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Chester, VA Homes for Sale under $500,000

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  • /39

    $497,000

    • 3 Beds
    • 3 Baths
    • 2,164 Sq Ft

    1793 Outrigger Dr, Chester, VA 23836

    Welcome to 1793 Outrigger Drive, a stunning, move-in ready home located in the heart of Chesterfield County within the desirable Twin Rivers subdivision. Built in 2024, this beautifully designed home offers 3 bedrooms, 3 full bathrooms, and 2,164 square feet of thoughtfully planned living space—perfect for those seeking modern comfort without the wait of new construction. Curb appeal shines with

    Agent Photo

    Tracy Girard

    Real Broker LLC

    (804) 373-2258

    1793 Outrigger Dr, Chester, VA 23836
  • /38

    $485,000

    • 5 Beds
    • 3 Baths
    • 2,544 Sq Ft

    11716 Ivywood Rd, Chester, VA 23831

    Wonderful quality built colonial on an acre and a quarter in a sought after neighborhood. 5 bedrooms including one that could be a separate suite. Hardwood floors in all rooms on the firstfloor and primary bedroom. New LVT flooring in the other 3 bedrooms. The comfortable family room opens to the breakfast and kitchen area for good traffic flow on the first floor. Large Primary bedroom has it's

    Agent Photo

    Jim Daniels

    Longest & Daniels REALTORS

    (804) 373-3140

    11716 Ivywood Rd, Chester, VA 23831
  • /33

    $449,500

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    4600 Foxwood Rd, Chester, VA 23831

    Welcome to 4600 Foxwood Drive in the heart of Stoney Glen. This 4-bedroom, 2.5-bath home with a 2-car garage offers a spacious and flexible layout. A bright foyer opens to a large formal living room and dining room with backyard views. The kitchen features stainless steel appliances, granite countertops, a tile backsplash, pantry, and island, and flows into a sunny morning room with access to the

    Agent Photo

    Sean Stilwell

    The Steele Group

    (804) 606-7836

    4600 Foxwood Rd, Chester, VA 23831
  • /7

    $435,000

    • Land
    • 32,582 Sq Ft
    • $581,551 per Acre

    6641, 6625 Greenyard Rd, Chester, VA 23831

    6641 and 6625 Greenyard Rd. are being sold together. These lots are located on the corner of a roadway leading directly into the bustling Kroger shopping center. The lots are zoned 02 and have endless potential. There are various businesses located around these lots, such as medical offices, storage facilities, restaurants, financial institutions, grocery stores, and gas stations.

    Agent Photo

    Tina Mccabe

    EXP Realty LLC

    (804) 207-7597

    6641, 6625 Greenyard Rd, Chester, VA 23831
  • /37

    $475,000

    $40K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,333 Sq Ft

    4520 Crossgate Rd, Chester, VA 23831

    Truly turn-key ready home available now in Chesterfield's Lora Lynn Heights neighborhood (just down the street from picturesque Rieves Lake!) Outside you'll notice the new vinyl siding on this freshly made over home, and you'll have a 2-bay oversized and finished garage to protect your cars year-round (with tons of built-in storage inside plus workshop space!) The home itself features over 2,300

    Lourdes Sanchez EXP Realty LLC

    4520 Crossgate Rd, Chester, VA 23831
  • /29

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 2,445 Sq Ft

    12337 Villas Dr, Chester, VA 23836

    Beautiful 2-story home featuring 4 spacious bedrooms and fresh paint throughout! This move-in ready home offers new carpet, beautiful hardwood flooring, a large living room, and a cozy family room with a gas log fireplace perfect for relaxing or entertaining. The kitchen features granite countertops, a smart stove, smart dishwasher, and a dining area with plenty of space for gatherings. The

    Silvia Johnson Long & Foster REALTORS

    12337 Villas Dr, Chester, VA 23836
  • /46

    $459,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,942 Sq Ft

    5817 Buxton Dr, Chesterfield, VA 23831

    WITH THE WARM TEMPS- SUMMER IS ALMOST HERE- BRING ON THE SUMMER BBQs AROUND THE POOL!!!! This charming Dutch Colonial in the highly sought-after Buxton community features a private backyard oasis with a salt water inground pool. Tucked on a private lot just minutes from shopping, dining, medical facilities, and convenient interstate access, this 4-bedroom, 2-bath home offers the perfect blend of

    Courtney Moore Real Broker LLC

    5817 Buxton Dr, Chesterfield, VA 23831
  • /40

    $464,950

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,970 Sq Ft

    5221 Ecoff Ave, Chester, VA 23831

    Welcome Home to 5221 Ecoff Ave! Experience the perfect blend of classic charm and modern peace of mind in this stunningly renovated brick rancher. Situated on an expansive lot in the heart of Chester, this home offers a rare combination of privacy and unbeatable convenience. Located directly across from Ecoff Elementary and the recreational haven of Goyne Park, you’ll enjoy a lifestyle where

    Chris Elliott Keller Williams Realty

    5221 Ecoff Ave, Chester, VA 23831
  • /41

    $459,000

    $20K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,948 Sq Ft

    14600 Ramblewood Dr, Chester, VA 23836

    Price decrease!! 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 windows on sides and back of home with a separate entry door. Outside is wood decking

    Lisa Brock Capstone Realty LLC

    14600 Ramblewood Dr, Chester, VA 23836
  • /50

    $470,950

    Open Sun 2PM - 4PM
    • 4 Beds
    • 2.5 Baths
    • 2,848 Sq Ft

    4329 Village Creek Dr, Chesterfield, VA 23831

    There are homes buyers like and then there are homes buyers emotionally attach themselves to before they even leave the driveway.4329 Village Creek Drive is the latter. The moment buyers arrive, the front porch immediately changes the energy. It feels like slow Sunday mornings with coffee in hand, children riding bikes before dinner, holiday photos that become family traditions, and peaceful

    Tara Adams Keller Williams Realty

    4329 Village Creek Dr, Chesterfield, VA 23831
  • /22

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    1731 Galley Place, Chester, VA 23836

    Welcome to 1731, a like-new home in Twin Rivers, one of Chester’s most sought-after James River front communities offering an exceptional lifestyle. Enjoy HOA amenities including a private boat ramp with James River access, clubhouse, fitness center, jogging trails, resort-style pool with kiddie pool, pickleball courts, and more.This beautifully designed 3-bedroom, 2-bath home offers 1,712 sq

    Carolyn Daughtry United Real Estate Richmond

    1731 Galley Place, Chester, VA 23836
  • /23

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 2,277 Sq Ft

    11212 Ridge Mill Terrace, Chester, VA 23831

    11212 Ridge Mill Terrace offers an incredible opportunity to own a newer construction home in a quiet cul-de-sac setting in desirable Chesterfield County. Aggressively priced below tax assessment, this home presents a rare chance for the next owner to walk in with instant equity from day one. Built in 2022, this modern two-story home combines stylish finishes, open-concept living, and

    Rickey Fought Keller Williams Realty

    11212 Ridge Mill Terrace, Chester, VA 23831
  • /35

    $497,500

    • 4 Beds
    • 3 Baths
    • 2,738 Sq Ft

    11520 Ivywood Rd, Chester, VA 23831

    This classic brick colonial is a one owner home that has been beautifully maintained. Spacious rooms, great layout, extensive millwork and beautiful hard wood oak floors throughout the first and second floors.Enter into the spacious tiled foyer. Formal living room and dining room to your left. The updated eat in kitchen with matching GE stainless appliances, white cabinetry and quartz

    Jeff Donahue Long & Foster REALTORS

    11520 Ivywood Rd, Chester, VA 23831
  • /32

    $488,900

    New Construction $25K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,927 Sq Ft

    Chester, VA 23831

    Live Better at Traditions of America at Chesterfield - New 55+ Resort Lifestyle Community. Welcome Center Open Daily 10AM to 5PM. (10AM to 6PM during Daylight Savings Time) No more Yard Work! We do the Mowing, Raking & Shoveling so you can enjoy the State-Of-The-Art Clubhouse with Sports Bar, Fitness Center & Aerobics Room, Heated Outdoor Pool, Large Clubroom and More! Discover the Grant, an Open

    Anne Stevens Napier REALTORS ERA

    Chester, VA 23831
  • /33

    $434,900

    Open Sun 2PM - 4PM $5K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    3173 Poplar View Place, Chester, VA 23831

    Welcome to this lovingly maintained, one-owner home in Chester’s sought after Ashley Forest community. Offering a truly move-in-ready experience, with a neutral color palette throughout, this home. Featuring a low-maintenance exterior, a newer roof (2019), & a brand-new HVAC system (2025), providing peace of mind for years to come. The thoughtfully designed split-bedroom floor plan offers three

    Lisa Stone Long & Foster REALTORS

    3173 Poplar View Place, Chester, VA 23831
  • /49

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,057 Sq Ft

    13700 Branders Bridge Rd, Chester, VA 23831

    Welcome to your private slice of country living with all the right upgrades! This charming ranch-style home sits on 1.43 acres, offering the perfect blend of space, comfort, and functionality—all on one level. Step inside to discover just over 2,000 square feet of living space designed for easy living and entertaining. Outside, the property really shines—most of the yard is fully fenced with

    Michael Stone Liz Moore & Associates

    13700 Branders Bridge Rd, Chester, VA 23831
  • /7

    $445,000

    Open Sun 2PM - 4PM
    • 4 Beds
    • 2.5 Baths
    • 3,080 Sq Ft

    11200 Surry Rd, Chester, VA 23831

    Welcome home to this spacious 4-bedroom, 2.5-bath property situated on 1.26 peaceful acres in Chester’s established Shady Springs neighborhood. Priced to sell!! With over 3,000 finished SF, including the partially finished basement, this home offers the space, flexibility, and storage today’s buyers are looking for. Inside, you’ll find multiple living areas designed for both everyday living and

    Linda Steiger Virginia Capital Realty

    11200 Surry Rd, Chester, VA 23831
  • /35

    $424,950

    • 4 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    4411 Overridge Dr, Chester, VA 23831

    Welcome to 4411 Overridge Drive in Chester—where comfort, space, and convenience come together in a setting that feels like home from the start.Situated in an established neighborhood, this well-cared-for single-family home offers a bright, functional layout designed for both everyday living and easy entertaining. The main living spaces are filled with natural light and flow comfortably into

    Chuck Carlisle Carlisle Real Estate

    4411 Overridge Dr, Chester, VA 23831
  • /2

    $425,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft

    6401 Arbor Landing Dr, Chester, VA 23831

    Jamie Younger Long & Foster

    6401 Arbor Landing Dr, Chester, VA 23831
  • /33

    $419,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,392 Sq Ft

    2937 Abbeydale Ct, Chester, VA 23831

    Welcome to this beautiful four-bedroom home nestled in the heart of Chester! Situated on a quiet cul-de-sac, this spacious two-story residence offers approximately 2,392 square feet of comfortable living space. Step inside to a warm and inviting front living room that flows seamlessly into the formal dining room, complete with an elegant chandelier—perfect for hosting gatherings. The heart of the

    Giovanni SantaAna Move4Free Realty, LLC

    2937 Abbeydale Ct, Chester, VA 23831
  • /11

    $499,999

    • Land
    • 2 Acres
    • $250,000 per Acre

    707 Greyledge Blvd, Chester, VA 23836

    Nice Find, 2- acre lot opportunity in Bermuda Orchard subdivision. This 420x208 level, and lightly wooded partial corner lot. Currently listed as agricultural, with strong potential for rezoning to residential through Chesterfield County planning and zoning board. Prior discussions have yielded timeline of 3-5 months for zoning committee review, rezoning application. New construction directly

    Kenneth Byers Weichert Brockwell & Associate

    707 Greyledge Blvd, Chester, VA 23836
  • /24

    $490,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    10419 Centralia Station Rd, Chester, VA 23831

    Back on the market and ready to sell! The seller welcomes strong, reasonable offers. Charming 4 Bedroom Home in a Peaceful Suburban Chesterfield Neighborhood Welcome to your dream home Built in 2019, this stunning two-story traditional residence offers a spacious, inviting layout with nearly 2,500 square feet of beautifully designed living space. With four generously sized bedrooms and 2.5

    Ron Burwell Exit Realty Parade of Homes

    10419 Centralia Station Rd, Chester, VA 23831
  • /43

    $449,000

    • 5 Beds
    • 3 Baths
    • 2,674 Sq Ft

    2803 Jolly Ln, Chesterfield, VA 23831

    Welcome to this beautifully maintained home tucked away on a quiet street in the heart of Chester! Situated on a spacious lot, 2803 Jolly Lane offers the perfect blend of comfort, convenience, and charm. Home has new driveway, downstairs has fresh new paint, rear deck just stained as well! Step inside to find inviting living spaces filled with natural light, a functional layout ideal for everyday

    Will Stevens ERA Woody Hogg & Assoc

    2803 Jolly Ln, Chesterfield, VA 23831
  • /33

    $452,000

    • 3 Beds
    • 3 Baths
    • 1,695 Sq Ft

    1713 Mainsail Ln, Chester, VA 23836

    Welcome to 1713 Mainsail Ln in Twin Rivers, a James River front community offering an exceptional lifestyle with HOA amenities including a private association boat ramp with James River access, clubhouse, exercise room, jogging paths, a pool with kiddie pool/water park, & community ponds for fishing. ** Also a 4.825% ASSUMABLE VA LOAN** This well-designed 3-bedroom, 3-bath home offers 1,695 sq ft

    James Strum Long & Foster REALTORS

    1713 Mainsail Ln, Chester, VA 23836
  • /29

    $415,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    10541 Lunswood Rd, Chester, VA 23831

    Welcome to this 1800 sq ft rancher, Offering comfort with an open-concept living space. Move-In ready and meticulously maintained, this beautyful home has a spacious great room that flows nicely into a dining area, along with 3 bedrooms and 2 bathrooms. The kitchen offers custom cabinetry, SS Appliances, granite counters and a peninsula island. A separate laundry/utility room is just off the

    Fay Fletcher Real Broker LLC

    10541 Lunswood Rd, Chester, VA 23831
  • /34

    $449,000

    $21K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,064 Sq Ft

    12641 Winfree St, Chesterfield, VA 23831

    Welcome home to this beautifully maintained 5 bedroom, 3 bath gem nestled on a quiet street in the heart of Chester. Surrounded by a mature, natural setting, this property offers the perfect blend of charm, space and modern updates. Step inside to find hardwood flooring throughout and timeless character thoughtfully preserved alongside key upgrades. Enjoy outdoor living with a screened in porch,

    Kristin Farag EXP Realty, LLC

    12641 Winfree St, Chesterfield, VA 23831
  • /33

    $429,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,875 Sq Ft

    11311 Ludgate Place, Chester, VA 23831

    This meticulously maintained all-brick 2200 sq ft rancher in Chester sits on a quiet cul-de-sac and includes a full basement, offering abundant storage. The home features a large open kitchen perfect for entertaining, with three bedrooms and three full baths. The upstairs offers a versatile living space- either for a living room or flex room- while the downstairs presents a very large family/den

    Holly Pond Base Camp Realty of VA Inc

    11311 Ludgate Place, Chester, VA 23831
  • /41

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft

    11313 Vulcan Ln, Chester, VA 23831

    Welcome to this beautiful like-new one-level home built in 2024, offering modern comfort and effortless living. As you enter inside, you’re greeted by two spacious guest bedrooms and a hall bathroom, perfectly positioned for privacy and convenience. As you continue down the hall, you’ll find a functional mudroom just off the two-car garage, along with ample storage space to keep everything

    Ciera Koger Keller Williams Realty

    11313 Vulcan Ln, Chester, VA 23831
  • /23

    $439,900

    • 3 Beds
    • 3 Baths
    • 1,695 Sq Ft

    1801 Galley Place, Chester, VA 23836

    Welcome to Twin Rivers at Meadowville Landing—where resort-style living meets low-maintenance convenience! Landscaping is included, so you can skip the yard work and enjoy the lifestyle. This beautifully upgraded two-story home offers 3 bedrooms, 3 full baths, and nearly 1,700 sq ft on a desirable corner lot. Wide-plank flooring and an open-concept layout filled with natural light set the tone.

    Ashley Harris Providence Hill Real Estate

    1801 Galley Place, Chester, VA 23836
  • /52

    $489,950

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,508 Sq Ft

    4319 Poplar Village Dr, Chester, VA 23831

    The STAFFORD is just over 2,500 sq/ft of pure luxury! This 4 bedroom, 3 bathroom home with a 2 car garage sits on .35 acres and has all the bells and whistles! Upon entering, you’ll find a flex space to your right, perfect for an office or additional living space. The family room with gas fireplace opens to the beautiful kitchen featuring UPGRADED off white cabinets with a stunning stained wood

    Shurm Homes Builder
    4319 Poplar Village Dr, Chester, VA 23831

Home Trends in Chester, VA

Housing Trends

Median Sale Price
$390,000
Median Single Family Sale Price
$420,000
Median Townhouse Sale Price
$357,930
Median 2 Bedroom Sale Price
$357,000
Average Price Per Sq Ft
$202
Number of Homes for Sale
91
Last 12 months Home Sales
444
Months of Supply
2.50
Median List Price
$409,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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