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Best Assisted Living in Winter Park, FL

Reviewed by Dr. Jordan Weiss
Updated May 2026
We analyzed 8 homes in Winter Park, FL

Sources: CMS Centers for Medicare and Medicaid Services, and Florida Department of Health, Office of Aging and Long Term Care.

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Video Tour: Top-rated Assisted Living facilities in Winter Park, Florida.

Watch this Video to see Winter Park's Top-rated Senior Communities
Avg. Monthly cost: $5,000
National average: $5,600
Monthly cost range: $4,500–$6,500
National average: $3,400 – $8,200
Avg. Staff-to-Resident ratio: 1:6 to 1:12
National average: 1:6

Compare Assisted Living around Winter Park

The information below is reported by the Florida Agency for Health Care Administration (AHCA).

Click column headers to sort
Westminster Winter Park
NH

Nursing Home Licensed facility providing 24/7 skilled nursing care for residents with complex, ongoing medical needs. Staffed by RNs, LPNs, and CNAs. Inspected and star-rated annually by CMS. Accepts Medicare (short-term rehab) and Medicaid (long-term care).

AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

Winter Park
73
Facility 73
FL AVG 90
Rank #635 / 1072
No
33
Facility 33
FL AVG 40
Rank #863 / 1485
Presbyterian Retirement Communities, Inc.43
76.7%
Facility 76.7%
FL AVG 52.9%
Rank #797 / 918
75
Facility 75
FL AVG 34.4
Rank #835 / 918
1.7
Facility 1.7
FL AVG 1.3
Rank #778 / 918
Not-For-Profit$8,000Dayana Medjine Desir--
The Mayflower at Winter Park
NH

Nursing Home Licensed facility providing 24/7 skilled nursing care for residents with complex, ongoing medical needs. Staffed by RNs, LPNs, and CNAs. Inspected and star-rated annually by CMS. Accepts Medicare (short-term rehab) and Medicaid (long-term care).

AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

Winter Park
55
Facility 55
FL AVG 90
Rank #751 / 1072
No
13
Facility 13
FL AVG 40
Rank #1202 / 1485
Mayflower Retirement Center, Inc.17
70.6%
Facility 70.6%
FL AVG 52.9%
Rank #709 / 918
21
Facility 21
FL AVG 34.4
Rank #315 / 918
1.2
Facility 1.2
FL AVG 1.3
Rank #457 / 918
For-Profit$1,000Kimberly Arunakul--
Claremont Village Assisted Living
NH

Nursing Home Licensed facility providing 24/7 skilled nursing care for residents with complex, ongoing medical needs. Staffed by RNs, LPNs, and CNAs. Inspected and star-rated annually by CMS. Accepts Medicare (short-term rehab) and Medicaid (long-term care).

AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

Bronx (Concourse Village)
70No 88 Doj Alp Operations Associates LLC6--------
Watercrest Winter Park
AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

MC

Memory Care Secured, specialized care for people living with Alzheimer's or dementia. Staff trained in cognitive impairment, with higher staff-to-resident ratios and an environment designed to reduce confusion and wandering risk.

Winter Park (Ravaudage)
-No
72
Facility 72
FL AVG 40
Rank #185 / 1485
--------Suite-
Prevail Homes Residential Assisted Living Facility
AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

Winter Park (Orwin Manor)
8
Facility 8
FL AVG 90
Rank #916 / 1072
No
67
Facility 67
FL AVG 40
Rank #249 / 1485
Prevail Homes Inc7
71.4%
Facility 71.4%
FL AVG 52.9%
Rank #718 / 918
6
Facility 6
FL AVG 34.4
Rank #76 / 918
0.9
Facility 0.9
FL AVG 1.3
Rank #63 / 918
For-Profit$500Marie PrevalStudio / 1 Bed / 2 BedA+
Westchester of Winter Park
NH

Nursing Home Licensed facility providing 24/7 skilled nursing care for residents with complex, ongoing medical needs. Staffed by RNs, LPNs, and CNAs. Inspected and star-rated annually by CMS. Accepts Medicare (short-term rehab) and Medicaid (long-term care).

AL

Assisted Living A licensed, long-term care setting for seniors or individuals with disabilities who need help with daily activities — like bathing, dressing, and medication management — but not 24-hour skilled nursing. Offers housing, meals, and around-the-clock support while aiming to maximize resident independence.

Winter Park
121
Facility 121
FL AVG 90
Rank #261 / 1072
No
33
Facility 33
FL AVG 40
Rank #863 / 1485
Wp Alf Opco LLC76
84.2%
Facility 84.2%
FL AVG 52.9%
Rank #859 / 918
143
Facility 143
FL AVG 34.4
Rank #915 / 918
1.9
Facility 1.9
FL AVG 1.3
Rank #834 / 918
Not-For-Profit$24,825Daniel Towers--

Westminster Winter Park

1111 S Lakemont Ave, Winter Park, FL 32792
Overview of Westminster Winter Park

Westminster Winter Park operates 73 licensed nursing beds at 1111 South Lakemont Avenue in Winter Park, Orange County, Florida. The community functions as part of Presbyterian Retirement Communities, Inc., a nonprofit, church-operated continuing care retirement community administered by Dayana Medjine Desir. Of its current 72 residents, 29% hold Medicare coverage (typically short-stay rehabilitation), 47% receive Medicaid funding, and 24% pay privately. Occupancy remains robust at 96%, substantially exceeding Florida’s 84.3% average and reflecting strong local demand.

The facility earned an F inspection score of 59 out of 100; 29 points below Florida’s C+ state median of 77. It also ranked in the worst performing tier for citation history. Over thirteen years, Westminster accumulated 75 citations, running 127% above Florida’s typical facility average.

The most recent January 2025 inspection documented seven deficiencies involving licensure, resident supervision, medication handling, staffing compliance, and records management. Earlier cycles spanning 2013 through 2024 repeatedly flagged training documentation failures, particularly in staff in-service, medication assistance, CPR, and advanced dementia care. Residential supervision and elopement prevention violations appeared across at least five separate inspections. Two critical and two serious citations emerged in that five-year window, representing significant patient safety concerns.

The facility incurred four fines within three years, culminating in a $66,000 federal penalty in June 2024. No Medicare payment denials occurred, limiting the most severe enforcement action.

Registered nurses deliver 1 hour 3 minutes daily per resident; 43% above Florida’s state standard. Weekend RN presence is 66% above average. Total daily nursing care reaches 4 hours 11 minutes per resident. Yet persistent inspection findings of inadequate training, supervision failures, and documentation gaps across multiple years suggest staffing quantity has not translated to consistent quality or compliance oversight.

Residents demonstrate exceptional falls prevention (1.4%, substantially better than state average) and low antipsychotic use (3.6%, 55% better than state norm). Short-stay residents achieve 68% functional independence at discharge, 27% above state expectations. However, 32.3% of short-stay discharges result in hospital readmission; that’s 23% worse than Florida’s baseline.

Westminster Winter Park is a community serving primarily short-term rehabilitation residents within a high-occupancy model, though it’s one with a pattern of documented deficiencies across staffing, supervision, and training domains.

Contact Westminster Winter Park

Overview of The Mayflower at Winter Park

For those wanting a delightful cityscape in Winter Park, Florida, The Mayflower offers a distinctive and vibrant lifestyle for seniors, including assisted senior living and independent senior living. This community provides an idyllic setting with picturesque views and numerous avenues for social interaction, all crafted to ensure the comfort and well-being of its residents.
With a variety of housing options, including apartments and villas, The Mayflower is at the crossroads of convenience and natural beauty. Here, residents can savor gourmet dining, engage in a wide range of activities, and enjoy happy hours. They can even explore walking trails that overlook serene ponds, soaking in the daily dose of fresh air. The community offers a spacious patio and a multipurpose room, complete with a pool table, making it a perfect gathering spot for card game enthusiasts, meetings, religious services, and more. The Mayflower’s amenities include a library and dedicated space for arts and crafts as well, ensuring a lively atmosphere with something exciting always happening. On top of these, guest suites are also available for families seeking a comfortable stay.

Contact The Mayflower at Winter Park

Overview of Claremont Village Assisted Living

A contemporary facility located in the heart of the Bronx is the Claremont Village Assisted Living which provides a modernized and comfortable lifestyle. The senior living facility is one of the coziest and most inviting communities in the Bronx borough where seniors value relationships and connections. Having an accommodating community builds trust between the residents and the staff. A few of their highlighted amenities include their restaurant-style dining offering delicious and nutritious meals. With their engaging activities, residents get to make new friends that would lead to a deeper and well-trusted partnership. Their services also include inclusive cultural activities and programs so that residents from different backgrounds can feel comfortable in the community.
Claremont Village  is an ideal place for seniors and their families who are looking for modern yet traditional services to make them feel like they’re home away from home.

Contact Claremont Village Assisted Living

Overview of Watercrest Winter Park

Watercrest Winter Park is a stunning home with a delightful Southern-style atmosphere. This exceptional residence offers a range of assisted living facilities and memory care benefits, ensuring comprehensive support for residents. Opportunities for meaningful connections and enriching experiences abound, thanks to the dedication of the concierge service and the inviting outdoor living spaces. An open flame oven adds a touch of culinary delight, while the state-of-the-art wireless resident call system provides peace of mind for residents and their loved ones.

Cozy fireplaces and inviting common spaces create a warm and welcoming ambiance, perfect for fostering a sense of community. With a dynamic calendar of events and convenient transportation services, residents can explore new horizons and embrace a fulfilling lifestyle. Watercrest Winter Park proudly welcomes a pet-friendly community, recognizing the importance of the bond between residents and their furry companions. Additionally, 24-hour staffing ensures that support and assistance are readily available, promoting a sense of security and comfort for residents and their families.

 

Assisted Living Facility #13440

Contact Watercrest Winter Park

Overview of Prevail Homes Residential Assisted Living Facility

Enjoy every moment of your golden years with Prevail Homes Residential Assisted Living Facility, an esteemed community in Winter Park, FL, offering assisted living. Committed to enhancing residents’ living experiences, a compassionate and highly skilled team provides top-notch care around the clock to meet their unique needs. The community also promotes a warm and welcoming environment to ensure residents feel a sense of belonging.

Prioritizing residents’ happiness and wellness, fun recreational activities and engaging programs are conducted to highlight their interests and strengths. Mealtimes are also something to look forward to, with delightful and healthy meals that cater to residents’ dietary needs and preferences. With its exceptional services and purposely designed amenities, residents will surely have the time of their lives.

Contact Prevail Homes Residential Assisted Living Facility

Overview of Bright Morning Star Alf

Live your life to the fullest with the astounding senior living community of Bright Morning Star Alf located in the serene neighborhood of West 7th Street, Chuluota, FL, offering assisted living and home care. The community also features 24-hour nursing care and manages medication to ensure seniors receive the utmost care and support they deserve. A team of competent and highly trained professionals assists with daily living activities for seniors to thrive and live to their potential.

Have fun and create unforgettable moments through engaging activities and enriching programs. Indulge in healthy and delicious meals that satisfy dietary needs and preferences for the finest dining experience. Bright Morning Star Alf strives to create a haven for seniors to spend their golden years doing the things they love.

Contact Bright Morning Star ALF

Overview of Marie‘s Manor Assisted Living

At Marie’s Manor Assisted Living, you can expect nothing but the best amenities, kindness, and personalized care that you and your loved one deserve. Whether you’re seeking respite care, day care, short-term or long-term care, their compassionate and experienced staff will ensure that you are treated with dignity and respect every step of the way. Unlike other assisted living facilities, their intimate community size and high staff-to-resident ratio allow for a level of personalized attention and affordability that you won’t find anywhere else. At Marie’s Manor, we pride ourselves on creating a warm and welcoming environment where residents can maintain their independence, build friendships, and embrace healthy lifestyles.

Marie’s Manor isn’t just about providing exceptional care to their residents – they also strive to benefit their staff and the greater Orlando community every single day. When you choose Marie’s Manor, you can rest assured that you’re not just joining an assisted living facility – you’re becoming a part of a caring and supportive family.

Contact Marie‘s Manor Assisted Living

Overview of Westchester of Winter Park

Westchester of Winter Park is a 121-bed skilled nursing facility in Winter Park, Florida, that provides long-term care, short-term rehabilitation, memory care, and respite services to residents in Orange County. The community is operated by Wp Alf Opco LLC and accepts Medicare, Medicaid, and private pay.

CMS rates Westchester 1 star overall, with every sub-rating — Health Inspection, Staffing, and Quality Measures — below the Florida average. The most telling gap is staffing: nurse staffing averages 3 hours and 29 minutes per resident per day, compared with a Florida average of 4 hours and 25 minutes, ranking the facility 214th among 252 Florida nursing homes.

Across 74 inspections since 2012, the facility recorded 138 deficiencies, with citations per inspection running 46% above the state norm; deficiency volume in the last five years has averaged 10 per year, roughly double the prior period. The most recent inspection, in September 2025, resulted in zero deficiencies cited — a meaningful single-cycle result in an otherwise dense record.

On-site services include physician visits, podiatry, optometry, audiology, cardiology, and nephrology, as well as a home health agency and prescription delivery. Rehabilitation services, 24-hour nurse aide coverage, and memory care programming round out the clinical offering. The facility’s occupancy rate is 81.6%, slightly below the Florida average, and the facility typically has availability.

Westchester of Winter Park suits residents who need 24-hour skilled nursing care and access to a broad range of on-site specialty services, particularly those seeking near-term placement. However, families should review the facility’s extensive inspection history before making a placement decision.

Contact Westchester of Winter Park

Weighting overview

  • 35%
    Resident Experience
  • 25%
    Regulatory
  • 15%
    Visual Media
  • 10%
    Website
  • 10%
    Stability
  • 5%
    Environment
01

Resident & Family Experience 35%

The single largest share of every ranking. Aggregated review sentiment and volume from major platforms — the closest signal to real resident experience.

  • Includes
  • Review Sentiment
  • Review Volume
02

Regulatory & Safety Record 25%

State inspection records, citations, and complaint visits. We weight per-inspection rates more heavily than raw counts.

  • Includes
  • State Inspections
  • Citations/Inspection
  • % Inspections w/ Citations
  • Complaint Visits
  • Accreditations
  • BBB Rating
03

Visual Media & Transparency 15%

Communities that publish high-quality visuals give families a real preview. No photos or tours = a negative transparency signal.

  • Includes
  • Video Tours
  • Virtual Walkthroughs
  • Photo Quantity
  • Photo Quality
04

Website & Operator Transparency 10%

Site quality and whether the operator publishes basic accountability information — staff names, contact details, ownership.

  • Includes
  • Website Content
  • Mobile Usability
  • Staff Info Available
  • Owner Info Available
05

Community Stability 10%

Operational signals indicating whether a community is well-run and meeting demand.

  • Includes
  • Occupancy Rate
  • Bed Options
06

Environment & Pricing 5%

Walkability and pricing transparency. Walk Score is weighted higher for Independent Living than for Memory Care, where most residents do not leave unaccompanied.

  • Includes
  • Walk Score
  • Pricing Transparency
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Frequently Asked Questions about Assisted Living in Winter Park, FL

What is the average cost of assisted living in Winter Park, FL?

The average monthly cost of assisted living in Winter Park, FL is approximately $5,000. Actual rates vary by community, level of care, and floorplan.

What is the price range for assisted living in Winter Park, FL?

Assisted living in Winter Park, FL typically ranges from $4,500–$6,500 per month, depending on the community, room type, and care needs.

What is the typical staff-to-resident ratio at assisted living facilities in Winter Park, FL?

Assisted living facilities in Winter Park, FL typically operate with a staff-to-resident ratio in the range of 1:6 to 1:12.

How many licensed assisted living facilities are there in Winter Park, FL?

According to state licensing records, there are approximately ~5–10 licensed assisted living facilities in Winter Park, FL.

What's the difference between assisted living and memory care in Florida?

Assisted living in Florida supports residents with daily activities (bathing, dressing, medication management) while preserving independence. Memory care is a specialized form of assisted living for residents living with Alzheimer's or dementia, and adds 24/7 secured environments, dementia-trained staff, and structured routines designed to reduce confusion and wandering.

What's the difference between assisted living and a nursing home in Florida?

Assisted living in Florida is a residential model focused on housing, hospitality, and help with daily activities. Nursing homes (skilled nursing facilities) provide 24/7 medical care from licensed nurses for residents with significant health needs, and are regulated more strictly under both state and federal CMS rules.

Does Florida Medicaid cover assisted living?

Florida Medicaid does not directly pay room-and-board for assisted living, but most states (including Florida) offer Home and Community-Based Services (HCBS) waivers that can offset the cost of care services delivered inside a licensed community. Eligibility, waitlists, and covered services vary — check directly with the state Medicaid agency.