Chesterfield, VA Homes for Sale in a Senior Community

Don’t miss this rare opportunity to own a beautifully maintained one-level townhome in Chesterfield’s highly sought-after Villas at Dogwood, a vibrant 55+ low-maintenance community. Ideally situated in one of the quietest locations in the neighborhood, this home offers comfort, privacy, and easy living. A charming covered front porch welcomes you, while the home’s private courtyard garden

Pam Diemer Long & Foster REALTORS

Meticulously maintained home with a backyard retreat overlooking a natural pond, your private haven for birdwatching and serenity! Welcome to this beautifully maintained, one-owner townhome in a desirable 55+ community! Designed for easy first-floor living, the main level features a spacious primary ensuite with a walk-in shower, double vanity, and generous walk-in closet. The open layout is

Peggy Thibodeau Keller Williams Realty

Welcome to this exceptional waterfront home in the highly sought after 55+ community of Lake Margaret, where low-maintenance living meets luxury design. Boosting 3,524 sq ft of thoughtfully designed space, this lightly lived-in home offers stunning water views and upscale finishes throughout.As you step inside you are greeted with open concept floor plan with soaring 9 ft ceilings and luxury

Robin Heath Napier REALTORS ERA

NEW SECTION WITH FALL 2026 MOVE IN! Welcome to the home and community that puts comfort and convenience at your fingertips. Situated on tree-lined homesites, living in this community puts you within easy access to the community amenities including a clubhouse, fitness center, walking trails, lawn care, outdoor pool, and, multi-purpose sports courts! The Mattox floor plan features true first-floor

Kevin Morris Long & Foster REALTORS

Spacious living on nearly two acres in a peaceful Chesterfield setting! Set on a sprawling 1.8-acre lot in Chesterfield, this 5-bed, 4-bath home offers space to enjoy nature and live comfortably in a quiet lakeside community near Lake Margaret. An oversized 2-car garage adds valuable storage and workspace, while the HOA covers all landscaping needs, giving you more time to enjoy the property

Chris Craddock EXP Realty LLC

One of the few Clubhouse Courtyard Locations available. Move right into this beautifully maintained, move-in-ready Betsey Ross–style home offering outstanding value in one of Chesterfield’s premier 55+ resort-style communities. Skip the wait and rising construction costs—your next chapter starts today. This upgraded Betsey Ross model features multiple premium enhancements, thoughtfully designed

Nicole Walke ICON Realty Group

Your DREAM HOME & RESORT COMMUNITY PACKAGE all in one! 3 Bedrooms, 4 baths! This premiere, custom-built HANCOCK II MODEL w/OPTIONAL CLASSIC ELEVATION home, located in Chesterfield’s award-winning 55+ resort community— Traditions of America, is designed with elegance and everyday comfort with over $180,000 in premium enhancements. Step inside this spacious, open-floor plan with 10-foot ceilings.

Maya Brewer BHHS PenFed Realty

Welcome to the community that puts comfort and convenience at your fingertips. Situated on a tree-lined homesite, this home is within easy access to the community amenities including a clubhouse, fitness center, walking trails, lawn care, outdoor pool, and, multi-purpose sports courts! The Willis home floor plan features true first-floor living thanks to a main-level Owner's Suite that features

Kevin Morris Long & Foster REALTORS

Skip the wait—this beautifully maintained Hancock model is move-in ready and loaded with $190K+ in luxury upgrades. Located in Chesterfield’s premier 55+ resort-style community, this home offers refined single-level living with hardwood floors throughout, soaring 9’ ceilings, and exceptional design features. The upgraded chef’s kitchen includes marble countertops, custom pendant lighting, glass

Eddie Velez Home For Life Realty LLC

THE LILLY 2 IS A CUSTOM-BUILT RANCHER HOME BUILT BY TAYLOR CUSTOM HOMES. This home has been started for a spec build. THIS HOME IS IN A 55+ SECTION OF THE NEIGHBORHOOD. The Lilly 2 offers an open floor plan. The kitchen has pantry with wood shelves, island with pendent lights, recess lighting, granite, Hardwood floors, custom cabinets, subway tile backsplash and eat-in area. Dining room with

Rose Pai Napier REALTORS ERA

THE DRAKE IS A CUSTOM-BUILT RANCHER HOME BY TAYLOR CUSTOM HOMES. THIS HOME IS IN A 55+ SECTION OF THE NEIGHBORHOOD. The Drake offers an open floor plan. The kitchen has walk-in pantry with wood shelves, island with pendent lights, recess lighting, quartz counter tops, hardwood floors, custom cabinets, subway tile backsplash, wall oven, and eat-in area. Dining room with hardwood flooring. Great

Rose Pai Napier REALTORS ERA