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Assisted Living in Windermere, FL

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Reviewed by Rocky and Jenny Graves

Last updated March 01, 2025

Windermere offers a diverse range of 32 Assisted Living communities giving families varied options to choose from. The average cost of assisted living living in the Windermere area is $3,950, and the communities in the Windermere area have a average rating of 9.8 out of 10. Seniorly also uses Seniorly Price Estimate for cost comparisons with nearby cities, and even highlights new construction facilities for those seeking modern amenities. Families can look at 813 photos, 2,135 ratings and reviews, and 22 prices in the Windermere area to get a sense of assisted living in the area. Not to be confused with nursing homes, which offer medical care, assisted living provides daily help with activities of daily living like dressing or bathing. And with services catering to all care levels, many facilities enable residents to age in place, whether it's a 1 bedroom or 2 bedroom option. For personalized assistance, Seniorly local advisors Rocky and Jenny Graves are available to help with your search.

The 20 Best Assisted Living Facilities in Windermere, FL

32 communities near Windermere, FL

Verified
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Brookdale Dr. Phillips

8001 Pin Oak Drive, Orlando, FL 32819

Assisted Living , Memory Care

"I visited a friend who was at Brookdale for several years and was always pleased with the facilities, staff, and residents. I attended some of the holiday parties. In Dec. 2025, I took a tour in anticipation of moving a relative to Brookdale. It continues its high standards of care. The staff say hello to everyone and make it a point to get to know them. I would be very comfortable having someone..." - Amy
...Read more
From $3,750/mo
9.9
See details
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Sonata Windermere

13798 Speer Island Drive, Windermere, FL 34786

Assisted Living , Memory Care

Nestled in the picturesque setting of Windermere, Florida, Sonata Windermere offers an exceptional senior living experience with a focus on comprehensive care and medical services. This vibrant community is renowned for its award-winning Alzheimer’s and dementia care, ensuring residents receive personalized attention tailored to their individual needs. The dedicated team of wellness professional...
...Read more
From $4,750/mo
9.1
See details
Verified
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The Summit of Winter Garden

420 Roper Road, Winter Garden, FL 34787

Assisted Living , Independent Living

The Summit of Winter Garden is a place where residents can truly thrive, offering a vibrant and supportive environment for seniors. At the heart of the community is a strong emphasis on health and wellness. Residents have access to a comprehensive array of medical services, including 12-16 hour nursing care, a 24-hour call system, and medication management. The community also provides assistance w...
...Read more
From $3,900/mo
9.6
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Verified
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HarborChase of Dr. Phillips

7233 Della Drive, Orlando, FL 32819

Assisted Living , Memory Care , Independent Living

"Since moving to HarborChase in 2020, my wife and I have experienced the growing pains and impacts of the pandemic on services here, which were sometimes less than ideal. However, with the help of a new Executive Director and Memory Care Director, care and services improved significantly this year. At the end of the day, it all comes down to the leadership teams at these places." -
...Read more
From $5,300/mo
8.9
See details
Verified
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Madison at Ocoee

80 North Clarke Road, Ocoee, FL 34761

Assisted Living , Memory Care

Nestled in a vibrant neighborhood, Madison at Ocoee offers an exceptional senior living experience with a strong emphasis on care and medical services. Residents benefit from robust healthcare support, including 12-16 hour nursing, a 24-hour call system, and comprehensive assistance with daily activities such as bathing and dressing. The community is equipped with medication management services...
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From $4,500/mo
8.4
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Verified
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Golden Pond Communities

402 Lakeview Road, Winter Garden, FL 34787

Assisted Living

Golden Pond Communities is a vibrant senior living community that places a strong emphasis on exceptional care and medical services. Nestled in the heart of Winter Garden, Florida, this large community offers a welcoming environment where residents can enjoy peace of mind knowing that their health and well-being are top priorities. The community is equipped with a comprehensive range of healthcare...
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From $4,180/mo
8.6
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Inspired Living Ocoee

1061 Tomyn Boulevard, Ocoee, FL 34761

Assisted Living , Memory Care

Nestled in a vibrant neighborhood, Inspired Living at Ocoee offers a nurturing environment where residents receive exceptional care and medical services. The community is renowned for its dedication to personalized care, especially in assisted living and memory care, ensuring that each resident's unique needs are met with compassion and professionalism. The community's health and wellness programs...
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From $4,500/mo
7.3
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The Blake at Hamlin

4814 Hamlin Groves Trail, Winter Garden, FL 34787

Assisted Living , Memory Care

Nestled on the picturesque shores of Lake Hancock, The Blake at Hamlin is a senior living community that exudes warmth and compassion. This medium-sized community provides an inviting environment where residents can enjoy life to the fullest, surrounded by the natural beauty of Florida. With a focus on both assisted living and memory care, The Blake at Hamlin ensures that all residents receive per...
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From $4,250/mo
9.3
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San Jean Facility Care

815 24th Street, Orlando, FL 32805

Assisted Living

San Jean Facility Care is a welcoming senior living community nestled in the vibrant heart of Florida. This large and intimate community is renowned for its comprehensive care and medical services, providing residents with peace of mind and a supportive environment. At San Jean, residents benefit from a dedicated team of caregivers who assist with activities of daily living, ensuring that each ind...
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From $5,300/mo
7.3
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Benton House Of Clermont

16401 Good Hearth Boulevard, Clermont, FL 34711

Assisted Living

Benton House of Clermont is a vibrant senior living community that prides itself on providing exceptional care and medical services to its residents. Recognized for excellence, it has garnered numerous accolades, including the distinguished Customer Experience Award™ for 2024 and recognition as the Best Memory Care and Best Assisted Living by U.S. News and World Report. With a focus on fostering...
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From $3,760/mo
7.3
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Arbor Cove Alf Of Florida

305 North Hiawassee Road, Orlando, FL 32835

Assisted Living , Board and Care Home

Arbor Cove Alf Of Florida offers a serene and supportive environment for seniors, characterized by its focus on exceptional care and comprehensive medical services. Nestled in a quaint neighborhood at 305 North Hiawassee Road, this small community is dedicated to ensuring residents receive the highest level of support and attention. With 24-hour supervision and assistance with daily activities suc...
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From $4,200/mo
8.6
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All Seniors Assisted Living

2706 Pioneer Road, Orlando, FL 32808

Assisted Living

"The facility is very nice and clean. Service to the residents is great! I would recommend this facility to anyone who is looking for a home and caring caregivers." - Andrea
From $4,200/mo
8.6
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Immaculee Home Care

5758 Oak Hill Manor Drive, Orlando, FL 32839

Assisted Living , Board and Care Home

"Immaculee is the best personal home care facility I have ever found. I had a tough time looking for a suitable place to take good care of my sister and they were able to provide help at a time when we needed their help the most. The owner is experienced, well-prepared, compassionate, and a very caring person. The place is clean and well kept. My sister has never received so much attention and feel..." - Shevany F.
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From $4,200/mo
8.6
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Dr Phillips Assisted Living Facility

5412 Palm Lake Circle, Orlando, FL 32819

Assisted Living , Board and Care Home

Dr Phillips Assisted Living Facility is a cozy and intimate senior living community located at 5412 Palm Lake Circle in Florida. This small community is dedicated to providing exceptional care and medical services to its residents, ensuring that each individual receives the attention and support they need. With 24-hour supervision, assistance with bathing, dressing, and transfers, as well as medic...
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From $4,200/mo
7.3
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Clover Meadows Assisted Living Facility

6609 La Jolla Street, Orlando, FL 32818

Assisted Living , Board and Care Home

Nestled in a serene neighborhood, Clover Meadows Assisted Living Facility offers a warm and inviting environment for its residents. Located at 6609 La Jolla Street, the facility is designed to provide exceptional care and medical services, ensuring that residents receive the support they need around the clock. With 24-hour supervision and assistance with daily activities such as bathing, dressing,...
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From $4,200/mo
7.3
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Windermere Assisted Living

Windermere Assisted Living

7050 Bramlea Lane, Windermere, FL 34786

Assisted Living

Windermere Assisted Living stands as a beacon of exceptional elderly care, offering a nurturing environment where residents receive personalized attention and compassionate service. The facility is renowned for its comprehensive approach to senior living, emphasizing health care and wellbeing. Residents benefit from 24-hour supervision and a range of health care services including medication manag...
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From $4,500/mo
3.8
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Glory Assisted Living Facility

7221 Udine Avenue, Orlando, FL 32819

Assisted Living , Board and Care Home

Nestled in a serene neighborhood, Glory Assisted Living Facility offers a welcoming and supportive environment for its residents. This small community is designed with care and medical services at its core, ensuring that each individual receives the attention and assistance they need. With 24-hour supervision, medication management, and help with daily activities such as bathing, dressing, and tra...
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From $4,200/mo
7.3
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Grace Villa

1024 North John Street, Orlando, FL 32808

Assisted Living , Board and Care Home

Grace Villa is a welcoming senior living community located at 1024 North John Street in the heart of Florida. This small, close-knit community offers a peaceful and nurturing environment where residents receive top-notch care and medical services. Residents at Grace Villa benefit from comprehensive health care services, including 24-hour supervision, assistance with bathing, dressing, and transf...
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From $4,200/mo
7.3
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Rosemont Gardens

1842 Kreidt Drive, Orlando, FL 32818

Assisted Living , Board and Care Home

Rosemont Gardens offers a warm, inviting environment where residents can receive the care and medical services they need while enjoying a vibrant community atmosphere. Nestled in the welcoming neighborhood of Orlando, Florida, this small senior living community is dedicated to providing exceptional care through a variety of health care services. Residents benefit from 24-hour supervision, assistan...
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From $4,200/mo
7.3
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Ionie's Assisted Living II

3120 Hammersmith Road, Orlando, FL 32818

Assisted Living , Board and Care Home

Ionie's Assisted Living II is a welcoming senior living community that offers a supportive environment designed to cater to the unique needs of its residents. Nestled in a charming neighborhood, the community is surrounded by essential amenities and services, ensuring that residents have easy access to everything they need for a comfortable and fulfilling life. The community is known for its comp...
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From $4,200/mo
7.3
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1 - 20 of 32 results

Top rated assisted living in Windermere, FL

Windermere, Florida, hosts 147 assisted living communities, with 36 rated above 8. Top-rated facilities include Brookdale Conway, Brookdale Dr. Phillips, Brookdale Altamonte Springs, and Brookdale Wekiwa Springs. The area comprises 46 large, 8 medium, and 93 small communities. Recently, Seniorly facilitated 13 moves and 39 tours, with local advisors Rocky and Jenny Graves assisting families.
150+
Assisted living communities analyzed
2,140+
Comprehensive reviews
810+
Community photographs
20+
Detailed pricing sources
Verified
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Brookdale Conway

5501 East Michigan Street, Orlando, FL 32822

Assisted Living , Memory Care

Nestled in a serene neighborhood, Brookdale Conway offers a welcoming and supportive senior living environment that prioritizes personalized care and medical services. Residents benefit from a comprehensive range of healthcare services, including 12-16 hour nursing care, a 24-hour call system, and supervision. Assistance is available for daily living activities such as bathing, dressing, and medic...
...Read more
From $3,450/mo
9.9
See details
Verified
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Brookdale Dr. Phillips

8001 Pin Oak Drive, Orlando, FL 32819

Assisted Living , Memory Care

"I visited a friend who was at Brookdale for several years and was always pleased with the facilities, staff, and residents. I attended some of the holiday parties. In Dec. 2025, I took a tour in anticipation of moving a relative to Brookdale. It continues its high standards of care. The staff say hello to everyone and make it a point to get to know them. I would be very comfortable having someone..." - Amy
...Read more
From $3,750/mo
9.9
See details
Verified
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Brookdale Altamonte Springs

360 Montgomery Road, Altamonte Springs, FL 32714

Assisted Living

"The residents at Brookdale Altamonte have been so welcoming to my dad." -
From $3,885/mo
9.9
See details
Verified
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Brookdale Wekiwa Springs

203 South Wekiwa Springs Road, Apopka, FL 32703

Assisted Living , Memory Care , Independent Living

Nestled in the serene neighborhood of Apopka, Brookdale Wekiwa Springs offers a vibrant senior living community that is dedicated to enhancing the quality of life for its residents. The expansive 8-acre campus, situated near the picturesque Lake Cortez, provides an idyllic setting for seniors to enjoy their golden years. With a focus on personalized healthcare and a continuum of care, residents ca...
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From $3,165/mo
9.9
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Best value assisted living in Windermere, FL

In Windermere, Florida, the best value assisted living communities, known for their high ratings and lower costs, include The Summit Of Winter Garden, The Blake at Hamlin, Sonata Windermere, and HarborChase Of Dr Phillips. This conclusion is based on an analysis of 2,135 reviews and 22 price data points.
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The Summit of Winter Garden

420 Roper Road, Winter Garden, FL 34787

Assisted Living , Independent Living

The Summit of Winter Garden is a place where residents can truly thrive, offering a vibrant and supportive environment for seniors. At the heart of the community is a strong emphasis on health and wellness. Residents have access to a comprehensive array of medical services, including 12-16 hour nursing care, a 24-hour call system, and medication management. The community also provides assistance w...
...Read more
From $3,900/mo
9.6
See details
Verified
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The Blake at Hamlin

4814 Hamlin Groves Trail, Winter Garden, FL 34787

Assisted Living , Memory Care

Nestled on the picturesque shores of Lake Hancock, The Blake at Hamlin is a senior living community that exudes warmth and compassion. This medium-sized community provides an inviting environment where residents can enjoy life to the fullest, surrounded by the natural beauty of Florida. With a focus on both assisted living and memory care, The Blake at Hamlin ensures that all residents receive per...
...Read more
From $4,250/mo
9.3
See details
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Sonata Windermere

13798 Speer Island Drive, Windermere, FL 34786

Assisted Living , Memory Care

Nestled in the picturesque setting of Windermere, Florida, Sonata Windermere offers an exceptional senior living experience with a focus on comprehensive care and medical services. This vibrant community is renowned for its award-winning Alzheimer’s and dementia care, ensuring residents receive personalized attention tailored to their individual needs. The dedicated team of wellness professional...
...Read more
From $4,750/mo
9.1
See details
Verified
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HarborChase of Dr. Phillips

7233 Della Drive, Orlando, FL 32819

Assisted Living , Memory Care , Independent Living

"Since moving to HarborChase in 2020, my wife and I have experienced the growing pains and impacts of the pandemic on services here, which were sometimes less than ideal. However, with the help of a new Executive Director and Memory Care Director, care and services improved significantly this year. At the end of the day, it all comes down to the leadership teams at these places." -
...Read more
From $5,300/mo
8.9
See details

Advisor recommended assisted living in Windermere, FL

Seniorly's local advisors, Rocky and Jenny Graves, recommend 11 out of 147 assisted living communities in Windermere, Florida. Notable recommended communities include Brookdale Lake Orienta, Allegro Winter Park, Strive At Fern Park, and Village Veranda At Lady Lake.
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Rocky and Jenny Graves

Windermere Seniorly Advisor

9.5
Average Seniorly Community score of advisor recommended communities
4 assisted living communities
Verified
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Brookdale Lake Orienta

217 Boston Avenue, Altamonte Springs, FL 32701

Assisted Living , Memory Care , Independent Living

Nestled in a picturesque neighborhood, Brookdale Lake Orienta offers a serene and welcoming environment for seniors. Located right next to the tranquil Lake Orienta, residents are treated to stunning views and a peaceful atmosphere. The community is conveniently situated near a variety of local amenities, including shopping centers, restaurants, and medical facilities, ensuring that everything res...
...Read more
From $3,095/mo
9.9
See details
Verified
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Allegro Senior Living – Winter Park, FL

2701 Howell Branch Road, Winter Park, FL 32792

Assisted Living , Memory Care , Independent Living

Nestled in the serene surroundings of Winter Park, Allegro Senior Living offers a harmonious blend of comfort, care, and community. Residents are welcomed into a vibrant environment that prioritizes their well-being, with a wide array of health care services available. The community provides 12-16 hour nursing care, a 24-hour call system, and round-the-clock supervision, ensuring that assistance i...
...Read more
From $3,800/mo
9.7
See details
Verified
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Strive at Fern Park

7255 Strive Place, Fern Park, FL 32730

Assisted Living

Strive Senior Living is a vibrant senior community dedicated to providing exceptional care and medical services. Nestled in the welcoming neighborhood of Fern Park, this community is renowned for its commitment to the health and well-being of its residents. With a focus on thoughtful and compassionate care, Strive Senior Living offers a range of health care services including 12-16 hour nursing, a...
...Read more
From $3,180/mo
9.3
See details
Verified
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Village Veranda at Lady Lake

955 US-441, Lady Lake, FL 32159

Assisted Living , Memory Care

Village Veranda at Lady Lake stands as a beacon of comprehensive care and vibrant living for seniors. This community is dedicated to addressing the full spectrum of residents' needs, offering a blend of personalized medical services and engaging activities that ensure an enriched lifestyle. With a focus on memory care, the community has developed a program that considers the emotional, spiritual, ...
...Read more
From $3,370/mo
8.9
See details

Compare average cost of assisted living in Windermere, FL area with nearby cities

The figures below show the average monthly starting costs for assisted living of nearby cities. Keep in mind that these figures are an average, and that the numbers used to calculate it spanned a wide range. In fact, Seniorly data suggests that most families will underestimate their monthly budget by almost 20%, meaning that once inclusions and services are factored in, they can actually afford more than they originally thought.

$4,157/mo
Ocoee
See communities
$3,970/mo
Winter Garden
See communities
$3,439/mo
Orlando
See communities
$3,717/mo
Apopka
See communities
$3,636/mo
Maitland
See communities
$4,016/mo
Winter Park
See communities

Assisted Living amenities in Windermere area

100% of these assisted living have walking paths
50% of these assisted living feel like home
50% of these assisted living offer resident-run activities
50% of these assisted living offer fitness activities

Average Seniorly Community Score in Windermere

6.6

Very good

Seniorly Community Score

What is Seniorly Community Score?

The Seniorly Community Score is a comprehensive and unbiased rating system that takes into account multiple factors crucial to senior living quality. We've meticulously analyzed thousands of senior living communities across the country to create an innovative and accurate assessment of each community's strengths and offerings. The Seniorly Community Score employs a user-friendly scale from 1 to 10, with 10 signifying an exceptional senior living community and 1 representing the lower end of quality, ensuring an easy-to-understand and transparent evaluation for families.

Get to know Windermere area

Total population: 2,651
60% of population is 50+ years old, 36% is 65+ years old
Median income: $156,591
The poverty rate is 4% lower for this region compared to the Florida state average, which is 12%
Diversity
10% Asian, 6% Hispanic, and 85% White of population

Explore other types of communities in Windermere, FL

Independent Living

For active older adults who want to downsize to a home in a retirement community but don't need help to live independently.

Memory Care

A supervised and secured community designed to support engagement and quality of life for residents living with dementia.

Continuing Care Retirement Communities

For residents who want to age in place as their care needs change—from Independent Living to nursing care. Requires a buy-in fee.

Nursing Homes

For seniors with more serious medical needs who require skilled care following a hospitalization, illness, or surgery. Nursing Homes are also known as skilled nursing facilities.

Board and Care Home

Homes in residential neighborhoods that are equipped and staffed to provide daily care for a small number of residents.

Helpful resources

Assisted Living Facilities near Windermere, FL

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