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Chester Real Estate Search

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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

3105 Pineland Avenue, Chesterfield image
3105 Pineland Avenue, Chesterfield $259,900

Fantastic, totally renovated, 2 bedroom Cozy Bungalow home, located in highly desirable Chesterfield area. The best thing about owning this home is the buildable 2.68 acr...

  • 2 Beds
  • 1 Baths
  • CVR-2314074 MLS
9606 Ransom Hills Terrace, North Chesterfield image
9606 Ransom Hills Terrace, North Chesterfield $350,000

Check out this Chesterfield GEM!! ALL NEW CARPET THROUGHOUT & WELL MAINTAINED! GARAGE works great for stowing your tools and toys. Relax & socialize on the generous fr...

  • 3 Beds
  • 3 Baths
  • CVR-2314085 MLS
6207 Arbor Park Drive, Chester image
6207 Arbor Park Drive, Chester $425,000

First offering of this meticulously cared for 4 bedroom 2.5 bath home from the original owner. It has a first floor primary bedroom and bath with walk in closet. It was o...

  • 4 Beds
  • 3 Baths
  • CVR-2314079 MLS
3107 Margo Lane, North Chesterfield image
3107 Margo Lane, North Chesterfield $379,950

WELL MAINTAINED TRANSITIONAL OFFERING THE RIGHT AMOUNT OF SPACE FEATURING 3 BEDROOMS, 2.5 BATHS & 1,953 SQUARE FEET. THE EXTERIOR BOASTS A FRONT PORCH, MAINTENANCE FREE ...

  • 3 Beds
  • 3 Baths
  • CVR-2313911 MLS
5424 Dunmore Mill Drive Unit 19-4, Chester image
5424 Dunmore Mill Drive Unit 19-4, Chester $374,130

ALL APPLIANCES INCLUDED!** THE ONLY NEW, LOW-MAINTENANCE TOWNHOMES WITH A CLUBHOUSE AND POOL, LOCATED IN THE HEART OF CHESTER FROM THE mid $300s. The first floor of this ...

  • 3 Beds
  • 3 Baths
  • CVR-2314023 MLS
5419 Dunmore Mill Drive Unit 18-4, Chester image
5419 Dunmore Mill Drive Unit 18-4, Chester $361,430

ALL APPLIANCES INCLUDED!** THE ONLY NEW, LOW-MAINTENANCE TOWNHOMES WITH A CLUBHOUSE AND POOL, LOCATED IN THE HEART OF CHESTER FROM THE mid $300s. The first floor of this ...

  • 3 Beds
  • 3 Baths
  • CVR-2314018 MLS
5413 Dunmore Mill Drive Unit 17-4, Chester image
5413 Dunmore Mill Drive Unit 17-4, Chester $339,130

ALL APPLIANCES INCLUDED!** THE ONLY NEW, LOW-MAINTENANCE TOWNHOMES WITH A CLUBHOUSE AND POOL, LOCATED IN THE HEART OF CHESTER FROM THE mid $300s. The first floor of this ...

  • 3 Beds
  • 3 Baths
  • CVR-2314013 MLS
5407 Dunmore Mill Drive Unit 16-4, Chester image
5407 Dunmore Mill Drive Unit 16-4, Chester $361,430

ALL APPLIANCES INCLUDED!** THE ONLY NEW, LOW-MAINTENANCE TOWNHOMES WITH A CLUBHOUSE AND POOL, LOCATED IN THE HEART OF CHESTER FROM THE mid $300s. The first floor of this ...

  • 3 Beds
  • 3 Baths
  • CVR-2314012 MLS
9005 Meredith Hill Terrace, Chesterfield image
9005 Meredith Hill Terrace, Chesterfield $279,950

Step into this Chesterfield gem with all the comforts of home. This generously sized Family room is great for entertaining guest or a quiet evening at home. The large ope...

  • 3 Beds
  • 3 Baths
  • CVR-2313995 MLS
12311 W Booker Boulevard, Chester image
12311 W Booker Boulevard, Chester $314,990

Spacious and open, this home has been fully renovated and awaits a new home owner. This home boasts of original hardwood floors, a fireplace, butcher block counter tops,...

  • 4 Beds
  • 2 Baths
  • CVR-2313872 MLS
6507 Spring Arbor Court, Chester image
6507 Spring Arbor Court, Chester $387,500

Welcome Home! This 4 bedroom, 2.5 bath 2072 sq ft home sits on a quiet cul-de-sac lot. This home has been freshly painted through out with brand new LVP flooring on secon...

  • 4 Beds
  • 3 Baths
  • CVR-2313835 MLS
3727 Passage Way Drive, Chester image
3727 Passage Way Drive, Chester $269,950

Adorable contemporary 3 bedrooms and 2 full baths. Interior features open living room with cathedral ceiling, eat-in kitchen nicely updated with new paint, fixtures and n...

  • 3 Beds
  • 2 Baths
  • CVR-2313775 MLS
Chester image
Chester $1,050,000

MUST SEE! Rare opportunity to find private stately custom built home on 20 acres near medical facilities, shopping and restaurants while still feeling secluded. Property ...

  • 6 Beds
  • 4 Baths
  • CVR-2313788 MLS
1401 Dunmore Mill Drive Unit 15-4, Chester image
1401 Dunmore Mill Drive Unit 15-4, Chester $369,630

ALL APPLIANCES INCLUDED!** THE ONLY NEW, LOW-MAINTENANCE TOWNHOMES WITH A CLUBHOUSE AND POOL, LOCATED IN THE HEART OF CHESTER FROM THE mid $300s. The first floor of this ...

  • 3 Beds
  • 3 Baths
  • CVR-2313936 MLS
4507 Shanto Court, North Chesterfield image
4507 Shanto Court, North Chesterfield $394,950

Meticulously maintained, updated and first time offered is this W.S. Carnes Traditional 2 Story Home. Spacious floor plan with Living, Family, Dining and Florida rooms. ...

  • 4 Beds
  • 3 Baths
  • CVR-2313906 MLS
5917 Greenfinch Road, North Chesterfield image
5917 Greenfinch Road, North Chesterfield $300,000

You are going to LOVE this updated Brick Rancher on 1.75 acres in the Hollyberry neighborhood. With a full renovation in 2021, this home is ready for you! Come inside and...

  • 3 Beds
  • 2 Baths
  • CVR-2313878 MLS
4515 Shanto Court, Chesterfield image
4515 Shanto Court, Chesterfield $395,000

Welcome to 4515 Shanto Court, a charming Colonial home in Chesterfield. Located just minutes from Rt. 288, this home is easily accessible to both the Powhite and I-95. En...

  • 4 Beds
  • 3 Baths
  • CVR-2312993 MLS
14119 Faraday Court, Chester image
14119 Faraday Court, Chester $525,000

Welcome to this beautiful 2-story transitional home in Stoney Glenn South. Enjoy the welcoming front porch while providing space to relax or to greet guests. Beautiful ha...

  • 4 Beds
  • 4 Baths
  • CVR-2312204 MLS
4248 Curtis Street, Chester image
4248 Curtis Street, Chester $285,000

Stepping across the threshold, tranquility welcomes you. The living/dining room is a space for relaxation and entertainment, inviting friends and family for lively conver...

  • 3 Beds
  • 2 Baths
  • CVR-2312768 MLS
11201 Benton Pointe Way, Chester image
11201 Benton Pointe Way, Chester $354,295

Welcome to the Parkwood by Main Street Homes. This BRAND NEW Energy Star certified 2-story end unit townhome offers 3 bedrooms, 2 full baths, 1 half bath, front load 1-ca...

  • 3 Beds
  • 3 Baths
  • CVR-2313860 MLS
11233 Benton Pointe Way, Chester image
11233 Benton Pointe Way, Chester $359,560

Welcome to the Parkwood by Main Street Homes. This BRAND NEW Energy Star certified 2-story end unit townhome offers 3 bedrooms, 2 full baths, 1 half bath, front load 1-ca...

  • 3 Beds
  • 3 Baths
  • CVR-2313845 MLS
10014 Brittonwood Drive, North Chesterfield image
10014 Brittonwood Drive, North Chesterfield $295,000

MOVE IN READY, BEAUTIFUL and lots of NEW improvements in this Colonial home in the Brittonwood subdivision. CHECK THIS OUT: NEW carpet throughout the 2nd level, FRESHLY p...

  • 4 Beds
  • 3 Baths
  • CVR-2312082 MLS
9564 Heather Ridge, North Chesterfield image
9564 Heather Ridge, North Chesterfield $242,000

Cute rancher featuring 3 bedrooms and 1.5 baths located in Lost Forest Subdivision in North Chesterfield. Home renovation in 2017 included kitchen with new cabinets, cou...

  • 3 Beds
  • 2 Baths
  • CVR-2312128 MLS
15936 Searchlight Court, Chester image
15936 Searchlight Court, Chester $325,000

Large 3 Bedroom, 2 Full bath Ranch Home with awesome Split Bedroom Open Floor Plan! Living room with Vaulted Ceiling and Gas Fireplace, cute Breakfast Nook with built in...

  • 3 Beds
  • 2 Baths
  • CVR-2313059 MLS
14219 Mccabe Drive, Chester image
14219 Mccabe Drive, Chester $440,000

Welcome to this beautiful 2.5 level transitional in the sought-after Longmeadow subdivision, conveniently located just minutes from shopping, dining, interstate access, a...

  • 4 Beds
  • 4 Baths
  • CVR-2312868 MLS

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Jacque Vaughan, Associate Broker
One South Realty Group

Richmond City:
2314 W Main Street
Richmond Virginia 23220

Midlothian:
13823 Village Place Dr Midlothian, VA 23114

(804) 876-0661
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