate Lot On Warden Ave (Between Bloomington & Vandorf), Directly Adjacent To Emerald Hills Golf Club, Private Clubhouse, And The Exclusive Emerald Heights Gated Community. APPROVED BUILDING PERMITS & ARCHITECTURAL DRAWINGS ALL IN HAND - Skip 2+ Years Of Design, Approval Delays & Red Tape; Start Construction Immediately! Rare Corner Lot Design Offers Outstanding Curb Appeal, Flexible Layouts & Grand Dual-Gated Entrance Potential. Mins To Hwy 404, Bloomington GO, Aurora & Stouffville Amenities. Sold "AS-IS, WHERE-IS" (Value In Land, Approved Permits & Plans). Do Not Walk Land Without Appointment.

14467 Warden Avenue, Whitchurch-Stouffville
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