

Chestnut Hollow’s 1 and 2 bedroom boutique upscale apartments for the mature renter create comfort and convenience for true independent living. If you or a parent are planning to downsize, move closer to family, or be free of home maintenance responsibilities, you’ve come to the right place.
Our premium private apartments offer a unique alternative to large senior living condominium complexes. NO ENTRY FEE, NO CONDOMINIUM FEES, NO DOWN PAYMENT. Instead, enjoy a safe, comfortable apartment with the flexibility of a one-year or longer-term lease.
Enjoy living just steps from restaurants, shops, the fire house, police station, and Beth Israel Deaconess Hospital (Needham Campus). You’ll enjoy true convenient living close to everything you need on a day-to-day basis. Chestnut Hollow will provide you with the ideal home enhanced by many design features created to maximize your comfort and independent lifestyle. Live as you like in a neighborly environment, along with the safety and flexibility that is so important to you and those who love you.
We are not your standard apartment building, operated by a large, distant corporation with cookie-cutter plans and costly policies. Chestnut Hollow is owner managed and occupied, assuring a remarkable level of personal service and attention to your everyday needs. We make it uniquely easy to be independent, enjoying privacy when you need it, and public spaces for congeal get-togethers when you want to share a smile or laugh with your understanding neighbors.
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Each of our apartments is designed with you or your independent parent in in mind. Our senior-friendly living spaces have all the features needed to make seniors feel right at home and families feel confident from day one.
We are not your standard apartment building. We make it uniquely easy to be independent and still connected, with public spaces for get-togethers, a congenial atmosphere and easy access to everything you need.
Be yourself and be part of a friendly community of other self-reliant seniors. Take part in local activities, make friends with your neighbors and enjoy the convenience of being in the heart of Needham.
Boston Magazine calls suburban Needham “one of the best places to live…and moving up!” Live around the corner from great shops for your daily needs, steps from safety services, and just 20 minutes from Boston.
I can’t say enough good things about Chestnut Hollow. It’s very safe, everything is done right, and it’s convenient to everything I need. I just don’t think I could go anywhere else or see anything better. I love this place!”
Tom, 3 year resident
It’s the perfect place for me. It’s so convenient and there’s a lot to do nearby. Also, keeping up my home was very expensive and this is much more affordable.
Mary, 12 year resident