Upside Naples

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  • Interior

    A cozy bedroom with a neatly made bed, decorative pillows, and modern artwork on the wall.
  • Outdoors

    A luxurious hotel pool area with lounge chairs and palm trees at sunset.
  • Building

    Modern apartment complex with a scenic lake and fountain.
  • Landscaping

    A modern apartment building with landscaped grounds and palm trees under a clear blue sky.
  • Kitchen

    A modern kitchen with stainless steel appliances and an open floor plan.
  • Outdoor

    A luxurious resort featuring a spacious swimming pool surrounded by modern architecture and palm trees.
  • Appliances

    A modern apartment kitchen with stainless steel appliances and white cabinets.
  • Palm Trees

    Aerial view of a residential building complex with landscaped gardens and palm trees under a sunset sky.
  • Hardwood Floor

    A modern kitchen with white cabinets, an island, and hardwood floors.
  • Living Area

    A modern open-concept kitchen with a central island and stylish pendant lighting, seamlessly connected to a cozy living area.

Upside Naples

Information last verified:

5934 Premier Way Suite 2100, Naples, FL 34109

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

4.5 from 63 reviews
5 stars
54
4 stars
2
3 stars
0
2 stars
0
1 stars
7

Upside Naples Costs & Pricing

At Upside Naples, the monthly costs for accommodations reflect a premium offering in comparison to both Collier County and the broader state of Florida. For a one-bedroom unit, residents can expect to pay approximately $6,000, significantly higher than the county's average of $4,357 and the state's average of $3,864. Similarly, the cost for two-bedroom units at Upside Naples is set at $7,250, which exceeds Collier County's average of $4,515 and Florida's average of $4,711. This pricing indicates that Upside Naples is positioned as a high-end option within the market, appealing to those seeking luxury living experiences amid Naples' vibrant community.

Floor plansUpside NaplesCollier CountyFlorida
1 Bedroom$6,000$4,357$3,864
2 Bedrooms$7,250$4,515$4,711

Overall Review of Upside Naples

Pros

  • pro The location is unbeatable, with downtown within 15 minutes, Mercato in about 10, and a 20–25 minute walk to the beach.
  • pro The staff is friendly, responsive, and genuinely cares for residents.
  • pro The amenities are top-notch, including a superb fitness center and a well-maintained pool and pavilion.
  • pro Management hosts well-planned, well-attended social events that foster community.
  • pro The apartments are beautifully designed and feel like home.
  • pro The community is welcoming and feels like a true neighborhood.
  • pro The property is consistently clean, well maintained, and cared for across both buildings.
  • pro The leadership team (Nancy, Zoey, Robert, Elise, Mollie) is frequently praised for professionalism and hospitality.
  • pro The living experience is luxurious yet comfortable, often described as feeling like a high-end resort.
  • pro The community is dog-friendly, with pets welcome and well-supported by staff.

Cons

  • pro The hallways’ carpet is perpetually dirty.
  • pro The lake-area bricks are algae-covered, creating a slipping hazard.
  • pro The keypads are often broken or malfunctioning, forcing residents to wait outside.
  • pro The parking garage doors are consistently broken, letting outsiders into the garage.
  • pro The dog park is never professionally cleaned, with constant dog waste present.
  • pro The light posts have been broken for the majority of the 15 months.
  • pro There is mold all over the hot tub.
  • pro The office staff is described as incompetent, with at least one member labeled the worst.
  • pro A reviewer claims Magnolia Square is a total scam after nearly $3,000 was paid and calls/emails went unanswered.

Review

Magnolia Square in Naples is best suited for active, financially comfortable adults who want a luxury apartment lifestyle with a vibrant social fabric in the heart of Naples. The community rewards those who prize walkable access to downtown, Mercato, the beach, and a lively dining and entertainment scene, all delivered with a resort-like sensibility. It is particularly well-mitted for empty-nesters, professionals, and couples who value a strong on-site team, regular resident events, and a broad slate of high-end amenities. The location is a gateway to everything Naples offers, and the two-building campus feels both upscale and intimate enough to foster real neighborliness. The trade-off for that energy is a premium price and a performance-standard that expects residents to participate in a bustling, highly managed living experience.

Those who may want to consider alternatives are primarily renters prioritizing price stability, minimal programming, or a more quiet, low-maintenance living environment. Dynamic rental pricing is a recurring concern in the reviews: long-term residents may face noticeable rent bumps driven by supply and demand, which can erode budgeting predictability for those planning multi-year stays. Others may seek a smaller footprint or easier access from unit to amenities, especially if mobility or daily walking becomes an issue. In addition, a handful of critics flag more serious service gaps, perceived inconsistencies in upkeep, security and access measures, or isolated administrative missteps, that could push buyers toward properties with stricter maintenance guarantees or simpler operations. For families or individuals who want a more care-focused setting, assisted living or a dedicated senior community with on-site care would be a more appropriate match than a luxury apartment with heavy social programming.

The strongest pros at Magnolia Square are the winning combination of location, amenities, and a highly responsive management team, all of which often offset the perceived downsides. The location is hard to beat for those who want easy access to Naples’ core districts, with downtown, Fifth Avenue, and the beach a comfortable stroll away. The amenities stack is extensive and well-maintained: a spacious gym that feels more upscale than many luxury gated communities, a sizable pool complex, a sauna and steam room, and additional features like a golf simulator and social lounge spaces that support a daily rhythm of activity and connection. The management and on-site staff earn consistently high marks for responsiveness and courtesy; residents repeatedly praise the leasing team, maintenance crew, and building managers for quick fixes, clear communication, and welcoming service. The sense of community, regular events, resident gatherings, and a dog-friendly environment, translates into a lifestyle that feels both aspirational and neighborly, turning what could be a rental into a true home.

Equally notable are the maintenance and operations that support this environment. Reviews repeatedly spotlight staff members who go above and beyond, turning move-ins into smooth experiences and addressing repair requests promptly. The same team that coordinates events and keeps common spaces polished also helps residents feel valued and heard, which matters when living in a luxury asset where expectations are high. For many, the combination of clean, well-maintained amenities, a quiet, well-kept building interior, and a professional, friendly management culture makes up for occasional wear-and-tear or sporadic maintenance hiccups. Even when there are isolated concerns, elevator wall scuffs, garage cleanliness questions, or algae in exterior lake edging, the prevailing sentiment is that the core experience remains premium, with staff ownership and accountability visible in day-to-day operations.

On balance, Magnolia Square succeeds where it matters most: it creates a living environment that feels like a five-star resort you inhabit rather than merely rent. The best-fit resident is someone who seeks a high-end, socially rich lifestyle in a central Naples setting, who welcomes frequent events, and who values a responsive, courteous team. The risk profile centers on price volatility and consistency of upkeep; potential renters should be comfortable with annual or near-annual rent discussions and should verify maintenance guarantees, access controls, and security protocols before committing. For those who need or want a lower-cost, lower-traffic, or more care-centric living arrangement, alternatives, ranging from smaller luxury properties to traditional senior communities with on-site services, will likely deliver greater peace of mind at a different price point.

In the final assessment, Magnolia Square stands out as a premier option for discerning residents who prize location, abundant amenities, and a culture of service. It is a compelling home for those who envision a socially active life in a polished, resort-like setting and who are prepared to navigate lease terms that reflect Naples’ luxury market. The strongest caveat centers on cost dynamics and the occasional operational snag; however, the scale of positives, the unmatched central locale, the premium gym and pool complex, and a staff that frequently earns praise for warmth and reliability, predominantly tilts the decision in favor of this community for the right buyer. If those conditions align with the family’s or individual’s priorities, Magnolia Square offers a clear, confident path to a lifestyle that feels both upscale and rooted in community. If not, a careful comparison with alternatives focused on stability, simpler maintenance, or on-site care will likely yield a more suitable long-term home.

Features

Types of Care

  • Active Adult Communities (55+) Active Adult Communities (55+)Active Adult Communities provide seniors with opportunities for socialization, activities, and wellness programs tailored to their needs. These communities offer a sense of belonging and security while promoting an active and independent lifestyle for those aged 55 and older.

Pets

  • Cats allowed Cats allowed"Pet friendly" senior living communities are important for seniors because pets provide companionship, reduce feelings of loneliness and depression, promote physical activity and mental stimulation, and offer a sense of purpose and responsibility. Pets can improve overall well-being and quality of life for seniors in many ways.
  • Dogs allowed Dogs allowed"Pet friendly" senior living communities are important for seniors because pets provide companionship, reduce feelings of loneliness and depression, promote physical activity and mental stimulation, and offer a sense of purpose and responsibility. Pets can improve overall well-being and quality of life for seniors in many ways.

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.
  • Activities on-site Activities on-siteActivities on-site are important for seniors because they provide opportunities for socialization, mental stimulation, physical activity, and overall well-being. Engaging in activities can help seniors stay active, maintain their independence, and improve their quality of life.
  • 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

  • Southwest Florida International (21 miles away) Southwest Florida International (21 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.
  • Yoga / chair yoga Yoga / chair yogaYoga and chair yoga are important for seniors as they promote flexibility, balance, strength, and overall wellbeing. These practices can help improve mobility, reduce stress, and enhance mental clarity, ultimately leading to a higher quality of life in their senior years.

Description

Upside Naples is an assisted living community located in Naples, FL. Our community offers a wide range of amenities and care services to provide a comfortable and convenient lifestyle for our residents.

Our amenities include activities on-site, allowing residents to participate in engaging and enjoyable activities without having to leave the community. All of our units are air-conditioned and feature full kitchens, private bathrooms, and garden views. Our ground floor units and handicap accessible facilities ensure that all residents can easily navigate their surroundings.

For relaxation and socializing, we offer indoor and outdoor common areas as well as a swimming pool and hot tub. Our community also provides devotional services off-site for residents who wish to practice their faith.

We understand the importance of quality care services for our residents. Our staff is trained to provide high acuity care, incontinence care, and medication management to meet each resident's individual needs.

Dining at Upside Naples is a culinary delight with options catering to various dietary preferences including gluten-free, kosher, vegan, vegetarian, low/no sodium diets. Residents can enjoy meals prepared by our professional chef in our dining area or have room service if desired.

Keeping our residents active and engaged is important to us. We offer a range of activities such as BBQs or picnics, devotional activities offsite, happy hours, holiday parties, intergenerational programs, live musical performances, yoga/chair yoga sessions.

Upside Naples is conveniently located near various amenities including cafes, parks, pharmacies, physicians' offices, restaurants places of worship theaters hospitals ensuring easy access to essential services for our residents.

Overall Upside Naples offers a comfortable and luxurious assisted living experience with a focus on providing quality care services and an array of amenities to enhance the lives of our residents.

Nearby Places of Interest

This part of Naples, Florida offers a convenient and diverse array of amenities for senior living. With several places of worship nearby such as St. Katherine's Greek Orthodox and First Baptist Church Of Naples, residents can easily maintain their spiritual practices. There are also various physicians and pharmacies in close proximity, ensuring easy access to medical care and prescriptions. Additionally, numerous restaurants cater to different tastes, ranging from Sydney's Pub to Chick-Fil-A, making dining out a pleasant experience. For recreational activities, there are parks like Can U Dig It and entertainment options such as Silver Spot Cinema MERCATO. Overall, this area provides a well-rounded community for seniors looking for a vibrant and accessible neighborhood to call home.

Places of Worship

  • St. Katherine's Greek Orthodox (0.2 miles)
  • First Baptist Church Of Naples (0.6 miles)
  • Destiny Church Naples (3 miles)
  • Eagle's Nest Worship Center (3.4 miles)

Physicians

  • Stephen E Smith MD (0.5 miles)
  • Debra L Bailey, MD High Tide Dermatology Center (0.6 miles)
  • Olympia Medical (0.6 miles)
  • Prysi Cosmetic Surgery (0.9 miles)
  • Harris Dermatology | Naples Dermatology (1.5 miles)
  • Dr James A. Halikas, MD (1.6 miles)
  • Kids First Pediatrics (1.6 miles)

Pharmacies

  • Walgreens (0.6 miles)
  • CVS Pharmacy (0.6 miles)
  • Walgreens (1.7 miles)
  • CVS Pharmacy (1.9 miles)
  • Walmart Pharmacy (2 miles)
  • Walgreens (2.4 miles)
  • CVS Pharmacy (2.4 miles)

Restaurants

  • Sydney's Pub (0.8 miles)
  • Miller's Ale House - Naples (1.3 miles)
  • Chick-Fil-A (1.3 miles)
  • Culver's (1.4 miles)
  • McDonald's (1.6 miles)
  • Taco Bell (1.8 miles)
  • Arby's (1.8 miles)

Hospitals

  • Children's Rehab Cente (1.7 miles)
  • Lee Health Pediatric Hematology/Oncology - Golisano Children's Health Center (1.9 miles)
  • Lee Health Pediatric Ear, Nose & Throat - Golisano Children's Health Center (1.9 miles)
  • Physicians Regional (2.5 miles)
  • Physicians Regional Healthcare System (2.7 miles)
  • NCH North Naples Hospital (3 miles)
  • Physicians Day Surgery Center (3.4 miles)

Parks

  • Can U Dig It (2.1 miles)

Theaters

  • Silver Spot Cinema MERCATO (2.3 miles)

Cafes

  • Grain De Cafe (2.5 miles)
  • Fit & Fuel Cafe (2.7 miles)
  • Panera Bread (2.9 miles)
  • Kunjani Craft Coffee & Gallery (2.9 miles)

Frequently Asked Questions

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