Assisted Living in Winter Haven, FL
Winter Haven has 13 state-licensed assisted living communities: 10 larger communities and 3 small residential homes (16 or fewer residents). The median cost of assisted living in Florida is $5,610 a month (CareScout 2025), against $6,200 nationally.

Free guide · 14 pages
Choosing Assisted Living
A practical guide for families, with checklists to take on your tours.
- What assisted living costs and the ways to pay
- Signs it may be time
- Tour checklists to print and take with you
- What residents and families told us matters most
Two kinds of assisted living in Winter Haven
Both are licensed by Florida as assisted living. Larger communities suit people who want social life and on-site services; small homes suit people who do better with quiet, familiar routines, including many people with dementia. Florida words these licenses as “Assisted Living Facility” (13).
All 13 licensed assisted living communities in Winter Haven
Every assisted living community Florida licenses in Winter Haven, from state records. Being listed is not a rating: Lilisity scores only communities with verified interviews (the Top Communities). Communities with verified testimonials are listed first, then by size.
13 shown
| Community | Size | Price |
|---|---|---|
| Spring Haven Senior Livingmemory care1225 Havendale Blvd Nw | Large200 residents | $3,500 to $5,650/moLilisity estimate |
| The Meadows at Cypress Gardensmemory care3050 Woodmont Ave | Large145 residents | $3,500 to $5,650/moLilisity estimate |
| Best Care Senior Living at Cypress Gardensmemory care625 Overlook Dr | Large82 residents | $3,500 to $5,650/moLilisity estimate |
| Best Care Senior Living at Winter Havenmemory care1801 Lake Mariam Dr | Large66 residents | $3,500 to $5,650/moLilisity estimate |
| Lake Howard Heights650 N Lake Howard Dr | Large65 residents | from $3,195/mo |
| Celebration Villa of Winter Haven Al6110 Cypress Gardens Blvd | Large60 residents | $3,500 to $5,650/moLilisity estimate |
| New Horizon Share Home2100 State Rd 540 West | Large60 residents | $3,500 to $5,650/moLilisity estimate |
| Astoria Assisted Retirement Living701 Overlook Dr | Mid-size45 residents | $3,500 to $5,650/moLilisity estimate |
| Celebration Villa of Winter Haven Mcmemory care6120 Cypress Gardens Blvd | Mid-size40 residents | $3,500 to $5,650/moLilisity estimate |
| Wedgewood of Winter Haven480 Avenue E | Mid-size18 residents | $3,500 to $5,650/moLilisity estimate |
| Ambitious Quality-Care Assisted Living3939 Country Pl | Small home6 residents | $3,850 to $6,200/moLilisity estimate |
| Menard Comfort Care135 Manseau Dr | Small home6 residents | $3,850 to $6,200/moLilisity estimate |
| T J Smith and D Goodrich Center507 Avenue J Nw | Small home4 residents | $3,850 to $6,200/moLilisity estimate |
How much does assisted living cost in Winter Haven?
The median cost of assisted living in Florida is $5,610 a month ($67,320 a year), below the national median of $6,200. That’s CareScout’s 2025 survey, collected July to November 2025. If more care is needed: nursing home costs in Florida, with CareScout medians and the private-pay rates nursing homes publish. Small residential homes often cost less than larger communities, though care needs, room type and services move the price more than the building does.
Medicare does not pay for assisted living. People pay from savings and income, long-term care insurance, or VA Aid and Attendance (up to $29,093 a year for a veteran in 2026), and some qualify for Medicaid help with care costs at communities that accept it. Who actually pays for long-term care.
Free tools: how long will the money last? · home care or assisted living? · VA Aid and Attendance estimator
Three questions to ask on every Winter Haven tour
From about 23,000 concerns residents and families raised in Senior Living Alliance phone interviews, the most common are about dining, housekeeping and hearing back from management.
- Can I come back and eat a meal here, unannounced?Dining was 23% of all concerns: quality that changes day to day.
- How is laundry labeled and tracked, and what happens when something goes missing?Housekeeping was 17%.
- Who is my main contact, and how often will I hear from them?Communication with management was 15%.
All 8 tour questions, with a free printable tour card (PDF).
Check a Winter Haven community’s license
Florida publishes licensing records, and in most cases inspection or complaint reports, for every community on this page. Look up any community on the state’s site: quality.healthfinder.fl.gov. Ask the community for its most recent inspection report too; they have to keep it.
Winter Haven assisted living questions
Florida licenses 13 assisted living communities in Winter Haven as of November 2026: 10 larger communities and 3 small residential homes of 16 or fewer residents, with about 797 licensed spots in all.
The median cost of assisted living in Florida is $5,610 a month (CareScout 2025), compared with $6,200 nationally. Prices vary with the room, the level of care and the community, so ask each one for its current rate sheet. The table on this page shows each community's published price or a Lilisity estimate where we have one, and our free guide lists the questions to ask about cost.
Medicaid doesn't pay rent or meals in assisted living. Most states offer a Medicaid waiver or program that can pay for care services at participating communities for people who qualify; not every community takes it, so ask each one. Florida's Medicaid agency or your local Area Agency on Aging can tell you what's available.
Florida publishes its licensing records at quality.healthfinder.fl.gov. You can also ask any community for its most recent state inspection report.