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The Windsor at Ortega

5939 Roosevelt Blvd

4.4(72 ratings)· Jacksonville average: 4.5

Part of Legend Senior Living · 68 communities · 4.4★ average

The Windsor at Ortega — photo 11 / 5

Quick Facts

Community size
Fewer than 18 residents in one wing
Neighborhood
Located in Ortega near Avondale, Jacksonville

What Families Think

Reviewers consistently describe The Windsor at Ortega as a small, personal community where staff know residents well and communicate proactively with families, especially in memory care and end-of-life situations. Families repeatedly praise specific staff members by name for compassionate, attentive care during difficult transitions.

The Good

  • Small community with personalized attention
  • Staff proactively communicates health changes to families
  • Praised for compassionate memory care and grief support
  • Clean, well-kept facility with friendly atmosphere
  • Staff helped families through hospice and end-of-life decisions

AI-generated from reviews and community data.

About The Windsor at Ortega

The Windsor at Ortega is an assisted living and memory care community located in Jacksonville, Florida, situated in the established Ortega neighborhood near Avondale. The community blends heritage with modern convenience, offering comfort, connection, and support designed to adapt as residents' needs change.

The community provides everyday assistance with dignity through 24/7 associates, as well as specialized memory care built around familiar routines and trusted therapies. Services are thoughtfully designed to support residents' well-being while maintaining their independence and focus on activities they enjoy.

Life at The Windsor centers on relationships and community connection, with a lively courtyard serving as a gathering space for residents, associates, and visiting families. The community offers a variety of floor plans combining comfort and practicality, allowing residents the freedom to personalize their apartments. Residents enjoy the absence of household maintenance responsibilities such as lawn care and plumbing repairs.

The Ortega location provides easy access to the Florida Yacht Club, Timaquana Country Club, and numerous places of worship. Summer months bring outdoor events on the grounds, while regular activities include evening strolls, card games, bingo, music, and group events that create a vibrant, social atmosphere throughout the day.

Types of Care

Assisted LivingIndependent LivingMemory Care

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Reviews

4.4overall · 72 ratings combined

4.4★ on Google (72)

Sue Ann Dahl

Jun 2025

via Google

Wanted to give a loud shout out to this facility. I moved my husband to this facility in April after being in another facility. Jennifer was absolutely wonderful in helping me with the transition. My husband has Alzheimer’s that was progressing quickly. Jennifer “held my hand” as I had to make life changing decisions. In May, she helped me make the decision to place him in hospice care. He died while in hospice. I could not have made all the decisions without the help of Jennifer and wonderful staff! Kudos to everyone!!

Arianne Smith

Mar 2025

via Google

I moved my dad to The Windsor at Ortega about 6 weeks ago after two years at another facility, and I truly wish I had made the change sooner. The difference has been night and day. The smaller, more intimate environment (less than 18 residents) means my dad gets the personalized attention he deserves. The staff is incredible—caring, attentive, and proactive. Recently, my dad had a health scare, and they immediately contacted me to keep me informed and put a plan in place. When I visit, he’s always engaged, clean, and happy. I’m no longer worried about his care. Plus, the food is top-notch with fresh fruits and healthy options. I’m so grateful for The Windsor at Ortega and the peace of mind they’ve given me. Highly recommend!

michelle freeman

Dec 2024

via Google

I have actively participated with Fredrick and the staff at Windsor Ortega and I am always amazed with their professionalism, dedication to their residents, and the communication regarding the residents needs when it comes to Grief Support. They are dedicated to the well being and progression of the mental health of the residents in the community. The environment is always fun, clean and friendly. I highly recommend Windsor Ortega for anyone who is interested in an Assisted Living/memory care community.

Da Klyzub

Oct 2024

via Google

The Windsor at Ortega has exceeded my expectations! I was faced with the difficult decision to place my parents in assisted living and memory care. I visited many places before seeing the Windsor. It is a very clean and well kept place. Kristen gave me the tour and her professional but super friendly personality helped ease my worries. Upon my father's move in to memory care, I met Sheri-Ann and Linda. My Dad was very agitated and they managed to settle him down. Seeing them in action made me realize how very much out of my league I was in trying to take care of him myself. When my mother moved in 2 weeks later, Jasmine and Linda A. greeted her and, once again, put me at ease. Patty and Jennifer (nurse staff) have my complete trust with my parents care. They are very good with contacting me with any problems and concerns. When there were health issues, I ask what they would do and I have complete confidence in their judgements. Since moving in, my parents and I have developed a fantastic relationship with the staff. Special shout out to Eddy and Sheri-Ann: these 2 especially have shown great care for my parents. My Dad doesn't remember a whole lot, but he does remember these 2! Their love for their job shows. They are both very good with all the residents. Thank you Windsor!!

Ashley Blackniak

Jun 2024

via Google

What a lovely place! We attended the Festival of Flowers fundraiser to benefit the Shepherds House and were thrilled with the beautiful assortment of flowers displayed along with delicious snacks! The facility is gorgeous, clean, with a tremendously friendly atmosphere. I would love to see my elderly family members here in their later years.

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Frequently Asked Questions

What types of care does The Windsor at Ortega offer?

The Windsor at Ortega offers Assisted Living, Independent Living and Memory Care.

Where is The Windsor at Ortega located?

The Windsor at Ortega is located at 5939 Roosevelt Blvd in Jacksonville, Florida.

What do families say about The Windsor at Ortega?

Reviewers consistently describe The Windsor at Ortega as a small, personal community where staff know residents well and communicate proactively with families, especially in memory care and end-of-life situations. Families repeatedly praise specific staff members by name for compassionate, attentive care during difficult transitions.

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