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Assisted Living in Winter Park, FL

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Reviewed by Rocky and Jenny Graves

Last updated March 01, 2025

Winter Park offers a diverse range of 106 Assisted Living communities giving families varied options to choose from. The average cost of assisted living living in the Winter Park area is $4,360, and the communities in the Winter Park 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 443 photos, 1,507 ratings and reviews, and 15 prices in the Winter Park 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 Winter Park, FL

106 communities near Winter Park, FL

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...
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From $3,450/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 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...
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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...
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From $3,800/mo
9.7
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...
...Read more
From $3,165/mo
9.9
See details

Verified
Best of 2025
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Cascade Heights

160 Islander Ct, Longwood, FL 32750

Assisted Living , Independent Living

"I have lived here for over 1 years. The people here are wonderful. The food is good. The apartments are very nice. Goff is a very good manager. Deloris and the other people working at the front desk are great. The drivers are great t. Housekeeping is very . good. I am very happy that my niece found this place for me. " - Davjd
...Read more
From $3,630/mo
9.9
See details
Verified
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Watercrest Winter Park

1501 Glendon Parkway, Winter Park, FL 32789

Assisted Living , Memory Care

Nestled in a charming neighborhood, Watercrest Winter Park offers a harmonious blend of luxury and care, making it a distinguished choice for senior living. This award-winning community is renowned for its commitment to exceptional care and medical services, ensuring residents' peace of mind. With 12-16 hour nursing, a 24-hour call system, and comprehensive assistance with daily activities, reside...
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From $5,245/mo
9.5
See details
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Westchester of Winter Park

558 North Semoran Boulevard, Winter Park, FL 32792

Assisted Living , Skilled Nursing Facility

Westchester of Winter Park is a distinguished senior living community that prides itself on providing exceptional care and medical services to its residents. Nestled in a vibrant neighborhood, the community offers easy access to essential amenities such as Winter Park Memorial Hospital, located just a mile away, ensuring prompt and reliable healthcare services. Moreover, residents can enjoy the co...
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From $4,500/mo
7.3
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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...
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From $3,180/mo
9.3
See details
Verified
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The Watermark At Vistawilla

1519 East Sr 434, Winter Springs, FL 32708

Assisted Living , Memory Care

The Watermark at Vistawilla offers a vibrant senior living experience, nestled in the serene environment of Winter Springs. With a focus on exceptional care and medical services, residents enjoy peace of mind with 24/7 supervision and a comprehensive range of health care services. The community provides personalized assistance with daily activities, medication management, and specialized support f...
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From $4,600/mo
9.5
See details
New Development
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The Grove at Trelago

901 Vista Trelago, Maitland, FL 32751

Assisted Living

Nestled in the vibrant heart of Maitland, The Grove at Trelago provides an exceptional living experience for seniors seeking a community that prioritizes health and wellness. With proximity to premier healthcare facilities such as Florida Hospital Altamonte just two miles away, residents have peace of mind knowing that medical assistance is readily accessible. The community's highly trained caregi...
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From $5,200/mo
8.9
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Verified
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Gentry Park Orlando

3201 Center Pointe Drive, Orlando, FL 32825

Assisted Living , Memory Care , Independent Living

Gentry Park Orlando stands as a beacon of excellent care and vibrant living for seniors, nestled in a community that prioritizes health and wellness. This beautifully renovated facility offers a wealth of amenities designed to enrich the lives of its residents. With a dedicated and experienced senior care team, residents can rest assured that their health and well-being are in capable hands. The c...
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From $5,300/mo
9.4
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Verified
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Wayman Place

342 South Wayman Street, Longwood, FL 32750

Assisted Living

"I recently visited Wayman Place, and I was impressed by the beautiful community, convenient location, and kind staff. The facility smelled pleasant (which I cannot say for everywhere I have toured) and the residents seemed to be well taken care of. The meals appeared to be higher quality than other places I've seen, which is a good sign. Overall this seems like a strong option for our family." -
...Read more
From $4,832/mo
8.9
See details
Verified
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Sweet Water of Orlando

8207 Forest City Road, Orlando, FL 32810

Assisted Living

Sweet Water of Orlando is a vibrant senior living community that places a strong emphasis on the well-being and quality of life for its residents. The dedicated team of certified and licensed caregivers is committed to providing comprehensive care with a focus on maintaining the balance of body, mind, and soul. Through ongoing education in the latest care techniques, the staff ensures residents re...
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From $5,300/mo
8.4
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Verified
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The Bridge at Orlando

3201 Rouse Road, Orlando, FL 32817

Assisted Living

Nestled in the vibrant Orlando area, The Bridge at Orlando offers a unique blend of comfort, community, and customized care for its residents. The community prides itself on providing a supportive environment where each resident's individuality is celebrated. The professional associates are dedicated to tailoring services and amenities to meet the personal needs and interests of every resident, en...
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From $5,300/mo
9
See details
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Eastbrooke Gardens Alzheimers Care

201 Sunset Drive, Casselberry, FL 32707

Assisted Living , Memory Care

Eastbrooke Gardens Alzheimer's Care is a welcoming senior living community that prioritizes the well-being and comfort of its residents. Nestled in a vibrant neighborhood, this large community is dedicated to providing exceptional care and medical services, ensuring that each resident receives personalized attention. With a focus on health and wellness, Eastbrooke Gardens offers comprehensive heal...
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From $3,610/mo
8.6
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Legacy Pointe at UCF

2110 Hestia Lp, Oviedo, FL 32765

Assisted Living , Memory Care , Independent Living , Skilled Nursing Facility

Legacy Pointe at UCF is a vibrant senior living community that offers comprehensive care and medical services tailored to meet the unique needs of its residents. The community is closely affiliated with the University of Central Florida, a partnership that enriches the lives of its residents through access to educational events, wellness programs, and innovative health care influenced by UCF's Col...
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From $3,100/mo
9.1
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Verified
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Grand Villa of Altamonte Springs

433 Orange Drive, Altamonte Springs, FL 32701

Assisted Living

Grand Villa of Altamonte Springs is a vibrant senior living community that places a strong emphasis on health and wellness. With a range of care and medical services, residents can enjoy peace of mind knowing their health needs are well catered to. The community offers an impressive array of healthcare services, including assistance with daily activities, medication management, and specialized mem...
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From $3,695/mo
7.7
See details
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Arden Courts Of Winter Springs

1057 Willa Springs Drive, Winter Springs, FL 32708

Assisted Living , Memory Care

Arden Courts of Winter Springs is a vibrant senior living community that places a strong emphasis on exceptional care and medical services. Nestled in a welcoming neighborhood, this large community offers a comprehensive range of health care services designed to meet the diverse needs of its residents. With 12-16 hour nursing care, a 24-hour call system, and round-the-clock supervision, residents ...
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From $3,500/mo
8
See details
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Marie's Manor Assisted Living

4934 Seminole Avenue., Winter Park, FL 32792

Assisted Living

Marie's Manor Assisted Living is a serene and welcoming community that prides itself on providing exceptional care and medical services to its residents. Nestled in the heart of Winter Park, the community offers a tranquil environment where residents are treated like family. With a focus on health and well-being, Marie's Manor ensures that each resident receives personalized attention and support,...
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From $2,500/mo
7.3
See details
1 - 20 of 106 results

Top rated assisted living in Winter Park, FL

Winter Park, Florida, offers a range of assisted living options, with 107 communities in the area. Of these, 24 are rated above 8, indicating high satisfaction levels. Notable top-rated facilities include Brookdale Conway, Brookdale Altamonte Springs, Brookdale Wekiwa Springs, Cascade Heights, and Brookdale Lake Orienta. The area comprises 29 large, 11 medium, and 67 small assisted living communities. Recent activities facilitated by Seniorly include 12 moves and 40 tours, with local advisors Rocky and Jenny Graves available for assistance.
110+
Assisted living communities analyzed
1,510+
Comprehensive reviews
440+
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 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...
...Read more
From $3,165/mo
9.9
See details
Verified
Best of 2025
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Cascade Heights

160 Islander Ct, Longwood, FL 32750

Assisted Living , Independent Living

"I have lived here for over 1 years. The people here are wonderful. The food is good. The apartments are very nice. Goff is a very good manager. Deloris and the other people working at the front desk are great. The drivers are great t. Housekeeping is very . good. I am very happy that my niece found this place for me. " - Davjd
...Read more
From $3,630/mo
9.9
See details
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

Best value assisted living in Winter Park, FL

In Winter Park, Florida, the best value assisted living communities, known for high ratings and low cost of care, include Emerald Care Home II, Allegro Winter Park, The Watermark At Vistawilla, Strive At Fern Park, and Gentry Park Orlando. This assessment is based on an analysis of 1,507 reviews and 15 pricing data points.
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Emerald Care Home II

1171 Kaski Lane, Concord, CA 94518

Assisted Living , Board and Care Home

"Our dad was there for a month at the Concord home, and from the first day we knew he was placed in the right home. All the care givers were loving, friendly, funny and treated all of us like family. I can't thank them enough for everything they did. Even our friends who came to visit him were impressed with the staff. We can't say enough about this home but THANK YOU! They recommended Eastside Hos..." - JIll
...Read more
From $3,500/mo
9.7
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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The Watermark At Vistawilla

1519 East Sr 434, Winter Springs, FL 32708

Assisted Living , Memory Care

The Watermark at Vistawilla offers a vibrant senior living experience, nestled in the serene environment of Winter Springs. With a focus on exceptional care and medical services, residents enjoy peace of mind with 24/7 supervision and a comprehensive range of health care services. The community provides personalized assistance with daily activities, medication management, and specialized support f...
...Read more
From $4,600/mo
9.5
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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Gentry Park Orlando

3201 Center Pointe Drive, Orlando, FL 32825

Assisted Living , Memory Care , Independent Living

Gentry Park Orlando stands as a beacon of excellent care and vibrant living for seniors, nestled in a community that prioritizes health and wellness. This beautifully renovated facility offers a wealth of amenities designed to enrich the lives of its residents. With a dedicated and experienced senior care team, residents can rest assured that their health and well-being are in capable hands. The c...
...Read more
From $5,300/mo
9.4
See details

Advisor recommended assisted living in Winter Park, FL

Seniorly's local advisors, Rocky and Jenny Graves, recommend two assisted living communities in Winter Park, Florida: Allegro Winter Park and Strive At Fern Park. Out of 107 total assisted living communities in the area, these two have been highlighted for their quality and suitability.
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Rocky and Jenny Graves

Winter Park Seniorly Advisor

9.5
Average Seniorly Community score of advisor recommended communities
2 assisted living communities
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

Compare average cost of assisted living in Winter Park, 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.

$3,636/mo
Maitland
See communities
$3,747/mo
Altamonte Springs
See communities
$3,439/mo
Orlando
See communities
$3,451/mo
Casselberry
See communities
$3,441/mo
Winter Springs
See communities
$3,420/mo
Longwood
See communities

Assisted Living amenities in Winter Park area

100% of these assisted living have walking paths
61% of these assisted living feel like home
46% of these assisted living offer resident-run activities

Average Seniorly Community Score in Winter Park

5.9

Average

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 Winter Park area

Total population: 30,522
43% of population is 50+ years old, 22% is 65+ years old
Median income: $98,404
The poverty rate is 3% lower for this region compared to the Florida state average, which is 12%
Diversity
3% Asian, 13% Hispanic, and 84% White of population

Explore other types of communities in Winter Park, 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 Winter Park, FL

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