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The 20 Best Assisted Living Facilities in Oakland, FL

32 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 $3,750/mo

9.9

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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

9.6

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Crane's View Lodge

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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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

9.1

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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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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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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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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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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 $2,980/mo

7.7

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Superior Residences 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 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

The Gardens At Montverde

The Gardens At Montverde

15425 Cr 455, Montverde, FL 34756

Assisted Living , Board and Care Home

The Gardens At Montverde is a charming senior living community nestled in the serene surroundings of Montverde, Florida. Known for its intimate and nurturing environment, this small community places a strong emphasis on personalized care and comprehensive medical services. The residents benefit from 24-hour supervision and a variety of health care services, including assistance with bathing, dress...

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From $3,630/mo

7.3

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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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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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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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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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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

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, located at 9436 Azalea Ridge Way, offers a serene and nurturing environment for seniors in the heart of Gotha, Florida. This small community is designed to provide personalized care and attention to its residents, ensuring that each individual receives the highest level of care and medical services. Residents at Gentle Care benefit from 24-hour supervision an...

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From $3,300/mo

5.5

The Islands Assisted Living

The Islands Assisted Living

901 North Hiawassee Road, Orlando, FL 32818

Assisted Living , Board and Care Home

The Islands Assisted Living is a welcoming and intimate senior living community located at 901 North Hiawassee Road in the heart of Florida. Known for its personalized care and robust medical services, The Islands Assisted Living ensures that residents receive the attention and support they need around the clock. The dedicated staff provides 24-hour supervision, assistance with daily activities su...

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From $4,200/mo

5.5

1 - 20 of 32 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 2025

Understanding the Cost of Assisted Living

Understanding the Assisted Living Experience

The Healthy Aging Handbook Your PDF Guide

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