Meet The Windsor, A Generations Community
Welcome to The Windsor, Generations’ newest independent living community, thoughtfully designed for active seniors who value independence, connection, and a worry-free lifestyle.
Located at the corner of 14th and Main Street in Windsor, Colorado, our vibrant, close-knit community offers modern comforts, engaging social opportunities, and peace of mind in a beautifully crafted setting. From the moment you walk through our doors, you’ll be greeted by friendly neighbors, inviting gathering spaces, and a team dedicated to making every day enjoyable.
Some of Our Featured Amenities & Services
Housekeeping
Laundry Services
Scheduled Transportation
Vitality Programming
Walking paths & gardening beds
Salon
Library
Cable TV
Activity and Craft Room
WiFi Available
Get More Details
Download the BrochureFeatured Events
Cycling Without Age
Enjoy the great outdoors with a relaxing rickshaw bike ride through Eastman Park! Take in the fresh air and beautiful scenery while experiencing the joy of cycling without having to do the pedaling.
11:15am | Eastman Park | September 18th
Oodles of Poodles
Calling all dog lovers! Explore the history and popularity of poodles and other beloved breeds while sharing favorite stories and memories of special family pets.
1:00pm | Activity Room | September 15th
Horse Palace Gambling & Lunch
Hit the road for a fun-filled day trip to Cheyenne! Enjoy a visit to the Horse Palace for gaming and entertainment, followed by lunch and a chance to spend the day out and about with friends.
9:00am | Cheyenne, Wyoming | September 16th
Download Event Calendar

A message from our Executive Director, Anna Von Dreele
What I love most about The Windsor is its close-knit, small-town spirit—“small town, big heart” truly reflects who we are, and everyone knows your name. Our residents are funny, intelligent, and full of remarkable life stories that inspire me every day. Coming from Columbine, I appreciate that Generations shares the same family-centered culture, where people come first, relationships are valued, and caring and having fun help create a true home for residents. With an undergraduate degree in history and a master’s degree in social work, I have always been fascinated by people’s stories and how those experiences shape who they are and what they need. My first position at an adult day program in Chicago solidified my passion for this work, and although my career later included child protection, mentoring programs, and domestic violence services, I ultimately returned to serving older adults. More than 17 years later, I still come to work each day energized and inspired by the wonderful people I have the privilege to work with and care for.








