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Upside Boca Raton

Upside Boca Raton is an independent living community in Boca Raton, FL.

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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.

5500 N Military Trl, Boca Raton, FL 33496

To contact a resident: (954) 758-8326

For more information about senior living options: (866) 208-4318

4.8 from 120 reviews
5 stars
111
4 stars
3
3 stars
1
2 stars
1
1 stars
4

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

differentiator 3 reviews mention this

Patrick stands out at night

The night concierge earns repeated praise for being helpful and reassuring.

Residents mention Patrick specifically, describing him as a consistently helpful presence in the evenings. Multiple reviews highlight how he goes out of his way to assist with things like locating packages and helping when others can’t. The result, according to reviewers, is a stronger sense of comfort and safety after dark.

common 6 reviews mention this

Maintenance is often prompt

Many residents describe fast, effective fixes for work orders.

Several residents say maintenance gets issues handled quickly after they submit work orders. Reviews call out specific fast outcomes, including electrical and plumbing problems resolved on short timelines. There are also a few complaints where repairs or equipment issues take too long, but the overall maintenance experience is frequently described as responsive.

common 6 reviews mention this

Amenities feel upscale and maintained

Residents frequently describe the amenities as high-end and kept in good shape.

Many reviewers say the property is beautifully maintained and that the amenities feel upscale. Several reviews mention the pool and shared areas as part of an overall well-kept experience, and one notes that amenities (including TVs) were working. A smaller set of reviews complains that amenities can be unreliable, so maintenance quality appears to vary by issue.

common 2 reviews mention this

Walkable location for daily needs

Residents value being able to walk to everyday shopping and dining.

Two reviews specifically call out the convenience of walking to nearby food and shopping options. One resident describes the walkability as a standout part of the move, and another notes nearby access to supermarkets and restaurants. This supports the idea that day-to-day errands and meals don’t always require driving.

caveat 4 reviews mention this

Pricing and fee concerns recur

Some reviews raise concerns about rent costs and added charges.

A few reviews characterize the rent as expensive and question whether the service matches the price. One review also criticizes additional utility and common-area electricity charges for areas like property lighting and vacant units. Other complaints mention delays and unmet expectations, which further colors how some residents view value. Still, at least one resident says the property is expensive but worth it, showing the overall sentiment is mixed.

How we summarize

Counts show how many written reviews mention each theme; a review can touch several themes, and only frequently mentioned themes are displayed.

Features

Types of Care

  • Independent Living Independent Living

Amenities

  • Activities off-site Activities off-site
  • Air-conditioning Air-conditioning
  • Bath tubs Bath tubs
  • Devotional services off-site Devotional services off-site
  • Full kitchen Full kitchen
  • Garden view Garden view
  • Ground floor units Ground floor units
  • Handicap accessible Handicap accessible
  • Indoor common areas Indoor common areas
  • Kitchenette Kitchenette
  • Outdoor common areas Outdoor common areas
  • Private bathrooms Private bathrooms
  • Swimming pool / hot tub Swimming pool / hot tub
  • Wheelchair accessible showers Wheelchair accessible showers

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
  • High acuity care High acuity care
  • Incontinence care Incontinence care
  • Medication management Medication management

Dining

  • Anytime dining Anytime dining
  • Gluten-free Gluten-free
  • Guest meals Guest meals
  • International cuisine International cuisine
  • Kosher Kosher
  • Low / no sodium Low / no sodium
  • Meals provided Meals provided
  • No Sugar No Sugar
  • Organic Organic
  • Professional chef Professional chef
  • Room service Room service
  • Vegan Vegan
  • Vegetarian Vegetarian

Activities

  • Activities off-site Activities off-site
  • BBQs or picnics BBQs or picnics
  • Devotional activities offsite Devotional activities offsite
  • Happy hour Happy hour
  • Holiday parties Holiday parties
  • Intergenerational programs Intergenerational programs
  • Live musical performances Live musical performances

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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