Get Pricing & Availability for Assisted Living in

Winter Park, FL

Call (855) 481-6777 for immediate assistance
By clicking "Get Pricing & Availability", you agree to our Terms of Use, our Privacy Policy, and our Agreement to be Contacted by Telephone. You also consent that we, or our partner providers, may reach out to you about senior living solutions or Medicare insurance using a system that can auto-dial; however, you do not need to consent to this to use our service.

The 10 Best Assisted Living Facilities in Winter Park, FL

The charming city of Winter Park, Florida, is situated just northeast of Orlando and about an hour's drive from Canaveral National Seashore and numerous east-coast beaches. Winter Park was founded in the late 1800s as a luxury winter resort, but today it's a full-time haven for retirees. Over one-fifth of approximately 31,000 residents are seniors who enjoy the city's wealth of outdoor amenities, world-class arts and cultural offerings and proximity to big-city conveniences.

Winter Park offers active retirees acres of lush, lakeside parks to explore, three area golf courses and a quaint, pedestrian-friendly downtown filled with upscale shops, eateries, museums and art galleries. Plus, there are a variety of festivals and other engaging events to attend year-round. Seniors who retire here also have easy access to AdventHealth Orlando, the No.1 ranked hospital in the state.

The Winter Park area features an array of senior living options, and assisted living averages $4,274 per month. Given the area's balmy climate and multitude of amenities, prices here compare favorably with the national monthly median of $4,051. Assisted living costs in Winter Park are also notably lower than those in close-by communities such as The Villages ($5,375) and Deltona ($4,500).

Note: Information for Winter Park wasn't available, so data for nearby Orlando was used.

Check out our list of the top 10 assisted living facilities in Winter Park.

Memoirs Assisted Living & Memory Care

image of Memoirs Assisted Living and Memory Care

1604 Bomi Circle

Winter Park, FL 32792

(407) 534-9979

Situated in a quiet, residential area of Winter Park, Memoirs Assisted Living and Memory Care offers residents a secure, homelike environment. The community's highly trained, compassionate staff take a person-centered approach to dementia care with the goal of making each resident feel safe, appreciated and understood. Memoirs' team members provide help with activities of daily living, such as toileting, bathing, dressing and medication management, and engage residents in stimulating, life-enriching activities, such as gardening, music interaction, exercises and arts and crafts. Seniors enjoy three home-cooked meals daily in the family-style dining room, as well as nutritious snacks.

  • Weekly housekeeping and linen services as needed
  • Spacious, secure screened porch

Westminster Winter Park

image of Westminster Winter Park

1111 South Lakemont Avenue

Winter Park, FL 32792

(877) 452-2588

The upscale continuing care senior community of Westminster Winter Park offers spacious assisted living apartments in a luxury, high-rise setting overlooking beautiful Lake Berry. The dedicated staff provide personalized support services to meet each resident's needs, allowing them to enjoy an array of amenities and maintain an active, engaged lifestyle. Seniors can partake of all-day gourmet fare offered in the elegant dining room or casual bistro, socialize in the lounge or pub or relax in the on-site library and computer center. Westminster Winter Park made our top 10 list because the community offers an enriching, lifelong learning program in partnership with Rollins College.

  • Fitness center and two outdoor pools
  • Lakeview putting green

Westchester of Winter Park

image of Westchester of Winter Park

558 North Semoran Boulevard

Winter Park, FL 32792

(407) 679-5555

Westchester of Winter Park is an elegantly appointed assisted living community located on the city's eastern edge, in close proximity to several health care clinics and hospitals. Residents enjoy spacious, light-filled accommodations with private bathrooms and expansive communal areas, including a delightful indoor atrium. Westchester's long-tenured staff create personalized, comprehensive care plans for residents, designed to provide the assistance they require while encouraging their independence. Seniors can choose from a diverse array of life-enhancing activities, such as planned outings to museums and local restaurants, on-site daily exercise classes, volunteer community service projects, happy hours, cooking demonstrations, painting and ballroom dance lessons.

  • On-site beauty salon and barbershop
  • Transportation services

The Mayflower

image of The Mayflower at Winter Park

1620 Mayflower Court

Winter Park, FL 32792

(407) 672-1620

Centrally located adjacent to the Interlachen Country Club and within walking distance to shops, restaurants and essential services, The Mayflower offers discerning Winter Park seniors an opportunity to age in place in a sumptuous, resort-like environment. Assisted living residents have a choice of chic studio, one- or two-bedroom apartment homes and enjoy gracious common spaces, including an elegant dining room serving scrumptious, chef-prepared meals. Attentive staff is on hand 24/7 to provide concierge care services to meet each resident's needs. The Mayflower is included on our list because of its amenities, programs and activities designed to promote the wellness of mind, body and spirit.

  • Guest accommodations for out-of-town visitors
  • 24-hour security and emergency call system

Cascade Heights

image of Cascade Heights

160 Islander Court

Longwood, FL 32750

(407) 767-6600

The welcoming senior living community of Cascade Heights is situated on 15 lushly landscaped acres in Longwood, about 10 miles north of Winter Park. The experienced, caring management and staff are dedicated to creating a uniquely personalized experience and a joyous, fulfilling daily life for each resident, which is why we included the community on our list. Great emphasis is placed on enhancing independence while providing customized, supportive care according to the individual's needs. The pet-friendly facility offers bright, generously sized studio, one- and two-bedroom apartments, beautifully decorated communal areas and a full complement of social, recreational, educational and cultural activities and outings.

  • Beckoning courtyards, gardens, walking paths and swimming pool
  • On-site fitness and therapy center

Grand Villa of Altamonte Springs

image of Grand Villa of Altamonte Springs

433 Orange Drive

Altamonte Springs, FL 32701

(321) 214-7276

Seniors seeking supportive assisted living in a loving, family-like atmosphere will appreciate Grand Villa of Altamonte Springs, located just 7 miles northwest of Winter Park. The ease of access to health and wellness services offered by this senior-centric community is why it's included on our top 10 list. In addition to daily fitness activities, 24-hour staff assistance with personal care and medication management, Grand Villa offers on-site therapy sessions, regular visits from doctors, dentists, podiatrists and optometrists, and complimentary transportation to medical appointments. Residents also enjoy delicious, chef-prepared meals served restaurant-style and an array of stimulating social and recreational activities.

  • On-site barbershop and beauty salon
  • Studio, one-bedroom and companion suites

Brookdale Altamonte Springs

image of Brookdale Altamonte Springs

360 Montgomery Road

Altamonte Springs, FL 32714

(407) 442-1908

Nestled in a residential neighborhood between Winter Park and Wekiwa Springs State Park, Brookdale Altamonte Springs offers seniors a stress-free, independent lifestyle. The exclusive community provides tailored assisted living services that eliminate daily chores like meal preparation, housekeeping and laundry, and supplies needed help with personal care and medication management. This gives residents the freedom to stroll the manicured grounds, relax with a good book in the library, chat with friends on the enclosed porch, try their hand at arts and crafts or gardening, enjoy an afternoon of pampering in the beauty salon or play an invigorating game of billiards.

  • 24-hour emergency response system
  • Cozy studio, one- and two-bedroom apartments complete with kitchenettes

Brookdale Wekiwa Springs

image of Brookdale Wekiwa Springs

203 South Wekiwa Springs Road

Apopka, FL 32703

(407) 442-1903

Set on 8 manicured acres overlooking lovely Lake Cortez in Apopka, Brookdale Wekiwa Springs has a warm, comforting ambiance with its gracious styling, inviting common areas and light-and-airy resident apartments. The community's experienced staff provide personalized supportive care that allows active seniors lots of opportunities to join the wide array of on-site planned activities and events. Group outings for shopping, dining and visiting local attractions are scheduled regularly, and transportation to medical appointments is easily arranged. The frequently noted friendly, caring attitude of management and staff is why Brookdale Wekiwa Springs is featured in our top 10.

  • Pet-friendly
  • On-site library, cafe/bistro and arts and crafts studio

Brookdale Lake Orienta

image of Brookdale Lake Orienta

217 Boston Avenue

Altamonte Springs, FL 32701

(407) 442-1915

Residents at Brookdale Lake Orienta receive a luxury level of care in a lakeside resort setting. The lovely landscaped grounds feature walking paths, expansive patios with comfortable seating to enjoy the exceptional views and an outdoor pool. Situated 15 minutes from Winter Park and not far from Wekiwa Springs, this pet-friendly community provides individualized attention and support so residents can enjoy a well-rounded, engaged lifestyle. Seniors can stay physically and mentally active with yoga and computer classes, get creative with arts and crafts, attend religious services and enjoy restaurant-style or casual meals in the formal dining room or cozy bistro.

  • Three levels of continuing care facilitate aging in place
  • Guest suites available for visitors

Palmetto Landing

image of Palmetto Landing

1016 Willa Springs Drive

Winter Springs, FL 32708

(407) 699-7999

Palmetto Landing is nestled in a residential area of Winter Springs with eateries, shops and necessary services close by and just 10 miles northeast of Winter Park. The community offers a relaxed, homelike atmosphere where personalized care and assistance from attentive staff are available 24/7. Assisted living residents can choose between bright studios and one-bedroom suites with convenient kitchenettes and relax in spacious, tastefully decorated common areas, including the library, living room and game room. Pampering is offered in the on-site beauty salon/barbershop and wellness center, and seniors enjoy an array of life-enriching cultural, educational and social events.

  • Weekly housekeeping/linen and optional laundry services
  • Secure lanai and inviting gardens with walking paths and gazebo