Settlement began in the Town of Orangeville in the 1830s and its steady growth led to being named the county seat for the newly developed County of Dufferin in 1881. Today, Orangeville is a thriving community with over 30,000 residents nestled between the natural beauty of the Niagara Escarpment and a one-hour drive from Toronto.
Living in Orangeville
Orangeville sits at the centre of Dufferin County and offers one of the most complete small-town lifestyles in the Headwaters region. The historic downtown along Broadway is lined with locally owned shops, cafés, restaurants and galleries, and it regularly earns recognition as one of Ontario’s most appealing main streets. Beyond the core, neighbourhoods range from mature streets with century homes around Zina and Elizabeth Streets to newer subdivisions on the east and west sides, plus a growing selection of townhomes and condominiums for buyers who want a lower-maintenance footprint.
The local market reflects that variety. As of autumn 2026, detached homes in Orangeville typically range from the high $700,000s to well over $1.2 million depending on lot size, condition and location, while townhomes and condominiums often start in the mid $500,000s. Heritage properties and fully renovated downtown homes can trade above those bands, and there is steady demand from buyers moving north from the Greater Toronto Area for more space.
Families are served by the Upper Grand District School Board and the Dufferin-Peel Catholic District School Board, with secondary options including Orangeville District Secondary School and Westside Secondary School, plus a wide network of elementary schools across the town. For recreation, Island Lake Conservation Area provides trails, paddling and fishing minutes from downtown, while the Alder Street recreation centre, Tony Rose Memorial Sports Centre and Orangeville Public Library round out the amenities.
Buyers choose Orangeville because it delivers a rare balance: a walkable downtown, big-box and grocery shopping, a regional hospital in Headwaters Health Care Centre, and a one-hour drive to Toronto. The town also hosts year-round events that build real community, including the Orangeville Farmers’ Market, the Blues and Jazz Festival, the Art Walk of Tree Sculptures and performances at the Opera House. Whether you are looking for a character home, a family subdivision or a country property just outside town, Orangeville is the natural hub of the area.
Not sure whether Orangeville or Mono is the better fit? Read our Orangeville vs. Mono: Which Community Is Right for You?
Wondering whether Orangeville is a good place to live? Read Is Orangeville a Good Place to Live?
Looking at neighbourhoods for a family? Read Best Neighbourhoods in Orangeville for Raising a Family
More about Orangeville
Whatever style of home you are looking for, you will find it in Orangeville. Victorian and Heritage homes can be found along Broadway, Zina Street, Elizabeth Street, York Street, Little York Street, Wellington Street and throughout many other downtown areas. There are also numerous subdivisions with a variety of detached homes, semi-detached homes and townhouses, along with condominiums and apartments to consider.
Orangeville was voted “The Best Downtown” in 2015, and the historic core along Broadway still earns regular recognition as one of Ontario’s most appealing main streets. Orangeville is known for having Dufferin County’s largest Farmers Market (Year-Round), the annual Blues and Jazz Festival, and the ‘Art Walk of Tree Sculptures’ which many travel from out of town to view. Orangeville is a hub for surrounding rural areas, with more amenities to offer including a variety of grocery stores, big box stores and local shops.
Let us help you find your sweet home, Orangeville, Caledon, Mono, Erin, Grand Valley, whether you want a Detached, Bungalow, 4 Bedrooms, or Double Car Garage.
Whatever your needs and wants are we will find the perfect place for you! Promise we do have the Power To Moooooove You.
Around Orangeville
Local Eateries
- Bluebird Café and Grill
- Euphoria Café, Smoothies & Eatery
- Mochaberry Coffee & Co
- Greystones
- Son of A Chef Bakery
- Rustik
- Pia’s on Broadway
- Mill Creek Pub and Restaurant
- The Quest for Cakes Bakery Inc
- The Chocolate Shop
- More than just Baskets
- Wicked Shortbread
- Dragonfly Art on Broadway
- Moguls in Mocean
