27

Chester, VA Homes for Sale under $400,000

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  • 10618 Rosies Run, Chester, VA 23831
    10618 Rosies Run, Chester, VA 23831
    10618 Rosies Run, Chester, VA 23831
    /27

    $356,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft

    10618 Rosies Run, Chester, VA 23831

    SUMMER MOVE-IN! Time your move perfectly with great summer weather and before the school year starts! Welcome to Wrexham Townes – Chesterfield’s Newest Garage Townhome Community! Discover the perfect blend of modern living, affordability, and convenience at Wrexham Townes, a brand-new, maintenance-free townhome community conveniently located off Route10 in Chesterfield County. Priced from the mid

    John Thiel Long & Foster REALTORS

    10618 Rosies Run, Chester, VA 23831
  • 6524 Bolles Landing Ct, Chester, VA 23831
    6524 Bolles Landing Ct, Chester, VA 23831
    6524 Bolles Landing Ct, Chester, VA 23831
    /34

    $349,000

    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft

    6524 Bolles Landing Ct, Chester, VA 23831

    Welcome to this nearly brand–new townhome, built in 2023 and perfectly situated as a desirable end unit in a quiet cul-de-sac. Step inside to discover bright, open living spaces highlighted by 9-foot ceilings and upgraded canned ceiling lights that beautifully illuminate the entire main level. The heart of the home features a stunning linear fireplace set against a gorgeous shiplap accent wall—an

    Ashley Albiston Shaheen Ruth Martin & Fonville

    6524 Bolles Landing Ct, Chester, VA 23831
  • 13335 Happy Hill Rd, Chesterfield, VA 23831
    13335 Happy Hill Rd, Chesterfield, VA 23831
    13335 Happy Hill Rd, Chesterfield, VA 23831
    /31

    $374,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,932 Sq Ft

    13335 Happy Hill Rd, Chesterfield, VA 23831

    If you have been searching for new construction in Chesterfield offering privacy, space, and no HOA, this home delivers. Set on a private .84-acre lot, this 3-bedroom, 3-bath home offers the feel of new construction, a flexible floor plan, and a setting that balances privacy with convenience. With no restrictions, you have the freedom to park an RV, work vehicles, boats, or recreational toys, an

    Ashley Silveira Real Broker LLC

    13335 Happy Hill Rd, Chesterfield, VA 23831
  • 14807 Spruce Ave, Chester, VA 23836
    14807 Spruce Ave, Chester, VA 23836
    14807 Spruce Ave, Chester, VA 23836
    /11

    $308,000

    • 4 Beds
    • 2 Baths
    • 1,491 Sq Ft

    14807 Spruce Ave, Chester, VA 23836

    $2500 closing cost assistance is being offered on this move-in ready, fully renovated dream home, nestled in a quiet Chesterfield County neighborhood served by top-rated Enon schools. This completely remodeled rancher marries classic charm with modern comforts, all on a spacious lot featuring a large concrete pad ready for your custom building ideas. This single-level beauty offers four generous

    Billy Horne Ford Agency Inc

    14807 Spruce Ave, Chester, VA 23836
  • 10636 Wrexham Townes View Unit 38337015, Chester, VA 23831
    10636 Wrexham Townes View Unit 38337015, Chester, VA 23831
    10636 Wrexham Townes View Unit 38337015, Chester, VA 23831
    /21

    $356,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft

    Odessa Plan at Wrexham Townes, Chester, VA 23831

    Wrexham Townes is officially OPEN! Modern, maintenance-free garage townhomes with community amenities in a prime Chesterfield location. The Odessa townhome is designed with today's homebuyers in mind. A large foyer welcomes you and leads to the beautifully appointed family room. A dining area off the kitchen offers convenience with an oversized island. Ascend the rear staircase to the second

    Ryan Homes Builder
    10636 Wrexham Townes View Unit 38337015, Chester, VA 23831
  • 12004 Calgary Loop St Unit 38337024, Chester, VA 23831
    12004 Calgary Loop St Unit 38337024, Chester, VA 23831
    12004 Calgary Loop St Unit 38337024, Chester, VA 23831
    /9

    $314,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,621 Sq Ft

    Monet Plan at Moore's Lake, Chester, VA 23831

    Join us for our Open House daily from 12pm-4pm! Welcome to Ryan Homes at Moore’s Lake – Where Life Feels Effortless Imagine waking up in a home that reflects your style, your aspirations, and your sense of possibility. At Moore’s Lake, every detail is designed to elevate your everyday—from the moment you step inside to the way you experience life beyond your front door. A home that inspires Our

    Ryan Homes Builder
    12004 Calgary Loop St Unit 38337024, Chester, VA 23831
  • 12006 Calgary Loop, Chester, VA 23831
    12006 Calgary Loop, Chester, VA 23831
    12006 Calgary Loop, Chester, VA 23831
    /52

    $389,950 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,481 Sq Ft

    12006 Calgary Loop, Chester, VA 23831

    Welcome to 12006 Calgary Loop - the Former Model Picasso Floor Plan, that has never been lived in, located in the new neighborhood of Moore’s Lake. Innovative, stylish, highly anticipated condo living, reimagined! Featuring almost 2,500 square feet, 3 bedrooms, 2.5 baths and a one car attached garage. The main living area offers an open floor plan, LVP flooring throughout and recessed lighting.

    John Thiel Long & Foster REALTORS

    12006 Calgary Loop, Chester, VA 23831
  • 2840 Calgary Ln, Chester, VA 23831
    2840 Calgary Ln, Chester, VA 23831
    2840 Calgary Ln, Chester, VA 23831
    /20

    $389,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,617 Sq Ft

    2840 Calgary Ln, Chester, VA 23831

    Have you seen the Picasso? This luxury townhome style condo lives like a single-family home with over 2600 sqft of living space. Words cannot describe the elegance that this multi-level home offers. Entertaining will be a dream in your chef’s kitchen with oversized island, quartz countertops, stainless steel appliances and LVP flooring throughout. A large open great room with 9-foot ceilings

    John Thiel Long & Foster REALTORS

    2840 Calgary Ln, Chester, VA 23831
  • 4605 Greenbriar Dr, Chester, VA 23831
    4605 Greenbriar Dr, Chester, VA 23831
    /2

    $367,900 New Construction

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

    4605 Greenbriar Dr, Chester, VA 23831

    NEW CONTRUCTION IN CHESTER!!! $367,900.00Cabinets going in soon. You may have time to pick your interior paint color and flooring. This is a very rare opportunity to own a newly built home in Chester under $370,000.00 on a beautiful 95'x200' lot in the neighborhood of Greenbriar.Call with any questions T. Harrison Burt, Broker/Builder/Owner

    Harrison Burt Realty Pros of VA LLC

    4605 Greenbriar Dr, Chester, VA 23831
  • 4334 Poplar Village Dr St Unit 36725017, Chester, VA 23831
    4334 Poplar Village Dr St Unit 36725017, Chester, VA 23831
    4334 Poplar Village Dr St Unit 36725017, Chester, VA 23831
    /35

    $359,950 New Construction

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    The Charles Plan at Poplar Village, Chester, VA 23831

    The Charles is a charming ranch style home now available in the highly desirable Haley Meadows community, just minutes from downtown Ashland. This thoughtfully designed plan offers 1,232 square feet of single-level living, featuring three bedrooms and two baths. The open concept layout includes a spacious family room with a vaulted ceiling that flows into a modern kitchen, perfect for

    Shurm Homes Builder
    4334 Poplar Village Dr St Unit 36725017, Chester, VA 23831
  • 4230 Poplar Village Dr, Chester, VA 23831
    4230 Poplar Village Dr, Chester, VA 23831
    4230 Poplar Village Dr, Chester, VA 23831
    /27

    $399,950 New Construction

    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft

    4230 Poplar Village Dr, Chester, VA 23831

    Discover the perfect blend of style and affordability with the Ellie plan, a charming 1,454 sq. ft. ranch-style home, available for an unbeatable price. This thoughtfully designed home features 3 bedrooms and 2 full baths, offering both comfort and convenience in a single-level living space. The open-concept layout makes entertaining and everyday living a breeze, with a spacious kitchen, dining,

    Shurm Homes Builder
    4230 Poplar Village Dr, Chester, VA 23831
  • 13443 Greenham Ct, Chesterfield, VA 23831
    13443 Greenham Ct, Chesterfield, VA 23831
    13443 Greenham Ct, Chesterfield, VA 23831
    /37

    $399,000

    • 5 Beds
    • 2.5 Baths
    • 2,140 Sq Ft

    13443 Greenham Ct, Chesterfield, VA 23831

    Located in the highly desirable community of The Village of Long Meadow, is this beautiful 5 bedroom, 2 1/2 bath home. When you pull up to this beauty you will notice the long driveway, large front yard, covered porch in a cul-de-sac. When you enter the foyer, you will find a Formal Dining room to the left and a living room to the right, all beautifully done with LVP flooring. This home has a

    Chris Hite Coldwell Banker Prime

    13443 Greenham Ct, Chesterfield, VA 23831
  • 10637 Pink Lily Ln, Chester, VA 23831
    10637 Pink Lily Ln, Chester, VA 23831
    10637 Pink Lily Ln, Chester, VA 23831
    /27

    $356,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft

    10637 Pink Lily Ln, Chester, VA 23831

    SUMMER MOVE-IN! Time your move perfectly with great summer weather and before the school year starts! Welcome to Wrexham Townes – Chesterfield’s Newest Garage Townhome Community! Discover the perfect blend of modern living, affordability, and convenience at Wrexham Townes, a brand-new, maintenance-free townhome community conveniently located off Route 10 in Chesterfield County. Priced from the

    John Thiel Long & Foster REALTORS

    10637 Pink Lily Ln, Chester, VA 23831
  • 2924 Sand Hills Dr, Chesterfield, VA 23831
    2924 Sand Hills Dr, Chesterfield, VA 23831
    2924 Sand Hills Dr, Chesterfield, VA 23831
    /16

    $317,000

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

    2924 Sand Hills Dr, Chesterfield, VA 23831

    Welcome to 2924 Sand Hills Dr, a property that boasts a range of modern features. The property also includes a fenced-in backyard, providing privacy and a space for outdoor activities. A deck is also present, perfect for outdoor dining or relaxation. The interior has been refreshed with fresh paint, giving the home a clean and updated look. Partial flooring replacement has been carried out,

    Verria Hairston Opendoor Brokerage LLC

    2924 Sand Hills Dr, Chesterfield, VA 23831
  • 12004 Calgary Loop St Unit 38515205, Chester, VA 23831
    12004 Calgary Loop St Unit 38515205, Chester, VA 23831
    12004 Calgary Loop St Unit 38515205, Chester, VA 23831
    /10

    $374,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    Van Gogh Plan at Moore's Lake, Chester, VA 23831

    Join us for our Open House daily from 12pm-4pm! Welcome to Ryan Homes at Moore’s Lake – Chester’s premier destination for modern living! Located in the heart of Chester, VA, just minutes from I-95, Route 288, and downtown Richmond, our community offers unbeatable convenience for commuters and families alike. We’re excited to introduce our new floorplans designed with more functional space for

    Ryan Homes Builder
    12004 Calgary Loop St Unit 38515205, Chester, VA 23831
  • 3329 Stone Manor Cir, Chester, VA 23831
    3329 Stone Manor Cir, Chester, VA 23831
    3329 Stone Manor Cir, Chester, VA 23831
    /37

    $312,500

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    3329 Stone Manor Cir, Chester, VA 23831

    Welcome home to this bright and inviting 2-bedroom, 2-bath condo perfectly situated in a desirable Chester community with no age restriction! Step inside to a spacious living room filled with natural light, featuring a cozy gas fireplace and open layout with flows into the eat-in kitchen which is perfect for everyday living and entertaining alike. The primary suite provides comfort and

    Patsy Rogers Shaheen Ruth Martin & Fonville

    3329 Stone Manor Cir, Chester, VA 23831
  • 2845 Calgary Ln, Chester, VA 23831
    2845 Calgary Ln, Chester, VA 23831
    2845 Calgary Ln, Chester, VA 23831
    /23

    $379,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    2845 Calgary Ln, Chester, VA 23831

    Have you seen the Van Gogh? Words cannot describe the elegance that this multi-level home offer. These condos feature the ultimate curb appeal with JamesHardie siding. Once inside our 2-level condos, you will love the single-family feel but with a condo price! Enjoy 4 bedrooms, open-concept floorplans, included 1-car garage, optional covered porches and rec rooms. Entertaining will be a dream in

    John Thiel Long & Foster REALTORS

    2845 Calgary Ln, Chester, VA 23831
  • 11537 Claimont Mill Dr, Chesterfield, VA 23831
    11537 Claimont Mill Dr, Chesterfield, VA 23831
    11537 Claimont Mill Dr, Chesterfield, VA 23831
    /9

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    11537 Claimont Mill Dr, Chesterfield, VA 23831

    Welcome to 11537 Claimont Mill Drive, a charming three-bedroom, two-bath townhouse offering comfort, convenience, and outstanding potential. Step inside to a bright main level with an open living and dining area—perfect for relaxing evenings or casual entertaining. The kitchen provides plenty of cabinet and counter space, ready for your personal touch or future upgrades. Upstairs, three

    Tricia Cox Coldwell Banker Realty

    11537 Claimont Mill Dr, Chesterfield, VA 23831
  • 1677 Forest Glenn Cir, Chester, VA 23836
    1677 Forest Glenn Cir, Chester, VA 23836
    1677 Forest Glenn Cir, Chester, VA 23836
    /30

    $389,000

    • 3 Beds
    • 2 Baths
    • 2,011 Sq Ft

    1677 Forest Glenn Cir, Chester, VA 23836

    Welcome to 1677 Forest Glenn Circle, a home designed for comfortable, everyday living in the heart of Chester. Set in a quiet, established neighborhood, this property offers the space and flexibility today’s buyers are looking for, paired with a location that makes life easier.The interior layout supports both connection and privacy, with room to gather, relax, and recharge. Whether you’re

    Rasheedah Nevers Samson Properties

    1677 Forest Glenn Cir, Chester, VA 23836
  • 14720 Gamblers Cove Ln, Chester, VA 23836
    14720 Gamblers Cove Ln, Chester, VA 23836
    14720 Gamblers Cove Ln, Chester, VA 23836
    /28

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft

    14720 Gamblers Cove Ln, Chester, VA 23836

    Tucked away on a shared private drive, this beautifully updated one-level home offers the perfect blend of privacy and convenience on a full acre in Chester! Enjoy a peaceful setting while still being just minutes from shopping, dining, major interstates, and Fort Lee. Inside, you’ll find luxury vinyl plank flooring throughout, tasteful paint colors, and updated lighting that adds a touch of

    Chandler Shornak Real Broker LLC

    14720 Gamblers Cove Ln, Chester, VA 23836
  • 10906 Timonium Dr, Chester, VA 23831
    10906 Timonium Dr, Chester, VA 23831
    10906 Timonium Dr, Chester, VA 23831
    /28

    $359,900

    • 3 Beds
    • 3 Baths
    • 1,447 Sq Ft

    10906 Timonium Dr, Chester, VA 23831

    Contemporary 3-Bed, 3-Bath 1447 sq ft Home with Modern Renovations in Chester’s Mineola Subdivision. Newly renovated home where modern design meets everyday comfort. 3 bedrooms, 3 full bathrooms, & a flexible floor plan, this property combines stylish updates with thoughtful functionality from top to bottom. The open-concept kitchen & dining area features sleek stainless-steel appliances, a chic

    Cindy Allen Metro Premier Homes LLC

    10906 Timonium Dr, Chester, VA 23831
  • 2604 Calgary Dr, Chester, VA 23831
    2604 Calgary Dr, Chester, VA 23831
    2604 Calgary Dr, Chester, VA 23831
    /9

    $309,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,621 Sq Ft

    2604 Calgary Dr, Chester, VA 23831

    Imagine waking up in a home that reflects your style, your aspirations, and your sense of possibility. At Moore’s Lake, every detail is designed to elevate your everyday—from the moment you step inside to the way you experience life beyond your front door. A home that inspires Our newest floorplans are more than layouts—they’re the foundation for the life you’ve been dreaming of. Take the Monet,

    Ryan Homes Builder
    2604 Calgary Dr, Chester, VA 23831
  • 11416 Claimont Mill Dr, Chester, VA 23831
    11416 Claimont Mill Dr, Chester, VA 23831
    11416 Claimont Mill Dr, Chester, VA 23831
    /25

    $359,000

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    11416 Claimont Mill Dr, Chester, VA 23831

    Welcome to this beautiful, open and bright END UNIT townhome in the heart of Chesterfield! This one of a kind property opens into a large family room featuring natural light, inviting space with plenty of room for comfortable seating, effortless entertaining, and enjoyable everyday living! This kitchen was designed for both style and function, featuring beautiful finishes, stainless steel

    Stephanie Brown Real Broker LLC

    11416 Claimont Mill Dr, Chester, VA 23831
  • 2620 Calgary Dr, Chester, VA 23831
    2620 Calgary Dr, Chester, VA 23831
    2620 Calgary Dr, Chester, VA 23831
    /14

    $324,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,621 Sq Ft

    2620 Calgary Dr, Chester, VA 23831

    NEW FLOOR PLAN DESIGN - THE MONET! This condo at Moore’s Lake offers spacious, maintenance free living with 3 bedrooms and 2 1⁄2 baths. This 2-story luxury townhome style condo feels like a single-family home but with an affordable price. As you enter into your home you are greeted with a spacious great room with LVP flooring throughout the main level. Your kitchen features stainless steel

    John Thiel Long & Foster REALTORS

    2620 Calgary Dr, Chester, VA 23831
  • 10600 Rosies Run, Chester, VA 23831
    10600 Rosies Run, Chester, VA 23831
    10600 Rosies Run, Chester, VA 23831
    /27

    $376,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft

    10600 Rosies Run, Chester, VA 23831

    END UNIT - SUMMER MOVE-IN! Time your move perfectly with great summer weather and before the school year starts! Welcome to Wrexham Townes – Chesterfield’s Newest Garage Townhome Community! Discover the perfect blend of modern living, affordability, and convenience at Wrexham Townes, a brand-new, maintenance-free townhome community conveniently located off Route10 in Chesterfield County. Priced

    John Thiel Long & Foster REALTORS

    10600 Rosies Run, Chester, VA 23831
  • 4906 Mcallister Dr, Chester, VA 23831
    4906 Mcallister Dr, Chester, VA 23831
    4906 Mcallister Dr, Chester, VA 23831
    /25

    $345,000

    • 4 Beds
    • 2 Baths
    • 2,158 Sq Ft

    4906 Mcallister Dr, Chester, VA 23831

    Welcome home to this spacious 2158 sq.ft. brick rancher situated on nearly a half an acre in the desirable Chesterbrook Farms subdivision. Offering 4 bedrooms with the potential for the 5th, this home provides flexible living space perfect for growing families, guests, or a home office. Enjoy 2 full baths, a large fenced-in yard ideal for pets or outdoor entertaining, and the ease of single-level

    Kelly Painschab Real Broker LLC

    4906 Mcallister Dr, Chester, VA 23831
  • 6013 Rose Arbor Ct, Chesterfield, VA 23831
    6013 Rose Arbor Ct, Chesterfield, VA 23831
    6013 Rose Arbor Ct, Chesterfield, VA 23831
    /17

    $400,000

    • 4 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    6013 Rose Arbor Ct, Chesterfield, VA 23831

    Welcome to this beautiful 4-bedroom, 2.5-bathroom home located in the desirable Arbor Landing neighborhood of Chester. With spacious rooms, functional design, and an inviting atmosphere, this home offers both comfort and style for family living. Key Features: The owner’s suite includes a private bathroom and walk-in closet for ultimate convenience. Three additional generous bedrooms share a full

    Jason Johnson EXP Realty, LLC

    6013 Rose Arbor Ct, Chesterfield, VA 23831
Virginia Chesterfield County Chester

Real Estate & Homes in Chester, VA under $400,000

Home Trends in Chester, VA

On average, homes in Chester, VA sell after 41 days on the market compared to the national average of 54 days. The median sale price for homes in Chester, VA over the last 12 months is $397,495, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$397,495
Median Single Family Sale Price
$410,000
Median Townhouse Sale Price
$357,995
Median 2 Bedroom Sale Price
$368,000
Average Price Per Sq Ft
$198
Number of Homes for Sale
78
Last 12 months Home Sales
420
Months of Supply
2.20
Median List Price
$415,427
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home

Explore the array of homes and houses for sale under $400,000 in Chester, where you'll find 27 options tailored for those seeking affordable real estate opportunities. Whether you're interested in spacious family homes, modern townhouses, or cozy bungalows, Chester offers a diverse range of choices to match your needs and financial considerations. Take advantage of these affordably-priced properties to make your move into the real estate market in Chester, VA.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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