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5 Mcmaster Road: Orangeville House for sale : MLS®# W13536756
5 Mcmaster Road Orangeville L9W 5J6 
$934,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13536756
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome home to this stunning 4+1 bedroom, 4 bathroom home, ideally located in a highly desirable Orangeville neighborhood. Designed for ultimate comfort and accessibility, this vibrant home offers an excellent commuter location with immediate access to Highways 9 and 10. The interior features generously sized bedrooms with large windows that flood the spaces with natural light, along with central vacuum, water softener, water filtration and a security system. Major updates include a newer furnace and AC (17), shingles (22), brand-new fridge (24), humidifier (24), all carpets on stairs and upper floor (26). Daily living is made effortless with a practical second-level laundry room, alongside abundant storage throughout the home, including built-in bookshelves, custom cabinets, and a garage mezzanine. The fully finished basement, that could be used as a future in-law suite, boasts a spacious rec room with a kitchenette, a versatile office or gym space, and a bathroom with heated flooring. Escape to the backyard to find your own little oasis - a beautifully landscaped garden with a custom irrigation system, all within walking distance to local elementary schools, playground, hospital, and Island Lake Conservation Area. More detailsListed by Royal LePage RCR Realty- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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39 Townline: Orangeville House for sale : MLS®# W13537296
39 Townline Orangeville L9W 1T7 OPEN HOUSE: Jul 14, 202611:00 AM - 12:30 PM EDTOpen House on Tuesday, July 14, 2026 11:00AM - 12:30PM
$798,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13537296
- Bedrooms:
- 3
- Bathrooms:
- 2
Step into a piece of Orangeville's history with this beautifully preserved 1876 century home, situated on an impressive 1/3 acre lot with the rare benefit of a 4 car detached workshop. This one-of-a-kind property offers exceptional outdoor space, a fully fenced backyard, mature landscaping, a wraparound covered porch, patio, firepit, vegetable garden, and room to enjoy every season. Inside, the home is rich with original architectural details, including hardwood plank floors, 10-foot ceilings, stunning stained glass, original staircase, heavy hardwood doors, 12-inch baseboards, crown mouldings, ceiling medallions, and beautiful millwork throughout. The bright main floor features a welcoming foyer, spacious family room, versatile third bedroom or home office, convenient main floor laundry, and a charming country kitchen with butcher block countertops that walks out to the private backyard. Upstairs, you'll find two generous bedrooms and a beautifully updated Victorian-inspired bathroom featuring an enclosed clawfoot tub and separate shower. The stone coated metal roofing offers lifetime peace of mind. A truly rare highlight is the detached 1000 sq ft insulated garage/shop with 100-amp service, 220V power, lifetime roof, polished concrete floors, woodstove, and space for up to four vehicles. Combined with the fully paved driveway, this property offers parking for an incredible 16 vehicles - an unmatched feature in town, perfect for hobbyists, collectors, home businesses, or anyone needing exceptional storage and workspace. Awarded the Town of Orangeville Heritage Awareness Plaque while not being heritage designated, this remarkable home offers all the charm of a century property without any restrictions. Located just steps to Orangeville's favourite parks, schools, downtown amenities, and the GO Bus, this is a rare opportunity to own one of Orangeville's most distinctive homes. More detailsListed by EXP REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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74 John Street: Orangeville House for sale : MLS®# W13538418
74 John Street Orangeville L9W 2P8
$879,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13538418
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to this beautifully renovated and exceptionally versatile home in one of Orangeville's most desirable neighbourhoods, just a short walk to vibrant downtown shops, restaurants, cafés, festivals, parks, schools, and everyday amenities. Situated on a rare 66 x 165 ft private lot, this move-in-ready property offers the perfect blend of charm, functionality, and endless possibilities.The main home has been extensively updated with new flooring, a stunning modern kitchen featuring granite countertops and custom built-in shelving, bright open-concept living and dining areas, spacious bedrooms, updated bathrooms, and quality finishes throughout. Whether you're upsizing, downsizing, or looking for multi-generational living, this home is designed to adapt to your lifestyle.A standout feature is the self-contained legal studio apartment, complete with soaring ceilings, skylights, a full kitchen, full bathroom, and laundry rough-in. Ideal as an Airbnb, income-generating rental, private guest suite, home office, or independent living space for extended family or teenagers.The lower level adds even more flexibility with additional 2 bedrooms and 1 bath, making this home ideal for large or growing families.Step outside and enjoy your own private backyard oasis featuring mature trees, new concrete patio, and plenty of room to entertain, relax, or let the kids play. The new interlock on driveway adds outstanding curb appeal, while the oversized drive-through double garage and parking for up to six vehicles provide convenience that's hard to find.Beautifully updated, incredibly functional, and located in one of Orangeville's most walkable communities, this is far more than just a home-it's a unique opportunity offering flexibility, income potential, and a lifestyle you'll love for years to come. More detailsListed by CENTURY 21 PROPERTY ZONE REALTY INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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27 Drew Brown Boulevard: Orangeville House for sale : MLS®# W13539166
27 Drew Brown Boulevard Orangeville L9W 6Z4
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13539166
- Bedrooms:
- 4
- Bathrooms:
- 5
Located in one of Orangeville's most sought-after family neighbourhoods, surrounded by parks, scenic walking trails, excellent schools, and some of the town's newest and most thoughtfully designed homes, this beautifully upgraded executive home offers nearly 3,000 sq. ft. of bright, elegant living space. Extensively enhanced with impressive hardscaping, warm-toned stamped concrete surrounds the driveway, front porch, walkways, and backyard, creating exceptional curb appeal and upscale outdoor living. Large architectural windows fill the home with natural light while the open-concept layout offers both comfort and versatility. Features include high ceilings, crown moulding, smooth ceilings, pot lights, California shutters, hardwood flooring, main floor office, laundry room, and a custom kitchen complete with premium countertops, abundant cabinetry, coffee/bar area, and a massive waterfall island overlooking the living space with natural gas fireplace. The spacious dining room offers flexibility as either an elegant entertaining area or additional family room space. Upstairs features 4 exceptionally large bedrooms including 2 primary-style suites with private ensuites. The main primary retreat offers double door entry, built-in closet cabinetry, double sinks, soaker tub, walk-in shower, and private water closet. Two additional oversized bedrooms share a beautifully designed Jack & Jill bathroom with double sinks and separate shower/toilet area. The finished basement extends the living space with stylish vinyl flooring, pot lights, kitchenette area, cold cellar, finished bathroom with walk-in shower, large rec room, additional storage, and a charming nook perfect for a children's play area or hobby space. A rare opportunity to own a standout family home in one of Orangeville's finest communities. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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309 310 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13530882
309 310 Broadway Avenue Orangeville L9W 1L3
$484,500Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13530882
- Bedrooms:
- 1
- Bathrooms:
- 1
Welcome to modern, carefree living in the heart of Orangeville! This bright, chic, and well appointed one bedroom, condo is only three years old and offers the perfect blend of style, comfort, and affordability. Whether you are a first time buyer looking to enter the market or a savvy investor, this property delivers incredible value in a great location. The contemporary design features an open concept layout with beautiful finishes, high ceilings, and plenty of light. The chic kitchen is equipped with stainless steel appliances, quartz countertops, and modern cabinetry perfect for culinary enthusiasts. You can unwind with your morning coffee on the private, west facing balcony, which is perfect for catching stunning evening sunsets. The comfortable bedroom serves as a spacious retreat. Living area is cozy and a perfect place to put your feet up and relax at the end of a long day. The Large spacious bathroom has glass shower, tile floors and oversized cabinetry for storage. Enjoy the peace of mind that comes with secure building access, along with the convenience of an exclusive use parking spot and storage locker. Living in Orangeville gives you a vibrant community with small town charm and all the modern amenities you could ask for. You are just steps away from local shops, cafes along Broadway, scenic walking trails, and major commuter routes. Experience affordable luxury without compromising on location or lifestyle. More detailsListed by ROYAL LEPAGE RCR REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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17 First Street: Orangeville House for sale : MLS®# W13531000
17 First Street Orangeville L9W 2C6
$799,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13531000
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 17 First Street, a charming Queen Anne-style two-storey semi-detached century home in the heart of Orangeville. This tastefully modernized residence beautifully blends historical elegance with contemporary comforts. Step inside to discover a main floor adorned with pot lights and a bright, inviting atmosphere. The main floor and second-storey windows have been replaced but retain the original stained glass arch transoms, filling the home with natural light and showcasing its heritage. The gourmet kitchen boasts quartz countertops and stainless-steel appliances, offering modern convenience while complementing the home's classic charm. Convenience is key with a full bathroom and a laundry room located on the main floor, adding to the home's functionality. Upstairs, you'll find three generous bedrooms and an additional bathroom, providing ample space for family living. The large unfinished attic presents a fantastic opportunity to expand your living space imagine a cozy loft, home office, or studio tailored to your needs. Outdoor living is equally impressive with a large private deck in the backyard, ideal for entertaining or enjoying quiet evenings. Parking is convenient with space for two cars. The property's C5 zoning provides the flexibility to use the space for much more than just a residence, opening doors to various possibilities. Location is everything, and this home delivers. You're less than a five-minute walk to the vibrant shops and restaurants on Broadway, allowing you to fully embrace the downtown lifestyle. Don't miss this amazing opportunity to own a piece of Orangeville's history while enjoying all the modern amenities you desire. **EXTRAS** This C5-zoned property offers a range of business opportunities, with the added option to convert the attic into extra living space. Imagine the potential for your business and lifestyle here it's a canvas ready for your vision! Seller will offer financing to qualified buyers. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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117 Preston Drive: Orangeville House for sale : MLS®# W13533272
117 Preston Drive Orangeville L9W 2E7
$689,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13533272
- Bedrooms:
- 3
- Bathrooms:
- 4
Why does Preston stand out from the rest? No monthly fees, one of the biggest lots on the street (no neighbours behind!!) and garage loft storage space most of the others don't have! 117 Preston is a true freehold townhouse that delivers what most townhouses can't - starting with an oversized private lot with no home behind you. That means real privacy, real outdoor space, and room for swing sets, gardens, and summer dinners outside. Inside, three generous bedrooms and four bathrooms give a growing family room to spread out. The kitchen has been thoughtfully updated for busy weeknights and weekend gatherings, and custom California Closet built-ins frame the living room television - a polished, organized touch you rarely see at this price point. The fully finished lower level adds the flex space every family wants, anchored by a cozy electric fireplace - family retreat, media room, or home office, your call. And that storage? A rare loft space in the garage keeps seasonal gear and extras neatly tucked away without giving up your parking spot. With a garage space plus a driveway spot, parking is covered too. Between the oversized lot, the updated kitchen, the finished basement, and zero monthly fees, 117 Preston stacks up as one of the strongest values in the neighbourhood. Tucked into a family-friendly pocket close to schools, parks, and everything Orangeville has to offer, this is the rare townhouse that lives like a detached - a place to settle in and grow! More detailsListed by ROYAL LEPAGE RCR REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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75 Benjamin Crescent: Orangeville House for sale : MLS®# W13534072
75 Benjamin Crescent Orangeville L9W 0V1
$699,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13534072
- Bedrooms:
- 3
- Bathrooms:
- 3
This Townhome is a exceptional opportunity with total livable space of 1832 sq ft. Discover the charm of this beautifully maintained end-unit townhome in Orangeville, offering a spacious and thoughtfully designed layout that's perfect for modern living. The bright, open-concept main floor is enhanced by large windows that flood the home with natural light, creating a warm and inviting atmosphere. Open concept kitchen with gas stove. The walk-out basement provides exceptional versatility, making it an ideal space for a home office, fitness room, recreation area, or additional living space. As an end unit, you'll enjoy added privacy along with generous outdoor space, perfect for relaxing, entertaining, Kids playing or pets with fenced yard. Backing onto a scenic trail with no homes behind, this property offers a peaceful setting while remaining conveniently close to parks, shopping, and everyday amenities. Families will appreciate the proximity to excellent public, catholic, and private schools throughout Orangeville. This exceptional townhome presents a rare opportunity to enjoy comfort, convenience, and a desirable location all in one. More detailsListed by CENTURY 21 PROPERTY ZONE REALTY INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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14 Steven Street: Orangeville House for sale : MLS®# W13534110
14 Steven Street Orangeville L9W 4G1
$665,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13534110
- Bedrooms:
- 4
- Bathrooms:
- 2
Incredible investment opportunity! This legally registered 2 unit raised bungalow semi offers two bright, spacious, fully self contained above grade apartments, ideal for multigenerational living, portfolio expansion, or enjoying rental income while occupying your own private space. Tucked away on a quiet court, the property features a widened driveway for ample parking, a charming front porch, and an updated garage door. A convenient shared common area provides separate access to both units, added storage, and direct garage entry. The main floor apartment is modern and inviting, showcasing an open concept living, dining, and kitchen area with a freshly painted neutral palette and updated laminate flooring throughout. Large windows, sliding doors to the fenced backyard and deck, and a cozy fireplace (as is) create a warm, sunlit atmosphere. A generous 3 piece bath with glass shower, open kitchen with double sink, and private laundry complete this well designed space.The upper 3 bedroom apartment has enjoyed a series of quality updates, including modern doors and hardware, updated lighting and switches, refreshed flooring, and a stylish quartz top bathroom vanity. This bright unit features a large open living/dining area with pot lights, a massive picture window, brand new carpeting, a primary bedroom with walk in closet, ensuite laundry, and a semi ensuite bath with new vanity and lighting. Two additional well sized bedrooms, oversized vinyl windows, and an eat in kitchen with updated cabinetry, backsplash, and abundant counter space complete the upper level. With numerous updates already completed - vinyl windows, roof, interior paint, flooring, doors, lighting, and more - plus 2024 permits obtained and passed for the legalized second apartment, this solid home offers exceptional value. Perfect for multigenerational families, those looking to live in one unit and rent the other, or investors seeking a reliable income producing property. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
-
23 Clarke Avenue: Orangeville House for sale : MLS®# W13534286
23 Clarke Avenue Orangeville L9W 1J5
$1,149,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13534286
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 23 Clarke Avenue, a beautifully appointed 4-bedroom family home nestled in one of the area's most sought-after neighbourhoods. From the moment you step inside, you'll be welcomed by a bright formal living room, offering an elegant space to relax or entertain. The heart of the home features a spacious open-concept kitchen overlooking a warm and inviting family room with a cozy fireplace-perfect for everyday living and hosting family and friends. Walk outside to your private inground pool which features stamped concrete throughout making it effortless to maintain. A formal dining room completes the main level, providing the ideal setting for holiday dinners and special occasions. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat featuring a spa-inspired ensuite with a luxurious soaker tub, creating the perfect place to unwind at the end of the day. The lower level is partially finished, offering endless possibilities for a recreation room, kids' play area, home gym, or additional storage. Step outside to your own private backyard oasis, complete with an in-ground pool that's ready for summer entertaining, weekend barbecues, and relaxing afternoons with family and friends. Offering exceptional space, comfort, and a prime location, this is the perfect place to call home. Don't miss your opportunity to make 23 Clarke Avenue yours! More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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118 Oak Ridge Drive: Orangeville House for sale : MLS®# W13527730
118 Oak Ridge Drive Orangeville L9W 5J5 OPEN HOUSE: Jul 12, 202612:00 PM - 02:00 PM EDTOpen House on Sunday, July 12, 2026 12:00PM - 2:00PM
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13527730
- Bedrooms:
- 4
- Bathrooms:
- 4
A private backyard retreat, complete with a saltwater pool, rock waterfall, mature trees, and no neighbours behind, sets the stage for one of Orangeville's most impressive family homes. Whether you're spending quiet summer afternoons by the pool or hosting friends and family, this is a home designed to be enjoyed.Inside, the home reveals itself through thoughtful updates and a layout that balances everyday living with entertaining. The kitchen anchors the main floor with a massive island, tasteful finishes, and a walk-out to the elevated deck overlooking the backyard. Separate family and living rooms, each with their own fireplace, provide inviting spaces to gather or unwind, while the open loft above creates the perfect spot for a home office, reading nook, or lounge.Upstairs offers four spacious bedrooms, including a beautifully updated primary suite with a walk-in closet and renovated ensuite. The loft just outside the primary adds another layer of flexibility for today's lifestyle.The finished walk-out basement features a full bathroom, wet bar, third fireplace, and a versatile office with closet storage that adapts to your family's needs.Outside, the elevated deck, poolside patio, stone walkways, and mature greenery create multiple spaces to relax, entertain, and enjoy the outdoors all summer. Set on a fully fenced corner lot, the backyard feels remarkably private while remaining connected to the home.Located close to schools, the hospital, Island Lake Conservation Area, parks, and everyday amenities, this property offers the perfect balance of privacy and convenience.Recent updates over the past five years include renovations to the main floor, primary ensuite, basement, windows, air conditioning, pool liner, and more.With more than 3,200 square feet of finished living space, a three-car garage, exceptional outdoor living, and a layout that works just as well for everyday life as it does for entertaining, this home brings it all together. More detailsListed by ROYAL LEPAGE RCR REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
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100 Burbank Crescent: Orangeville House for sale : MLS®# W13529068
100 Burbank Crescent Orangeville L9W 3E7
$624,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13529068
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to this beautifully maintained 4-bedroom semi-detached home set on a generous lot in the heart of Orangeville. Thoughtfully designed for comfort and versatility, this home offers bright, functional living spaces ideal for growing families or savvy investors. The main level features brand new flooring in the hallway and kitchen, creating a fresh, modern feel and a seamless flow through the home. Upstairs, four well-proportioned bedrooms provide plenty of space for rest, work, or play. The fully finished basement with a separate side entrance adds exceptional value, offering flexible use as a recreation area, home office, guest suite, or potential in-law setup. Located in a family-friendly neighbourhood, this home is just minutes from schools, shopping, parks, and Orangeville's charming downtown, making everyday life both convenient and enjoyable. A wonderful opportunity to own a spacious, move-in-ready home in a sought-after location. Newer roof shingles (2023). New Living Room Window (2026) More detailsListed by RIGHT AT HOME REALTY- JOHN WALKINSHAW
- EXP REALTY, BROKERAGE [4711 YONGE ST 10TH FLR]
- 1 (519) 9427413
- Contact by Email
Data was last updated July 8, 2026 at 04:15 PM (UTC)
John Walkinshaw
Broker
Carley Leggett
Sales Representative
4711 Yonge St. 10th FLR 106430
Toronto, ON, M2N 6K8