Skip to Content
TT + -

Retirement Living Amenities that Let You Live Your Best Life.

Retire your housekeeping skills and leave yardwork and repairs to us. When you choose maintenance-free living at Winchester Gardens, you’re choosing to live your best life. A life of leisure and luxury. A life where every day brings more opportunities to master your interests or explore new ideas. Get together with friends for a fitness class, some friendly competition in the game rooms, or on an outing to nearby New York City. Our suite of senior living services and amenities is designed to allow you the freedom to live the life you’ve always wanted.

Sound Like the Life for You?

Our Amenities

Senior woman painting in art studio

Art Studio

Whether you’re an accomplished artist, just looking to explore your creative side, or are interested in art’s calming effects, come create your next masterpiece, learn how to paint with watercolors, and improve your mental health at Winchester Gardens’ own fine art studio.
Senior woman having hair washed in beauty salon

Beauty Salon

There’s no need to leave the grounds to pamper yourself. Schedule a little “you” time whenever you want at the onsite beauty salon at Winchester Gardens. From a trim or a touch-up to a whole new hairdo, you’ll love the masterful attention you receive from our stylists. Need your nails done? Swing by on your own or with your friends. Because looking good helps you feel good.

Stonewall Marketplace

Don’t feel like venturing out from our luxury senior living community, or just need a few things before your next run to the grocery store? No worries. Our onsite market is stocked with essentials like tissues and dish soap as well as items like greeting cards for those last-minute well wishes.
Senior dining at Winchester Gardens


From casual to fine dining, Winchester Gardens offers a variety of distinct dining options to delight your senses. The Oak Room offers an inviting setting for fine dining with an action station for fun demonstrations by our Executive Chef Ken and his amazing culinary team. Just past the original 1920s-era doors of the Oak Room, you’ll find the Manor House Lounge, which offers tapas and bar fare. Prefer dining alfresco? You’ll love Olmsted Courtyard, our outdoor terrace dining area. No matter which venue you choose, you’ll enjoy savory traditional favorites and innovative recipes that blend techniques and flavors from around the world.


Stay in shape by swimming laps or taking a “Splashercize” class in our heated pool. Find your inner peace in a tai chi or armchair yoga class or visit our newly renovated fitness center and participate in individual and group exercises. We also offer personal training sessions with our professional fitness instructor so you can get the most out of each workout.
Winchester Gardens great hall

Great Hall

The Historic Great Hall at Winchester Gardens was designed by famed New York architect John Russell Pope and constructed in 1927. It is as awe-inspiring today as it was when it first opened. This beautiful structure is now host to a variety of resident events and activities and adds true historic charm to our luxury senior living community in Maplewood.
Winchester Gardens grounds


One of the best features of Winchester Gardens is the 37 acres our maintenance-free community sits on. Whether you’re out for a leisurely stroll or a heart-pumping jog, you’ll wind your way past landscaping designed by the sons of the famous landscape architect who gave us New York’s Central Park, Frederick Law Olmsted.
Senior man speaking with female nurse

Health & Wellness Clinic

Protect and enhance your retirement living here at Winchester Gardens at our full-service onsite health and wellness clinic. See our doctor for flu shots, diabetes monitoring, X-rays, lab tests, or other routine healthcare needs, or make an appointment with one of our visiting specialists, including dentists, podiatrists, optometrists, audiologists, dermatologists, and neuropsychologists.
Senior taking book off of shelf


Cozy up with your favorite book in our onsite library. From your favorite classic novels to the latest bestsellers and current magazines, you’ll find plenty of options to relax and escape through the words of others.
Winchester Gardens movie theater

Movie Theater

In the mood for a movie? No luxury senior living community is complete without its own onsite movie theater. Catch all the action without leaving our campus. Grab a drink and some popcorn or your favorite snack, and sit back in our community’s private movie theater.
Senior in woodworking shop

Woodworking Shop

If you love the smell of sawdust in the morning, you’ll enjoy spending time in our well-equipped woodworking shop. Practice your woodworking skills by building and repairing projects on your own, or join the very talented group of woodworkers at Winchester Gardens and build on your skills with wood carving, furniture making, and more.

See more community activities.

Winchester gardens outdoor path in daytime

Let’s Talk.

Have questions about life at Winchester Gardens? Ask away!

  • *Required Information

    By submitting this form you are agreeing to receive emails about events, offers and news.

  • This field is for validation purposes and should be left unchanged.
Don't worry! We won't share your info.
view our privacy policy