Luxury Homes For Sale In Stouffville

3658 Stouffville Road, Whitchurch-Stouffville: $38,000,000

Tue, 05 Nov 2024 00:00:00 GMT

Residential Freehold. Listed at $38,000,000. Bedrooms: 3. Bathrooms: 1.0. Location, Location, Location! great opportunity for future development. Corner 45 acres land located on Stouffville Rd/Kennedy,Great Investment In The Fast Growing Community Of Stouffville MINUTES to Hwy 404, Farm House(as is) surrounded by trees.

13682 Warden Avenue, Whitchurch-Stouffville: $35,000,000

Wed, 06 Nov 2024 00:00:00 GMT

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Residential Freehold. Listed at $35,000,000. Bedrooms: 6. Bathrooms: 6.0. Location, Location, Location!Corner lot located on two main roads with heavy traffic, 25.41 acres beautiful land with one detached 6 bedroom house, two Outside Buildings With 2 Bedroom Apartments Each. 23 Stall Paddocks,ravine,and pond.4 MINUTES to Hwy 404,just south of Whitchurch Highlands Public School, great opportunity to investment.

13231 Kennedy Road, Whitchurch-Stouffville: $13,880,000

Mon, 04 Aug 2025 00:00:00 GMT

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Residential Freehold. Listed at $13,880,000. Bedrooms: 14. Bathrooms: 14.0. 55.15 Acre Private Retreat, Family Compound, Total Living Space of 10500 SF : 6888 Sf At Main & Second Floor. 800Sf Apt Over Garage. 10'&12.5' High Ceilings With Countless Picture Windows! 3 F/Places, 7' Baseboards, Speakers+Sound Sys, Sauna, 50Yr Shingles, Skylights, 20+ Parking, Finest Buildong Materials Used! Great Property For B&B, Family Resort, Spa, Daycare, Senior Residence, Medical/Rehab Treatment Centre, One-Of-A-Kind! 3.5 Km Waterfront On 2 Lakes Stocked With Several Kinds Of Delicious Fish!!! 10 Km Walking Trails!!! Taxes Reflect Managed Forest Tax Program, 3 Geo-Thermal Furnace! **EXTRAS** Fridge, Stove, B/I Dishwasher, B/I Microwave, Comm Kit In Basement W/2 Stacked-Oven, 6-Burner Stove, Walk-In Fridge, Elevator, 400 Amp & 4 Hot Water Tanks. Steel Storage Shed, Big Log House & Special Stone House. Too Many To List!

12068 Mccowan Road, Whitchurch-Stouffville: $10,888,000

Fri, 23 Jan 2026 00:00:00 GMT

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Residential Freehold. Listed at $10,888,000. Bedrooms: 8. Bathrooms: 10.0. Iconic Masterpiece Ready for Your Vision. An extraordinary opportunity awaits on this sprawling 48.4-acre property to a partially built, 20,000 sq ft unfinished architectural estate home that offers the rare chance to bring your dream residence to life from the ground up. Currently in the pre-drywall phase, this remarkable structure provides the perfect blank canvas to finish and customize every detail to your exact taste. Designed with timeless grandeur in mind, the homes exterior showcases a full stone facade, a stately front porch with a dramatic arched entryway, and large pillars that create an unmistakable sense of arrival. Inside, a spectacular main floor foyer with soaring ceilings sets the tone for the scale and elegance planned throughout the home. The layout includes 8 expansive bedrooms, with most ensuites roughed-in for heated flooring. The future primary suite is designed as a true sanctuary featuring a private walkout terrace, his & hers walk-in closets, and space for an oversized spa-like ensuite. A covered walkout deck from the main floor, a walkout to 1 of 2 triple garages, and thoughtfully planned sightlines add to the homes exceptional flow and function. With residential and commercial zoning, the estate opens the door to a variety of uses whether you envision a luxurious private residence, a family compound, or a live-work lifestyle property with unmatched land value. From the elegant stonework to the expansive footprint, the structure is in place what remains is the opportunity to shape it into something truly iconic. Seize the rare chance to complete a grand estate tailored entirely to your vision. Severance possibility.

13123 Mccowan Road, Whitchurch-Stouffville: $9,990,000

Thu, 02 Apr 2026 00:00:00 GMT

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Residential Freehold. Listed at $9,990,000. Bedrooms: 5. Bathrooms: 4.0. A once-in-a-generation opportunity to own an extraordinary private estate in Rural Whitchurch-Stouffville, set on approximately 42.35 acres at McCowan Rd & Bethesda Side Rd, where the character of the area is defined by country living, natural beauty, golf, equestrian uses, and easy access to urban amenities. Behind a gated, tree-lined, solar-lit drive awaits a truly spectacular retreat featuring 3 bass-filled ponds, including 2 ponds of approximately 2 acres each, a sandy beach, 2 waterfalls, artesian springs, mature forest, winding trails, extensive wildlife, perennial gardens, and a rare private golf experience with 9 tee locations and artificial greens. Two legal dwellings and multiple outbuildings elevate the property's versatility, including an impressive 60' x 40' party room with deck overlooking the south pond, plus a heated workshop for hobby, business, or storage use. The main residence offers an unforgettable Muskoka-inspired lifestyle with panoramic water views, a large tiered backyard deck, a serene lily pond setting, and a stunning primary loft retreat with 5-piece ensuite, soaker tub, walk-in closet, and walk-out to a rooftop deck. Exceptionally private yet just minutes to Stouffville and Highway 404, this is a landmark estate that seamlessly blends luxury, recreation, nature, and resort-style living into one irreplaceable property.

14466 Ninth Line, Whitchurch-Stouffville: $7,520,000

Wed, 18 Mar 2026 00:00:00 GMT

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Residential Freehold. Listed at $7,520,000. Bedrooms: 0. Bathrooms: .0. Seller offers vendor's take back! Beautiful 53.26 acre property and unique development opportunity overlooking Windsor Lake. The front portion is located within the Musselman's Lake Planning Area and zoned as D-Development Reserve for future development. Close to all amenities, Highway 404, Ballantrae, Aurora, Stouffville & Uxbridge. Don't miss this great opportunity.

15672 Warden Avenue, Whitchurch-Stouffville: $5,550,000

Fri, 19 Dec 2025 00:00:00 GMT

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Residential Freehold. Listed at $5,550,000. Bedrooms: 0. Bathrooms: .0. Excellent opportunity to own 94 (Per MPAC) acres of serene land ideally located just minutes from Stouffville, Aurora, Markham, and Highway 404. This expansive property offers a unique blend of open space and natural beauty, with a portion of the land cleared and the remainder featuring mature mixed bush, providing privacy and versatility.An existing barn (as is) is located on the property, offering potential for agricultural, recreational, or storage use. Whether you are seeking a long-term investment, agricultural opportunity, or a private rural retreat with convenient access to nearby urban amenities, this property presents exceptional potential.

3125 Vandorf Side Road, Whitchurch-Stouffville: $5,500,000

Fri, 03 Apr 2026 00:00:00 GMT

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Residential Freehold. Listed at $5,500,000. Bedrooms: 7. Bathrooms: 4.0. Rare opportunity must see 10-acre lot of equestrian retreat in the heart of Whitchurch-Stouffville. Investors, family, equestrian enthusiates welcome! Conveniently situated minutes from Highway 404, the property features an inground pool, private hot tub room, oversize deck, exercise room, horse riding arena with 28 stalls, solar panels and much more. Step into sun-filled open concept living with pot lights throughout, hardwood floors, gourmet kitchen, thoughtful and functional layout. Do not miss this opportunity, see attachment for potential investment details.

19 Wolf Run Court, Whitchurch-Stouffville: $5,390,000

Fri, 27 Mar 2026 00:00:00 GMT

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Residential Freehold. Listed at $5,390,000. Bedrooms: 5. Bathrooms: 5.0. Stunning 7200Sf Luxurious Estate in The Prestige Trail of The Woods, Ultimate Luxury & Privacy, On A Quiet Cul-De-Sac, Top of The Hill, Surrounded By Trees, Enough Space For the Entire Family, Natural Stone Exterior, Enjoy the Beautiful View And BBQ, Have a Coffee/tea on The Large Wrap Around Deck or Master Balcony, Hangout In The Spacious Living Area, Head Down To The Media Room W/A Custom Sound System in W/O Basement, Where A Dry Bar Awaits, Feeling Tired After All The Drinks and Entertainment? The Elevator Will Take You To All Levels, Including the Master Suite To Settle In For The Night. All existing Light Fixtures, Stainless Steel Fridge, Stove, Dishwasher, Washer, Dryer, Speakers And Projection Screen In Media Room, Roughed In Central Vac.

111 Lake Woods Drive, Whitchurch-Stouffville: $4,799,900

Mon, 09 Feb 2026 00:00:00 GMT

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Residential Freehold. Listed at $4,799,900. Bedrooms: 10. Bathrooms: 10.0. A Rare and Remarkable Find. This Multi-Generational French Chateau Style Home Offers Over 11636SqFt of Luxury Living Space With Two Luxury Residence, The Estate Comprises A Main House, AnAttached Aprox 2800SqFt Open Concept Coach Bungalow W/Vaulted Ceilings & A Grand Home Office. ASeparate Lower Level Nanny-Suite W/Walkup Separate Entrance. Extra Large Home Gym, Grand LivingRoom, 4 Gas Fireplace, 1 Electric Fire Place, Gourmet Kitchen And Spacious Family Room, An Elegant Dining, The House has Been Strategically Designed To Maximize The Awe-Inspiring Views.This Gem Sits On 2 Acres, Flooded With Natural Light Throughout. A Rewarding Escape, PeacefullySituated In The Coveted Community Of Camelot Estates. Home Office W/ Vaulted Ceiling & SeparateEntry, Study Room, Home Theatre. Built/in Speakers, Wet Bar. 2 Walk-In Custom Wine Cellars.Bell Fibe Internet, Radiant Heated Floors, 12 minutes to Hwy 404 & 407 & the New Old ElmStouffville go train station. Enjoy the Oasis vacation-style backyard with inground heatedpool, 2 pool cabanas with service kitchen, Beer Tap, BBQ, change rm & 2 pc bath. Too Much MoreTo List. A Must See!!!

15501 Ninth Line, Whitchurch-Stouffville: $4,689,900

Thu, 05 Feb 2026 00:00:00 GMT

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Residential Freehold. Listed at $4,689,900. Bedrooms: 3. Bathrooms: 7.0. This is the one! Set on 13 acres of private land, this exceptional estate offers unmatched space, privacy, and lifestyle. Located in a prestigious area of Stouffville, just minutes from shopping, schools, amenities and a 10-minute drive to Highway 404. The home features a gourmet chef's kitchen, perfect for entertaining or daily culinary enjoyment. The soaring 2-story great room showcases a floor-to-ceiling 2 sided stone fireplace and a dramatic wall of windows overlooking the lush grounds. The primary suite serves as a serene retreat, complete with a built-in dressing room and a spa like ensuite. Originally 4 bedrooms, can be converted back. Designed for recreation and wellness, the residence includes a sauna and a spacious basement ideal for a games room, exercise area, and recreation space. Car enthusiasts will value the oversized 3-car garage with tons of space for storage. Geothermal heating and cooling provides savings on utilities. Outdoors, enjoy the heated in-ground saltwater pool or take a short walk to the horse paddocks with two run-in shelters. A seamless blend of leisure and equestrian lifestyle. A rare opportunity to own a private estate that combines refined living, luxury amenities, and expansive land in one exceptional property.

14571 Warden Avenue, Whitchurch-Stouffville: $4,500,000

Tue, 24 Mar 2026 00:00:00 GMT

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Residential Freehold. Listed at $4,500,000. Bedrooms: 5. Bathrooms: 5.0. Beautiful 7600+ sq.ft. home built in 1994, set on a peaceful 105 acres with pond just outside of Aurora. Featuring 4+1 bedrooms, spacious principal rooms, finished basement with walk-out to pool & custom finishes throughout, 4-car garage, plenty of trees. Gated entry provides added privacy security from Warden Ave. Property includes tennis court, barn/area, outbuilding, pond + much more. Property serviced by geothermal heating, central air, propane and electric fireplaces.

43 Ogden Crescent, Whitchurch-Stouffville: $4,450,000

Tue, 31 Mar 2026 00:00:00 GMT

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Residential Freehold. Listed at $4,450,000. Bedrooms: 5. Bathrooms: 8.0. Experience luxury living at this breathtaking modern estate on 2 acres! Portions of interior masterfully designed by award winning interior designer Eric McClelland of Fleur-de-lis Interior Design Inc. The main floor boasts a contemporary kitchen with with custom cabinetry and eat in kitchen, sunken dining room with walkout to backyard, living room with floor to ceiling windows and walkout to patio, family room overlooking the garden with gas fireplace and a sun filled office with built in shelving. Master bedroom oasis with a balcony overlooking the backyard, custom built-in cabinetry and custom 6 piece ensuite with steam shower. All bedrooms have an ensuite and large windows. Meticulous maintained stone, stucco and cedar exterior with professionally landscaped gardens, outdoor saltwater pool, fire pit and cabana. Perfect for entertaining indoors and out. Spectacular basement with home theatre with full projection system, wine fridge, workout room, kitchenette and bar space. 5th bedroom in basement with custom cabinetry and ensuite as well. Elevator gives access to all floors. Dog wash station in mudroom with sink and built in cabinetry. Radiant floor heating through much of home. Automated shades in most rooms, custom lighting system with pot lights, Sonos sound system throughout! Exterior repainted and stained (2023), Outdoor decking (2023), Roof (2016), Windows (2016), A/C (2016), Furnace (2016), Sump pump (2017).

3536 Bloomington Road, Whitchurch-Stouffville: $3,999,000

Mon, 26 Jan 2026 00:00:00 GMT

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Residential Freehold. Listed at $3,999,000. Bedrooms: 5. Bathrooms: 5.0. Breathtaking approximate 30 acre property with your own private approx. 6 acre kettle lake! Spectacular combination of hills, forests, areas of cleared land (approx. 2 acres in the front and over 7 acres at the back), with fruit trees and stunning nature attracting all types of wildlife, including wild turkey, deer, turtles, fish, Canadian geese & others. The long, tree-lined winding driveway leads you to a bright and very spacious but cozy cottage like custom built bungalow with 3+2 bedrooms, 4.5 bathrooms, separate living, dining and family room that walks out to a huge wrap around (composite) south facing deck with a view of the private lake and peaceful nature. Attached double car garage with direct access to home and lets not forget the additional 2 car detached garage/workshop with 100A sub panel. Home originally built with 1 inch rigid foam over wood frame construction, house presently providing 400A electrical service, private septic System and Well. Recent Updates include the roofs/gutters/downspouts in 2018, propane hi-efficiency furnaces recently installed (main floor and basement have separate furnaces/ducts/smart thermostats). All bathrooms and laundry room recently renovated with 24 inch ceramic tiles. Recently renovated walkout basement with full sized windows facing a bright south view with 2 bedrooms and 1 bathroom. Most basement foundation interior spray foamed (R24-R30) and all header cavities spray foamed (R30), professional sound proofing between floors, 100A dedicated sub panel for basement and vinyl click floor over 1 inch rigid foam subfloor. About 2500 trees planted (mostly evergreens) across front of property for additional future privacy and reduced maintenance. Just 5 mins to Hwy 404, 6 mins to Bloomington GO Train Station, under 20 mins to 407 and Toronto! Amazing location close to Golf Courses, School (Whitchurch Highlands Public School), Equestrian Facilities, and Other Amenities Stouffville & Aurora Have to Offer.

5096 Bloomington Road, Whitchurch-Stouffville: $3,998,500

Mon, 28 Apr 2025 00:00:00 GMT

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Residential Freehold. Listed at $3,998,500. Bedrooms: 3. Bathrooms: 3.0. Beautiful more than 33 acres with detached house, be able to see Downtown Toronto night lights, non-farm residence with portion being farmed, one of the best location of at Stouffville. Good investment with income. Sell "as it is".

9 Pleasant Valley Drive, Whitchurch-Stouffville: $3,990,000

Wed, 04 Mar 2026 00:00:00 GMT

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Residential Freehold. Listed at $3,990,000. Bedrooms: 7. Bathrooms: 9.0. Welcome To An Unparalleled Masterpiece Of Design And Craftsmanship. This Custom-Built Estate Offers Luxurious Living Space, Featuring 7 Spacious Bedrooms And Exceptional Attention To Detail Throughout. Step Inside And Be Greeted By Soaring Ceilings, Elegant Finishes, And Expansive Open-Concept Living Areas Flooded With Natural Light Seamlessly Blending Modern Comfort And Style.The Gourmet Kitchen Is Equipped With Premium Appliances And A Large Centre Island, Perfect For Both Everyday Living And Entertaining. The Family Room Boasts Bi-Folding Doors That Open To The Patio, Creating An Effortless Indoor-Outdoor Experience. A Cambridge Elevator Conveniently Services All Three Levels. This Is Truly A Must See Home!!

69 Sam Davis Court, Whitchurch-Stouffville: $3,890,000

Sat, 28 Feb 2026 00:00:00 GMT

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Residential Freehold. Listed at $3,890,000. Bedrooms: 6. Bathrooms: 7.0. Experience ultra-luxury living in this breathtaking showstopper set on a premium 1-acrepie-shaped lot in an exclusive estate court! This grand 4-car garage residence offers architectural presence that feels like a modern castle, crafted with uncompromising quality, artistry, & design. Inside, enjoy 6,625 sq.ft. of refined living (+ ~3,300 sq/ft unspoiled basement ready for customization). Every inch displays couture craftsmanship: exceptional trim work, elaborate mouldings, custom wainscoting, designer wall panels, waffle & coffered ceilings, & magazine-worthy detailing throughout. Dramatic volumes include a 22ft cathedral foyer & family room, 11ft ceilings on the main, 10ft on the 2nd floor, & 9ft in the basement. Brilliantly illuminated by over 200 pot lights & 20 crystal chandeliers, the home showcases custom floral-pattern ceiling designs all throughout. The main floor includes a private nanny/in-law suite complete with its own 3-piece ensuite bath & walk-in closet. The heart of the home is the custom chef's gourmet kitchen, featuring a wide center island, premium built-in appliances, extensive cabinetry, marble surfaces, & open sightlines into the sunlit breakfast area & luxurious family room. A stunning symmetrical backlit onyx feature wall anchors the living space, complemented by premium marble, crown mouldings, & oversized windows overlooking the vast estate grounds. Upstairs, discover 5 spacious bedrooms, each with its own private ensuite, designed with exceptional finishes & elegant ceiling treatments. The primary bedroom retreat impresses with a grand sleeping area, large lounge/sitting zone, a massive walk-in closet, & a spa-inspired ensuite that embodies pure luxury. Outside, the rare 1-acre private estate lot offers endless potential-pool, tennis court, cabana, outdoor kitchen, or luxury garden expansion. With open green vistas & privacy on all sides, this property is the ideal canvas for resort-style outdoor living. A true one-of-a-kind masterpiece!

19 Glenhill Trail, Whitchurch-Stouffville: $3,888,000

Thu, 22 Jan 2026 00:00:00 GMT

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Residential Freehold. Listed at $3,888,000. Bedrooms: 6. Bathrooms: 7.0. Nestled On Two Private, Treed Acres Within An Exclusive Cul-De-Sac Where Homes Are Rarely Available, This Sensational Custom Estate Presents An Unparalleled Lifestyle Of Privacy And Luxury. Experience Living At Its Finest Inside This Architecturally Striking Residence, Offering Over 8,500+ Sq. Ft. of Living Space With 10-Foot Ceilings On the Main Floor, Creating A Grand, Light-Filled, Open-Concept Ambience. A Spacious Custom Loft Provides Boundless Possibilities For Home Business or Refined Living. A Masterpiece Of Craftsmanship, the Home Showcases Travertine And Hardwood Flooring Throughout, Accented By Five Fireplaces. The Gourmet Chef's Kitchen, Appointed w/ a Premium Wolf Range, Double Wall Oven & Marble Countertops, Flows Seamlessly Into An Inviting Family Room Adorned With Grand Custom Bookshelves. The Primary Suite Serves As A Serene Sanctuary, While Every Bedroom Features Its Own Ensuite For Exceptional Comfort And Privacy. The Walk-Out Lower Level is Highlighted By A Bespoke Entertainment Lounge With Custom Bar And Cabinetry, A Sleek Wall-Insert Fireplace, and a Professional Home Gym. Exterior Excellence Continues With Professional Landscaping, An Irrigation System, And A Year-Round 20' Swim Spa Complete With Motorized Covana Cover. State-Of-The-Art Geothermal Heating And Radiant In-Floor Heating On Both Main And Lower Levels Ensure Sustainable Efficiency. Additional Distinctions Include A Generac Backup Generator, 10 Camera HD Security System, 400 Amp Service, (2) EV Chargers, And Fibre Optic As Well As Starlink High-Speed Internet. This Exceptional 2 Acre Estate Is Also Fully Permitted For A Future Sport Court (Hockey, Pickleball, etc.) An Extraordinary Fusion Of Sustainable Innovation, Sophisticated Design, And Tranquil Natural Surroundings; A Truly Rare Offering. See Feature Sheet for Additional Highlights.

3 Earl Cook Drive, Whitchurch-Stouffville: $3,850,000

Wed, 12 Nov 2025 00:00:00 GMT

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Residential Freehold. Listed at $3,850,000. Bedrooms: 5. Bathrooms: 6.0. Welcome home to this stunning Executive estate! Spanning 4,926 square feet of sheer luxury, this home is meticulously handcrafted with curated, high-end materials true masterpiece nestled on a sprawling 1.75-acre lot. Enjoy unparalleled privacy and serenity.A charming circular driveway leads to the grand entrance, showcasing the home's timeless architectural style. The exterior blends robust stone, brick, and high-end materials, featuring huge windows that flood the interiors with natural light and offer breathtaking views. Inside, the grand foyer boasts soaring ceilings and elegant finishes: rich marble flooring, stunning custom millwork, and designer lighting. The open-concept main level flows seamlessly into the chef's state-of-the-art gourmet kitchen, complete with top-of-the-line appliances, a grand central island, and bespoke cabinetry. A sun-drenched, cozy breakfast area with floor-to-ceiling windows adjoins the kitchen. The main living room, a statement in comfort, features a welcoming gas fireplace and distinctive waffle ceilings. Large sliding doors open to a fantastic covered outdoor living space-perfect for sophisticated gatherings with sleek glass railings and recessed lighting. Working from home is easy in the dedicated office with custom-built-ins. For guests, the private main-floor suite is a true retreat, offering its own sitting area, a spa-like bathroom with a walk-in shower, and a huge walk-in closet. Upstairs, several spacious bedrooms each boast a private en-suite bathroom and walk-in closet, maximizing comfort and views. This home masterfully blends luxury, function, and natural beauty, creating a true oasis that awaits its new owner.

42 Somerville Street, Whitchurch-Stouffville: $3,828,000

Wed, 01 Apr 2026 00:00:00 GMT

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Residential Freehold. Listed at $3,828,000. Bedrooms: 9. Bathrooms: 7.0. Multi-unit building in Downtown Stouffville. Unique property. 10 year new totally re-built with highest quality French Chateau Style Luxury Building with 5 self-contained suites with stunning 10 & 12 ft high ceilings. Suites range in sizes from 800 - 1,650 sq ft- each suite is equipped with self control heating /cooling and ensuite laundry (separate bills). 10 outside surface parking spaces. Over 6,000 sq ft of luxury above grade space. Located next to Memorial Park, backing onto ravine and steps to Community centre, library, shops, restaurants and the GO Train Station. Building is constructed with quality upgrades with picturesque windows, heated floors, hardwood floors, granite counter tops, pot lights, natural limestone, Belden brick & stucco exterior, fully fire rated and extreme sound proofing. Unique multi-family design with ground floor non-conforming Commercial use option. Possible office space, studio, great live/work combination under one roof with built-in bonus to collect rental income from the other suites ~ potential to generate approx. $160,000 net income!