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$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
$1,499,000
4 Beds ⋅ 3 Baths ⋅ N13155990 MLS
Known locally as The Cousins Farmhouse - a heritage property currently listed, not formally designated under the Ontario Heritage Act- set on a double-wide 100 ft lot. Approximately 3,000 sf of architectural integrity: original pine flooring, a farm-style kitchen, high ceilings, intricate wood mouldings, and a coffered family room. Recent improvements include new soffit, fascia, eavestrough, and downspouts, and a new boiler. The in-ground pool is currently being refinished - acid wash and paint over the gunite - with a new skimmer and robot in 2025, the pool will be ready for the season ahead. Over $40,000 spent on these capital upgrades. The main floor offers grand principal rooms served by a central bath. Upstairs, four bedrooms across two wings - a principal suite with renovated ensuite and two generous secondary bedrooms off the central hall, plus a separated wing above the kitchen and garage with a fourth bedroom, three-piece bath, and laundry. That wing reads as a private primary retreat, nanny suite, home office, or multi-generational quarters. The grounds are beautifully manicured, maintained by a local garden centre. Mature trees canopy a private yard for a quiet balance of sun and shade, with a hedged perimeter, a side yard for pets or play, and a hot tub sits next to a large deck perfect for entertaining. A double-car garage, additional carport, and ample parking. Sought after "Town Park" location, Shopping, dining, banks, and convenience retail all at your doorstep; GO Train access supports the commute for those needing easy access to the city.

42 Royal Road, Aurora
$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
$1,399,900
5 Beds ⋅ 4 Baths ⋅ N13073860 MLS
Incredible value for the Beautiful property! Nestled on a quiet, tree-lined street in the heart of sought-after Mill Pond, this Beautiful Century Home masterfully blends Charm & Character with $$ THOUSANDS spent in meticulous modern upgrades. THE MAIN RESIDENCE OFFERS ALMOST 2200 SF, featuring 4 bedrooms & 3 bathrooms. The primary bedroom SANCTUARY is complete with a SPA-LIKE ensuite bathroom offering a cast iron tub, brand new shower, Juliet balcony, and an oversized walk-in closet. The fabulous main floor layout offers a formal living room, spacious family room, updated kitchen w/granite counter, plus a cozy library w/fireplace & brand new main floor 3 pc bathroom. Recent upgrades include; Updated kitchen in 2020, new appliances, Fridge 2024, Stove 2023, Washer/Dryer 2025, New pot lights in Family rm '25, New sump pump' 25, New gas boiler/6 rads in 2013, many new windows throughout, with original heritage glass at the front. Step outside to a fully fenced backyard with perennial gardens and an incredible DETACHED GARDEN STUDIO, previously used as a garage and now perfect for home office, artist studio, man cave. she shed, workshop, teen flat or nanny flat-completely self contained and Upgraded in 2021. This gorgeous home offers with a rare 10-car driveway, ample basement storage, and 200-amp service! Enjoy morning coffees & relaxing evenings on your sprawling front porch-reconstructed in 2024. The tranquility of a quiet side street while being mere minutes from the vibrant Mill Pond community events and walking paths, plus minutes to Yonge Street, offering restaurants, shops & cafes! A truly unique property offering unmatched value and lifestyle options. Please note, this is not a designated heritage house.

64 Powell Street, Richmond Hill
$599,000
2 Beds ⋅ 1 Baths ⋅ N13062518 MLS
Exceptional Opportunity in the Historic Village of Holt! This expansive 85' x 165' property offers a rare blank canvas for contractors, investors, or visionary homeowners looking to create a custom masterpiece in East Gwillimbury. The residence has been strategically stripped down to the studs, saving you the demolition work and allowing for a seamless transition into the rebuild phase. Best of all, the sellers already have the permit in hand, significantly accelerating your project timeline. Situated on a massive, tree-lined lot with incredible privacy, this location offers the perfect balance of serene rural living and urban convenience, located just minutes from Highway 404, the GO Station, and the amenities of Mount Albert and Newmarket. Bring your finishing touches to 4530 Mount Albert Road and capitalize on the potential this home and property have to offer.

4530 Mount Albert Road, East Gwillimbury
$2,450,000
6 Beds ⋅ 4 Baths ⋅ N13025816 MLS
Positioned in the core of historic Main Street Markham, this prominent corner property presents a compelling opportunity for both investors and end-users seeking a high-exposure commercial presence within a character-rich heritage setting. This distinguished 5-bedroom, 4-bath heritage building sits on an oversized lot and offers exceptional flexibility under dual residential and commercial zoning-well-suited for a wide range of professional and institutional uses including medical or dental clinics, private school or educational space, real estate brokerage, legal offices, or other service-based operations.The property features expansive principal rooms, refined architectural detailing, and a highly adaptable interior layout that can be configured to support client-facing businesses, collaborative workspaces, or mixed-use occupancy. A custom chef's kitchen, along with pot lights and built-in speakers throughout, enhances functionality for staff and client engagement alike. Extensive updates completed with permits-including electrical, windows, insulation, siding, driveway, and refreshed interior/exterior finishes-provide operational confidence while maintaining the building's historic appeal.Additional highlights include an insulated and heated garage equipped with an EV charger, supporting modern business needs. The large lot also offers significant redevelopment potential, including the option to introduce ample on-site parking with dual access points from Main Street and Bullock Drive-an invaluable feature for commercial usability and client convenience.Surrounded by established businesses, amenities, transit, and pedestrian activity, this high-visibility location ensures strong accessibility and long-term value. A rare opportunity to secure a landmark property with the scale, zoning, and flexibility to accommodate a wide variety of professional uses in one of Markham's most desirable corridors.

180 & 188 Main Street N, Markham
$2,450,000
6 Beds ⋅ 4 Baths ⋅ N13010628 MLS
Discover a rare opportunity to own a distinguished 5-bedroom, 4-bath heritage home in the heart of historic Main Street Markham. Located on a prime, oversized corner, this exceptional property seamlessly blends timeless character with modern versatility. Boasting generous principal rooms, elegant architectural details, and ample living space, this residence is ideal for families, professionals, or investors alike. A chef's custom kitchen anchors the home, complemented by pot lights and built-in speakers that enhance both everyday living and entertaining. The flexible layout offers endless possibilities-whether you envision a stunning private residence, a live-work setup, or a unique commercial venture. Extensively updated with permits, the home features improvements to electrical, windows, insulation, driveway, fresh paint, front and rear porches, and siding-offering peace of mind while preserving its historic charm. An insulated and heated garage with an EV charger adds modern convenience and year-round functionality. With highly sought-after dual residential and commercial zoning, the property provides incredible potential for offices, boutique retail, or service-based businesses-right in one of Markham's most vibrant and charming corridors. Situated steps from shops, restaurants, parks, and transit, this prime location offers unmatched convenience while maintaining the character of a heritage setting. A truly rare offering-own a piece of Main Street Markham history with exceptional flexibility and future potential.

180 & 188 Main Street N, Markham
$1,699,000
6 Beds ⋅ 3 Baths ⋅ N12881134 MLS
A Once in many lifetimes opportunity. This much admired prestigious Grand Dame known as Rotherwood is perched overlooking the southernmost end of Lake Simcoe, with views of Jackson's point and Georgina Island. Just steps from The Briars Resort and Spa, a golf course, Sibbald Point Provincial Park, and just a few minutes drive to amenities, this stately home occupies her extremely private cedar hedge-lined plot offering a large parking pad and fenced garden area within this massive park-like setting. Once safely across the MAX 30km/h street, take the steps down to the private dock and beach where the family has enjoyed sunsets for nearly 60 years. Six upstairs bedrooms, two of which are in their own wing, would make this an outstanding option for a WFH family or home-based business. Modern renovated upstairs bathroom with separate soaker tub and shower. Enjoy the advantage of the full bathroom on the main floor, current owners used the main floor family room as a bedroom, would suit a multi-generational family very well. **EXTRAS** Updated roof, windows, kitchen. Updated furnace and air conditioner. Upgraded breaker panel and wiring. Septic was pumped and inspected in August 2024.

351 Hedge Road, Georgina
$2,149,000
N12880614 MLS
HIGH INCOME PROPERTY, unique 3 story building with about 1350 Sqft main floor, walkout basement That Is Part Of The Main Floor Store, and 4 rental apartments (2 one Bedroom, and 2 two Bedrooms) in the heart of Newmarket Main Street Offering plenty of the restaurants and retails section, just the corner of Water St and Timothy St, back to the community parking Lot with beautiful View of Riverwalk Commons. $$$$ Upgrades include Main floor restaurant (built in 2015). Fabulous investment and income property. This 3-Storey Building Features 1450Sqft Of Main Floor Retail + 1350 Sqft of Basement With W/O, and 4 Apartments in 2 floors with about total 3000 Sqft (2X1-Bedroom, 2X2-Bedroom) Each Separately Metered Gas/Hydro with Their Own Furnaces and In-Suite Electric Panels.

235 Main Street S, Newmarket
$2,580,000
N12868496 MLS
Own The Property & The Business, An excellent well known established pub/restaurant in 2 floors with huge patio (Over 800 sqft) in the heart of historic main st. at Newmarket. More than 1.2 Million gross income yearly. Main floor can seat 51 people, second floor 65 and patio 49. This charming building has 2 bars (one at each floor) and you can run your business on both floors, throw functions on both or use them separately for 2 different functions at the same time. It provides you with steady income and the joy of running a successful business. Bose Sound System throughout. 12 BURG Beer control system, 2 BURG liquor control system, 7 tv's to watch sport events and 13 parking spots at the back.

74 Main Street S, Newmarket
$2,580,000
N12868452 MLS
Looking To Own A commercial property with Stablished Business??? Look No further, Own The Building And The Business Or Own The building Sell The Business and Become The Landlord Sell The Business Separately And Collect Rent As A Landlord, An excellent well known pub/restaurant with huge elevated patio (Over 800 sqft) in the heart of historic main st. at Newmarket. More than 1.2 Million gross income yearly. Main floor can seat 51 people, second floor 65 and patio 49. This charming building has 2 bars (one at each floor) and you can run your business on both floors, throw functions on both or use them separately for 2 different functions at the same time. It provides you with steady income and the joy of running a successful business. Bose Sound System throughout. 12 BURG Beer control system, 2 BURG liquor control system, 7 tv's to watch sport events and 13 parking spots at the back.

74 Main Street S, Newmarket
$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
$648,000
3 Beds ⋅ 2 Baths ⋅ N12491266 MLS
Located on High St, Sutton Ont. The classic century home has excellent curb appeal, pine floors, crown moulding on 9 ft ceilings, spacious principal rooms, main floor family room, 2 bathrooms, there is 3 bedrooms, gas heating. Priced to sell for that first time home buyer or work from home professional or entrepreneur. This is a must see!

71 High Street, Georgina
$6,999,000
7 Beds ⋅ 4 Baths ⋅ N12125429 MLS
216 ACRES ! Spectacular country farm available for sale for the first time in nearly 80 years. This farm is located within the fastest growing community in CANADA and is situated within minutes of the new Southlake Hospital ( being built) and a new proposed 1700 home+ development in Queensville. There are few acreage parcels of this size and quality in the GTA. The TWO Houses on the property allow the accommodation of 3 families. The main house is a large century farmhouse circa 1890 with a Napier Simpson addition, two family home with separate entrances and living space. One half has 4 bedrooms, while the other has three. This original portion of the home was built approx 1890 or earlier with 13 inch baseboards and 10 foot ceilings on the main floor. It is an elegant and stately home. There is also a detached bungalow accessible from Mill Rd. This property may have the possibility to obtain a fill permit from regional and local municipalities, for a 5 cubic acre previously quarried pit if certain conditions are satisfied at the time of application. Rarely does a farm of this size and quality become available with such a premium location. (Bank barn in photos has been removed)

18725 McCowan Road, East Gwillimbury