Community profile

Benson Woods

Periwinkle Drive, Middlebury, CT

55+ communityActive adult

About the community

About Benson Woods

About Benson Woods Benson Woods is a 55+ community in the charming town of Middlebury, Connecticut. Active adults will love the quiet setting and scenic landscaping that is bordered by Eight Mile Brook. Adults 55 and better can enjoy a low-maintenance lifestyle while living in a beautiful classic New England-style home in a charming age-restricted neighborhood. Benson Woods Amenities Active adults can enjoy all of…

Verified overview

What we know from public sources

Community type
Active adult community
Age restriction
55+
Community size
79 homes
Home types
Single-Family, Attached
Housing offering
Homes for sale
Construction years
2004–present
Published HOA
Not publicly found
Published home purchase range
High $400ks - Low $600ks
Community features
Not publicly found
Last source check
September 4, 2026

Source-published features

Amenities and services

Grouped so you can scan what affects day-to-day life before opening an operator page.

Health & wellness

  • Fitness Center
  • Parks & Natural Space

Activities & engagement

  • Clubhouse/Amenity Center
  • Clubhouse
  • Health Club
  • Library

Outdoor spaces

  • Walking & Biking Trails
  • Golf Course
  • Guest Parking
  • Park
  • Tennis Court(s)

Other published features

  • Approximate range from current listings. Dues vary by home and neighborhood section. Reach out to an agent to confirm.
  • Multipurpose Room
  • Medical Facility

Questions to confirm with the community

Current age qualification
Confirm with the community
What the HOA includes
Confirm current services and assessments
New-build or resale availability
Individual listings are not tracked here
Benson Woods – Middlebury, CT | Find With Care