Westchester of Winter Park

June 2026

Google

Edwin Mercado-Rivera

I have been 20 days at this facility and my experience has been excellent especially the rapport that I have developed with the Admissions Officer ileana Ramos. She was instrumental in my decision to move to this facility and continues to be my contact person for all my needs. Thank you Ileana.

May 2026

Google

Ana del Valle

Since moving to Westchester, I've felt at ease. My room is big enough for all my belongings. The food is very good, and they serve generous portions.

May 2026

Google

Sue Crosby

I am POA for a friend of mine who moved into Westchester a few months ago. The positive change from where he was is wonderful! His room is spacious and he feels like himself again. The staff is very knowledgeable and friendly. The administrator, Daniel, truly cares about the residents and always keeps me posted . I highly recommend Westchester.

May 2026

Google

Christina Pujals

I've been here at Westchester for about four months and I absolutely love it. Iliana Ramos the Administrator brought me over from regents nursing facility. She helped me with everything she is awesome. The food, the activities and the people are all wonderful. The food is always hot and good. The activities for the most part, keep you busy and are fun. And we have happy hour twice a month and an ice cream social. And celebrate all the holidays with food and drink. We play Bingo monday through friday. The staff is always caring and kind. Megan, the nurse administrator is always there to help and solves your problems right away. My private room is very large and spacious. And I have decorated it to my liking and I love it just like I love it here!

May 2026

Google

Stewart Malphurs

After having been here for almost 1/2 a year, I am relieved to know God placed me here. I have been in 3 other places prior to coming here, and Westchester is by far the best. The staff here, whether it be Daniel, the head administrator, or Iliana, the admissions director, will go above and beyond to satisfy their clients' needs as well as "wishes." Iliana, for example, has been known to give out her personal number at times, in case one of "us" is having any issues that couldn't be resolved completely during working hours. It's VERY RARE in my experiences thus far, to have someone do this in these kinds of establishments. Likewise, the D.O.N. Megan, continually strives to provide the best nursing staff required. She steadily upgrades the med tech's training, holding "review" sessions in order to maintain a satisfactory level of performance. I give Westchester 5 stars, and I recommend you come see for yourself. I'm sure Iliana will be glad to show you around, while answering all your questions and concerns.

April 2026

Google

Daniel Freeman

I feel good here, everybody is nice I do not have complaint at all

April 2026

Google

L P

Great facility, and even better personnel! Staff is excellent and very helpful and accommodating. Mom is very satisfied with the accommodations, and the care provided by the staff. Highly recommend!

April 2026

Google

xBIGLOUx

My dad came to Westchester from nursing home and he feels right at home. He doesn’t miss a thing He loves his private room and the meals. Thanks to the admission lady , Iliana. She is being helpful.

April 2026

Google

Carl Latimer

I love this facility, I like the food, the cleaning is good All the service is pretty good. I enjoyed it a lot!

April 2026

Google

Gloria Cruz

I love this place.I am here with my husband. We move together because we need assistance. This place is everything we need. We feel comfortable and happy.

April 2026

Google

Irma Andujar

This place is always clean and the employees are very nice especially Iliana the admission director. They have always activity for the residents

April 2026

Google

Jeffery Elliott

I love this place! I love the people work here especially Iliana and Megan. Iliana always get done stuff for me.

April 2026

Google

Mahalia Travels&Vlogs

Westchester is top notch. The staff are excellent and very loving. They are on top of making sure the residents get proper good care. I recommend Westchester to anyone that is looking for as assisted living. The place is always clean and well kept. I love that my mom is in the best hands.

April 2026

Google

Marilyn Rodriguez

I think is the best building for anyone needs assistance! I am so happy my husband is here.

April 2026

Google

Mildred Serrano

I been here for 2 years anything bad. Everything is positive concerning to the community and administration and employees. They very informative about the rights of residents. I am very happy and grateful.

April 2026

Google

Nemesio Gonzalez

I like this place,I like the meal,I like the community is perfect for me. That's what I was looking for.

April 2026

Google

Cecil Heningham

The place is beautiful! I feel comfortable. The meals is excellent. The admission director, Iliana Ramos is wonderful. She helped me so I could move.

February 2026

Google

Martha Burns

Westchester has changed in the last few months. We have a new director named Daniel and he has been so responsive to the residents needs. Meghan the new director of nursing us very helpful. We have a new activities that been great. We have a great housekeeping staff . I would not have recommend this place give months ago but now I strongly recommend it. .

February 2026

Google

flavia marques

December 2025

Google

Kimberly Ballard

Moving my mom from her own apartment into assisted living was a very difficult transition, but Daniel, the new director at Westchester of Winter Park, made the process so much easier. He’s professional, knowledgeable, and incredibly responsive ” every time I called or texted, he replied right away and always followed through. When my mom’s first room didn’t work out, Daniel acted quickly to make a change that fit her better. He truly cares about the residents and is very considerate of what families go through during this process. His communication is excellent, and I know I can always count on him to handle any situation. I’m so grateful for Daniel’s support and leadership and excited to see the positive changes he’s bringing to the community. Knowing my mom is in such caring hands gives me great peace of mind.

December 2025

Google

Diaz Kid

This was my first time at Westchester and Jada guided me and my family so well and I loved the live music! The people great experience and am thinking about bringing my mother here.

December 2025

Google

Sherry Brown

My sister has been a resident at Westchester for 16 months. I cannot say anything good about the first 10 months or so, but once management changed and Daniel became in charge, what a difference for the best. Many great changes took place. The residents seem much happier and content. It is very obvious that the entire staff sincerely cares for the residents. Great place.

November 2025

Google

Michelle Foyer

My mom moved in a couple of months ago she was in pretty bad shape with walking. Westchester has turned her around. This facility pays attention to the residents and takes care of their needs.I had to choose from 3 different places I am so pleased I chose this one.

October 2025

Google

Iliana Ramos

This is a good place for those who need to be in a warm environment. The staff is very pleasant to work with and spend time with. They are attentive to the residents' needs. The prices are very competitive for what is available in the market. I recommend it.

October 2025

Google

Steven Shapiro

I've lived here for almost 4 years and this place is turned around so much. It's a wonderful place to live wonderful staff and wonderful administration. Anyone would be lucky to live here.

October 2025

Google

Alyssa Knain

October 2025

Google

Tammy White

I have lived here at Westchester now for going on for years we have the new management team that is fantastic the staff is caring and kind and the food is some of the best I've had in a facility the care I receive is wonderful I cannot think of a single need that has not been met the facility is beautiful and my room is spacious and I'm in here alone I'm allowed to pet here and that helps greatly with my quality of life I am so thankful that I toured Westchester and decided to make this my home and that's exactly what I consider at my home I love it here and if you're looking for a great place for yourself or a family member I certainly suggest you reach out and get a tour please disregard some of these other horrible reviews as I mentioned the management staff here has changed for so much better and they're really trying hard to make sure this place is comfortable for all of us

September 2025

Google

Frannie Scag

My mother-in-law is a resident at Westchester and I have seen a big difference since they’ve changed the staff. Megans been absolutely Wonderful she has a heart for the elderly and administrator Daniel was very friendly and willing and able to solve problems we have had in the past. The Receptionist, is very warm and welcoming. Thank you thank you thank you I really love and appreciate the changes that have been for the made for the better.

September 2025

Google

Jen

Westchester is a beautiful facility that’s a perfect place to call home. The staff are friendly and caring, and make the environment feel welcoming and fun. Megan is exceptional and makes sure the residents have everything they need to thrive! 10/10 Would recommend Westchester to family & friends!

September 2025

Google

Carissa

Impressed with new changes. The atmosphere is great. Great place for my family member.

August 2025

Google

Maria Vazquez

August 2025

Google

Renee Keller

From Day 1 when I stopped by Westchester to see if it would work for my loved one...Daniel, the Executive Director, has been very helpful, informative, caring, and quickly responsive to every question and need I have had. High praises for Megan also, the Wellness Director. She has been kind and gracious, and on top of all the details that were needed for my loved one to move in. Since move-in all the staff have been very friendly, as well. We are looking forward to a great stay at Westchester!

August 2025

Google

Caine Agis

August 2025

Google

christina smiley

I cannot speak highly enough of Megan as the Director of Nursing. Her leadership, compassion, and professionalism sets the tone for the entire nursing team. She balances clinical expertise with genuine empathy, ensuring that both patients and staff feel supported and cared for.

August 2025

Google

Hazel Sowell

Came by last week and spoke with a nice young man about care for my mother. He spoke of all the great things coming soon. Looking forward to getting her in there as soon as possible.

August 2025

Google

Nora Sutton

I really liked how big the place is and the dining area. Staff are very pleasant. And a lot of activities.

August 2025

Google

Allyssa Bernhardt

This place is in a beautiful area and the administrator really cares about everyone. The staff is super nice and caring!

August 2025

Google

Christopher Brown

Beautiful area has really good amenities.In addition has very friendly staff and the administrator really cares and takes good care of the people admitted into the building.

August 2025

Google

Hayden Harlowe

There’s been new management and in the last few weeks we’ve seen such a change in facility and our loved one’s care. Overall really like where the new management is taking things.

August 2025

Google

Sarais Manning

Thank you so much for all the help!

May 2024

Google

Chris Hamill

We moved my mother in here towards the end of April 2024 and I have got to say the staff and administration is OUTSTANDING!!! Ms Aneitra went WAY above and beyond in helping us with any hurdles in the admissions process. As soon as we arrived we were greeted by the friendly receptionist who took us to Ms Aneitra and Ms Amanda, both of whom were very polite, courteous and extremely helpful in getting my mother set up there. Mom has been there for a month now and she loves the food choices(yes, you read that right, choices), the activities (namely the billiards table upstairs), the staff and the nurses. She is able to retain her independence while getting the help she needs. She has already made a few friends! She tells me everyday how blessed she feels being there. 6 out of 5 stars, easily. Definitely consider Westchester for your assisted living choices.

May 2024

Google

shannon small

My mother-in-law moved from Regents to Westchester. She has her own apartment, always tells us how much better the food is, and loves the staff.

April 2024

Google

Tammy White

I live. At Westchester and have for last year. I find that the constant rotation of the administrators is Really a probleyou're not treated fairly. Alligator and you cannot find anybody from the new Company to Talk to you as this facility has just been told. And there's nobody from new facilities.Talk to about your problems so when you can't get fair treatment in the facility. There are sebasically oversized users or high ceilings.They brought spring to like

July 2023

Google

Harrison David Carter

Seems like a nice facility. Didn't see much in the way of staff (was there on a Sunday afternoon).

August 2021

Google

Mary Stossel

My dad had lived at Westchester for more than 18 months, and he recently passed away. I am so grateful for the wonderful care that he received while in residence at Westchester. The caring staff in all areas of the facility, made him feel welcome, safe, and comfortable. In my dads final days, my siblings and I spent a great deal of time with him at Westchester. The entire staff was attentive and alert to all of his needs; as well as being considerate and compassionate to all of my family members and me. I must compliment one of his devoted caretakers, Shandra, who treated my dad with exceptional kindness, dignity, and respect in his final days. I am very thankful for the time that my dad spent at Westchester at Winter Park.

August 2021

Google

Nancy Bercini

My Father lived at the Westchester for almost two years, until he recently passed. The Westchester was a safe place to live, and the staff at Westchester treated him well. He enjoyed the food, and almost never got a meal he really didn’t like at all. This was a big challenge for the chefs and dining hall staff- because the pandemic forced meal delivery to each room. As my Father became more dependent on others, the nationwide problem of worker shortages also hit the Westchester. KUDOS to the Nurses, CNAs, Office Staff, Kitchen, and Others who work extra hours and give of themselves for the residents. The genuine warmth shown by so many aids was amazing. The final week of my Dad’s life, my siblings and I made sure at least one of us was there around the clock- and we personally witnessed the extra work being performed by the staff, both Day and night. This is impressive- especially at this time of shortages in all areas and industries. Again PROPS TO EVERYONE AT THE WESTCHESTER OF WINTER PARK!

February 2021

Google

Patricia Zallenick

I Dont Dislike this place. This is my home and I love it here

June 2020

Google

Grecielyn Boitano

May 2019

Google

Tom Liu

January 2019

Google

Kelly Knauth

My grandmother lived here for 7 months (2018-2019). It looks fine at a glance, but soon the facility was losing clothes, forgetting to wash them, and casually not attending to residents. (Same happened to her husband months earlier at Westchester.)The dining room desperately needs more staff. If I had not stepped in and asked a doctor to see her, she would have died in this facility much sooner than she ultimately did. I never saw anyone checking on her during my visits and I thought that was the point of an ALF. It is overpriced for the lack of actual care received. I have seen better places.

June 2018

Google

tiffany vincent

My Father is vey happy, he adjusted very well and has no complaints, he is easy to please, and is especially excited he has his own food choices, He said the people are nice here and he just gleams when I see him. I wish he gave me the same kindness as he does the staff and residents. His happiness is all I care about. If I have any concerns I feel confident in the people who I can address them to, and that it will be taken care of..

April 2018

Google

Ron Durek

There is rude and I don’t care and you press the nurses call button and it’ll take at least three hours before anywhere response you just dining room is terrible no one seems to care The only ones that are caring all the physical therapist because they are subcontracted out