Pricing ranges from
    $4,325 – 6,015/month

    The Windsor at Ortega

    5939 Roosevelt Blvd, Jacksonville, FL, 32244
    • Assisted living
    • Memory care
    AnonymousCurrent/former resident
    4.0

    Caring staff, spotless facility, pricey

    I toured and moved in here and I'm really pleased - the staff are caring, knowledgeable and proactive, know residents by name, and the place is spotless, bright and nicely appointed. There's a full activities calendar, good on-site amenities, strong memory-care nursing and quick communication during health scares, which gives me real peace of mind. Dining is generally good but inconsistent at times, and the community is pricey with occasional understaffing, front-desk hiccups and a waitlist. Overall I'm comfortable with the care and would recommend it to families.

    Pricing

    $4,710+/moSemi-privateAssisted Living
    $4,325+/mo1 BedroomAssisted Living
    $6,015+/mo2 BedroomAssisted Living

    Schedule a Tour

    Amenities

    Healthcare services

    • Activities of daily living assistance
    • Assistance with bathing
    • Assistance with dressing
    • Assistance with transfers
    • Coordination with health care providers
    • Hospice waiver
    • Medication management
    • Mental wellness program

    Healthcare staffing

    • 12-16 hour nursing
    • 24-hour call system
    • 24-hour supervision

    Meals and dining

    • Diabetes diet
    • Meal preparation and service
    • Restaurant-style dining
    • Special dietary restrictions

    Room

    • Air-conditioning
    • Cable
    • Fully furnished
    • Housekeeping and linen services
    • Kitchenettes
    • Private bathrooms
    • Spa
    • Telephone
    • Wifi

    Memory care community services

    • Dementia waiver
    • Mild cognitive impairment
    • Specialized memory care programming

    Transportation

    • Community operated transportation
    • Transportation arrangement
    • Transportation arrangement (medical)
    • Transportation arrangement (non-medical)
    • Transportation to doctors appointments

    Common areas

    • Beauty salon
    • Computer center
    • Dining room
    • Fitness room
    • Gaming room
    • Garden
    • Outdoor space
    • Small library
    • Wellness center

    Community services

    • Concierge services
    • Fitness programs
    • Move-in coordination

    Activities

    • Community-sponsored activities
    • Planned day trips
    • Resident-run activities
    • Scheduled daily activities

    4.60 · 203 reviews

    Overall rating

    1. 5
    2. 4
    3. 3
    4. 2
    5. 1
    • Care

      4.5
    • Staff

      4.4
    • Meals

      3.9
    • Amenities

      4.5
    • Value

      2.8

    Pros

    • Very friendly, caring and engaged staff
    • Impeccably clean, brand-new/upscale facility and grounds
    • Wide variety of daily activities and events
    • On-site amenities (movie theater, salon, pool, gym, library)
    • Restaurant-style dining with chef-prepared meals
    • Secure campus with dementia/memory care unit
    • Accessible design (wide halls, wheelchair-accessible baths, safety features)
    • Helpful rehabilitation and therapy services (on-site PT/rehab)
    • Pet-friendly with dog-walking service
    • Multiple common/social spaces and courtyards
    • Private apartments with in-unit bathrooms and kitchenettes
    • 24-hour nursing availability and attentive caregivers
    • Proactive move-in/onboarding support and follow-up
    • Active transportation and day trips/community outings
    • Laundry and household services provided
    • Strong sense of community and family-like atmosphere
    • Computer access and programming for residents
    • Positive recommendations and many satisfied families/residents

    Cons

    • Apartment one-bedrooms can be small / lack full kitchen
    • Food quality and menu variety inconsistent; frequent chef turnover
    • Higher cost; does not accept Medicaid; pricing concerns
    • Front desk/receptionist/customer-service inconsistencies (rude or busy)
    • Intermittent understaffing, especially on some shifts or nights
    • Staff turnover and occasional loss of experienced employees
    • Occasional housekeeping or dining-room staffing shortfalls
    • Management accessibility and communication inconsistent (some directors great, others unresponsive)
    • Some reports of poor aide performance with personal care tasks
    • Delivery/room service fees and extra meal charges
    • Occasional negative staff behavior/unprofessional incidents
    • Noise/parking or traffic access issues at times
    • Some residents find the environment too “fancy” or less homey
    • Does not have full skilled nursing / limited long-term SNF services
    • Isolated negative incidents (investigation in memory care reported by one reviewer)

    Summary review

    Overall sentiment: The Windsor at Ortega is overwhelmingly described as a high-quality, hotel-like senior living community with warm, attentive staff, an immaculate and modern facility, and a very active social program. Across hundreds of comments reviewers repeatedly emphasize that staff are friendly, caring, and engaged; many families report quick, compassionate responses during health events and strong personal relationships between staff and residents. The community’s new/near-new construction, attractive grounds, and plentiful common spaces frequently draw praise and contribute to a consistent “five-star” impression for many residents and visitors.

    Care quality and staffing: Reviews cluster around a narrative of strong day-to-day caregiving and responsive clinical support. Many reviewers call out specific caregivers, nurses, and therapy staff by name for exceptional, patient-centered care and proactive communication. The memory care unit is often described as homey and secure, with staff knowledgeable about dementia needs. However, the reviews also reveal variability: some families report understaffing on particular shifts (often nights), occasional curt or hard-to-find caregiving staff, and instances where aides missed tasks (bathing, housekeeping). Multiple comments note staff turnover and concerns that some experienced employees have left. There are also isolated serious complaints — including reports of unprofessional behavior or an investigation related to staff abuse — that warrant direct follow-up when touring and meeting leadership.

    Facilities, safety and accessibility: The physical plant is consistently praised. Reviewers highlight bright, well-maintained interiors, wide halls, secure entrances, and accessible bathrooms. Amenities are a major strength: an on-site movie theater, salon, pool/gym, library, multiple gathering spaces, and programmed activity rooms make the community feel resort-like. The campus is described as safe and walkable with beautiful landscaping and thoughtfully designed social niches. Security features and a locked dementia care area are cited as reassuring for families.

    Apartments and living spaces: Apartments receive mostly positive remarks for being clean, attractive, and comfortable. Many residents enjoy private bathrooms and apartment-style layouts. Recurrent concerns include that the smallest one-bedroom floor plans are tight for some and that units typically lack a full kitchen (most have a fridge and microwave/kitchenette only). Some families find the decor and ambiance a bit upscale or “fancy,” which may not suit those seeking a more traditional or homey vibe.

    Dining and food services: Dining is a mixed but prominent theme. Numerous reviewers rave about gourmet, chef-prepared meals, real plates and silverware, fresh fruit, and restaurant-style service; seasonal events and special menus garner strong positive feedback. At the same time a substantial number of reviews call out inconsistent food quality, limited menu variety, frequent chef turnover, occasional poor meals, and extra fees (room service/delivery charges). Several reviewers said the culinary program has improved over time or that management is actively addressing concerns; others remain dissatisfied. Prospective residents should taste the food, ask about current kitchen leadership, and clarify meal/fee policies.

    Activities and social life: Activity programming is repeatedly described as robust and diverse — daily exercise, crafts, cooking classes, movie nights, trivia, bingo, field trips, holiday parties, and live entertainment. Residents and families frequently state that the calendar keeps people busy and socially connected, contributing significantly to resident satisfaction and a family-like atmosphere.

    Management, communication and business practices: Reviewer experiences with management are mixed. Many callers praise an open, accessible executive director and nursing leadership who are hands-on and responsive. Conversely, other reviews criticize management for inconsistent communication, lack of forthrightness, and poor responses to pricing or staffing complaints. A few families report issues with regional leadership not resolving fee disputes or price increases. Several reviewers recommend meeting multiple members of the leadership team and asking direct questions about staffing ratios, turnover rates, fee structures, and escalation procedures before committing.

    Cost, access and limitations: Cost is a recurring concern — Windsor at Ortega is described as higher priced, with some reviewers emphasizing that it is aimed at higher-income residents and does not accept Medicaid. Additionally, the community does not provide a full skilled nursing facility on site, which may matter for families seeking long-term skilled nursing care. Prospective residents should understand what levels of nursing and hospice care are available on site, how transitions are handled, and any additional charges for meals, services, or therapies.

    Notable patterns and recommendations: The dominant pattern is consistent high satisfaction driven by the welcoming staff, cleanliness, modern facilities, and active lifestyle programming. However, there are consistent secondary themes to investigate further in any tour or decision process: variability in dining quality and staffing, occasional front-desk or customer-service complaints, apartment size/amenities (lack of full kitchen), explicit cost and fee concerns, and rare but serious negative incidents reported by a small number of reviewers. For a family considering Windsor at Ortega we recommend: (1) touring multiple unit types to confirm apartment size and kitchen needs; (2) tasting current dining options and asking about kitchen leadership and meal policies; (3) asking for staffing ratios by shift and turnover statistics; (4) meeting both executive and nursing leadership and asking how complaints are handled and escalated; (5) verifying security, memory-care protocols, and any recent incidents or investigations; and (6) clarifying all fees, increase policies, and whether Medicaid or other funding options are accepted.

    Bottom line: The Windsor at Ortega is viewed by many residents and families as a clean, attractive, and active senior living community with a compassionate staff and hotel-quality amenities — offering strong peace of mind for those who can afford its premium pricing. While most reviews are highly positive and recommend the community, there are persistent and actionable concerns (food consistency, occasional understaffing, staff turnover, and administrative responsiveness) that should be explored during a visit so you can confirm the current state of operations and whether it matches your priorities and expectations.

    Location

    Map showing location of The Windsor at Ortega

    About The Windsor at Ortega

    The Windsor at Ortega gives folks over 55 a place to live with both assisted living and memory care, so you get different levels of help depending on what you need, and you'll find staff always around, day and night, even if you have heavy care needs or sometimes wander, act out, or need special support. You'll see nurses on staff and plenty of visiting medical folks like physical therapists, speech therapists, and podiatrists, plus a medical director and medication managers if shots or blood sugar checks are part of your daily routine, and they can help with things like insulin, transfer assistance, and incontinence care, while giving reminders about the restroom and watching out for folks who might try to leave or get lost, with bracelets and alarms for extra safety. They welcome people with cats or dogs, there are pet care options, and there's places to walk both inside and out, including an enclosed courtyard, with areas set up for wheelchairs or those needing help getting around, including full tubs and wheelchair accessible showers, and you'll spot residents out in the gardens or walking along even if they need standby help or a mechanical lift to transfer from beds or chairs. Meals are covered and you won't go hungry because there's restaurant-style dining, guest meals, private dining rooms, and snacks in the bistro all day, with choices for special diets like low sodium or low sugar, so folks don't have to fuss with cooking-plus, you can get a meal any time, and they let you invite family for private occasions, or just sit with friends if that's what suits you, since the place includes a community post office, salon and spa, a private movie theater, even a space for devotional services and an onsite beautician. Their calendar stays full, with art classes, brain fitness, gardening, trips out to shop, local history talks, lifelong learning, pet programs, and intergenerational activities, and there's a dedicated activity director making sure nobody gets left behind, with special activities for memory care, like reminiscence therapy, sensory-based programs like snoezelen, and light therapy too, so folks with Alzheimer's or other memory needs have something familiar and calming to do. The Windsor at Ortega works as a Continuing Care Retirement Community, so if you need more help over time or deal with things like major behavioral needs or hospice, staff will adapt your care plan, and the secured memory care side is designed for safety, with special spaces for those who wander or have complicated needs, while folks who like to smoke can do so outside, and everyone has access to Wi-Fi, common areas, and resident parking, plus complimentary rides around town when it's needed. Fees vary by your care level, and this place has won some awards for being friendly, for activities, and for how they treat folks, so even though it's not perfect, people do say the staff is helpful and the food's good, while the private setting feels comfortable, with a layout to reduce falls-like non-glare lights and low carpets to help keep independence and dignity for as long as possible.

    About Legend Senior Living

    The Windsor at Ortega is managed by Legend Senior Living.

    Legend Senior Living was founded in 2001 by industry pioneer Tim Buchanan, who pioneered the assisted living concept across the nation nearly 30 years ago. Headquartered in Wichita, Kansas, the company remains a privately held family business currently led by two generations of the Buchanan family, including President Matt Buchanan. Legend Senior Living currently owns and operates over 70 residences across seven states: Colorado, Florida, Kansas, Missouri, Oklahoma, Pennsylvania, and Texas. The company has experienced significant growth in recent years, adding 11 communities in 2023, eight in 2024, and eight completed by mid-2025.

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