The best assisted living facilities in Winter Park, FL

    Explore 126 communities near Winter Park, FL

    1. Exterior view of a single-story beige building with a peaked roof, palm trees, and landscaped bushes and flowers in front. Two flags, including an American flag, are displayed near the entrance under an archway. The sky is clear and blue.
      4.8(168)
      $3,500+
      Studio
      assisted living, memory care

      Arden Courts Winter Springs

      1057 Willa Springs Dr, Winter Springs, FL 32708
    2. Front entrance of a senior living building with a covered porte-cochere, palm trees, and landscaped flower beds.
      4.6(119)
      $5,003 – $6,503+
      Shared • 1 Bedroom • Studio
      independent, assisted living, memory care

      Allegro Senior Living – Winter Park, FL

      2701 Howell Branch Rd, Winter Park, FL 32792
    3. Covered entrance and driveway of a multi-story senior living building with palm trees and a porch with rocking chairs.
      4.4(204)
      $2,479 – $3,749+
      Studio • 1 Bedroom • 2 Bedroom
      independent living, assisted living

      The Tremont - A Provincial Senior Living Community

      7015 Red Bug Lake Rd, Oviedo, FL 32765
    4. Exterior front view of a white two-story building with a green walkway, landscaped beds, and a bright blue sky with clouds.
      4.6(49)
      $5,200+
      suite
      independent, assisted living, memory care

      The Grove at Trelago

      901 Vista Trelago, Maitland, FL 32751
    5. Collage showing a ribbon-cutting event at Watercrest Winter Park with masked staff and guests at the building entrance and a catered food spread.
      4.7(85)
      $4,500+
      suite
      assisted living, memory care

      Watercrest Winter Park

      1501 Glendon Pkwy, Winter Park, FL 32789
    6. Front entrance of a single-story building with a covered portico, palm trees, and manicured landscaping beneath a clear blue sky.
      4.1(209)
      Pricing on request
      suite
      independent living, assisted living, skilled nursing

      Ansley Cove

      1301 Maitland Blvd, Maitland, FL 32751
    7. Covered entrance area of a senior living facility with a wide driveway, several chairs arranged along the wall, potted plants, and a double glass door entrance. The building facade has multiple windows with dark shutters and decorative wreaths.
      4.2(170)
      $5,388 – $7,004+
      Shared • 1 Bedroom • Studio
      assisted living, memory care, board and care

      Madison at Oviedo

      1725 Pine Bark Pt, Oviedo, FL 32765
    8. Brick entry sign reading "Ambiance at Maitland" in front of a white two-story assisted living building with lawn, trees, and landscaping.
      4.2(106)
      $4,845 – $6,298+
      Shared • 1 Bedroom • Studio
      assisted living, memory care

      Ambiance at Maitland

      740 Wymore Rd, Maitland, FL 32751
    9. Yellow building exterior with a multi-tier fountain and palm trees in front.
      4.6(395)
      Pricing on request
      suite
      independent, assisted living, memory care

      Grand Villa of Altamonte Springs

      433 Orange Dr, Altamonte Springs, FL 32701
    10. Exterior view of a large, multi-story senior living facility building with beige walls and a tiled roof. The building is surrounded by landscaped greenery, palm trees, and a paved driveway under a partly cloudy sky.
      4.5(184)
      Pricing on request
      suite
      independent, assisted living, memory care

      The Mayflower at Winter Park

      1620 Mayflower Ct, Winter Park, FL 32792
    11. Two older men putting on a green in front of a tall multi-story residential building.
      4.4(191)
      Pricing on request
      suite
      continuing care retirement community

      Westminster Towers

      70 W Lucerne Cir, Orlando, FL 32801
    12. Brookdale Conway exterior front entrance with covered drive and landscaping.
      4.0(115)
      $3,763 – $4,891+
      Shared • Studio
      assisted living, memory care, board and care

      Brookdale Conway

      5501 E Michigan St, Orlando, FL 32822
    13. Aerial view of Palmetto Landing senior living facility showing a large single-story building with a covered entrance, surrounded by trees, parking lots, and a nearby pond with a walking path.
      3.8(107)
      $4,847 – $6,301+
      Shared • 1 Bedroom • Studio
      assisted living, memory care

      Palmetto Landing

      1016 Willa Springs Dr, Winter Springs, FL 32708
    14. Front view of Bridgeport Senior Living entry with flag and landscaping
      4.7(22)
      Pricing on request
      suite
      assisted living, memory care, board and care

      Bridgeport Senior Living - Port Springs

      404 Spring Valley Rd, Altamonte Springs, FL 32714
    15. Exterior view of Providence Living at Maitland, a two-story building with a green roof and green-and-white striped awnings. There are several trees and landscaped areas around the entrance, with a few cars parked in front and people walking near the entrance under a covered driveway.
      4.2(51)
      $5,000+
      suite
      assisted living, memory care, board and care

      Providence Living at Maitland

      701 N Maitland Ave, Maitland, FL 32751
    16. Front exterior view of Strive at Fern Park senior living community building with a covered entrance supported by stone pillars, palm trees, and a paved driveway under a clear blue sky.
      4.3(67)
      $4,431 – $5,760+
      Shared • 1 Bedroom • Studio
      independent, assisted living, memory care

      Strive at Fern Park

      7255 Strive Pl, Fern Park, FL 32730
    17. Living room with a brown leather sofa, blue accent chair, wooden coffee table, TV on a blue console, and a dark wood entry door.
      4.1(14)
      $3,435 – $4,122+
      Shared • 1 Bedroom
      assisted living, memory care, board and care

      Alabama Oaks Assisted Living

      1759 Alabama Dr, Winter Park, FL 32789
    18. White entrance sign reading 'Sweet Water of Orlando' for an assisted living facility amid landscaped shrubs and pink flowers.
      4.1(44)
      $4,404 – $5,725+
      Shared • 1 Bedroom • Studio
      assisted living, memory care

      Sweet Water of Orlando

      8207 Forest City Rd, Orlando, FL 32810
    19. Front exterior of a single-story retirement community with a tiered fountain and landscaped beds.
      4.6(20)
      Pricing on request
      suite
      continuing care retirement community

      Florida Living Retirement Community Dining Hall

      600 Edgehill Pl, Apopka, FL 32703
    20. Single-story red-roofed building set among large oak trees with a curved walkway leading to the entrance.
      4.2(122)
      Pricing on request
      suite
      continuing care retirement community

      Westminster Winter Park

      1111 S Lakemont Ave, Winter Park, FL 32792
    21. Single-story ranch-style home front with a curved concrete driveway, manicured lawn, and large oak trees.
      5.0(15)
      $4,900 – $5,500+
      Shared
      assisted living, memory care

      Vivant Senior Living, Memory Care Homes

      1190 Willa Vista Trl, Maitland, FL 32751
    22. Single-story senior living facility exterior with a red front door, columns, and accessible parking.
      3.7(70)
      $4,942 – $6,424+
      Shared • 1 Bedroom • Studio
      assisted living, memory care

      Eastbrooke Gardens Alzheimers Care

      201 Sunset Dr, Casselberry, FL 32707
    23. Front exterior of Excellence Senior Living with palm trees and blue sky.
      4.5(84)
      Pricing on request
      suite
      assisted living, memory care

      Excellence Senior Living

      2250 S Semoran Blvd, Orlando, FL 32822
    24. Front exterior view of Sonata by AgeWell Solvere Living, a large white multi-story senior living facility with palm trees and landscaping in front, an American flag on a flagpole, and a clear blue sky with some clouds.
      4.1(17)
      $3,847 – $4,616+
      Shared • 1 Bedroom
      assisted living

      Sonata by AgeWell Solvere Living

      390 N Orange Ave Suite #2150, Orlando, FL 32801
    25. Front exterior view of a single-story house with a stone facade, white double front doors, a garage on the left, a curved concrete walkway leading to the entrance, and well-maintained green lawn and shrubs.
      $3,339 – $4,006+
      Shared • 1 Bedroom
      assisted living, memory care, board and care

      Bridgeport Senior Living

      906 Spring Valley Rd, Altamonte Springs, FL 32714
    26. White multi-story senior living building with angular roof against a blue sky.
      4.3(72)
      Pricing on request
      suite
      independent, assisted living, memory care

      Westminster Baldwin Park

      2837 Lake Baldwin Ln, Orlando, FL 32814
    27. Exterior view of a multi-story senior living facility building with beige and brown walls, several windows, and a covered entrance. There are a few parked cars in the parking lot in front of the building, and trees and shrubs around the area under a partly cloudy blue sky.
      4.0(145)
      $4,111 – $5,344+
      Shared • Studio
      independent, assisted living, memory care

      Brookdale Lake Orienta

      217 Boston Ave, Altamonte Springs, FL 32701
    28. Exterior view of a single-story building with stone and white siding walls, a tan shingled roof, and several windows adorned with hanging flower pots. There is a concrete walkway leading to the entrance, surrounded by green bushes, grass, and colorful flowers under a partly cloudy blue sky.
      Pricing on request
      suite
      assisted living, memory care, skilled nursing, board and care

      Carolyn's Place

      3312 Olde Wharf Run, Winter Park, FL 32792
    29. Single-story building with white brick exterior and black shutters under a partly cloudy blue sky. There is a ramp leading to the entrance and a small lawn with two young trees in front.
      4.8(5)
      $3,796 – $4,555+
      Shared • 1 Bedroom
      assisted living

      Sanctuary by Strive at Bear Lake

      5030 Cub Lake Dr, Apopka, FL 32703
    30. Front exterior view of a single-story assisted living facility building with a covered porch, an American flag mounted on a pole, potted plants, and a white metal fence enclosing part of the porch. The driveway and walkway are paved with brick-like tiles.
      4.8(5)
      Pricing on request
      suite
      assisted living, board and care

      Serenity Villa - Orlando

      559 Hewett Dr, Orlando, FL 32807
    12345

    Cost of assisted living in Winter Park, Florida

    Studio1 Bd2 BdShared
    Independent Living$5,067$5,127—$4,233
    Assisted Living$4,678$4,447—$3,713
    Memory Care$4,894$4,588—$3,883

    * Prices shown are average monthly costs within a 20-mile radius

    Consider other types of facilities in Winter Park, FL

    • Independent Living

      For older adults who want to enjoy a carefree retirement in a community of their peers

    • Memory Care

      A safe, supervised community supporting people living with dementia

    • Skilled Nursing

      For seniors with more serious medical needs who require skilled care following a hospitalization, illness, or surgery.

    • Board And Care Homes

      Homes in residential neighborhoods providing daily care for a small number of residents

    • Continuing Care Retirement Communities

      For seniors who want to age in place as their care needs evolve, offering everything from independent living to full nursing care.

    Nearby Cities

    1. Maitland assisted living

      2.7 mi
      102 facilities$4,345/mo

    2. Eatonville assisted living

      3.1 mi
      105 facilities$4,260/mo

    3. Fairview Shores assisted living

      3.1 mi
      104 facilities$4,155/mo

    4. Goldenrod assisted living

      3.3 mi
      90 facilities$4,293/mo

    5. Fern Park assisted living

      3.4 mi
      90 facilities$4,392/mo

    6. Casselberry assisted living

      4.6 mi
      84 facilities$4,455/mo

    7. Azalea Park assisted living

      4.6 mi
      80 facilities$4,169/mo

    8. Altamonte Springs assisted living

      5.3 mi
      76 facilities$4,444/mo

    9. Lockhart assisted living

      5.9 mi
      82 facilities$4,102/mo

    10. Union Park assisted living

      7 mi
      60 facilities$4,373/mo

    11. Rio Pinar assisted living

      7 mi
      46 facilities$4,142/mo

    12. Longwood assisted living

      7.1 mi
      64 facilities$4,647/mo
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