900 Woodbury Road,
Woodbury, New York 11797 Map

Orchard Estate of Woodbury—Woodbury’s first assisted living community with enhanced services.


Near the intersection of Route 135 and the Long Island Expressway, since 2019, Orchard Estate of Woodbury has provided some of Long Island’s best assisted living and memory care.

  • Luxurious amenities and spacious common areas
  • 24/7 personalized, needs-based care
  • Rich social engagement throughout each day
  • Minutes from shopping, restaurants and the Mid-Island Y JCC

View Floor Plans & Pricing

Orchard Estate of Woodbury - Assisted Living Woodbury, NY
Life at Orchard Estate of Woodbury

Comfort and care that feels like home

No matter what level of care, every Benchmark resident at Orchard Estate of Woodbury enjoys all the things that make life good—convenient comforts, great food, and a thriving social community full of activities.

Inspired Dining

Inspired Dining

  • Chef-prepared seasonal menus (with demonstrations)
  • Private dining accommodations for events
  • Modified diets and dining options as needed
Concierge Service

Concierge Service

  • Transportation assistance, appointments and more
  • Weekly housekeeping, laundry, and linen service
  • Maintenance, groundskeeping and trash
Shared Spaces

Shared Spaces

  • Spacious patios with grills, fire features
  • Raised garden beds, walking paths, and shaded spaces
  • Landscaped gardens
Active Living

Active Living

  • Activities and programming for groups or individuals
  • Music, crafts, arts and exercise classes
  • Outings, events, movies and parties
Community Amenities

One of the greatest benefits of living at Orchard Estate of Woodbury is never having to do laundry, cook, schedule or drive to a doctor’s appointment again. We also provide the space and amenities so our residents can focus on what matters most—enjoying social hour with friends in the bistro or a good book in front of our opulent fireplace.

Interest Oriented Programs

Individualized and group social engagement throughout each day.

24/7 Care
Needs-based personal care and assistance with daily living activities.
Enhanced Health Support

A wide variety of healthcare services to support aging well.

Dedicated Staff

Experienced, tenured associates who are Called to Care.

Other Features Include
Family Kitchen
Private Dining Room
Fitness Center
Game Room
Hair Salon & Barber Shop
Computer Room with Internet Access
Outdoor Courtyards
Walking Paths
Scheduled Transporation

Floor Plans

Choose a space that feels just right.

Starting at $5,325/mo*
Assisted Living


Studio Suite
Private Bathroom
Pet Friendly
One Bedroom
One Bedroom
Call For Availability
Assisted Living


One Bedroom Apartment
Private Bathroom
Pet Friendly
Two Bedroom
Two Bedroom
Call for Availability
Assisted Living


Two Bedroom Apartment
Private Bathroom
Pet Friendly
Memory Care Studio
Memory Care Studio
Starting at $8,365/mo*
Memory Care


Studio Apartment
Private Bathroom
Memory Care Companion Suite
Memory Care Companion Suite
Starting at $7,150/mo*
Memory Care


Companion Suite Apartment
Private Bathroom

*Pricing shown above is for the specific apartment model shown. Prices may vary depending on
apartment models and other factors and are subject to change without notice.

Check Pricing & Availability

Get personalized pricing and check availability in less than 1 minute! We've made determining senior living costs easy with a few simple steps.  

Is it the right time for senior living?


Types of Care Offered Here

Assisted Living — Care, security and community.

  • Personalized, needs-based care as determined by a nursing assessment
  • Healthy, chef prepared meals and snacks
  • Supportive healthcare services and amenities
  • Experiences that nurture passions and connections
  • Housekeeping, laundry, linen and trash service
  • Scheduled transportation

Meet Your Executive Director:

Doug Cormack, CDAL, joined Benchmark in 2012 having previously worked for one of the nation's largest senior living providers.

What Brought You to Benchmark:

I made the transition to Benchmark to be a part of a growing organization committed to doing the right thing, including providing quality care and a positive company culture.

Fun Fact:

In my spare time, I enjoy training in Brazilian Jiu Jitsu and I am also a licensed Mixed Martial Arts Judge through the Massachusetts Association of Boxing Commissions


Benchmark Communities Nearby

Whisper Woods of Smithtown

71 St. Johnland Road,Smithtown, New York 11787

Convenience, comfort and care without any of the home maintenance.

Explore this Community

Sturges Ridge of Fairfield

448 Mill Plain Rd,Fairfield, Connecticut 06824

Assisted living with every service and amenity at your fingertips.

Explore this Community

Middlebrook Farms at Trumbull

2750 Reservoir Avenue,Trumbull, Connecticut 06611

Improving the lives of Fairfield County families for 20+ years.

Explore this Community


At Benchmark Senior Living, we transform lives through meaningful human connection.

Across all of our communities, our mission is to meet individuals where they are and connect them to the people, interests and things that matter most to them — at every stage of life. We are driven by our values: Called to Care, Better Together and Be the Benchmark.