Chartwell Montgomery Village

BOOK A PERSONALIZED TOUR

Welcome to Orangeville’s premier choice for independent and worry-free retirement living. 

Chartwell Montgomery Village is a premier retirement community featuring seniors’ apartments for active older adults in Orangeville who desire a fulfilling social life, worry-free services, and flexible support. Our independent living residence is inspired by the Victorian architecture that graces downtown Orangeville, and features state-of-the-art amenities, including a therapeutic indoor pool, putting green, and bar and lounge. 

Find that at-home feeling 

You’ll find our choice of retirement residence suites and seniors’ apartments are welcoming and well-appointed, with many boasting views of our surrounding green space. But what truly makes us a home? It’s our combination of superb amenities, dynamic atmosphere, diversity of leisure experiences and outings, and most of all our team of friendly and dedicated staff, who build relationships with you from day one. 

Explore our selection of brand-new apartments! 

Our 122 brand-new seniors’ apartments at our sought-after retirement community feature full kitchens equipped with a fridge, stove, oven and dishwasher, as well as in-suite laundry. You have the freedom and choice to prepare all your meals in the comfort of your suite, or take advantage of our meal packages so you can enjoy delicious cuisine among friends in our social dining room.  

In addition, an exciting array of brand-new amenities—including a social dining room, theatre, multi-purpose and fitness rooms, and scooter storage—have been added to the residence for everyone’s enjoyment and convenience. 

chartwell montgomery village, suite, kitchen, dining room, living room, studio, table, chairs, place settings, fridge, sofa chair, tv
chartwell montgomery village, exterior, patio, outdoor patio, umbrellas, patio set, sofa, chairs, trees
Chartwell Montgomery Village Retirement Residence  spacious dining room with lovely natural light
Chartwell Montgomery Village Retirement Residence fitness room with exercise equipment
Chartwell Montgomery Village Retirement Residence indoor pool
Chartwell Montgomery Village Retirement Residence theatre
chartwell montgomery village, suite, sofa, tv, kitchen, studio
chartwell montgomery village, suite, sofa, tv,  living room
chartwell montgomery village,  balcony, suite, wine glass, cheese, crackers, parking lot
Exterior patio area and pathwalk at Chartwell Montgomery Village / Terrasse extérieure et sentier de promenade à Chartwell Montgomery Village
Chartwell Montgomery Village Retirement Residence aerial photo of surrounding woods
  • chartwell montgomery village, exterior, patio, outdoor patio, umbrellas, patio set, sofa, chairs, trees
  • Chartwell Montgomery Village Retirement Residence  spacious dining room with lovely natural light
  • Chartwell Montgomery Village Retirement Residence fitness room with exercise equipment
  • Chartwell Montgomery Village Retirement Residence indoor pool
  • Chartwell Montgomery Village Retirement Residence theatre
  • chartwell montgomery village, suite, sofa, tv, kitchen, studio
  • chartwell montgomery village, suite, sofa, tv,  living room
  • chartwell montgomery village,  balcony, suite, wine glass, cheese, crackers, parking lot
  • Exterior patio area and pathwalk at Chartwell Montgomery Village / Terrasse extérieure et sentier de promenade à Chartwell Montgomery Village
  • Chartwell Montgomery Village Retirement Residence aerial photo of surrounding woods

Flexible care and support

To ensure personalized support, our Care Assist program—an offering of à la carte wellness services and all-inclusive care packages—further provides you with the flexibility to add or remove services. This empowers you to create a customized care plan that meets your unique needs, preferences, and abilities so you can feel your best each day. 

Understand our support and care options 

The dining experience

Chartwell Montgomery Village offers a premier senior lifestyle with a dining experience sure to exceed your expectations. Imagine not having to think about grocery shopping, prepping, and cooking or cleaning up at mealtimes if you don’t feel like it, knowing that your only decision is whether to order from the daily featured menu or the multi-choice à la carte menu.  

Residents in Chartwell Montgomery Village’s main residence receive three delicious and nourishing daily meals in their inclusive monthly fee, while seniors in our new seniors’ apartments have the option to choose up to three meals per day to add to their package. Regardless of your choice, you’ll enjoy chef-prepared fare made from fresh, wholesome ingredients, sourced locally whenever possible from our supplier, in menus showcasing the bounty of the season. Served by friendly staff in our gracious dining room, each meal offers a very satisfying dining experience. 

Discover our menus and dining services 
Carrot soup in a bowl with carrot, crouton and basil garnish

Take a closer look at the lifestyle at Chartwell Montgomery Village. 

Download our brochure 
Senior couple holding each other close smiling

Activities and amenities

Chartwell Montgomery Village was designed to reflect gracious retirement living and thus offers an abundance of unique amenities and activities for seniors. This is a place for vibrant, active living, where you can dine with friends in our dining room, practice your swing on our putting green, or take a luxurious dip in our therapy pool. And when you come in from walking your pup in our beautiful surrounding green space, you can always clean their paws in our on-site dog wash too. Here you’ll be able to live your retirement exactly as you please, with an abundance of activities to choose from. 

  • Chartwell Residence Ladies enjoying cup of Coffee in dinning room
  • Chartwell Residents enjoying the game of Billiards
  • Senior ladies chatting and enjoying painting

A selection of inviting suites

PROMO starting from $3,229/month

Whether you choose one of our well-appointed studio, one-bedroom, one-bedroom-plus-den, or two-bedroom suites—all featuring kitchenettes—or a newly-built studio, one-bedroom, or two-bedroom seniors’ apartment with full kitchen, we have a large variety of layouts to match your needs, preferences, and budget.  

Explore our suite plans 

Senior living in Orangeville   

You’ll find Chartwell Montgomery Village in suburban northwest Orangeville, nestled amongst acres of woodlands and fields, yet conveniently close to major retailers, grocery stores, banks, and healthcare clinics, including Headwaters Health Care Hospital, just 10 minutes away. Residents enjoy shopping at Sobey’s, No Frills, Walmart SuperCentre, Winners, and Michaels, as well as dining at popular chain restaurants, also conveniently nearby. Orangeville’s historic and charming downtown is also minutes away by car or transit. Right across the street, residents appreciate even more green space at Bravery Park, as well as the easy walk to all of the amenities—including library—at the Alder Street Community Centre. 

Just over an hour from Toronto, our residence is easily accessible to Highway 400 and major arterial roads.  

Things to do in Orangeville   

Orangeville has much to offer for seniors who enjoy an established small-town ambience with urban amenities,  surrounded by tranquil green spaces and parkland. Orangeville’s historic downtown is a great place to start—the first weekend in June, the award-winning Orangeville Blues & Jazz Festival takes the stage with over 90 acts. There’s more entertainment to be had at a performance by Theatre Orangeville, a professional company housed in the historic Opera House. You’ll find even more talent in regular performances by the Orangeville Music Theatre, Community Band, and Show Chorus. While you’re still downtown, enjoy the unique shops, studios, and galleries that line Broadway. Colourful public art sculptures are a must-see, with the beauty of many local trees preserved in more than 40 incredible sculptures. Stop into one of the many locally owned shops, and the restaurant scene is definitely worth exploring. For fresh-from-the-field fare, the year-round farmer’s market is another satisfying delight. Orangeville loves a good food festival too—mark your calendars for the Rotary Ribfest in July and Taste of Orangeville in August. The fun continues long past summer in the downtown core with “Boo on Broadway” in October, tree lighting and Santa Claus Parade in November. 

Chartwell Residence Map

Shopping for retirement homes?

There are many important factors to consider when trying to find the best retirement community for yourself or a loved one. Practical considerations like location, cost and the right support or care services for your unique needs, emotional considerations like how the residence made you feel and your interactions with staff, and so much more. Read our helpful guide today for questions to ask during a tour, topics to discuss with family, and how to make a decision you can feel confident in..

Download our guide
Senior couple in the background holding tiny home in the foreground