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Assisted Living in Winter Park, FL

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Reviewed by Lori Moshier

Last updated March 01, 2025

Winter Park offers a diverse range of 108 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 Lori Moshier and Rocky and Jenny Graves are available to help with your search.

The 20 Best Assisted Living Facilities in Winter Park, FL

108 communities near Winter Park, FL

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Brookdale Altamonte Springs - image 1

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 $3,625/mo
9.9
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Verified
Brookdale Conway - image 1

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 $3,955/mo
9.9
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Brookdale Lake Orienta - image 1

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 $3,745/mo
9.9
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Allegro Winter Park - image 1

Allegro Winter Park

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
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Wondering if home care might be a better fit?
Sometimes staying at home with personalized care can be the better choice. Compare home care and assisted living options to see what fits your needs.
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Brookdale Wekiwa Springs - image 1

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 $2,790/mo
9.9
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Best of 2026
Cascade Heights - image 1

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
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From $3,630/mo
9.9
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Watercrest Winter Park - image 1

Watercrest Winter Park

1501 Glendon Parkway, Winter Park, FL 32789

Assisted Living , Memory Care , Independent Living

Welcome to Winter Park, a large assisted living community in Winter Park, FL. Located at 1501 Glendon Parkway, Winter Park offers memory care, independent living and assisted living services for older adults.Seniorly estimated pricing for Winter Park starts at $4,500 per month, which is above $4,000, the average monthly cost of assisted living communities in Winter Park City, FL. Exact p...
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From $4,500/mo
8.9
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Westchester of Winter Park - image 1

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
8.9
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Understand your care options
With a personalized Care Plan, you’ll get clear guidance on care options and resources so you can find the right support.
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New Development
The Grove at Trelago - image 1

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
9.5
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Verified
Sweet Water of Orlando - image 1

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
9.5
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Strive at Fern Park - image 1

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
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The Watermark At Vistawilla - image 1

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
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Legacy Pointe at UCF - image 1

Legacy Pointe at UCF

2110 Hestia Loop, 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 ...
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From $3,100/mo
9.5
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Summer Time Lodge

Summer Time Lodge

909 North Wymore Road, Winter Park, FL 32789

Assisted Living

Summer Time Lodge is a welcoming senior living community nestled in the charming neighborhood of Winter Park, Florida. Known for its comprehensive care and medical services, this large community ensures residents have access to top-notch healthcare around the clock. With services such as a 24-hour call system, supervision, assistance with bathing, dressing, and medication management, residents and...
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From $4,500/mo
5.2
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Gentry Park Orlando - image 1

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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Wayman Place - image 1

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." -
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From $4,832/mo
8.9
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Arden Courts at Winter Springs - image 1

Arden Courts at 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
8.4
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Verified
The Bridge at Orlando - image 1

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
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Marie's Manor Assisted Living - image 1

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 suppo...
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From $2,500/mo
7.7
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Verified
Grand Villa of Altamonte Springs - image 1

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
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1 - 20 of 108 results

Compare average cost of in Winter Park, FL area with nearby cities

The figures below show the average monthly starting costs for 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

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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