Buy Real Estate on Kennedy in Whitchurch-Stouffville

24 Listings
3658 Stouffville Road, Whitchurch-Stouffville
3
BEDS
1
BATHS
407.93 BTC
FOR SALE
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.
13231 Kennedy Road, Whitchurch-Stouffville
12+2
BEDS
14
BATHS
149.00 BTC
FOR SALE
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!
29 Moraine Forest Trail, Whitchurch-Stouffville
5+1
BEDS
8
BATHS
89.96 BTC
FOR SALE
Moraine Forest Trail Manor Country Estate is an elegant European country home located in Stouffville, Ontario, Canada. The estate incorporates the style and design elements of a European manor, professionally curated and decorated. It boasts a new fully equipped state-of-the-art gourmet kitchen, perfect for culinary enthusiasts. Enjoy quality time with family in your very own home theatre/media room, or maintain your fitness routine in the private gym. Additionally, relish in the luxury of a personal scotch room, as well as a main floor primary suite complete with a spa-like bath. The second floor features a second primary suite. The house rests on approximately 10 acres, featuring a private forest and serene pond. The natural surroundings include the perfect backdrop including waterfall, spa, pool, and outdoor alfresco dining area, complete with a charming fire place under the moonlit sky and stars, all within superbly landscaped grounds. For guests or additional privacy, there's a separate guest quarters or private suite available with laundry. The estate offers a circular motor court and accommodates up to four cars, with the option for two lifts. Conveniently, the estate is only 30 minutes away from downtown Toronto, and is in close proximity to golf and country clubs, boutique shops, equestrian facilities, and some of the country's finest schools. Step into a world of unparalleled magnificence.
13992 Kennedy Road, Whitchurch-Stouffville
-1
BEDS
0
BATHS
80.51 BTC
FOR SALE
Located just west of Stouffville and a short drive into Toronto, this outstanding 89-acre farm offers a rare combination of income, investment potential, and natural beauty. With 78 acres of fully workable farmland and a commercial cell tower generating steady annual income through a long-term, inflation-adjusted contract, this property is ideal for investors, farmers, or those looking to build a custom home in a scenic, strategic location. Surrounded by rolling hills, premier golf courses, and boasting views of the Toronto skyline, the land offers both tranquility and quick access to major highways. Whether expanding a farm operation, securing a high-potential asset, or creating a private estate, this property delivers exceptional value in one of Ontarios most desirable rural corridors.
4131 Stouffviille Road, Whitchurch-Stouffville
-1
BEDS
0
BATHS
74.93 BTC
FOR SALE
Discover a prime investment opportunity on Stouffville Road in beautiful Whitchurch-Stouffville. This expansive 50-acre parcel offers exceptional potential, featuring flat, high, and dry land currently rented for farm use, along with a well-maintained barn. Perfectly positioned for both immediate yield and future growth, this versatile land presents an ideal setting for your vision. Don't miss the chance to own a remarkable piece of this highly desirable area!
15672 Warden Avenue, Whitchurch-Stouffville
-1
BEDS
0
BATHS
61.73 BTC
FOR SALE
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.
3536 Bloomington Road, Whitchurch-Stouffville
3+2
BEDS
5
BATHS
42.93 BTC
FOR SALE
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
BEDS
3
BATHS
42.92 BTC
FOR SALE
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".
3 Earl Cook Drive, Whitchurch-Stouffville
5
BEDS
6
BATHS
41.33 BTC
FOR SALE
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.
41 Greenvalley Circle, Whitchurch-Stouffville
4+2
BEDS
6
BATHS
39.50 BTC
FOR SALE
Welcome to 41 Greenvalley Circle, a Georgian-style estate of rare distinction set on 1.5 acres with South facing views in the prestigious Trail of the Woods community. Defined by its symmetry, balanced proportions, and timeless brick facade, this residence offers over 7,000 sq. ft. of refined living space where classic architecture meets modern luxury. Inside, 10 foot ceilings, intricate trim work, and rich walnut floors create a sense of grandeur, while floor-to-ceiling windows flood the home with natural light and the perfect floor plan. At its heart is the gourmet kitchen, complete with top-tier appliances and a service pantry ideal for both elegant entertaining and everyday living. Four plus two bedrooms, and six beautifully finished baths ensure comfort and privacy. The primary suite impresses with a private terrace, spa-like bath, and walk in closet, while an oversized second-floor laundry adds convenience.The walk-out lower level is designed for leisure, featuring an open family room, double sided stone fire place, games area, large gym and a custom wine bar overlooking the landscaped gardens. Outdoors, manicured grounds with an oversized terrace walking out from kitchen provide a serene retreat, perfect for gatherings or quiet reflection. Additional highlights include a four-car garage, abundant storage, and a prime location with complete privacy, surrounded by estate homes yet minutes from amenities. A Georgian masterpiece that blends elegance, function, and lifestyle this is a property of true enduring value.
45 Loggers Trail, Whitchurch-Stouffville
4+1
BEDS
5
BATHS
38.22 BTC
FOR SALE
Rare Modern French Luxury Bungalow Estate. A rare offering in today's market, this exceptional Modern French-inspired luxury bungalow redefines high-end living by seamlessly combining estate-level luxury with unparalleled everyday convenience-all on one expansive level.Set on a 2-acre private lot backing onto an endless forest, the home welcomes you with a crescent-shaped driveway and refined architectural detailing. Inside 12' ceiling (Main), solid walnut chevron flooring, custom plaster wall trims, medallion ceilings, and a dramatic floating marble TV and fireplace wall reflect timeless Modern French craftsmanship.The gourmet kitchen is fully equipped with elite appliances, including a 72" see-through Sub-Zero refrigerator and freezer, Wolf gas cooktop, and Miele built-in coffee machine, steam oven, and dishwasher-designed to elevate daily living hile supporting effortless entertaining.The main-level primary suite offers a true spa retreat, featuring a luxury ensuite bathroom with wet sauna, premium fixtures, and smart toilets that enhance comfort and hygiene throughout. An elegant entryway with floating custom cabinetry provides discreet and functional storage.What truly sets this bungalow apart is its fully developed 3,000-square-foot lower level, thoughtfully designed for both lifestyle and recreation. It includes a professional dance studio (10'), gym, walk-in temperature-controlled wine cellar, traditional wood sauna, snooker area, private Home Threater, and an additional ensuite bedroom-ensuring space for every passion without sacrificing main-floor convenience. The three-car garage features a golf simulator room and an upper loft offering exceptional flexibility. Outdoor living is elevated with a super-sized concrete rooftop deck, creating a four-season retreat surrounded by nature. An extended concrete driveway into the backyard further enhances functionality and scale.
12 Forestview Trail, Whitchurch-Stouffville
5
BEDS
7
BATHS
37.46 BTC
FOR SALE
Exceptional 6,644 sq ft Forest Hill Estate nestled on 1.3 acres of lush, private grounds in the prestigious Trail of the Woods community. This one-of-a-kind residence features grand, light-filled rooms with floor-to-ceiling windows, custom millwork, and handcrafted built-ins throughout. Enjoy an all-season vaulted sun room, a spectacular second-floor terrace, and a spacious finished 27 * 17 loft/nanny suite with bath. Heated front porch and steps offer year-round comfort, while the professionally finished basement expands your living and entertaining options. The backyard is a true retreat with a pristine in-ground pool surrounded by manicured gardens and mature trees, creating the perfect balance of elegance, privacy, and resort-style living.
22 Ratcliff Road, Whitchurch-Stouffville
4+1
BEDS
5
BATHS
31.13 BTC
FOR SALE
Exclusive Bethesda Estate location Approx. 7.62 private scenic acres boasts a 3.5acres of pond. Solid multi level 4 bedrooms home. Spacious rooms with spectacular views of water, bridges and perennial garden are an entertainer's dream. This property offers an incredible opportunity, the home can easily be lived in, while it is also prime for development; renovate, rent out and/or landbank for the future. Large lots with nature pond are becoming a rarity and demand for private enclaves with amazing locations hasn't waned. This location is ideal for cul-de-sac custom built mansion with park-like garden. There are lots of new build on the go in the area.
8 Greenvalley Circle, Whitchurch-Stouffville
5+1
BEDS
5
BATHS
29.95 BTC
FOR SALE
Lucky Number 8. 5000 sqft +Total Living Space. Exquisite Home In Prestigious Trail Of The Woods Siting On 1.4 Acre Of Private Land Overlooking Greenery And Winding Driveway. Featuring Loft With Separate Entrance, 3 Car Garage, Numerous Wet Bar, Double Staircase, Oversized Windows. Dream Kitchen, Spacious Room Sizes And Prof Fin W/O Bsmt With Large Above Grade Windows, Bdrm, Recreation Rm, Bath And Wet Bar. On Doorstep Of Aurora Within Mins To Hwy 404, Go Trans And All Amenities. **EXTRAS** All Existing Fixtures and Appliances, Excluding Tenant's Belongings.
3932 St John Side Road, Whitchurch-Stouffville
-1
BEDS
0
BATHS
27.86 BTC
FOR SALE
Build Your Dream Luxury Estate Home on this PREMIUM 10 Acres of Land! Quiet Area Nice Flat Lot with many Trees. Great Investment.
4282 Vivian Road, Whitchurch-Stouffville
4+2
BEDS
3
BATHS
26.84 BTC
FOR SALE
Nestled and tucked away, this 5 acre estate home is over 5000 sq feet and surely to impress. Complete privacy invites you to feel like you are away at the cottage, when you are only 7 min to Hwy 404. There is a large heated workshop with 4 stalls ideal for those looking for an equestrian focused property or a cottage feel near the city with an oil furnace. The home has 4 spacious bedrooms including one bedroom with walkout to stunning sun room to enjoy your morning cup of coffee or take in the beauty that surrounds you. Gourmet kitchen with built in appliances, breakfast room combined with mezzanine dining perfect for entertaining. Great room with adjacent room that can be used as another bedroom or office. Plenty of natural light throughout the home. Large swimming pool to enjoy summer days. 4 wood fireplaces to keep you warm in the colder months. High efficiency boiler. Primary bedroom features 4 pc ensuite with steam shower built in. Finished basement with den, common room, and 2 additional bedrooms. Plenty of storage space throughout. The property comes with a self contained coach house needing finishing touches, perfect for nanny quarters or income potential.
3525 Bloomington Road, Whitchurch-Stouffville
0
BEDS
0
BATHS
26.78 BTC
FOR SALE
Just 30 minutes north of Toronto, this clean 24-acre parcel of fully workable farmland offers a prime opportunity for farmers, investors, or those looking to build their dream home in the countryside. Surrounded by scenic rolling hills, pristine golf courses, and with views of the Toronto skyline, the land combines natural beauty with unbeatable location. With all 24 acres considered farmable and quick access to major highways, this property is ideal for expanding an agricultural operation, securing a strategic land investment, or creating a private estate in one of Ontarios most desirable rural-urban fringe areas.
4074 St. John's Side Road, Whitchurch-Stouffville
4+1
BEDS
4
BATHS
26.72 BTC
FOR SALE
Country oasis on one of the most prestigious blocks of St. Johns Sided 35 minutes to Toronto. This Architect/Engineer custom built home is truly one of a kind & was built as a personal residence. Desirable natural setting on 10 private forested acres w/ views in every direction, groomed trails & lots of outdoor activities for kids, adults & pets. Stunning interior w/ enormous open concept primary rooms, grand windowed walls, vaulted ceilings w/ Douglas Fir beams, multiple stone fireplaces, & fabulous over sized bathrooms, doors & windows. Fr w/ natural field stone walls, sunken den, formal dr that spills out to entertainer's dream western facing deck, reno'ed kitchen & large office w/ a 2 way fireplace & 2 picture windows. Great room is a fantastic space w/ an 11' retractable window wall & over-sized stone fireplace. It's perfect for cozy family nights & is an entertainer's dream. Primary bedroom has 6 pc ensuite, sliding doors to deck, huge closets & plank floors. This chalet lodge inspired home can be decorated & furnished to any taste w/ its unique natural stone wall accents, glass block finishes, 6 rooms w/ stone fireplaces, fabulous media/games room, main floor in-law/nanny suite w/ ensuite & artist drawn mural, & a music room (or 5th bedroom/nanny suite w/ ensuite) in lower level. Each room is an individual experience with an interesting & attractive vibe. Multiple upgrades & features. 2 Geothermal furnaces 2021, exterior stained 2021, New windows, Renovated Kitchen & paved driveway 2022. Burma teak Hardwood & plank floors, over-sized doors & baths, vaulted Douglas Fir beamed ceilings, natural stone & exposed brick walls, man cave garage, groomed forest trails, & enclosed organic Hugelkultur vegetable garden. If you want something outstanding & out of the ordinary, you won't be disappointed.
18 Sunrise Ridge Trail 36, Whitchurch-Stouffville
4+1
BEDS
5
BATHS
20.91 BTC
FOR SALE
Emerald Escape: Ravine Retreat! Step into luxury, privacy, and style in this 4+1 bedroom, 5-bathroom masterpiece with resort-like backyard in the prestigious Emerald Heights gated community, just steps from Emerald Hills Golf Club. Features exceptional curb appeal with stucco and stone façade; professionally landscaped grounds; custom gourmet kitchen [2017] with built-in appliances, a massive quartz centre island/breakfast bar, and 2025 beverage centre with beverage fridge, 9 ft ceilings on main; main floor office overlooking ravine; 3 full bathrooms on 2nd floor including 2 ensuite bedrooms; 4 spacious bedrooms upstairs each with it's own walk-in closet finished with custom closet organizers! Entertain in the formal living room with vaulted ceilings, cozy up by the gas fireplace in the family room, or escape outdoors to your backyard oasis: inground saltwater pool, hot tub, cabana, deck, patio, all overlooking a picturesque ravine with evergreen privacy. The finished basement adds a gym, living room, smoke room, and fireplace, perfect for recreation and relaxation. Additional features include main floor laundry, Tesla charger, central vacuum, smart security, iron pickets, and parking for 4 cars. Meticulously maintained with upgrades from 2017-2025, including new AC, electric panels, pool & hot tub systems, cabana, garage improvements, resurfaced main floor, and fresh paint throughout. Enjoy a low $992/month maintenance fee, covering club house amenities, tennis court, community pool & water, all within a safe, private gated enclave. This is more than a home-it's your private Ravine Retreat in Emerald Heights. Come see it before someone else calls it home!
6 Kennedy Lane, Whitchurch-Stouffville
3
BEDS
1
BATHS
19.32 BTC
FOR SALE
Welcome to 6 Kennedy Lane - a charming 3.10-acre countryside property combining comfort today with exceptional long-term potential for tomorrow. Located just minutes from downtown Stouffville/404/Go-Station, this rare parcel has already passed Stage 1 of the Town's Urban Expansion review, placing it within the future New Urban Area/Greenfield planning zone. With most of Stouffville limited by the Greenbelt, opportunities like this are increasingly hard to find. The warm and welcoming country-style home dates back to the late 1800s and is well-maintained and livable in its current condition. It features 3 spacious bedrooms, 1 bathroom, two fireplaces, generously sized rooms, and the timeless character only heritage-era construction can offer. (Confirmed No Heritage Designation) Large windows overlook flat, level, open land, creating a peaceful setting on the edge of the city while still enjoying the open space, privacy, and charm of true country living. A functional barn/workshop with electricity adds versatility for storage, hobby use, or equipment. The Town has confirmed the property carries no heritage designation, providing flexibility for future changes or redevelopment when the Secondary Plan process advances. Whether for comfortable rural living, investment, or strategic land banking, 6 Kennedy Lane offers a unique blend of space, tranquility, and long-term growth potential - a rare opportunity in one of York Region's fastest-growing communities.
4035 Aurora Road, Whitchurch-Stouffville
0
BEDS
0
BATHS
17.05 BTC
FOR SALE
Custom Home Building Lot Approx 6 Acres, 200 X 1320 Feet Surrounded By Trees, Full Drawings Prepared For A 5,500 Sq.ft. Custom Designed Estate Property, Option To Modify To Your Own Style, Easy Access To Hwy 404. Original Bungalow has been Demolished. **EXTRAS** Sale Includes All Existing Drawings and Reports. This Is Land Sale ONLY, Not Including The Cost Of The Custom Home.
26 Cranborne Chase, Whitchurch-Stouffville
-1
BEDS
0
BATHS
16.91 BTC
FOR SALE
An exceptional and rare opportunity to own a 2.5-acre manicured estate lot on one of the most coveted cul-de-sac streets in Stouffville. This private and picturesque property offers the perfect setting to design and build a luxury custom home surrounded by mature landscapes and executive residences. Tucked away at the end of a quiet court, the lot features two existing cabins along with a separate shower and bath house, providing comfort and functionality while you plan your dream estate. A charming fire pit area, private golf holes and a well-established driveway enhance the character and readiness of the land. This property offers unmatched tranquility and exclusivity while being just minutes from downtown Stouffville, top-rated schools, golf courses and major highways. A truly prestigious address for those looking to build a legacy home in an extraordinary location.
4192 Vivian Road, Whitchurch-Stouffville
2
BEDS
1
BATHS
15.02 BTC
FOR SALE
Approx 5.13 Acres In Cedar Valley - Minutes To Hwy 404/Markham/Richmond Hill/Aurora And New Market. *Excellent Opportunity To Build Your Dream Home Or Renovated to Lease Hold As Long Term Investment. *Area Of Substantial Country Estates * Please Do Not Walk On Property Without Appointment
13415 Mccowan Road, Whitchurch-Stouffville
6
BEDS
3
BATHS
13.85 BTC
FOR SALE
Nestled on 1.06acres this stunning 160 year-old storybook home offers over 3000 square feet of timeless charm. With its grand living room, cozy family room, formal dining room and enclosed front porches, this home offers a blend of classic elegance with modern comforts. Featuring 6 spacious bedrooms and 3 bathrooms, there is ample space for any size family to thrive and grow. Originally built in 1865 this home once served as a local general store in years gone past; ensuring this property is brimming with historical character. Enjoy peaceful views of a serene pond across the road while relaxing in the fully screened in front porch. Or try your hand at growing your own flowers or vegetables in the spacious backyard of this amazing home.This home is a beautifully preserved piece of the past, ready to become the backdrop for your next chapter.
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