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South Chesterfield, VA Homes for Sale under $500,000

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  • /38

    $325,000

    Open Sun 1PM - 4PM $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,396 Sq Ft

    21407 Perdue Ave, South Chesterfield, VA 23803

    PRICED IMPROVEMENT 6/2/2026 by $15,000! Discover a charming retreat at 21407 Perdue Avenue in Chesterfield, VA. This attractive property features a blend of modern updates and functional design, ensuring comfort and convenience. Upon arrival, you are greeted by a welcoming front porch, perfect for enjoying your morning coffee or unwinding in the evening. The exterior boasts a spacious yard that

    Agent Photo

    Tina Mccabe

    EXP Realty LLC

    (804) 207-8412

    21407 Perdue Ave, South Chesterfield, VA 23803
  • /33

    $357,500

    $8K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,855 Sq Ft

    9618 Kathleen Dr, South Chesterfield, VA 23803

    More home than you'd expect. Room to breathe, room to grow. Set in the peaceful landscape of SouthChesterfield, this beautifully updated 4-bedroom, 2.5-bath ranch delivers the kind of space thatchanges how you live — a bonus flex room for work or workouts, refinished hardwood floors that nevergo out of style, and a kitchen redesigned from the ground up. The bathrooms? Fully elevated —

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    Rashida Clarke

    RE/MAX Elevate

    (804) 315-2956

    9618 Kathleen Dr, South Chesterfield, VA 23803
  • /40

    $330,000

    • 4 Beds
    • 2.5 Baths
    • 1,892 Sq Ft

    5317 Hickory Rd, South Chesterfield, VA 23803

    Bring your vision to life at 5317 Hickory Rd, an exceptional opportunity set on 5.11 ACRES in Chesterfield County. This 4-bedroom, 2.5-bath ranch offers nearly 1,900 square feet and is ready for a full renovation, making it ideal for investors, flippers, or buyers looking to design and customize their dream home from the ground up. With RENOVATE PROPERTIES SELLING IN THE $500,000 range, there's

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    James Nay

    River City Elite Properties - Real Broker

    (804) 906-8474

    5317 Hickory Rd, South Chesterfield, VA 23803
  • /18

    $330,000

    • 2 Beds
    • 2.5 Baths
    • 1,627 Sq Ft

    19106 Andrews Dr, South Chesterfield, VA 23803

    Rare Opportunity! Welcome home to this well-maintained all-brick rancher offering timeless charm, quality construction, and comfortable one-level living. Step through the front door into a welcoming foyer and immediately appreciate the warmth and character of this beautiful home. Featuring gorgeous hardwood floors throughout, this home offers 2 spacious bedrooms and 2.5 baths. The large eat-in

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    Antonio Starke

    First Choice Realty

    (804) 867-2304

    19106 Andrews Dr, South Chesterfield, VA 23803
  • /41

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft

    21304 Hampton Ave, South Chesterfield, VA 23803

    Completely renovated and move-in ready! This beautifully updated ranch-style home in Matoaca Manor offers 4 bedrooms, 2 full baths, and 1,200 square feet of stylish one-level living. The bright, open floor plan features luxury vinyl plank flooring throughout, fresh paint, recessed lighting, and a spacious living area that flows seamlessly into the stunning kitchen and dining space. You'll love

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    James Nay

    River City Elite Properties - Real Broker

    (804) 373-4411

    21304 Hampton Ave, South Chesterfield, VA 23803
  • /2

    $399,950

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    20112 Oak River Ct, South Chesterfield, VA 23803

    Great price for a sought-after area!!! This home features plenty of space for a growing family in a mature neighborhood on just under an acre lot. Two car garage and full front porch, ideal for relaxing. A huge open family room with an eat in kitchen. Four generous sized bedrooms on the second floor. Room to grown both inside and out, don't miss your opportunity to create the home you have been

    Agent Photo

    JODI ROBINSON

    Ransome Realty Group

    (804) 906-8348

    20112 Oak River Ct, South Chesterfield, VA 23803
  • /39

    $369,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    115 Flintlock Dr, South Chesterfield, VA 23834

    Welcome to this charming 4-bedroom, 2-bath tri-level home tucked at the end of a well-maintained cul-de-sac street in Chesterfield County, Inside, you’ll find a spacious foyer, formal living room, formal dining room, and an eat-in kitchen with a comfortable, functional layout. The lower level offers flexible living space with a large den featuring a brick propane fireplace, a sizeable bedroom,

    Anna Barlow Harris & Assoc, Inc

    115 Flintlock Dr, South Chesterfield, VA 23834
  • /41

    $394,500

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,352 Sq Ft

    105 Flintlock Dr, South Chesterfield, VA 23834

    This 2350 sq ft tri-level home rests on a large lot in a lovely established neighborhood in Colonial Heights on a cul-de-sac and is completely move in ready!! The entire house has been freshly painted and features crown molding throughout, with new flooring on the first and second floors. The upstairs area retains original hardwood that has been beautifully maintained, adding warmth and charm.

    Holly Pond Base Camp Realty of VA Inc

    105 Flintlock Dr, South Chesterfield, VA 23834
  • /24

    $319,999

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    9913 Graves Rd, South Chesterfield, VA 23803

    Enjoy the freedom of space and possibility on this beautiful one-acre property just minutes from Lake Chesdin and Pocahontas State Park. Experience a touch of country living while remaining convenient to everyday amenities.The spacious yard, with the rear half already fenced, invites endless possibilities—raise chickens, plant a vegetable garden, build a greenhouse, or grow fresh herbs right

    Jo Fisher Long & Foster REALTORS

    9913 Graves Rd, South Chesterfield, VA 23803
  • /22

    $434,950

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,382 Sq Ft

    700 Dove Path Ln, South Chesterfield, VA 23834

    Welcome to this Beautiful maintained home is truly move-in ready. Inside, you'll find hardwood floors throughout the main level. The up-graded kitchen features quartz countertops, glass tile backsplash, gas stove. Bright eat-in area with a charming bay window. The inviting living room includes chair rail, wainscoting and exposed wooden beam. All centered around a cozy gas log fireplace ideal for

    Melissa Holder Ingram & Assoc Chester

    700 Dove Path Ln, South Chesterfield, VA 23834
  • /38

    $225,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    20117 Laurel Rd, South Chesterfield, VA 23803

    Welcome home to this charming three bed, one and a half bath bungalow in Chesterfield. This home also boasts a very large backyard. Conveniently located to Interstate 95, Fort Gregg-Adams, and VSU. The home is also right by the newly redone Ettrick Park that features playgrounds, sports fields, and picnic areas. There is an extra room that can be used as an office. Do not miss this great

    Nestor Llamas United Real Estate Richmond

    20117 Laurel Rd, South Chesterfield, VA 23803
  • /93

    $468,900

    $1K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    14116 Trailtop Terrace, South Chesterfield, VA 23834

    Price improved to $468,900! Seller offering up to $10,000 toward closing costs****, rate buy-down, or repairs with acceptable offer. Excellent opportunity to make this home yours with added savings. Schedule your showing today! Space, flexibility, and a standout workshop bonus! Welcome to 14116 Trailtop Terrace, a beautifully maintained home offering spacious living and thoughtful updates on a

    Sholama Castro Real Broker LLC

    14116 Trailtop Terrace, South Chesterfield, VA 23834
  • /5

    $484,950

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,061 Sq Ft

    Louisa Plan at Krenmor Farm - Cottage, South Chesterfield, VA 23803

    Open Design with Versatile Loft and Study SpaceThe Louisa is a two-story single family house plan with 3 bedrooms, 2.5 baths, 2,061 sq ft, and a spacious 2-car garage.The main floor centers around an open family room, dining area, and kitchen with walk-in pantry ideal for gatherings. A mudroom off the garage and a private office add everyday convenience, while options like a fireplace,

    Lifestyle Home Builders Builder
    9006 Anvil Forge Ln Unit 36452836, South Chesterfield, VA 23803
  • /35

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 1,684 Sq Ft

    1713 Southcreek Dr, South Chesterfield, VA 23834

    Welcome home to this well-maintained 3-bedroom, 2.5-bath home in Southcreek, offering 1,684 square feet of comfortable living space and numerous updates throughout. Lovingly cared for by its original owners, this move-in ready home provides the perfect blend of functionality, charm, and peace of mind. The first floor features a spacious family room, formal dining room, and an inviting kitchen

    Julie Crabtree Real Broker LLC

    1713 Southcreek Dr, South Chesterfield, VA 23834
  • /43

    $359,900

    • 3 Beds
    • 3 Baths
    • 1,930 Sq Ft

    18501 Branders Bridge Rd, South Chesterfield, VA 23834

    Classic Rancher on 1.86 Acres. Small pond on the property, Mature grape vines, Pear tree, Fig tree, Chinese Chestnut tree. Nice garden area. Home is in very good condition. Nothing to do but move in and enjoy the peace and quiet. Three bedroom home with 3 Full Baths! Large eat in kitchen with ceramic tile floors, nice cabinets and eating area. Family room off of kitchen with new vinyl laminate

    Brett Harris Harris & Assoc, Inc

    18501 Branders Bridge Rd, South Chesterfield, VA 23834
  • /21

    $239,900

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,034 Sq Ft

    3510 E River Rd, South Chesterfield, VA 23803

    REDUCED!!!Recently renovated 2 bedroom 1 bath lovely move in ready home. All new electrical (including breaker panel and plugins), lighting fixtures and ceiling fans, H VAC with an over-sized heat pump to decrease electric bill, new water heater, original hardwood floors refinished to shine, kitchen flooring is vinyl plank and granite counter tops with all new appliances, soft close cupboards and

    Diane Wiley Weichert Brockwell & Associate

    3510 E River Rd, South Chesterfield, VA 23803
  • /14

    $309,990

    • 3 Beds
    • 2.5 Baths
    • 1,464 Sq Ft

    4025 Frye Terrace, South Chesterfield, VA 23834

    If you have been searching for a home in South Chesterfield, this is a must see! This home is located in Forest View and it features three bedrooms, two and half bathrooms, dining room, family room, gas fireplace, eat in kitchen and a deck overlooking huge backyard with in ground pool in the fenced in back yard.

    Dyamond Green KW Metro Center

    4025 Frye Terrace, South Chesterfield, VA 23834
  • /38

    $248,450

    • 3 Beds
    • 1 Bath
    • 996 Sq Ft

    21611 Pannill St, South Chesterfield, VA 23803

    Charming Renovated Ranch – Ideal Home or Investment Near Virginia State University! Discover this beautifully updated ranch-style home, offering the ease of single-level living and an unbeatable location just steps from VSU. Originally built in 1960, this home has been thoughtfully renovated to combine timeless charm with modern convenience—perfect for a homeowner or a savvy investor seeking

    Jessica Patterson Country Roads Realty LLC

    21611 Pannill St, South Chesterfield, VA 23803
  • /10

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft

    10449 Chesdin Ridge Dr, South Chesterfield, VA 23803

    MOVE-IN READY!! Welcome home to this well-maintained 3-bedroom, 2-bath ranch featuring an open floor plan designed for comfortable living and entertaining. The spacious family room boasts a cathedral ceiling, cozy gas fireplace, and ceiling fan, creating a warm and inviting gathering space. The primary suite offers a private retreat with a cathedral ceiling, walk-in closet, and ensuite bath

    Debra Carroll Lee Conner Realty & Assoc. LLC

    10449 Chesdin Ridge Dr, South Chesterfield, VA 23803
  • /44

    $379,000

    • 4 Beds
    • 3 Baths
    • 2,669 Sq Ft

    5900 River Rd, South Chesterfield, VA 23803

    SPACIOUS brick home nicely landscaped located on a corner lot in Matoaca - MUST SEE TO APPRECIATE ALL THIS PROPERTY HAS OF OFFER - LOOKS ARE DECEIVING FROM EXTERIOR - 2 car detached garage leads you directly into the private rear fenced yard straight to your back door along with a side brick patio area to enjoy in various ways - Inside there is so much space with nearly 2700 square that doesn't

    Deanna Denny Long & Foster REALTORS

    5900 River Rd, South Chesterfield, VA 23803
  • /48

    $464,500

    Open Sun 12PM - 2PM $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    14805 Fox Dr, South Chesterfield, VA 23834

    Spacious and inviting, this 4-bedroom, 2.5-bath home offers over 2,500 square feet of living space with room to spread out and enjoy! You’ll love the abundance of storage throughout, along with thoughtful features like hardwood floors and built-in cabinetry that add both charm and functionality. The updated kitchen shines with refreshed countertops, cabinets, and appliances, while fresh paint

    Kristin Wood EXP Realty LLC

    14805 Fox Dr, South Chesterfield, VA 23834
  • /30

    $444,100

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,122 Sq Ft

    10403 Chesdin Ridge Ct, South Chesterfield, VA 23803

    Welcome to 10403 Chesdin Ridge Ct — a beautifully maintained ranch-style home tucked away on a spacious cul-de-sac lot in Chesterfield County. Built in 2004, this 3-bedroom, 2-bath home offers over 2,100 square feet of comfortable living space, gas fireplace, an ideal blend of privacy and convenience. Situated on approximately 0.69 acres, the property features a peaceful setting with room to

    Daniel Hicks Real Broker LLC

    10403 Chesdin Ridge Ct, South Chesterfield, VA 23803
  • /67

    $435,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 1,695 Sq Ft

    10425 Chesdin Ridge Dr, South Chesterfield, VA 23803

    Welcome to your turnkey oasis in the highly sought-after Chesdin Ridge community! Nestled on a private, park-like 0.93-acre lot, this beautiful 4-bedroom, 2.5-bathroom home combines modern upgrades with country charm, located just minutes from Lake Chesdin. Almost every major system and surface has been meticulously updated, including a brand-new roof installed in April 2026 featuring premium

    Gabrielle Pentalow Shaheen Ruth Martin & Fonville

    10425 Chesdin Ridge Dr, South Chesterfield, VA 23803
  • /26

    $350,000

    • 4 Beds
    • 2 Baths
    • 1,296 Sq Ft

    16113 Tipton Ct, South Chesterfield, VA 23834

    This updated four bed, 2bath cape Cod sits near the end of a peaceful cul-de-sac. The heart of the home was updated with a new kitchen cabinet and countertop combination to include granite countertops and stainless appliances. There are two levels of bedrooms and bathrooms that suit all types of buyers. (Those that like stairs, and those that prefer to be downstairs). With two bedrooms and a bath

    Rhonda Gay EXP Realty, LLC

    16113 Tipton Ct, South Chesterfield, VA 23834
  • /8

    $489,950

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,112 Sq Ft

    Covington II Plan at Krenmor Farm - Cottage, South Chesterfield, VA 23803

    Two-Story Single Family House Plan with 4 BedroomsThe Covington II is a two-story single family house plan with 4 bedrooms, 3.5 baths, a 2-car garage, and 2,112 sq ft of thoughtfully designed space for family living.On the main floor, the kitchen, dining, and family room connect in an easy open layout perfect for dinners, homework, or weekend gatherings. A mudroom off the garage keeps

    Lifestyle Home Builders Builder
    9006 Anvil Forge Ln Unit 36494773, South Chesterfield, VA 23803
  • /44

    $474,900

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    518 Rebel Ridge Rd, South Chesterfield, VA 23834

    ONE Level Rancher situated on 2.5 ACRES with NO HOA, giving you the freedom to park your BOAT, RV, or trailer with no restrictions. Located in the established Walthallmill neighborhood in Chester and in the Thomas Dale School District, this 2,218 square foot home offers 3 bedrooms and 2 full baths with a private primary suite on one side and additional bedrooms on the other for added privacy.

    Scott Morgan Fathom Realty Virginia

    518 Rebel Ridge Rd, South Chesterfield, VA 23834
  • /41

    $454,900

    $24K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,948 Sq Ft

    14600 Ramblewood Dr, Chester, VA 23836

    Price decrease!! Owner says get her sold!! On this southern charm home that has been recently renovated to include a full downstairs basement suite with 3 carpeted bedrooms, 1 full tiled bath, family game room with a kitchenette, and full-size washer and dryer. 1324 sqft of living space!! It is below grade in the front of home but has lots of windows on sides and back of home with a separate

    Lisa Brock Capstone Realty LLC

    14600 Ramblewood Dr, Chester, VA 23836
  • /2

    $249,000

    • Land
    • 1.13 Acres
    • $221,137 per Acre

    20001 Chesdin Harbor Dr, South Chesterfield, VA 23803

    Waterfront! Come build your new dream home and boat dock on a beautiful sloping waterfront lot on Lake Chesdin across from the Seven Springs Marina. The lot is 1.13 acres. It's the last waterfront lot in Chesdin Harbor Section 1 subdivision. Bring your boat, jet ski, and fishing poles. Lake Chesdin is over 8 miles long and 3100 acres. Don't miss this opportunity to own a waterfront lot on this

    Terrie Davis James River Realty Group LLC

    20001 Chesdin Harbor Dr, South Chesterfield, VA 23803
  • /17

    $214,900

    • 2 Beds
    • 1 Bath
    • 706 Sq Ft

    20116 Laurel Rd, South Chesterfield, VA 23803

    Welcome to this charming bungalow located at 20116 Laurel Street in South Chesterfield, VA. Recently renovated, this home combines classic charm with modern updates, making it the perfect move-in ready opportunity for first-time buyers, downsizers, or investors alike.Inside, you’ll find durable LVP-style flooring throughout, offering both style and easy maintenance. The home has been updated

    Wade Huff River's Edge Property Mgmnt

    20116 Laurel Rd, South Chesterfield, VA 23803
  • /2

    $240,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    9226 River Rd, South Chesterfield, VA 23803

    Investor Special on 1.47 Acres! Opportunity awaits with this 3-bedroom, 2-bath home on a 1.47-acre lot in South Chesterfield. This property is ready for renovation and priced, offering upside potential for investors, renovators, or buyers looking to build equity. Enjoy a large, open front yard with plenty of space for outdoor living, and recreation. A detached 26' x 32' garage/workshop (±832 SF)

    Brandon Sibley Brandco Real Estate, LLC

    9226 River Rd, South Chesterfield, VA 23803
  • /19

    $369,950

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    21305 Rutledge Ave, South Chesterfield, VA 23803

    Welcome to 21305 Rutledge Ave located in the Orange Hill Neighborhood. This new construction home offers an inviting open floor plan featuring 1486 sqf plus a one car garage! As you step inside you will be greeted by a wide open first floor with luxury laminate flooring. The living room offers a ceiling fan and flush mount lights opening to the inviting kitchen offering stainless steel

    Steve Warriner Metro Realty Services Inc

    21305 Rutledge Ave, South Chesterfield, VA 23803
  • /16

    $237,999

    $12K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    3605 South St, South Chesterfield, VA 23803

    Welcome to 3605 South Street—a fully updated, move-in ready home that delivers both style and substance from the moment you step inside. This home has been thoughtfully renovated throughout, blending modern upgrades with classic charm. You’re greeted by beautiful new floors, fresh paint across the entire interior, and new recessed lighting that brightens every space. The kitchen is a true

    David Morath Evernest Too, LLC

    3605 South St, South Chesterfield, VA 23803
  • /2

    $345,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft

    6401 Mahone St, South Chesterfield, VA 23803

    Kate Young Joyner Fine Properties

    6401 Mahone St, South Chesterfield, VA 23803
  • /24

    $269,950

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    19513 Julep Cir, South Chesterfield, VA 23834

    Welcome to 19513 Julep Circle. This home looks amazing with all new paint, carpet & flooring throughout. Spacious living room, eat-in kitchen, 3 bedrooms, 1 1/2 bathrooms, ceiling fans in every room. There is a front porch & the deck overlooks the private back yard. This home is move-in ready. The back yard is fenced & there is new insulation & a vapor barrier in the crawl space. The roof is only

    Sandra Cullather Real Broker LLC

    19513 Julep Cir, South Chesterfield, VA 23834
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