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The 20 Best Assisted Living Facilities in Oakland, FL

40 communities near Oakland, FL

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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

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From $3,720/mo

9.9

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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

9.5

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Alto Clermont

1601 Hooks Street, Clermont, FL 34711

Assisted Living , Memory Care

Crane's View Lodge is a welcoming senior living community nestled in the charming town of Clermont, Florida. Known for its commitment to providing compassionate care and medical services, Crane's View Lodge offers a serene environment where residents can enjoy a fulfilling lifestyle. The community is equipped with a comprehensive range of health care services, including 12-16 hour nursing, a 24-ho...

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From $3,998/mo

9.6

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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...

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From $3,900/mo

9.3

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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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...

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From $4,750/mo

9.3

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Golden Pond Communities

402 Lakeview Road, Winter Garden, FL 34787

Assisted Living

"In checking with most of the independent senior living places in Winter Garden I found The Golden Pond to be the best thers is. It is so nice to pay one price which includes all utilities. Also you get a washer/dryer and weekly housekeeing. And a round the clock consier service. I don't know of another independent communities with all these services. And it is great living here. We have ga..." - Robert

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From $4,820/mo

8.9

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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

8.4

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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

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.

carePricingPlans

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Madison at Clermont

650 East Minnehaha Avenue, Clermont, FL 34711

Assisted Living , Memory Care

Madison At Clermont is a large and vibrant senior living community located in the beautiful city of Clermont, Florida. This exceptional property offers a wide range of care and medical services, including Assisted Living and Memory Care, ensuring that residents receive the support they need to lead fulfilling and independent lives. With a strong focus on providing personalized care, Madison At ...

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From $4,950/mo

8.4

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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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Hunt Trace of Clermont

1600 Hunt Trace Boulevard, Clermont, FL 34711

Assisted Living , Memory Care

Superior Residences of Clermont is a vibrant senior living community that offers a harmonious blend of independence and support for its residents. Nestled in a welcoming neighborhood, this community is renowned for its emphasis on care and medical services, ensuring that residents receive comprehensive and compassionate attention. With a dedicated team providing 12-16 hour nursing, a 24-hour call ...

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From $3,210/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 welcoming and intimate environment for seniors seeking a supportive community in a vibrant neighborhood. Nestled in a serene setting, this small community is dedicated to providing comprehensive care and medical services tailored to the needs of its residents. With 24-hour supervision and a range of health care services, including assistance with bathing, dressin...

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From $4,200/mo

8.6

The Gardens At Montverde

The Gardens At Montverde

15425 Cr 455, Montverde, FL 34756

Assisted Living , Board and Care Home

Nestled in the peaceful surroundings of Montverde, The Gardens At Montverde offers a warm and welcoming senior living community designed to provide exceptional care and medical services. This small community is dedicated to ensuring the well-being and comfort of its residents through comprehensive healthcare services, including 24-hour supervision and assistance with daily activities such as bathi...

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From $3,630/mo

7.3

Mission Grove at Stoneybrook

Mission Grove at Stoneybrook

12911 Stoneybrook West Parkway, Winter Garden, FL 34787

Assisted Living

From $4,680/mo

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Minneola Place - HomeBridge Community

301 South Main Avenue, Minneola, FL 34715

Assisted Living

Minneola Place, a distinguished HomeBridge Community, is dedicated to providing exceptional care and medical services to its residents. Nestled in a serene neighborhood, this senior living community is committed to ensuring the well-being and comfort of its residents through comprehensive health care services. With a 24-hour call system and supervision, residents have access to assistance with dai...

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From $3,850/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

Clover Meadows Assisted Living Facility offers a welcoming and nurturing environment for its residents, combining personalized care with a vibrant community atmosphere. Nestled in a quaint location, this small community is designed to provide comfort and security, ensuring that residents feel at home while receiving the support they need. The healthcare services at Clover Meadows are comprehensiv...

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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

Nestled in a serene neighborhood, Rosemont Gardens offers a welcoming environment for those seeking a supportive senior living community. This small yet vibrant community is designed to provide residents with a comfortable and engaging lifestyle, supported by comprehensive care and medical services. The focus on health and well-being is evident in the range of services available, including 24-hour...

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From $4,200/mo

7.3

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Dr Phillips Assisted Living Facility

5412 Palm Lake Circle, Orlando, FL 32819

Assisted Living , Board and Care Home

Nestled in a serene neighborhood, Dr Phillips Assisted Living Facility offers a welcoming and supportive environment for its residents. This small community is renowned for its personalized approach to care, ensuring each resident receives the attention and support they need. With 24-hour supervision and a range of health care services, including assistance with bathing, dressing, and medication m...

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From $4,200/mo

7.3

Inspired Living at Ocoee

Inspired Living at Ocoee

1061 Tommy Boulevard, Ocoee, FL 34761

Assisted Living

Inspired Living at Ocoee offers a warm and nurturing environment where residents are cared for with the utmost attention and compassion. The community is designed to provide a holistic lifestyle with a focus on health and wellness, ensuring that each resident enjoys a fulfilling and enriched experience. The dedicated team at Inspired Living at Ocoee is committed to delivering personalized care, wi...

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From $3,300/mo

5.2

Gentle Care Assisted Living Facility

Gentle Care Assisted Living Facility

9436 Azalea Ridge Way, Gotha, FL 34734

Assisted Living , Board and Care Home

Gentle Care Assisted Living Facility offers a welcoming and supportive environment for seniors seeking a comfortable and engaging lifestyle. Nestled in a serene neighborhood, this small community provides personalized care and medical services tailored to meet the needs of each resident. With 24-hour supervision and a range of health care services including assistance with daily activities, medica...

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From $3,300/mo

5.5

1 - 20 of 40 results

Explore other types of communities in Oakland, 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.

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.

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

Mistakes to Avoid When Choosing Assisted Living

Assisted Living: Your Definitive Guide for 2026

Understanding the Cost of Assisted Living

Understanding the Assisted Living Experience

The Healthy Aging Handbook Your PDF Guide

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