Upside Boca Raton

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  • Interior

    A modern and luxurious open-plan living area with a kitchen, featuring minimalist design and large windows allowing natural light to flood the space.
  • Outdoors

    A modern outdoor pool area with sun loungers and a sleek building in the background under a clear blue sky.
  • Decor

    A modern kitchen featuring stainless steel appliances and wood cabinetry with a cozy bar seating area.
  • Building

    A modern white apartment building surrounded by palm trees and a well-maintained lawn.
  • Architecture

    A serene and modern indoor pool area with sleek architectural design.
  • Windows

    A modern game room featuring a pool table with bright natural lighting from large windows.
  • Dining

    A modern kitchen with a central island and stainless steel appliances.
  • Landscaping

    A luxurious outdoor pool surrounded by palm trees, creating a tropical resort ambiance.
  • Kitchen

    A modern kitchen with white cabinets, stainless steel appliances, and a black backsplash.
  • Garden

    Outdoor courtyard with a large chess board and palm trees.
  • Fireplace

    A luxurious outdoor patio featuring comfortable seating, a fireplace, and modern decor.
  • Outdoor

    A tranquil garden space with a giant chess set in the courtyard of an apartment building, surrounded by lush palm trees.
  • Bathroom

    A modern bathroom featuring a glass shower, bathtub, and stylish vanity with contemporary art on the walls.
  • Exterior

    A modern residential apartment complex surrounded by palm trees under a bright blue sky.

Upside Boca Raton

Information last verified:

5500 N Military Trl, Boca Raton, FL 33496

For more information about senior living options: (844) 490-3973

4.8 from 111 reviews
5 stars
103
4 stars
3
3 stars
1
2 stars
1
1 stars
3

Seniors.FYI Elite Community Awards

Top 5% Senior Living Community in 2025Top 5% Senior Living Community in 2026

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Upside Boca Raton Costs & Pricing

At Upside Boca Raton, monthly costs for living accommodations reflect a premium positioning within the market when compared to both Palm Beach County and the broader state of Florida. For example, a semi-private room is priced at $3,759, slightly above the county's average of $3,592 and significantly higher than the state average of $3,009. The trend continues with private rooms costing $4,510 at Upside Boca Raton versus $4,444 in Palm Beach County and $3,699 statewide. Studio apartments are available for $4,886 - again surpassing both local and state averages - and 1-bedroom units escalate to $6,000 compared to $4,362 in the county and $3,864 across Florida. Finally, 2-bedroom options at Upside reach $7,250 while remaining competitive yet elevated against the county's price of $5,359 and a state average of $4,711. These figures indicate that Upside Boca Raton provides an upscale living experience well above other regional offerings.

Floor plansUpside Boca RatonPalm Beach CountyFlorida
Semi-Private$3,759$3,592$3,009
Private$4,510$4,444$3,699
Studio$4,886$4,274$3,823
1 Bedroom$6,000$4,362$3,864
2 Bedrooms$7,250$5,359$4,711

Overall Review of Upside Boca Raton

Pros

  • pro The building is outstanding and the people make it special.
  • pro Stephen at the front desk consistently brightens visits by giving dog treats.
  • pro Robson always has a smile and delivers welcoming service.
  • pro The staff are kind, welcoming, and truly care about residents.
  • pro The property and amenities are beautiful, with a friendly, welcoming team.
  • pro Giselle and Kayla are consistently helpful, professional, and have wonderful personalities.
  • pro Steven and Josh are amazing, friendly, and hardworking, making every interaction positive.
  • pro The management at 10X Boca delivers an exceptional, luxury living experience.

Cons

  • pro One reviewer says they would rate it a negative ten if possible.
  • pro A resident expresses growing frustration with living there, noting that amenities don’t always work despite the beauty of the property.
  • pro A reviewer complains that, given the rent, there should be a working washer/dryer, but the issue has persisted for two weeks with no resolution.
  • pro The blinds in each unit are described as extremely cheap and prone to falling down when adjusted.
  • pro Outdoor TVs marketed to renters do not work and, according to others, haven’t worked for years.
  • pro A reviewer accuses management of greed and predatory pricing by charging new residents for common area electricity and other utilities.
  • pro A former resident notes that they stopped reporting issues because nothing gets fixed and emails go unanswered.

Review

Upside Boca Raton is best suited for active seniors who want a luxury, resort-like living environment with ready access to caregiving support through Upside+. It’s a place where independence is foregrounded, but with the comfort of 7-day-a-week certified care available through Upside+. Reviewers consistently describe a community that feels like a refined, friendly neighborhood rather than a medical facility, anchored by a walkable location near Fresh Market, restaurants, and shopping. The property itself is praised for its beauty, well-maintained grounds, and a social calendar that makes it easy to plug into activities. For older adults who prize high-end amenities, a strong sense of security, and real opportunities to socialize without the rigidity of a traditional senior-living campus, Upside Boca Raton checks the right boxes.

That said, potential residents should consider alternatives if heavy, round-the-clock medical supervision or memory-care-level support is needed on a daily basis. The Upside model emphasizes independence with optional care, not a full-service skilled-nursing or memory-care environment. Families evaluating options for a family member with advanced dementia, substantial mobility limitations, or complex medical regimens may find traditional assisted living or a memory-care facility more appropriate. Additionally, those who are especially cost-conscious or who demand absolute reliability in every appliance and service may want to compare with other luxury rentals or with communities that offer stricter, more predictable maintenance and pricing structures.

The strongest positives here are the people and the culture. Across dozens of accounts, the staff stands out as the defining feature: friendly front-desk teams, responsive maintenance crews, and managers who genuinely seem invested in residents’ well-being. Residents repeatedly highlight individuals like Steven, Josh, Giselle, Kayla, and Julio for going above and beyond, whether guiding a move-in, solving a maintenance problem in minutes, or simply greeting every day with a genuine smile. The sense of community, paired with well-thought-out spaces, from pool and wellness areas to social rooms and outdoor amenity clusters, creates a living experience that feels less like a building and more like a thoughtfully curated neighborhood. The dog-friendly policy and the ease of daily life, shopper-friendly walkability, plentiful parking, and even extras like EV chargers and complimentary coffee, add real practical value.

The flip side is that several reviews flag affordability and occasional operational hiccups as meaningful caveats. The price point is consistently described as high, with residents accepting the premium in exchange for luxury amenities and a polished environment; however, some reviews point to policy shifts and charges that can feel onerous, such as rumored or implemented costs for common-area electricity and for running vacant units. Maintenance and turn-key reliability also surface as recurring themes: blinds that don’t stay up, washers and dryers that misbehave, and certain repair timelines that test patience. Communication gaps during the move-in process and occasional delays in handling packages or access issues have left some residents frustrated. These are real frictions that can erode the perceived value unless kept in tight check by proactive management.

Still, the way the pros line up against these cons often tilts decisively in favor of Upside Boca Raton for many families. The luxury aesthetic, immediate access to on-site care, and a community that feels cohesive and caring deliver a compelling value proposition for someone weighing the trade-off between independent living and assisted care. When management and on-site teams are consistently accessible, the anxiety around relocating a parent or aging relative can be significantly lowered. The social fabric, events, casual social spaces, and a culture of recognizing residents, adds qualitative benefits that are hard to quantify but hard to replace. For families who want their loved one to enjoy a high-quality, maintenance-light lifestyle with a safety net of caregiving options, the positives are robust enough to outweigh the occasional service gluts or price concerns.

Bottom line: Upside Boca Raton represents a premium, thoughtfully managed option for seniors who prize independence, social engagement, and hotel-like amenities with the reassurance that care can scale up when needed. It is less well suited for those who require constant clinical oversight, who are highly price-sensitive, or who insist on perfect, error-free operations without any maintenance lag. The most effective approach is a candid, head-to-head comparison with other luxury rentals and with traditional assisted living options, focusing on two questions: can Upside+ reliably supplement daily needs without eroding independence, and can the on-site team deliver consistent, transparent service at a rate that matches the investment? Tour with the trusted frontline team, Steven, Josh, Giselle, Kayla, and the maintenance crew, and press for specifics on move-in timelines, washer-dryer reliability, mail-key provisioning, and the exact terms of any shared-utility charges. If those align, Upside Boca Raton is a compelling choice that can deliver the “best of both worlds”, a refined living environment with meaningful support when necessary.

Features

Types of Care

  • Independent Living Independent LivingIndependent living communities are important for seniors because they offer a safe and supportive environment where older adults can live independently while still having access to amenities and services that enhance their quality of life. These communities provide social opportunities, recreational activities, and assistance with daily tasks, promoting overall well-being and allowing seniors to maintain their independence for as long as possible.

Amenities

  • Activities off-site Activities off-siteEngaging in off-site activities is crucial for seniors to maintain social connections, stay active, and stimulate their minds. It promotes overall well-being and helps combat feelings of isolation and loneliness.
  • Air-conditioning Air-conditioningAir conditioning is important for seniors as they are more vulnerable to heat-related illnesses and may have underlying health conditions that make it difficult for them to regulate their body temperature. It helps to keep them comfortable, safe, and healthy in hot weather.
  • Bath tubs Bath tubsBath tubs are important for seniors because they provide a safe and relaxing way to bathe, helping to prevent slips and falls while promoting independence and overall well-being.
  • Devotional services off-site Devotional services off-siteDevotional services off-site are important for seniors as they provide spiritual nourishment, social engagement, and a sense of community outside of the senior living facility. This can enhance overall well-being and help combat feelings of isolation and loneliness often experienced by older adults.
  • Full kitchen Full kitchenHaving a full kitchen in a senior living facility is important for seniors because it allows them to maintain their independence and prepare their own meals. This promotes healthy eating habits, saves money on dining out, and provides a sense of familiarity and comfort for residents.
  • Garden view Garden viewGarden views are important for seniors as they provide natural beauty and tranquility, promoting relaxation and overall well-being. Access to green spaces can also encourage outdoor activity and socialization, enhancing physical and mental health.
  • Ground floor units Ground floor unitsGround floor units are important for seniors because they provide easy accessibility, reduced risk of falls and injuries, and convenience for those with mobility issues. Seniors can avoid climbing stairs or using elevators, making daily tasks and activities more manageable and enjoyable.
  • Handicap accessible Handicap accessible"Handicap accessible" amenities are crucial for seniors to ensure they can easily navigate and access facilities, services, and activities without barriers or limitations due to physical impairments. This promotes independence, safety, and inclusivity for seniors in senior living communities.
  • Indoor common areas Indoor common areasIndoor common areas are crucial for seniors as they provide a space for socialization, recreation, and community engagement, promoting overall well-being and reducing feelings of isolation and loneliness.
  • Kitchenette KitchenetteKitchenettes are important for seniors living in senior living communities because they provide the convenience and independence of being able to prepare simple meals and snacks in the comfort of their own living space. This can help promote a sense of autonomy and well-being for seniors, allowing them to maintain some level of control over their dietary choices and daily routines.
  • Outdoor common areas Outdoor common areasOutdoor common areas are important for seniors as they provide a space for socialization, physical activity, and relaxation. Being outside in nature can improve mood and overall well-being, while also encouraging movement and engagement with others. These spaces can help combat feelings of isolation and promote a sense of community among residents.
  • Private bathrooms Private bathroomsPrivate bathrooms are important for seniors in senior living communities because they provide independence, dignity, and comfort. Having a private bathroom allows seniors to maintain their personal hygiene routines without the need for assistance, promoting a sense of autonomy and privacy. Additionally, private bathrooms help prevent the spread of infections and provide a safe and clean environment for seniors to navigate safely.
  • Swimming pool / hot tub Swimming pool / hot tubSwimming pools and hot tubs are important for seniors as they provide a safe and enjoyable way to stay active, improve mobility, reduce joint pain, and promote relaxation. Regular use of these amenities can contribute to overall well-being and quality of life for older adults living in senior communities.
  • Wheelchair accessible showers Wheelchair accessible showersWheelchair accessible showers are crucial for seniors as they provide a safe and independent bathing option for those with mobility challenges. These showers help prevent falls and allow seniors to maintain their dignity and autonomy while ensuring they can bathe comfortably.

Transportation

  • Palm Beach International (20 miles away) Palm Beach International (20 miles away)
  • Fort Lauderdale-Hollywood International (23 miles away) Fort Lauderdale-Hollywood International (23 miles away)

Care Services

  • Ambulatory care Ambulatory care"Ambulatory care services provide essential medical support and treatment to seniors without requiring hospitalization, allowing them to maintain their independence and quality of life while managing chronic conditions or receiving routine medical care."
  • High acuity care High acuity careHigh acuity care is important for seniors because it provides specialized medical attention and support for individuals with complex medical needs. This level of care ensures that seniors receive the appropriate treatment and assistance to maintain their health and quality of life as they age.
  • Incontinence care Incontinence careIncontinence care is essential for seniors to maintain their dignity, hygiene, and overall quality of life. By addressing incontinence issues promptly and effectively, seniors can enjoy a sense of independence and comfort in their daily activities.
  • Medication management Medication managementMedication management is crucial for seniors to ensure they are taking the right medications at the correct dosages and times. This helps prevent adverse drug interactions, reduces the risk of medication errors, and promotes overall health and well-being. Proactive management also allows for adjustments as needed based on changing health conditions or new prescriptions.

Dining

  • Anytime dining Anytime diningAnytime dining is important for seniors because it allows them the flexibility to eat when they are hungry, rather than being restricted to set meal times. This can be especially beneficial for those with medical conditions or medications that affect their appetite, as well as those who may have difficulty adhering to a strict dining schedule. Overall, anytime dining promotes independence and overall well-being for seniors in senior living communities.
  • Gluten-free Gluten-freeGluten-free options are important for seniors as they are more prone to digestive issues and dietary sensitivities. Offering gluten-free meal choices in senior living communities can help improve their overall health and well-being.
  • Guest meals Guest mealsGuest meals are important for seniors living in senior living communities because they provide an opportunity for socialization and companionship. Sharing a meal with friends, family, or new acquaintances can help combat feelings of loneliness and isolation, promote a sense of community, and enhance overall well-being. Additionally, guest meals allow seniors to enjoy delicious food in a comfortable setting without the hassle of cooking or cleaning up, making dining a pleasurable and stress-free experience.
  • International cuisine International cuisineInternational cuisine is important for seniors because it offers a variety of flavors, ingredients, and cultural experiences that can help keep their meals interesting and enjoyable. Trying new dishes can also stimulate the senses and provide different nutrients that contribute to overall health and well-being. Additionally, exploring international cuisine can bring back fond memories of travels or childhood experiences, making mealtime more nostalgic and fulfilling for seniors.
  • Kosher KosherKosher options are important for seniors because they adhere to dietary laws that are significant to many Jewish individuals, providing them with peace of mind and an opportunity to maintain their cultural traditions and beliefs while living in a senior living community.
  • Low / no sodium Low / no sodiumLow/no sodium options are important for seniors because excessive sodium intake can lead to high blood pressure, heart disease, and other health issues commonly experienced by older adults. By choosing low/no sodium foods, seniors can better manage their health and reduce their risk of developing these conditions.
  • Meals provided Meals provided"Meals provided" are crucial for seniors in assisted living communities as it ensures they have access to nutritious, balanced meals without the stress of meal planning and preparation. This can help promote overall health and well-being for seniors who may have limited mobility or cognitive abilities.
  • No Sugar No SugarNo sugar diets are important for seniors because they can help prevent or manage chronic conditions such as diabetes, heart disease, and obesity. Sugar can also contribute to cognitive decline and inflammation in the body, so reducing sugar intake can lead to overall improved health and well-being in older adults.
  • Organic OrganicOrganic foods are important for seniors because they contain fewer chemicals and pesticides, which can be harmful to aging bodies. Additionally, organic foods often have higher nutrient levels, making them a healthier choice for maintaining overall well-being in older adults.
  • Professional chef Professional chefProfessional chefs are important for seniors living in senior living communities because they provide nutritious and delicious meals that cater to their dietary needs and preferences. A professional chef can ensure that seniors are receiving balanced, flavorful meals that support their overall health and well-being.
  • Room service Room serviceRoom service is important for seniors in a senior living community because it provides convenience and allows them to have their meals delivered directly to their room. This can be especially beneficial for seniors who may have mobility issues or difficulty accessing the dining area. Room service ensures that seniors are able to receive nutritious meals without having to navigate through the facility, allowing them to maintain their independence and overall well-being.
  • Vegan VeganVegan diets can provide numerous health benefits for seniors, including lower risk of chronic diseases, improved digestion, and increased energy levels. Additionally, plant-based diets are often rich in essential nutrients that can support overall well-being and longevity in older adults.
  • Vegetarian VegetarianA vegetarian diet is important for seniors because it can help lower the risk of chronic diseases, maintain a healthy weight, and provide essential nutrients needed for aging bodies. Additionally, plant-based diets are often easier on digestive systems and can contribute to overall well-being in older adults.

Activities

  • Activities off-site Activities off-siteEngaging in off-site activities is crucial for seniors to maintain social connections, stay active, and stimulate their minds. It promotes overall well-being and helps combat feelings of isolation and loneliness.
  • BBQs or picnics BBQs or picnicsBBQs or picnics provide seniors with social interaction, enjoyment of the outdoors, and a sense of community, contributing to their overall well-being and quality of life.
  • Devotional activities offsite Devotional activities offsiteDevotional activities offsite are important for seniors because they provide social engagement, spiritual growth, and a sense of community outside of their living environment. This can improve overall well-being, mental health, and combat feelings of isolation or loneliness.
  • Happy hour Happy hourHappy hour is important for seniors as it provides a social activity that promotes camaraderie and reduces feelings of loneliness or isolation. It also offers an opportunity for older adults to relax, unwind, and enjoy some drinks or snacks in a fun and welcoming atmosphere.
  • Holiday parties Holiday partiesHoliday parties are important for seniors because they provide opportunities for socialization, community involvement, and mental stimulation. These festive events offer a sense of belonging and connection during a time that can be lonely for many older adults. Additionally, participating in holiday celebrations can boost mood and overall well-being for seniors living in senior living communities.
  • Intergenerational programs Intergenerational programsIntergenerational programs are important for seniors because they provide social interaction, mental stimulation, and a sense of purpose. These programs allow seniors to connect with younger generations, share their wisdom and experiences, and maintain a sense of belonging in the community. This can help reduce feelings of isolation, improve cognitive function, and promote overall well-being in older adults.
  • Live musical performances Live musical performancesLive musical performances can provide seniors with a sense of joy, nostalgia, and connection. Music has the power to evoke emotions and memories, improve mood and cognitive function, and foster social interaction among seniors. It can also serve as a form of therapy and stress relief for older adults, making it an important activity to include in senior living communities.

Description

Upside Boca Raton is a luxurious assisted living community located in the vibrant city of Boca Raton, FL. Our community offers a wide range of amenities and care services to ensure that residents enjoy a comfortable and fulfilling lifestyle.

Our spacious apartments are equipped with air-conditioning and offer beautiful garden views. Ground floor units and handicap accessibility are available for those with mobility needs. Each apartment features a private bathroom and some even include full kitchens or kitchenettes for those who prefer to prepare their own meals.

Residents can take advantage of our indoor and outdoor common areas, where they can socialize with fellow residents or relax in the sunshine. Our swimming pool and hot tub provide opportunities for exercise and relaxation. Additionally, we offer devotional services off-site to meet the spiritual needs of our residents.

At Upside Boca Raton, we prioritize the well-being of our residents by providing high acuity care, incontinence care, and medication management services. Our dedicated staff members are trained to provide personalized assistance based on individual needs.

Dining at Upside Boca Raton is truly a culinary experience. Our professional chef prepares delicious meals using fresh ingredients, catering to various dietary preferences including gluten-free, kosher, low/no sodium, vegan, vegetarian, organic, and no sugar options. Guests are welcome to join residents for meals or room service is available upon request.

We understand the importance of staying active and engaged in life. That's why we offer a variety of activities such as BBQs or picnics, devotional activities offsite, happy hour gatherings, holiday parties, intergenerational programs, and live musical performances.

Upside Boca Raton is conveniently located near numerous cafes, parks, pharmacies, physicians' offices, restaurants, places of worship, theaters, and hospitals. Residents have easy access to various amenities that enhance their quality of life.

Come experience the comfort and luxury at Upside Boca Raton where each resident receives exceptional care in a beautiful and friendly environment.

Nearby Places of Interest

This part of Boca Raton, Florida, offers a variety of amenities that cater to senior living. The proximity to parks such as Boca Tierra Park and South County Regional Park provides opportunities for outdoor recreation and social activities. There are several pharmacies nearby for convenience in accessing medications and healthcare needs. Places of worship like Congregation B'nai Israel and B'nai Torah Congregation offer spiritual support within the community. A range of dining options, including City Fish Market and Casa Tequila, provide diverse culinary experiences. The theaters at Regal Shadowood and Cinemark Premier offer entertainment options, while numerous physicians' offices and hospitals ensure access to quality healthcare services. Cafes like The Seed and Starbucks provide relaxed settings for socializing or enjoying a cup of coffee. Overall, this area of Boca Raton offers a well-rounded lifestyle suitable for seniors looking for a vibrant and convenient living environment.

Parks

  • Boca Tierra Park (2.1 miles)
  • Mizner Bark Dog Park (3.6 miles)
  • South County Regional Park (4.8 miles)
  • Powderhorn Park (4.8 miles)
  • Spanish River Park (6.4 miles)

Pharmacies

  • CVS Pharmacy (2.3 miles)
  • Walgreens (2.7 miles)
  • CVS Pharmacy (2.9 miles)
  • Walgreens (2.9 miles)
  • Walgreens (3.2 miles)
  • CVS Pharmacy (3.5 miles)
  • Walgreens (3.6 miles)

Places of Worship

  • Congregation B'nai Israel (2.4 miles)
  • B'nai Torah Congregation (5.2 miles)

Restaurants

  • City Fish Market (2.6 miles)
  • Casa Tequila (2.6 miles)
  • Yokohama Sushi (2.9 miles)
  • Wendy's (2.9 miles)
  • Miller's Ale House - West Boca (2.9 miles)
  • Chick-Fil-A (3.1 miles)
  • Blaze Pizza (3.2 miles)

Theaters

  • Regal Shadowood (3.2 miles)
  • Cinemark Premier (4 miles)

Physicians

  • Diagnostic Centers Of America (3.3 miles)
  • Cohen Medical Associates (3.4 miles)
  • Personal Physician Care PA (3.8 miles)
  • RevaMed Primary Care Associates (3.9 miles)
  • National Spine & Pain Centers - Delray Beach (4.4 miles)
  • Retina Group of Florida (4.8 miles)
  • Boca General & Family Medicine (4.8 miles)

Cafes

  • The Seed (3.4 miles)
  • Starbucks (3.7 miles)
  • Starbucks (4 miles)
  • Starbucks (4.2 miles)
  • The Original Brooklyn Water Bagel Co. (4.8 miles)
  • Starbucks (6 miles)
  • Starbucks (6.3 miles)

Hospitals

  • West Boca Medical Center (3.9 miles)
  • Christine E. Lynn Womens Health Center (5.2 miles)

Frequently Asked Questions

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