Carmen Estrada
Aug 2026
I have my brother in Westchester, was the best desicition we did as a family. He love the place, good environment and food. I recommended it to everyone.
1 / 6Quick Facts
- Total units
- 121
- Licensed capacity
- 121 residents
- Room layout
- Private rooms include a kitchenette area
- Medical access
- On-site physicians provide medical care
- Regulatory history
- State deficiencies and fines reported in 2025
California CDSS
What Families Think
Reviews of Westchester of Winter Park are sharply split: many families and residents praise the spacious private rooms, food, activities, and especially the current administration team (Daniel, Megan, Iliana), describing a strong turnaround under new management. However, a substantial minority describe serious lapses in care, including slow response to call buttons, missed medication, and laundry problems, particularly tied to earlier periods of high staff/administrator turnover.
The Good
- Spacious private rooms with kitchenette and large closets
- Repeatedly praised admissions and nursing leadership (Daniel, Megan, Iliana)
- On-site physicians and home health therapists
- Varied activities: billiards, bingo, happy hours, ice cream socials
- Many reviewers note noticeable improvement under recent management
- Residents describe good food with meal choices
The Bad
- Multiple reports of slow call-button response, sometimes hours
- Several reviewers cite understaffing affecting dining and daily care
- Repeated complaints about lost or unwashed laundry
- One report cites state-documented deficiencies and fines in 2025
- Frequent turnover in administrators noted as disruptive by several reviewers
AI-generated from reviews and community data.
Westchester of Winter Park is a senior living community in Winter Park, Florida offering Assisted Living. Amenities include Restaurant style Dining Room, Gathering / Activity Spaces and Social Activities. Families rate it 4.1 out of 5 across 66 reviews.
About Westchester of Winter Park
Westchester of Winter Park is an assisted living residence in Winter Park, Florida that provides personalized care and support for older adults seeking an enriched lifestyle with community and companionship.
The community offers trained nursing assistants and on-site physicians to provide comprehensive healthcare services, including medication management and daily assistance tailored to individual needs. Care is delivered by a team of experienced caregivers, nurses, activities coordinators, and maintenance personnel dedicated to residents' well-being and comfort.
Residents enjoy a diverse range of recreational and social activities designed to foster engagement and connection. These include fitness classes, yoga sessions, arts and crafts, game nights, board games, and group outings. The facility features amenities such as a game room, billiards room, library, and piano, as well as on-site home health therapists.
The community emphasizes creating a supportive environment where residents feel valued and respected. Staff members are noted for their attentiveness to residents' needs and their compassionate approach to care, fostering a vibrant community atmosphere.
Types of Care at Westchester of Winter Park
Assisted Living
Amenities
Room Amenities
- Cable or Satellite TV
- Emergency Call System
- Private Bathroom
- Private Rooms
- Wheelchair Accessible
Meals & Dining
- Dietary Accommodations (Gluten-Free, Low / No Sodium, No Sugar, Vegan)
- Restaurant style Dining Room
Community Amenities
- 24-Hour Staff
- Gathering / Activity Spaces
- Housekeeping
- Laundry Service
- Medication Management
- On-Site Nurse (RN)
- Salon / Barber
Activities
- Arts and Crafts
- Birthday / Holiday Parties
- Day Trips and Outings
- Games
- Social Activities (Happy Hour, Wine Tasting, Dances, Karaoke)
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Help Me ChooseReviews of Westchester of Winter Park
4.1overall · 66 ratings combined
4.1★ on Google (66)
Marta
Aug 2026
I like the place because is big snd bright and they have a bilingual personal. I like the staff. I think.this is a good place to bring your parents.
Edwin Mercado-Rivera
Jun 2026
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.
Sue Crosby
May 2026
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.
Ana del Valle
May 2026
Desde que me mude a westchester me he sentido tranquila, mi cuarto es suficientemente grande para poner todas mis pertenencias. La comida es muy buena y sierven buenas porciones.
Frequently Asked Questions
What types of care does Westchester of Winter Park offer?
Westchester of Winter Park offers Assisted Living.
Where is Westchester of Winter Park located?
Westchester of Winter Park is located at 558 North Semoran Blvd in Winter Park, Florida.
What do families say about Westchester of Winter Park?
Reviews of Westchester of Winter Park are sharply split: many families and residents praise the spacious private rooms, food, activities, and especially the current administration team (Daniel, Megan, Iliana), describing a strong turnaround under new management. However, a substantial minority describe serious lapses in care, including slow response to call buttons, missed medication, and laundry problems, particularly tied to earlier periods of high staff/administrator turnover.
How can families visit Westchester of Winter Park?
Submit the Request Information form on this page to connect with Westchester of Winter Park and arrange a tour. Sharing your timeline and care needs up front helps the community prepare for your visit.
Work at Westchester of Winter Park? Claim this listing to update photos, pricing, and details. It's free.
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