Pricing ranges from
    $3,987 – 5,183/month

    Westchester of Winter Park

    558 N Semoran Blvd, Winter Park, FL, 32792
    2.8 · 31 reviews
    • Assisted living
    • Skilled nursing
    AnonymousLoved one of resident
    2.0

    Nice amenities but staffing problems

    I was happy at first - large, comfortable private rooms, good meals and activities, and many genuinely caring, attentive staff who preserved residents' dignity. Over time I saw severe staffing shortages and turnover: late or missed medications, unanswered call bells, missed laundry, broken machines, safety lapses and regulatory problems. Communication and management were often poor or defensive, so issues went unresolved even though some nurses and therapists were excellent. In short, parts of the facility are wonderful, but inconsistent care and administration make it unreliable for long-term peace of mind.

    Pricing

    $3,987+/moSemi-privateAssisted Living
    $4,784+/mo1 BedroomAssisted Living
    $5,183+/moStudioAssisted Living

    Schedule a Tour

    Amenities

    Healthcare services

    • Activities of daily living assistance
    • Assistance with bathing
    • Assistance with dressing
    • Assistance with transfers
    • Medication management
    • Mental wellness program

    Healthcare staffing

    • 12-16 hour nursing
    • 24-hour call system
    • 24-hour supervision

    Meals and dining

    • Diabetes diet
    • Meal preparation and service
    • Restaurant-style dining
    • Special dietary restrictions

    Room

    • Air-conditioning
    • Cable
    • Fully furnished
    • Housekeeping and linen services
    • Kitchenettes
    • Private bathrooms
    • Telephone
    • Wifi

    Transportation

    • Community operated transportation
    • Transportation arrangement
    • Transportation arrangement (non-medical)

    Common areas

    • Beauty salon
    • Computer center
    • Dining room
    • Fitness room
    • Gaming room
    • Garden
    • Outdoor space
    • Small library
    • Wellness center

    Community services

    • Concierge services
    • Fitness programs
    • Move-in coordination

    Activities

    • Community-sponsored activities
    • Planned day trips
    • Resident-run activities
    • Scheduled daily activities

    2.81 · 31 reviews

    Overall rating

    1. 5
    2. 4
    3. 3
    4. 2
    5. 1
    • Care

      2.4
    • Staff

      2.6
    • Meals

      3.3
    • Amenities

      3.0
    • Value

      2.8

    Location

    Map showing location of Westchester of Winter Park

    About Westchester of Winter Park

    Westchester of Winter Park serves older adults, usually ages 55 and up, with assisted living, independent living, memory care, and nursing home options for different needs, and though there isn't much official information, the facility does offer a good range of on-site services that can help residents with daily living tasks like bathing, dressing, and medication management, and the staff's trained nurses and caregivers are available 24 hours a day to give support, help out in emergencies, and keep an eye on things to make sure everyone stays safe and comfortable. The facility has indoor common areas where folks can gather, socialize, or join regular activities, and there's a variety of options, from group fitness classes and arts and crafts to game nights, yoga, billiards, outings, and even resident-led events; the calendar stays full so people can stay busy and keep their minds sharp, and there are also devotional services right on site if someone wants them. The building has elevators, private bathrooms, laundry and housekeeping services, an emergency call system, and rooms that go from studios to two-bedroom suites, each with cable or satellite TV and high-speed internet, so whether someone wants privacy or time with friends, there's room for both.

    Dining is restaurant-style, with meals planned by chefs to be both tasty and healthy, and if someone needs special diets, the kitchen often handles that. There's a beauty salon and barber shop for haircuts, a library and piano for quiet afternoons, plus card and game rooms, and transportation services are available for personal errands or trips out. The community sits in a convenient location near Winter Park Memorial Hospital and a CVS Pharmacy, making medical trips or picking up medicine easier, and there are programs focused on women's health, preventing financial exploitation, and plenty of guides and health resources like the Health Illustrated Encyclopedia and Symptom Navigator to help residents and families understand health needs.

    Westchester of Winter Park operates under Florida license #7289, with reviews and inspections by the Agency for Health Care Administration to make sure everything's up to state standards and to handle any issues, and for peace of mind, the facility keeps an emergency power plan ready. Some legal actions and violations tied to previous ownership are documented, including case numbers and fines, and these records are open for review. Home health therapists sometimes visit for added care, and on-site physicians handle personalized healthcare, so medical oversight is strong without being overwhelming. There's always trained staff on hand, with management and coordinators focused on running the place smoothly, making sure daily activities, healthcare, and housekeeping work as they should.

    Residents here can be as independent as they like but get help with personal care when needed, and the focus on independence means assistance comes only when requested, to help people keep their dignity and control where possible. There's a resident council with a resident president, letting everyone have a voice about how things run, and healthy living programs add to a sense of well-being. Tours are available, both in-person and virtual, so families can see what life looks like before deciding, and the staff is happy to introduce newcomers and involve them in the community. Pricing changes with the room selected and the level of help needed, and reviews come in twice a year for compliance. The facility has received awards for its activities and care, and it's open every day with longer hours on weekends. All in all, Westchester of Winter Park aims to strike a balance between care, independence, and a social, supportive atmosphere, and it does it without a lot of fuss or fanfare.

    People often ask...

    Nearby Communities

    • Aerial view of HearthStone at Leesburg senior living facility showing a large, single-story building with multiple wings, surrounded by landscaped gardens, parking lots with cars, and a road on one side. The building has a gray roof and beige walls, with green trees and bushes around the property.
      $2,580 – $4,390+4.4 (64)
      Semi-private
      assisted living, memory care

      HearthStone at Leesburg

      1309 Marlene St, Leesburg, FL, 34748
    • Exterior view of a large, multi-story senior living facility building under a clear blue sky with an American flag on a flagpole in front and a well-maintained grassy lawn surrounding the building.
      $4,350 – $5,655+4.4 (165)
      Semi-private • Studio
      assisted living, memory care

      The Summit of Lakewood Ranch

      11705 Evening Walk Dr, Lakewood Ranch, FL, 34211
    • Exterior view of a modern multi-story senior living facility building at dusk with balconies, palm trees, and illuminated lights along the facade and entrance area.
      $5,500+4.5 (114)
      1 Bedroom
      independent, assisted living, memory care

      Belmont Village Senior Living Fort Lauderdale

      1031 Seminole Dr, Fort Lauderdale, FL, 33304
    • Exterior view of a large, multi-story yellow and beige building with balconies and a green dome on top, illuminated at dusk with trees in the foreground and city buildings in the background.
      Pricing on request4.8 (214)
      suite
      independent living, assisted living

      The Palace at Coral Gables

      1 Andalusia Ave, Coral Gables, FL, 33134
    • Photo of Mirabelle
      Pricing on request4.8 (154)
      suite
      independent, assisted living, memory care

      Mirabelle

      7400 SW 88th St, Miami, FL, 33156
    • Exterior view of Renaissance on Peachtree, a multi-story building with large windows and a covered entrance. The building is surrounded by trees and greenery under a partly cloudy blue sky.
      $5,300+4.3 (118)
      2 Bedroom
      independent living, assisted living

      Renaissance on Peachtree

      3755 Peachtree Rd NE, Atlanta, GA, 30319

    Assisted Living in Nearby Cities

    157 facilities$4,293/mo
    153 facilities$4,365/mo
    142 facilities$4,426/mo
    131 facilities$4,169/mo
    175 facilities$4,319/mo
    186 facilities$4,230/mo
    177 facilities$4,157/mo
    102 facilities$4,373/mo
    85 facilities$4,541/mo
    71 facilities$4,142/mo
    131 facilities$4,412/mo
    110 facilities$4,619/mo
    © 2025 Mirador Living