Independent Living Communities in Middleton, WI

Pepperwood Senior Living and Memory Care‑Madison, nestled at 2879 Fish Hatchery Road in Fitchburg (serving all of Madison), offers a welcoming blend of assisted living, memory care, and independent living options in a thoughtfully designed community. The campus features spacious apartments with one- and two-bedroom layouts, full kitchens, in-unit storage, and laundry facilities on every floor. For those needing more assistance, intimate studio cottages are also available, all within a secure, gated environment. A dedicated 24‑hour medical staff ensures residents' health, safety, and peace of mind. Life at Pepperwood is vibrant and engaging, with a strong focus on wellness and social connection. The community provides resident and guest parking, scheduled transportation, and a range of amenities including beauty and barber services, housekeeping, and both clothing and linen laundry. Residents enjoy a rich calendar of activities—music, games, book clubs, yoga, fitness classes, gardening, arts and crafts, and regular off-site excursions—supported by communal dining that accommodates special diets like diabetic, vegetarian, and kosher options. What sets Pepperwood apart is its strength in memory care: the secure premises offer wandering prevention and monitoring, plus staff trained to support grooming, toileting, and daily routines for Alzheimer’s and dementia residents. The environment is pet‑friendly, allowing residents to keep a dog or cat, and features devotional services and opportunities for spiritual enrichment. Located in Fitchburg, the community offers access to nearby attractions such as parks, walking trails (like the Military Ridge Trail), shopping, and dining. Overall, Pepperwood empowers residents to live with dignity, purpose, and a strong sense of belonging. To learn more about this provider’s license and review other available state reports, please visit: Wisconsin Department of Health Services Division of Quality Assurance Provider Search

"We toured Oak Park Place Madison. It was good. We saw what we needed to see and answered all our questions. The staff was pleasant and not pushy, showed us everything, and took his time."

"We have been so happy with the staff, maintenance, and facilities since my mother moved to Oak Park about seven months ago. Her assisted living apartment was freshly painted and the flooring updated before she moved in. Whenever I have a question, the staff is incredibly quick to respond which is so appreciated. The facilities are beautiful and there are so many activities for the residents. It's a wonderful community and we are very lucky to have them in Baraboo."

"This facility is top notch. My mother-in-law spent the last couple months of her life in the long-term care area. The staff are very attentive and caring. Everyone from administration to all the caregivers we met showed high integrity and a commitment to do good work. Hospice was also outstanding. We're very grateful and would highly recommend Attic Angels to others."

"My father has moved into Coventry Village. I like best that they have a men's group. The least is probably that they don't have three meals a day automatically, it's two. The staff was very friendly and engaging. It's very clean and very nice. They have ice cream socials, happy hour, and art activities. I've met with the artistic director a couple of times. I would recommend it just because of the friendliness of the people there."

"I went to Home Again Living Waunakee, and it is beautiful. If that facility would have been closer, I would have chosen it. I think everything about it was very appealing. I liked the fact that the views out the windows were beautiful. The staff was great and very responsive. The rooms were spacious, well-organized, nicely appointed, and beautifully decorated. It is quite a new facility, so it was very clean and very well maintained too. What I thought was unique about the place was they actually have a bar with happy hours. They also have a movie theater onsite (like a little mini home theater), and a really nice game room."

Upside is truly an exclusive opportunity to live independently on your own terms. We offer luxury living options with over 2,500+ apartments in our network across the country alongside a dedicated and experienced personal concierge support system. Upside is a uniquely designed senior living alternative to help you live completely independently. The Upside team helps you find a luxury-style apartment living option and provide you with extra layers of care and assistance, whenever and however you need it. Once you're settled in your new home, we connect you to your personal concierge and expert on all things aging. The Upside concierge is available to help arrange meal and grocery deliveries, transportation services, schedule appointments, assist with technology, and so much more! Anything you need, Upside is just a quick phone call or text away.

"Westshire Village at the Lake has a very nice, peaceful, close to country setting. It feels very safe, very warm, and welcoming. It has a nature trail by it and is easily accessible to everything else that one would need, such as any kind of shopping. I just like the community. I've met some of the people there, they seem to be more vibrant. It just meets my needs much better. The staff were very helpful, and very open if you have any questions. It was just very comfortable. They do not have a food program, that's OK with me. They have a very nice kitchen, and I still enjoy cooking, or I'll go out to eat."

"We really liked Waunakee Manor but it's quite a ways from where we live now. It was very clean and it smelled nice. The staff was friendly and open to any of our questions. They showed us all around and we even got to meet the cook, and they showed us the backyard that had a baseball diamond back there. They said people could sit out and watch baseball games in the summer if they like that sort of thing. They showed us one room that was furnished and then they showed us one room that was unfurnished, so we could get an idea of how big the room was. They showed us the dining area. They have a nursing home attached, so if that was needed, that's available there. The dining room was open and there were a lot of tables in there, and they said everybody could come and find a table and get to know the other people. It wasn't mealtime when we were there, so there were just a few people there. They were having a musical performer while we were there and there were a few people there watching. They have a lot of different activities in that area during the afternoon. In their room, they have a small refrigerator to keep snacks and things in and a microwave if they wanted to use it. They had laundry services that they did and housekeeping. The meals were three times a day, so it was something we were looking for. We met the cook and we got a sample menu."

"My in-laws are in Noel Manor. It is independent for one and memory care for the other. We did a lot of comparison with the other facilities, and it is a little more expensive, but it provides what we need, and the proximity to us is a better convenience too. The only thing I would find a little odd is that the room has a little kitchenette and really in memory care I find that unnecessary. But the size is very adequate, and it is spacious. The staff clearly knows what they are doing. They are very patient and are also very helpful in giving us ideas and suggestions about how to handle things and not to worry and being able to explain and help us understand what is going on."

"Heritage Monona was nice. It is convenient location-wise as far as our banks and everything. When we walked in the door, to the right was a wing that had assisted living, and then to the left were the senior apartments. The place was very well kept, and clean, and just looked nice. They had two-bedroom and one-bedroom apartments. I liked that they had laundry in the apartments. The facility was lovely and nicely painted. The staff was nice and very informative. There's an elevator."

"My sister likes Meadow Grove Apartments. They have a lot of activities there. Everything that she needs, they have it. It is a little pricey, but she likes it. I'm very happy, and I like the place, too. You have your own washer and dryer in the unit. There is also a laundry on the second floor. They have a community area where everybody congregates. They have something to do every day of the week. They have like coffee or tea in the morning. She just missed the bowling activity. And then they have a small exercise room and a small library. It's nice. My sister is on the second floor, which is what she wanted. She has a bedroom and a patio off her living area. It's nice. I've been there several times, and the place is very clean. All their activities that they're having for the day and for the week are on their bulletin board. The manager of the place is very nice and knowledgeable."

"The Arbors at Oak Park Place is a very nice facility. They have a lot of activities, and the people in charge are very responsive to everybody's needs. They have a variety of rooms, and my mother is in a two-bedroom apartment. She can go down for Continental breakfast, lunch is on their own, and supper is provided in the dining room. They have a schedule of events. They're having a dog show this week, they have a lot of singers and choirs come in, and they have movie nights, crafts, and a puzzle room. The staff is very nice, and the sales and marketing director is extremely nice. She was always checking in on Mom before we were able to move in because she was on a waiting list. The property manager is very nice, helpful, and responsive. The food I had was very good."

"It is an older home, but they keep it clean and comfortable. The staff is really nice. The food is very good. My aunt has actually put on some weight. "