Whitchurch-Stouffville Homes with 100+ Approx Age

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

$995,000

5 Beds ⋅ 3 Baths ⋅ N13525434 MLS

Attention Investors & Builders - Rare Value-Add Opportunity! Own a cash-flowing three-unit investment property with solid tenants in place and approved potential to expand into a six-unit residential building. Generate rental income from day one while creating substantial long-term value through future development-all at an attractive entry price. Brand-new roof installed in July 2026. Located on a newly rezoned RN5 lot, the property comes with Town-approved site plans and architectural drawings prepared as part of the rezoning process to support the approved six-unit concept. Years of planning, rezoning, and approvals have already been completed, allowing the next owner to move directly toward the building permit stage while retaining the flexibility to refine the design if desired. Multiple investment strategies are available: build the approved expansion and create a high-performing six-unit investment property, continue generating rental income while developing in phases, or modernize the existing units 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 both immediate cash flow and long-term upside. Guidance with project financing and commercial mortgage options may be available to qualified buyers.Strong rental demand, approved development potential, immediate income, and significant long-term value-all in one property.

6745 Main Street, Whitchurch-Stouffville

$1,599,000

4 Beds ⋅ 3 Baths ⋅ N13495876 MLS

Over $150K spent in upgrades !! Rare opportunity to own a beautifully updated home in the heart of Stouffville-where timeless character meets modern peace of mind. This extensively improved property has undergone significant mechanical, structural, and aesthetic upgrades, allowing you to enjoy the charm without concerns. Set behind automatic iron gates, the home opens to a new composite deck w/ glass railings-blending modern design with century charm and original brickwork, offering a warm, private arrival. Inside, the home features a functional, flexible layout with a spacious foyer, fresh paint, added storage, and custom sliding patio doors. Main floor includes a custom laundry with dog wash, built-ins, drying racks, and a versatile bedroom/office. The kitchen is a standout with a large island, extensive storage, and excellent flow into the dining area. The family room extends off the kitchen with a custom sliding door to the deck-perfect for indoor-outdoor living, BBQs, and direct access to the garage. Upstairs, the primary suite features a renovated ensuite with heated floors and are imagined closet with rough-in for future laundry. Two additional bright, well-sized bedrooms complete the upper level. Situated on an impressive % acre lot with 300 ft depth, the backyard offers a private retreat with a 29' x 14' pool (new equipment), pool house with power and washroom, gazebo, flagstone pathways, fire pit, and gated entry. A true turnkey century home-rich in character and upgraded where it matters. Major updates include an electric heat pump with on-demand backup (2024), upgraded 200-amp electrical service with sub-panels, gas line to fireplace, improved insulation, vapour barrier in crawl space, and updated windows and doors. Energy audits reflect approx. 41% reduction in energy use and 76% reduction in greenhouse gas emissions. Turnkey century home-fully upgraded where it matters, offering space, privacy, and exceptional indoor/outdoor living.

13676 Ninth Line, 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

$1,499,900

4 Beds ⋅ 3 Baths ⋅ N13161418 MLS

Welcome to 227 Second Street an architecturally striking custom luxury home in the heart of downtown Stouffville. Designed for elevated everyday living and exceptional entertaining, this one-of-a-kind residence blends dramatic design with warm, sophisticated finishes.Inside, soaring 25-foot open-to-above ceilings and floor-to-ceiling windows flood the home with natural light, while heated travertine marble floors, rich hardwood, exposed wood beams, and curated designer details create a refined yet inviting atmosphere.The chef-inspired kitchen features quartz countertops, premium Wolf and Sub-Zero appliances, custom cabinetry, and an expansive open-concept layout ideal for entertaining and family living alike.Step outside to your private resort-style backyard complete with a sparkling in-ground pool, multiple lounge areas, and beautifully designed outdoor living spaces perfect for summer gatherings.Upstairs, spacious bedrooms provide comfort and privacy, while the luxurious primary retreat offers a dedicated home office space and spa-inspired ensuite.Located just steps to Main Street Stouffville, restaurants, parks, schools, and the GO Train, this exceptional executive home delivers the perfect blend of luxury, community, and commuter convenience.

227 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

$1,279,000

N12820784 MLS

Prime Main Street Corner Opportunity - Live, Work, or Invest. Positioned on a highly visible corner lot on Main Street, 6038 Main St., Stouffville offers exceptional exposure and flexibility. Zoned for mixed commercial use, the property is ideally suited for a principal residence, professional office, clinic, studio, or personal service business. Currently operating as a osteopathic clinic.This distinguished 2-storey brick building, originally built in 1913, features outstanding curb appeal with a sweeping wraparound Victorian-style porch. The interior has been thoughtfully restored, showcasing original hardwood floors and wood trim and electrical panel with 200-amp service.The layout includes five bedrooms and three bathrooms, providing ample space for residential living, business use, or a combination of both. Additional highlights include parking for four vehicles plus a garage, a fenced backyard, and strong street presence that supports a wide range of permitted uses. A rare opportunity to own a commercially zoned residential property on Main Street in one of Stouffville's most desirable locations-ideal for owner-users, professionals, or investors seeking long-term value in any market.

6038 Main Street, Whitchurch-Stouffville

$1,279,000

5 Beds ⋅ 3 Baths ⋅ N12777908 MLS

Prime Main Street Corner Opportunity - Live, Work, or Invest. Positioned on a highly visible corner lot on Main Street, 6038 Main St., Stouffville offers exceptional exposure and flexibility. Zoned for mixed commercial use, the property is ideally suited for a principal residence, professional office, clinic, studio, or personal service business. Currently operating as a osteopathic clinic.This distinguished 2-storey brick building, originally built in 1913, features outstanding curb appeal with a sweeping wraparound Victorian-style porch. The interior has been thoughtfully restored, showcasing original hardwood floors and wood trim and electrical panel with 200-amp service.The layout includes five bedrooms and three bathrooms, providing ample space for residential living, business use, or a combination of both. Additional highlights include parking for four vehicles plus a garage, a fenced backyard, and strong street presence that supports a wide range of permitted uses. A rare opportunity to own a commercially zoned residential property on Main Street in one of Stouffville's most desirable locations-ideal for owner-users, professionals, or investors seeking long-term value in any market.

6038 Main Street, Whitchurch-Stouffville

$9,390,000

5 Baths ⋅ N12765536 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

Whitchurch-Stouffville Homes with 100+ Approx Age

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