Community profile

Chesapeake

Easton, MD

55+ community

About the community

About Chesapeake

About Chesapeake Chesapeake at Easton Club East is a comfortably sized Del Webb community, which includes 452 single-family homes. Though the first section of the community was once open to all ages, the majority of the community is now age-restricted to those aged 55 and better. Chesapeake's spacious clubhouse includes the amenities that appeal to active adults, including a junior-Olympic sized outdoor pool, tennis courts, and a putting green. Though this lovely community is situated in a small town on the Eastern Shore, it is not far from major urban centers, including Annapolis, Baltimore and Washington D.C. This makes the picturesque town of Easton even more appealing to many potential homeowners. Chesapeake Amenities As with any Del Webb community, residents of Chesapeake at Easton Club East can enjoy a variety of features that support active adult living. The 11,000 square-foot clubhouse includes fitness facilities complete with cardiovascular and strength-training equipment, as well as a separate aerobics room. Those who prefer to swim can stay fit in the outdoor junior-Olympic sized pool with lap lanes. There are also two tennis courts, a putting green, a gazebo sitting area, scenic ponds and walking trails. The spacious clubhouse also contains rooms for impromptu get-togethers or social club meetings. Residents can enjoy a game in the card and game room or have fun in the billiards and dart room. They can cozy up with a book in the library or express their creativity in the arts and crafts studio; while the grand room is a multi-purpose ballroom that is the ideal location for community events, parties, and other activities that can hold up to 200 people. Chesapeake Homes & Real Estate The single-family homes at Chesapeake at Easton Club East by Del Webb are available in many different floor plans and range in size from 1,600 to 2,900 square feet. Available on a resale-only basis, these beautiful two and three-bedroom homes include two to three bathrooms and attached two-car garages. While many homes are single-story, some of the larger floor plans have an optional second level. Two-story plans offer first floor master bedrooms with additional bedrooms upstairs. Chesapeake Lifestyle Residents of Del Webb's Chesapeake at Easton Club East enjoy a rich active adult lifestyle. The community's spacious clubhouse contains many amenities, as well as the perfect setting for a range of social clubs that meet on a regular basis. In addition to the formal social clubs, the community offers informal gatherings featuring games such as billiards, poker, bridge, canasta and more. Chesapeake by Del Webb's full-time activities director is also available to help residents find the clubs and activities that suit their interests. This comfortably sized community has many scheduled events and parties that give residents plenty of opportunities to get to know their neighbors. Area Chesapeake at Easton Club East is located near the Chesapeake Bay in the picturesque town of Easton, MD. This lovely small town, along with the neighboring communities of Oxford and St. Michaels, is a popular attraction along Maryland's Eastern Shore. The local activities include such popular events as the autumn Waterfowl Festival, the June Chamber Music Festival, and the First Friday Gallery Walks. Within 10 minutes of the community, residents will find shops and restaurants, golf courses, medical offices, fishing piers, bird sanctuaries, and much more. While there is plenty to do in Easton and all along the Eastern Shore, Chesapeake by Del Webb also enjoys close proximity to major urban centers. The community is only 45 minutes from Annapolis and an hour and a half from both Baltimore and Washington D.C. With easy access to attractions nearby and far, it's easy to see why Chesapeake at Easton Club East is a popular 55+ community in the Eastern Shore region.

Verified overview

What we know from public sources

Age restriction
55+
Community size
452 homes
Home types
Single-Family
Housing offering
Homes for sale
Construction years
2002–2011
Published HOA
$133–$200/month
Published home purchase range
High $300ks - Mid $400ks
Community features
Activity director
Last source check
August 5, 2026

Source-published features

Amenities and services

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

Meals & dining

  • Dining Rooms

Health & wellness

  • Outdoor Pool
  • Fitness Center
  • Pool - Outdoor
  • Pool Mem Avail
  • Swimming Pool

Activities & engagement

  • Clubhouse/Amenity Center
  • Library
  • Arts & Crafts Studio
  • Clubhouse
  • Game Room

Outdoor spaces

  • Walking & Biking Trails
  • Tennis Courts
  • Outdoor Patio
  • Golf Practice Facilities/Putting Green
  • Bike Trail
  • Golf Course Membership Available
  • Pickleball Courts
  • Tennis Court(s)

Other published features

  • Aerobics & Dance Studio
  • Card Room
  • Ballroom
  • Billiards
  • Demonstration Kitchen
  • Business Center
  • Locker Rooms
  • Billiard Room
  • Common Grounds
  • Community Center
  • Exercise Room
  • Jog/Walk Path
  • Meeting Room
  • Party Room
  • Picnic Area
  • Putting Green
  • Recreational Center
  • Retirement Community
  • Shuffleboard

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