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Independent Living in Winter Park, Florida

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Reviewed by Kristin Collazo

Last updated October 31, 2026

Winter Park offers a diverse range of 9 Independent Living communities giving families varied options to choose from. The communities in the Winter Park area have an average rating of 9.9 out of 10. CareScout also uses CareScout Price Estimate for cost comparisons with nearby cities, and even highlights new construction facilities for those seeking modern amenities. Families can look at 259 photos, 661 ratings and reviews, and 5 prices in the Winter Park area to get a sense of independent living in the area. If you're looking for modern amenities, keep an eye out for our "new construction" badge which will help you find the newest facilities in your area. The new age of retirement living is here, with so many options for independent seniors. From all-inclusive retirement communities to luxury facilities for those who want to stay active, we've got the most comprehensive set of options. Many of these facilities also offer assisted living and memory care, so if you're looking for a community that allows you to age in place, there are plenty of choices. For personalized assistance, CareScout local advisors Kristin Collazo, Lori Moshier and Marsha Beekman are available to help with your search.

The 9 Best Independent Living in Winter Park, Florida


9 communities near Winter Park, Florida

Brookdale Lake Orienta, Image 1

Brookdale Lake Orienta

From $3,700/mo

9.9
217 Boston Avenue , Altamonte Springs, FL, 32701
Assisted Living, Memory Care, Independent Living

Brookdale Lake Orienta is a luxury senior living community located in a beautiful residential neighborhood right next to Lake Orienta, which offers gorgeous views for our residents. Our campus features a valued location near shopping, restaurants, banking and physicians’ offices. Whether you’re swimming in our outdoor pool or sipping coffee in our bistro, there’s always something fun to do.…

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Cascade Heights, Image 1

Cascade Heights

From $3,630/mo

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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Allegro Winter Park, Image 1

Allegro Winter Park

From $3,800/mo

9.8
2701 Howell Branch Road, Winter Park, FL, 32792
Assisted Living, Memory Care, Independent Living

Experience the wonders of lake-front senior living at Allegro. Residents enjoy lively events, first-class dining, and high-quality care at this stunning, resort-style community.

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Brookdale Wekiwa Springs, Image 1

Brookdale Wekiwa Springs

From $2,500/mo

9.9
203 South Wekiwa Springs Road , Apopka, FL, 32703
Assisted Living, Memory Care, Independent Living

At Brookdale Wekiwa in Apopka, Florida, we can take care of daily tasks like housekeeping and laundry so you can do what you love! Located in a beautiful residential neighborhood on Lake Cortez, our 8-acre campus, complete with a courtyard and walking path, is conveniently located near state-of-the-art medical facilities. And the sunny climate of Central Florida offers opportunities for outdoor recreation and excursions.…

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Grand Living Park at Lake Mary, Image 1

Grand Living Park at Lake Mary

From $4,000/mo

1021 Royal Gardens Circle, Lake Mary, FL, 32746
Assisted Living, Memory Care, Independent Living

"I hate this place. They treat people just ok, but care is not great. They train memory care residents to use diapers as opposed to taking them to the bathroom. It makes it easier on the attendants. The “attendants “ are babysitters." - M

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Watercrest Winter Park, Image 1

Watercrest Winter Park

From $4,500/mo

8.9
1501 Glendon Parkway, Winter Park, FL, 32789
Assisted Living, Memory Care, Independent Living

At Watercrest Winter Park, you’ll find more than a beautiful, luxurious residence to call your own, because our delivery of care is as unique as our resort style service. You’ll discover outstanding caregivers and extraordinary care, tailored to your preferences. Indulge in all your favorites from our own private label Watercrest wines, to beer and brats, to fresh locally grown organic fare served to your liking. Cultural programs, interesting activities and extraordinary outings are simply a part of everyday life. Our comfortably classy design welcomes you with a stunning promenade, fireplace, our signature water wall, pool, salon & spa, grand balconies, and Southern style outdoor living spaces. Our world-class Market Street Residence enlivens the senses creating unique opportunities to create meaningful connections. Replace uncertainty, worries and fears for an engaging lifestyle filled with outstanding dining, unsurpassed personal care, and a concierge who anticipates your every need and provides a solution for every concern. The Orange County city of Winter Park, situated north of Orlando, was once considered a winter resort. Today, the arts- and culture-filled city of Winter Park includes Rollins College and the Charles Hosmer Morse Museum of Natural Art. Winter Park also is a nature lover’s destination. In Winter Park you will find more than 70 parks, all home to various events, festivals and celebrations throughout the year – and available to anyone looking for a place to sit in the shade and enjoy a beautiful Central Florida afternoon. Not only are there enough activities to keep you and your family content within the Winter Park city limits, but all the Orlando attractions are just minutes away.…

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The Tremont, Image 1

The Tremont

From $2,729/mo

7015 Red Bug Lake Road, Oviedo, FL, 32765
Independent Living

"tiny and german roaches in my client’s apartment! and it’s delapidated. shocking" - Laura

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The Savoy Gracious Retirement Living, Image 1

The Savoy Gracious Retirement Living

From $3,270/mo

9.8
80 Michael Blake Boulevard, Winter Springs, FL, 32708
Independent Living

We believe that The Savoy Gracious Retirement Living is so much more than walls and windows – it’s a place to enjoy home-cooked meals, game night, or a quiet evening with family and friends. It’s where you always feel comfortable, safe, and secure. At The Savoy Gracious Retirement Living, our management teams live onsite, and are available 24 hours a day. Our food is truly made from scratch, and served right to your table along with a smile from our friendly staff. The Savoy Gracious Retirement Living, the delicious food is just one of the many benefits you will enjoy. Our executive chef and culinary team create homemade meals from scratch three times each day, as well as tempting desserts. These are then served to your table by our friendly wait staff while you relax and converse with new friends. Our menu offers a variety of nutritional choices at every meal, and snacks and beverages are available any time, at no extra charge. See for yourself… Call now to arrange your complimentary meal and a personal tour!…

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Grand Living Park at Lake Mary, Image 1

Grand Living Park at Lake Mary

From $4,000/mo

4.8
1001 Royal Gardens Circle, Lake Mary, FL, 32746
Assisted Living, Memory Care, Independent Living

Oakmonte Village of Lake Mary - Cordova is a vibrant senior living community designed to offer a fulfilling and supportive environment for its residents. Nestled in the heart of Lake Mary, Florida, this large community is renowned for its dedication to exceptional care and comprehensive medical services. With a strong focus on health and well-being, Oakmonte Village provides an array of healthcare services, including 12-16 hour nursing, a 24-hour call system, and supervision to ensure residents' safety and comfort. Assistance with daily living activities such as bathing, dressing, and medication management is readily available, catering to residents' varying needs with compassion and professionalism. The community's prime location in Lake Mary offers easy access to essential amenities and services. Residents benefit from the proximity to Florida Hospital Lake Mary ER, located just two miles away, ensuring prompt medical attention when needed. Additionally, Lake Mary Family Practice and Walgreens pharmacy are conveniently situated within a short distance, providing residents with accessible healthcare options and prescription services. The neighborhood is enriched with a variety of dining and leisure options, including a nearby Starbucks for coffee enthusiasts and Chick-Fil-A for a quick meal. Oakmonte Village is not only about healthcare; it is about creating a lively and engaging lifestyle for its residents. The community boasts an impressive array of amenities such as a game room, library, walking paths, and a fitness room, encouraging residents to stay active and engaged. Regularly scheduled activities, music programs, and movie nights foster a sense of community and camaraderie among residents. The presence of a spa and wellness room further enhances the focus on relaxation and holistic well-being. The neighborhood surrounding Oakmonte Village is diverse and thriving, with a blend of cultures and a high median income, contributing to a vibrant and prosperous community atmosphere. With a life expectancy of 82 years, the area reflects a commitment to quality living, making it an ideal location for a senior living community. In summary, Oakmonte Village of Lake Mary - Cordova stands as a beacon of excellence in senior living, combining superior care services with a rich array of amenities and a supportive neighborhood, ensuring a fulfilling and joyful experience for its residents.…

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1 - 9 of 9 results

Compare average cost of independent living in Winter Park, Florida area with nearby cities

The figures below show the average monthly starting costs for independent 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, CareScout 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.

Independent Living amenities in Winter Park area

  • 100% of these independent living are verified
  • 100% of these independent living offer resident-run activities
  • 100% of these independent living offer fitness activities
  • 100% of these independent living have walking paths
  • 100% of these independent living have a restaurant style

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.

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Memory Care

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

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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.

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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.

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Board and Care Home

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

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Independent Living Facilities near Winter Park, FL

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