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Bordered by the cities of Richmond, Petersburg, Hopewell, and Colonial Heights, the community of Chester, Virginia, is a lovely place to buy a home in Chesterfield County. Chester’s fabulous location between the James and Appomattox Rivers offers an abundance of natural beauty, as well as seemingly endless opportunities for outdoor recreation experiences. This well-established community has a rich heritage and long history that includes being a Civil War battle site and a stop on the Richmond and Petersburg Railroad. Today, Chester is best described as a desirable bedroom community less than seventeen miles from the state capital. This proximity to Richmond affords residents the best of both worlds - a quiet, laid-back lifestyle and easy access to big-city services, amenities, and attractions.

It isn’t uncommon to see Chester residents reading The Village News or lounging on the banks of Ashton Creek. Specific points of interest in Chester include Henricus Historical Park, and several other historically significant destinations. Established in 1611, Henricus was the second successful English city in the New World, and where Pocahontas grew up. Many battles between the Native Americans and the English took place here, along the James River, until the marriage of Pocahontas and John Rolfe. The R. Garland Dodd Park at Point of Rocks is another must-visit attraction in Chester. This one hundred and seventy-six-acre park encompasses multiple athletic features and a diverse natural landscape. Here you will find scenic trails, a floating boardwalk, and a freshwater tidal marsh. In addition to all of those exciting amenities, Chester is also home to fantastic dining options that range from fast-food chains and locally-owned eateries to elegant fine dining restaurants. Many of Chester’s dining options are conveniently located at the intersection of West Hundred Road and Highway 301.

Whether it is dining, recreation, entertainment, or shopping, if ever you tire of all that Chester has to offer, Chesterfield is just five miles away and has just as many outstanding opportunities to enjoy. Its fantastic location, many points of interest, and numerous amenities, all contribute to the enduring appeal of Chester real estate. Real estate in Chester is very diverse with something for everyone, regardless of their stage in life. For example, along Chester Village Drive near the lovely Redwater Creek, there are many charming Chester apartments. There are also many outstanding single-family homes in Chester, in fact, that is the bulk of Chester’s real estate market. Homes for sale in Chester include fixer-uppers, starter homes, and investment properties. At the other end of the spectrum, there are many stunning custom and luxury homes in Chester as well. If you would like additional information regarding the specific properties currently available in Chester, Virginia, we would be delighted to answer all of your questions, so please do not hesitate to connect with us at your earliest convenience.

Our website features the best Chester real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in the Chester real estate market? Sign up for a Chester Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Latest Chester Homes for Sale

10231 Brightwood Avenue, North Chesterfield image
10231 Brightwood Avenue, North Chesterfield $180,000

Calling all investors, builders, and developers! RARE 3 acre home located at 10231 Brightwood Avenue offers exceptional potential in a rapidly growing area of Richmond. S...

  • 2 Beds
  • 2 Baths
  • CVR-2619632 MLS
7307 Veyan Way, North Chesterfield image
7307 Veyan Way, North Chesterfield $461,000

Come see 7307 Veyan Way, recently updated with fresh interior paint and a partial flooring replacement for an enhanced living experience. The kitchen is equipped with all...

  • 4 Beds
  • 3 Baths
  • CVR-2620486 MLS
10419 Centralia Station Road, Chester image
10419 Centralia Station Road, Chester $499,999

Discover Peaceful Luxury in Chesterfield’s Premier Suburban Community Step into your dream home—an exceptional two-story masterpiece built in 2019, offering nearly 2,5...

  • 4 Beds
  • 3 Baths
  • CVR-2620329 MLS
2826 Libwood Avenue, North Chesterfield image
2826 Libwood Avenue, North Chesterfield $280,000

Investment opportunity in Rayon Park! Duplex rancher with two bedrooms and one full bath per unit. HVAC approxiamately 10 years old. Refrigerator and range convey. Ample ...

  • 4 Beds
  • 2 Baths
  • CVR-2620430 MLS
3407 Julep Drive, South Chesterfield image
3407 Julep Drive, South Chesterfield $272,640

Beautifully renovated rancher for sale! This home features LVP flooring throughout, a lovely family room with recessed lighting, a gorgeous all-new kitchen with granite c...

  • 3 Beds
  • 2 Baths
  • CVR-2620376 MLS
3136 Poplar View Pl, Chester image
3136 Poplar View Pl, Chester $428,900

DON'T MISS OUT ON THIS ONE! Move in Ready!! New carpet in 3 of the 4 bedrooms, newly painted rooms throughout and updated kitchen with new countertops! New flooring in th...

  • 4 Beds
  • 3 Baths
  • CVR-2620359 MLS
3809 Temple Ct, Chesterfield image
3809 Temple Ct, Chesterfield $338,000

Welcome to this exceptional, fully renovated home located in a quiet, desirable neighborhood. This beautiful property offers 1,648 square feet of living space, plus a hea...

  • 3 Beds
  • 3 Baths
  • CVR-2620300 MLS
9323 Edington Drive, North Chesterfield image
9323 Edington Drive, North Chesterfield $330,000

HUD case #544-395902 - (IE Insured w/Escrow) This inviting 4-bedroom, 2-bath home offers 1,512 sq ft of flexible living space with great potential and solid updates alrea...

  • 4 Beds
  • 2 Baths
  • CVR-2618921 MLS
2501 Merriewood Ridge wood Ridge Ct, Bee image
2501 Merriewood Ridge wood Ridge Ct, Bee $335,000

Merriewood Ridge Ct is a completely remodeled Home. Starting with all new Hard wood Flooring and Painting throughout the home. Welcoming with a open concept layout and a ...

  • 4 Beds
  • 2 Baths
  • CVR-2620229 MLS
9700 Old Cannon Road, Chester image
9700 Old Cannon Road, Chester $1,222,000

"Hedgelawn" as it was renamed in 1902 encompasses the main house, a detached building with fireplace and loft, a detached shed, a barn like storage and workshop building ...

  • 8 Beds
  • 4 Baths
  • CVR-2619912 MLS
Lot 41 Pink Lilly Lane, Chester image
Lot 41 Pink Lilly Lane, Chester $349,990

Save big on one of the most private homesites in Wrexham Townes! Take advantage of up to $10,000 in savings with this Homesite Special PLUS receive up to $6,000 in selle...

  • 3 Beds
  • 3 Baths
  • CVR-2620216 MLS
4401 Village Garden Circle, Chester image
4401 Village Garden Circle, Chester $420,000

ALL BRICK 1.5 STORY HOME WITH NEW WOOD THICK ENGINEERED FLOORS IN LIVING, DINING, KITCHEN, FOYER, HALL AND FAMILY ROOM. FRESHLY PAINTED LIVING, DINING, FOYER, KITCHEN, HA...

  • 3 Beds
  • 3 Baths
  • CVR-2619645 MLS
5707 Stephens Point Court, Chesterfield image
5707 Stephens Point Court, Chesterfield $429,900

Welcome to 5707 Stephens Point Court, a beautifully updated two-story home tucked away at the back of a cul-de-sac, offering privacy, community, and lake views from the s...

  • 4 Beds
  • 3 Baths
  • CVR-2619970 MLS
9311 Rainwood Road, North Chesterfield image
9311 Rainwood Road, North Chesterfield $310,000

Welcome home to this beautifully maintained property featuring an open-concept floor plan and gorgeous hardwood floors throughout the family room, dining area, and kitche...

  • 3 Beds
  • 2 Baths
  • CVR-2619966 MLS
9279 Lost Forest Drive, North Chesterfield image
9279 Lost Forest Drive, North Chesterfield $269,000

Everything NEW, nothing to do... Completely renovated and move-in ready, this beautifully updated one-level home offers 3 bedrooms, 1 fully renovated bathroom, and 1,048 ...

  • 3 Beds
  • 1 Baths
  • CVR-2619053 MLS
2007 Arcadia Avenue, Chester image
2007 Arcadia Avenue, Chester $449,900

Morning starts easy at 2007 Arcadia Ave, a 2021-built home in Chester's Rolling Ridge — coffee brewing on granite counters while sunlight moves across wide-plank floors, ...

  • 4 Beds
  • 3 Baths
  • CVR-2618122 MLS
4704 Cedar Cliff Road, Chester image
4704 Cedar Cliff Road, Chester $419,900

Welcome to 4704 Cedar Cliff Road, a beautifully refreshed 4-bedroom, 2.5-bath home situated on a spacious corner lot in Stoney Glen. Spanning nearly three stories, this m...

  • 4 Beds
  • 3 Baths
  • CVR-2619304 MLS
17004 N Swift Bluff Court, Chesterfield image
17004 N Swift Bluff Court, Chesterfield $159,900

Welcome to this Renovated and Updated manufactured home on a permanent foundation (No Lot Rent) in convenient Chesterfield County location! The 3-bedroom, 2 full bath hom...

  • 3 Beds
  • 2 Baths
  • CVR-2619789 MLS
11304 Magill Terrace Drive, Chester image
11304 Magill Terrace Drive, Chester $390,950

Recent built, Modern Living in the Heart of Chesterfield This stunning 2-bedroom, 3 1/2-bathroom home offers the perfect blend of luxury and convenience. With two spaciou...

  • 3 Beds
  • 4 Baths
  • CVR-2619623 MLS
7825 Old Guild Road, Chesterfield image
7825 Old Guild Road, Chesterfield $355,000

Welcome to this beautiful two-level end-unit townhome in the sought-after Silverleaf community. Featuring a charming front porch with brick archway, LVP flooring througho...

  • 3 Beds
  • 3 Baths
  • CVR-2619633 MLS
12230 Harrowgate Road, Chesterfield image
12230 Harrowgate Road, Chesterfield $325,000

Single-family Cape Cod home located in Chester, Virginia, in Chesterfield County. Built in 1989, this 3-bedroom, 2-bathroom home offers 1,290 square feet of living space ...

  • 3 Beds
  • 2 Baths
  • CVR-2619529 MLS
5215 Lippingham Lane, Chester image
5215 Lippingham Lane, Chester $535,000

Tucked away on a quiet cul-de-sac and set on a picturesque 1.3-acre lot, 5215 Lippingham Lane offers the perfect blend of timeless charm, generous living spaces, and endl...

  • 4 Beds
  • 3 Baths
  • CVR-2619485 MLS
3425 Ransom Hills Court, Chester image
3425 Ransom Hills Court, Chester $370,000

This beautifully renovated home delivers the space, style, and setting you've been searching for. From the moment you step inside, you'll feel the difference — fresh pain...

  • 3 Beds
  • 3 Baths
  • CVR-2619475 MLS
11611 Hillside Road, Chester image
11611 Hillside Road, Chester $399,950 ▼

Ranch Style Home has it all! Starting with 2 Car Attached Garage, Concrete Driveway, Solar Panels, Newer Roof, Covered Rear Porch-Screened In and Partial Front Porch for...

  • 3 Beds
  • 2 Baths
  • CVR-2619470 MLS
4013 Cresthill Road, Chester image
4013 Cresthill Road, Chester $649,000

Set within Hidden Valley Estates, 4013 Cresthill offers a rare combination that is becoming increasingly difficult to find: a thoughtfully renovated home on a spacious lo...

  • 4 Beds
  • 3 Baths
  • CVR-2617648 MLS

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