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55+ Communities in chesterfield va

55 and Over Communities in Chesterfield VA 🏆 | Best 55+ Communities in Chesterfield VA You’ll Love

Last Updated on: 30th July 2023, 09:07 pm

Are you considering retiring in Chesterfield, VA? Are you ready to relax and enjoy the next phase of your life? There are fantastic Chesterfield retirement communities where you’ll find plenty of amenities, a wide variety of home styles, and lots of social activities.

You might be wondering if Chesterfield, VA is a good place to retire. Of course! Just a short, 25-minute drive south of downtown Richmond and all the amenities of the big city, Chesterfield, VA is a quiet town with a rich history, surrounded by natural beauty, and nestled between the James and Appomattox Rivers. It’s a very desirable community for visitors and residents.

In this guide, we’ll tell you all about the top 5 Chesterfield, VA 55+ communities. If you’re looking for affordable senior living options, upscale 55+ communities, or senior living villages with tons of planned activities to keep you feeling young, you can find it in Chesterfield! 

You can also check out our guide to Moving to & Living in Chesterfield, VA.

What Is a 55+ Community?

55 and older communities in Chesterfield, also called a retirement or active adult community, is designed specifically for residents 55 and older. Most are age-restricted, allowing only people who are 55 or older to buy a home. The majority of Chesterfield 55+ communities offer condo and/or apartment living, but many in Chesterfield offer villas and single-family homes. You’ll find an array of amenities, entertainment, and planned activities in these communities designed especially for seniors.

Benefits of Living in a 55 Plus Community

In the past, a retirement village was a boring place where seniors didn’t have much to do. In today’s 55 and older communities in Chesterfield, VA, you’ll find lots of activities, social events, and opportunities to enjoy life. Here are some of the top perks of living in an active adult community:

  • No maintenance!
  • Strong sense of community
  • Proximity to shopping, restaurants, highways, and medical facilities
  • Resort-style amenities like pools, sports courts, and walking trails
  • A full calendar of social activities
  • Clubs and events
  • Tons of amenities

The Villas at Ashford Hill | One of the Best 55+ Communities in Chesterfield VA

The Villas at Ashford Hill is located in the much sought after North Chesterfield area and features 62 low-maintenance, single-family homes built between 2018 and 2020. Home options include 1 or 2-story single-family homes that range in size from 1,106 to 2,260 square feet. 

Residents enjoy a community garden, a pavilion, and The Grove, a wooded area in the center of the community with walking and biking trails. For seniors who love spending time outdoors, The Villas at Ashford Hill is the perfect location in Chesterfield. The community is close to top cultural attractions, shopping, restaurants, and medical facilities in the Richmond area. All the landscaping and exterior maintenance are taken care of by the homeowners’ association, giving you lots of free time to spend with family and friends, pursuing your favorite hobbies, or enjoying the natural beauty of the outdoors.

The Masters in Chesdin Landing | Luxurious Golf Retirement 55 and Over Communities in Chesterfield VA

The Masters is an exclusive section of the Chesdin Landing neighborhood designed for 55+ active adults. The community features brand-new single-family homes with views of the neighborhood’s championship golf course. The Masters offers seniors the best resort-style living in Chesterfield.

The highlight of senior living at The Masters is the championship golf course at Chesdin Landing, ranked as one of the best in central Virginia. The community has a clubhouse with a full dining room, a cocktail lounge, lighted tennis courts, a fitness center, and an Olympic-size swimming pool. The best part of living in The Masters is the maintenance-free living lawn care program, so you can spend more time golfing and fishing. The Masters is conveniently located near shopping, restaurants, and outdoor activities.

Villas at Ashlake | Luxury Chesterfield, VA Retirement Community

Villas at Ashlake is a new 55+ community built with 82 attached homes set in a peaceful, natural environment. Amenities include an outdoor pool, a community garden, a dog park, and walking trails. The community clubhouse is where many social activities take place. The clubhouse features an exercise room, a multipurpose room, and a catering kitchen. A number of walking trails meander through the community, where you can enjoy nature, stop by the community gazebo, and take in the scenic pond.

The community’s proximity to shopping, restaurants, healthcare providers, and entertainment makes it a perfect location for active seniors. The homeowners’ association takes care of all the exterior home maintenance and lawn care, freeing up your time to socialize at the clubhouse, relax in the pool, or take a stroll along the walking trails.

  • Address: Ashlake Common
  • Living options: 2 to 3-bedroom attached homes ranging in price from the low to high $300,000s.
  • Amenities: clubhouse, pool, exercise room, walking trails, multi-purpose room

Traditions of America | Resort Style 55 Plus Community in Chesterfield

Traditions of America is a premier 55+ resort-style community on 104 acres in Chesterfield that includes 234 single-family, low-maintenance, customizable homes. Options range from 1,200 to 1,500-square-foot homes with gourmet kitchens, great rooms, cathedral ceilings, master suites with ensuites and walk-in closets, formal dining rooms, and patios.

The clubhouse offers a fitness center, a sports bar, a golf simulator, a yoga studio, billiards, a heated outdoor pool, and much more. You’ll feel like you’re living in a resort at Traditions of America. A full-time lifestyle director keeps residents busy with loads of fun activities all year round.

  • Address: 6219 Resolution Pt, North Chesterfield, VA 23237
  • Website:
  • Phone: (804) 403-8064
  • Living options: 234 single-family homes from $400k
  • Amenities: heated outdoor pool & spa, fitness center, billiards, tennis, pickleball, golf simulator, dog grooming room, coffee lounge, outdoor patio with fire pit, putting green, sports bar & lounge, shuffleboard, yoga studio, walking trails, wine tasting room, club room, conference room, dog park

Villas at Dogwood | Age Restricted 55 and Older Communities in Chesterfield VA

The beautiful community of Villas at Dogwood offers the best in stress-free senior living for active 55+ seniors. There are a total of 97 low-maintenance, mostly attached villas in the community, although some of the homes are detached. The neighborhood is close-knit and welcoming. The community is still young, having started construction in 2010. Residents enjoy convenient access to local grocery stores, restaurants, and recreation areas.

A small Homeowner’s Association fee allows the community to maintain the clubhouse and all the associated amenities residents enjoy. The fee also covers exterior home maintenance, lawn care, snow removal, trash removal, and maintenance of common areas.

Villas at Swift Creek | A Brand New 55+ Community near Chesterfield

The Villas at Swift Creek is a planned 55+ community in Chesterfield that will feature a village-style active adult community consisting of 110 townhomes and 84 quad-style homes. The Villas at Swift Creek will feature amenities such as a pool, pocket parks with gardens and benches, 2 professionally landscaped ponds, over 9 miles of walking trails, a dog park, and a fully equipped clubhouse with a gourmet kitchen and event space.

The customizable floor plans are designed especially for seniors with first-floor living, perfect for seniors looking to downsize and take advantage of great amenities. The Villas at Swift Creek is located near shopping, healthcare, restaurants, parks, golf, and Walmart for all your other necessities.

Courthouse Senior Apartments | Affordable Apartments for 55 and Over

If you don’t want to buy a home but still want to be in a 55 and over community in Chesterfield, Courthouse Senior Apartments is for you. These are some of the best 55+ communities in Chesterfield VA. With RentPlus available, this is a great affordable option. Courthouse Senior Apartments is one of the least expensive 55+ communities in Chesterfield. Here, you’ll find apartments that come with extra storage, can be wheelchair accessible, include all of your appliances, and come with large closets.

The community is known for the fun events they plan, and their pool and community garden is a huge plus. The apartments come in multiple floor plans that are open and spacious.

Ryan Homes at Kenbrook at Harpers Mill | Upscale Retirement Community in Chesterfield


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Kenbrook at Harpers Mill is a premier active adult community exclusively for those aged 55 and older. Enjoy a low-maintenance lifestyle with first-floor living homes, a multi-million dollar clubhouse, pool, walking trails, and more. This community is conveniently located near Hull Street, 288, and I-95, so you’ll have easy access to shopping, dining, and a short drive to downtown Richmond or Short Pump. Yard work and trash removal are taken care of as well. You don’t want to miss out on one of the best 55 and over communities in Chesterfield VA!

Map of Chesterfield, VA 55+ Communities

Are you ready to enjoy your retirement in one of Chesterfield, VA’s top-rated senior living communities? Our full-service movers will take the stress and worry out of your move to one of the top 55 and older communities in Chesterfield VA. Once you’ve decided on the right community for you, our Chesterfield movers can help. Give us a call today at 804-836-4954 for your free moving quote to one of the best 55+ communities in Chesterfield VA!


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