Assisted Living

Westchester of Winter Park

Name: Westchester of Winter Park
Address: 558 North Semoran Blvd, Winter Park, FL, 32792, US

558 North Semoran Blvd, Winter Park, FL · No verified reviews yet

Westchester of Winter Park (photo via Google)

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Photos via Google· Westchester of Winter Park· not provided by the community

Pricing

Estimated · not a quote

Starting price

Est. $3,750 to $5,750/mo

Estimate

Care fees

Not confirmed

Ask on your tour

One-time move-in fee

Not confirmed

Community fee

How we got this estimateMedium confidence · how we estimate

Not enough local prices yet: based on 79 observed prices for large community communities offering this care type across FL statewide.

Range is the middle half of those prices. Computed Nov 1, 2026. The community has not published or confirmed a rate; request pricing and we will relay the real quote within a day.

Full pricing breakdown: care fees, how it compares with Winter Park, price history →

Final pricing varies by care needs and room availability. “Verified” means confirmed with the community on the date shown; “published” means listed by the community; “estimate” is derived from comparable Winter Park observations and is not a quote.

Amenities

Daily activities calendar

Pets: Not confirmed · Rooms: Not confirmed

Care & services

Not yet confirmed

Ask on your tour: what triggers a care-level reassessment, and how is the family notified?

Licensing & inspections

Regulator

Not on file

License

Not on file

Status

Unknown

Last inspection

Not on file

Source: state regulator.

Location

558 North Semoran Blvd, Winter Park, FL

Directions ↗

Travel time from

Enter an address for drive time0.9 mi from Winter Park center

Travel estimates from a licensed routing service at typical weekday midday traffic. Nearby places from public and licensed POI data.

Reviews

Verified first-party reviews only · How we moderate · Write a review

No verified reviews yet. We never display facility-supplied testimonials as reviews.

Reviews on Google · shown as published by Google, not PlaceWisely verified

4.1★★★★★66 Google reviews

See all on Google ↗

Christina Pujals★★★★★5 months ago

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!

Sue Crosby★★★★★5 months ago

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.

Reviews and rating from Google, shown as Google publishes them for Westchester of Winter Park. They are not PlaceWisely verified reviews and do not affect match scores or rankings.

Read all 66 reviews →What families mention most, star breakdown, and the regulator's record alongside.

Write a review →

Questions families ask

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Facts last verified Oct 17, 2026 · Report inaccurate information

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Assisted Living in Florida

Estimate · not a quote

Est. $3,750 to $5,750/mo