27

Chester, VA Homes for Sale with Acreage

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  • /48

    $975,000

    • 5 Beds
    • 4 Baths
    • 4,732 Sq Ft

    5301 Ashton Creek Rd, Chester, VA 23831

    Finest Estate in Chester. Situated on 10 acres hidden in the middle of Chester in the exclusive private neighborhood of Ashton Creek. This Tuder style custom home, built by Leon Reynolds, features exquisite woodwork and a wonderful layout. The entrance foyer has a grand staircase and leads to an easy flowing floor plan that is perfect for entertaining. Huge rooms include a large kitchen with

    Agent Photo

    Jim Daniels

    Longest & Daniels REALTORS

    5301 Ashton Creek Rd, Chester, VA 23831
  • /62

    $775,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,733 Sq Ft

    6711 Greenyard Rd, Chester, VA 23831

    JUST REDUCED $50K!! Timeless elegance and exceptional craftsmanship define this custom-built residence filled with warm character and Colonial Williamsburg architectural detail. Arrive via the pea gravel driveway with cobblestone edging, leading to a brick paver walkway and multi-tiered brick front patio entrance. Exterior features include: HardiePlank siding with dental molding, custom

    Agent Photo

    Tiffany Hazelwood

    Hazelwood Realty LLC

    6711 Greenyard Rd, Chester, VA 23831
  • /38

    $465,000

    $20K PRICE DROP
    • 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

    11716 Ivywood Rd, Chester, VA 23831
  • /39

    $429,900

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,341 Sq Ft

    5707 Stephens Point Ct, Chester, VA 23831

    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 second floor. This 4-bedroom, 2.5-bath home features 2,341 square foot on an acre-plus lot. The welcoming foyer opens to hardwood floors that flow through the formal dining room, living room, and office/sitting area. The dining

    John Fehr Hometown Realty

    5707 Stephens Point Ct, Chester, VA 23831
  • /87

    $1,149,950

    New Construction
    • 5 Beds
    • 4 - 5 Baths
    • 3,523 Sq Ft

    Florence Plan at Ashton Dell, Chester, VA 23831

    Spacious Design with Multigenerational Living OptionsThe Florence is more than a floor plan it s a home designed to bring generations together. With 5 bedrooms, 4.5 baths, a 3-car garage, and over 3,100 sq ft, it offers space for everyone to feel at home. On the lower floor, a private Gen Suite with its own living area and bath creates the perfect setting for grandparents, extended family, or

    Lifestyle Home Builders Builder
    5231 W Hundred Rd Unit 36448772, Chester, VA 23831
  • /39

    $270,000

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

    11307 Great Branch Dr, Chester, VA 23831

    Set on nearly two acres with a peaceful creek running through the backyard, this single-level home offers a rare opportunity to enjoy a spacious homesite without sacrificing convenience. Located in Chester's established Dense Wood Hill community, the property is just minutes from Chester Village, Route 10, shopping, dining, parks, and major commuter routes. The seller shares that the creek has

    Lyndsay Jones Real Broker LLC

    11307 Great Branch Dr, Chester, VA 23831
  • /36

    $519,000

    Open Sat 12PM - 2PM $16K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,978 Sq Ft

    5215 Lippingham Ln, Chester, VA 23831

    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 endless outdoor potential. Hardwood floors run throughout much of the home, while elegant crown molding and custom trim add character throughout. Formal living and dining rooms flank the welcoming foyer, creating inviting spaces for

    Cole Dickinson Long & Foster REALTORS

    5215 Lippingham Ln, Chester, VA 23831
  • /67

    $1,149,950

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,040 Sq Ft

    Sutherland Plan at Ashton Dell, Chester, VA 23831

    Family Home with Open Living and Private In-law SuiteThe Sutherland is a single family house plan with 4 5 bedrooms, 2.5 4.5 baths, and 2,913 sq ft crafted for family gatherings and private retreats.Step into a dramatic foyer filled with light that opens to the family room and kitchen the heart of the home where daily life connects. A first-floor primary suite with dual walk-in closets

    Lifestyle Home Builders Builder
    5231 W Hundred Rd Unit 36454064, Chester, VA 23831
  • /61

    $1,150,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,802 Sq Ft

    2403 Bermuda Ave, Chester, VA 23836

    Welcome to this exceptional luxury custom estate, perfectly positioned to overlook a serene private pond and designed to offer a true resort-style living experience. This stunning all-brick home makes an unforgettable first impression with a grand entrance featuring a statement chandelier and soaring ceilings, opening into a spacious living room with a striking stone fireplace and expansive

    Jeremy Cecchettini Real Broker LLC

    2403 Bermuda Ave, Chester, VA 23836
  • /69

    $685,000

    $90K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,704 Sq Ft

    11701 Holly Hill Rd, Chester, VA 23831

    Nestled on a private 1.55-acre lot in the quiet Holly Hill subdivision of Chester, this classic 1965 brick one level home offers peaceful, nature-filled living with everyday convenience. Arrive to mature landscaping, lush lawns, and a circular driveway that create exceptional curb appeal. Inside, a welcoming foyer opens to a spacious living area featuring an electric fireplace. The left side of

    Luis Amaya-Fogg Realty of America LLC

    11701 Holly Hill Rd, Chester, VA 23831
  • /64

    $1,149,950

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 3,425 Sq Ft

    Sienna Plan at Ashton Dell, Chester, VA 23831

    Family Focused Floor Plan with Optional UpgradesSienna is a single family house plan designed to embrace family, comfort, and gathering. With 3,428 sqft of living spcace, 4-5 bedrooms, and 3-5.5 baths, plus a 2-car garage, it offers just the right space for both lively days and peaceful evenings.You ll enter into an open foyer that leads into the heart of the home: an opulent kitchen

    Lifestyle Home Builders Builder
    5231 W Hundred Rd Unit 36445898, Chester, VA 23831
  • /65

    $1,149,950

    New Construction
    • 4 Beds
    • 4 Baths
    • 3,308 Sq Ft

    Tiffany II Plan at Ashton Dell, Chester, VA 23831

    2 Story House Plan with Primary on LowerTiffany II is a two-story single family house plan built for comfort and connection. At 2,984 sq ft with 3-4 bedrooms, 2-4 bathrooms, and a 2-car garage, it offers plenty of space for growing families.The heart of the home is the main floor an inviting kitchen that opens to the family and morning rooms, all bathed in natural light. A first-floor

    Lifestyle Home Builders Builder
    5231 W Hundred Rd Unit 36490609, Chester, VA 23831
  • /24

    $1,499,000

    • 3 Beds
    • 3.5 Baths
    • 2,376 Sq Ft

    13225 Old Happy Hill Rd, Chester, VA 23831

    Prime 35.87-Acre Development Opportunity – Heart of Chester, VA!Exceptional opportunity to acquire 35.87 acres of prime, centrally located land ideal for residential development—perfect for townhomes, single-family homes, or a private estate community. Located in a high-growth corridor with convenient access to Route 10, I-95, I-295, and I-288, this property offers outstanding potential for

    Joby Pullathil Fathom Realty Virginia

    13225 Old Happy Hill Rd, Chester, VA 23831
  • /38

    $1,024,950

    New Construction $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,445 Sq Ft

    12506 Ashton Dell Rd, Chester, VA 23831

    There's a screened porch on the back of this home where you could sit on a July evening, listen to nothing but the tree line, and realize you have 1.33 private acres that nobody in Chester thought to save for you – until now.This is the Ophelia by LifeStyle Home Builders: 3,445 sq ft of new construction, move-in ready. No waiting list, no deferred maintenance, no previous owner's decisions to

    Brittany Shields Hometown Realty

    12506 Ashton Dell Rd, Chester, VA 23831
  • /68

    $1,149,950

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,371 Sq Ft

    Bronte Plan at Ashton Dell, Chester, VA 23831

    Single Family House Plan Designed for Growing FamiliesThe Bronte is a spacious 2-story single family house plan with 5 bedrooms, 2 4.5 baths, and 3,371 sqft designed with family life in mind. The open living area and large kitchen with walk-in pantry make it easy to stay connected during meals and gatherings, while a guest bedroom on the first floor offers comfort for visitors or

    Lifestyle Home Builders Builder
    5231 W Hundred Rd Unit 36494659, Chester, VA 23831
  • /67

    $1,149,950

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,538 Sq Ft

    Hampshire Plan at Ashton Dell, Chester, VA 23831

    Spacious Design with a First-Floor Owner s SuiteMeet Hampshire, a single family house plan offering families 4-5 bedrooms, 3.5-4.5 baths, and a generous 3,531 sq ft with 2-car garage. The heart of the home lies in its open layout: your kitchen flows into the morning room and family room, making everyday moments feel connected and effortless. You ll love the first-floor primary suite, complete

    Lifestyle Home Builders Builder
    5231 W Hundred Rd Unit 36448173, Chester, VA 23831
  • /37

    $399,000

    • 3 Beds
    • 2 Baths
    • 2,152 Sq Ft

    3810 Centralia Rd, Chesterfield, VA 23831

    Welcome to 3810 Centralia Road, a charming brick rancher set on a beautifully sized one-acre lot with a welcoming circular drive. With a classic layout and generous living spaces, this home offers both comfort today and incredible opportunity for what’s next.Inside, you’ll find a thoughtful mix of formal and informal living and dining areas, creating flexibility for both everyday living and

    Ashley Bickford Long & Foster REALTORS

    3810 Centralia Rd, Chesterfield, VA 23831
  • /35

    $435,000

    • 3 Beds
    • 2.5 Baths
    • 1,804 Sq Ft

    304 Thornhill Dr, Chester, VA 23836

    Welcome to this beautiful Higgins-built home, ideally situated on one of the largest and most picturesque lots in the Thornhill subdivision of Southbend. Set on an impressive 1.18-acre landscaped lot, this one-owner home offers a spacious party deck and a double-width paved driveway.Inside, the home’s pride of ownership is immediately apparent. The inviting living room features hardwood

    Giovanni SantaAna Move4Free Realty, LLC

    304 Thornhill Dr, Chester, VA 23836
  • /5

    $180,000

    • Land
    • 1.62 Acres
    • $111,317 per Acre

    2106 E Hundred Rd, Chester, VA 23836

    Opportunity awaits. Explore this property located on Route 10 corridor in a highly visible, high traffic area. Don't miss this opportunity to own a piece of Chesterfield! Buyer should reach out to the county to determine potential options for development.

    Edwinette Moses Hometown Realty

    2106 E Hundred Rd, Chester, VA 23836
  • /50

    $459,950

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,970 Sq Ft

    5221 Ecoff Ave, Chester, VA 23831

    Say hello to 5221 Ecoff Ave! This beautifully updated brick ranch offers the perfect combination of modern upgrades, classic charm, and a convenient Chester location. Situated on a spacious lot across from Ecoff Elementary School and Goyne Park, you'll enjoy easy access to recreation, shopping, dining, and major highways. Updated in 2026, the home features a new roof, replacement windows, heat

    Ethan Margulies Lee Conner Realty & Assoc. LLC

    5221 Ecoff Ave, Chester, VA 23831
  • /71

    $1,149,950

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 3,038 Sq Ft

    Elliot Plan at Ashton Dell, Chester, VA 23831

    Flexible Open Floor Plan Perfect for FamiliesThe Elliot is a spacious single family house plan offering 4-6 bedrooms, 2.5-5.5 bathrooms, and 3,038 sq ft of living space. Designed for family comfort, it includes an open living area where the kitchen flows into the morning room and large family room perfect for everyday connection. There s a private study and formal dining room for work,

    Lifestyle Home Builders Builder
    5231 W Hundred Rd Unit 36477643, Chester, VA 23831
  • /78

    $1,149,950

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,185 Sq Ft

    Olivia Plan at Ashton Dell, Chester, VA 23831

    An Open Floor Plan Crafted for Everyday JoyThe Olivia is a warm, welcoming single family house plan with 4-5 bedrooms, 2.5-4.5 baths, approximately 2,787 sq ft, and a 2-car garage – perfect for families who want room to breathe, grow, and make memories. Its heart is an open floor plan where the gorgeous kitchen spills into the family room, creating a space for laughter, family meals, and

    Lifestyle Home Builders Builder
    5231 W Hundred Rd Unit 36499395, Chester, VA 23831
  • /50

    $635,000

    Open Sat 2PM - 4PM $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,598 Sq Ft

    14500 Happy Hill Rd, Chester, VA 23831

    COME ON BY. PRICE DECREASED! Rare Chester opportunity offering space, privacy, and versatility on 1.59 acres with NO HOA! This exceptional 5-bedroom, 2.5-bath home features an in-ground pool, renovated kitchen, screened porch, attached 2-car garage, detached 2-car garage, and unique flexible living options.Inside, you'll find formal living and dining rooms, along with a spacious family

    Michael Conway Real Broker LLC

    14500 Happy Hill Rd, Chester, VA 23831
  • /2

    $499,999

    • Land
    • 4.06 Acres
    • $123,031 per Acre

    13420 Route 1, Chesterfield, VA 23831

    Position your next investment in one of Chesterfield County's fastest growing commercial corridors. This 4.064- acre agricultural parcel offers approximately 50 feet of roadside frontage, on Jefferson Davis Highway/ Route1, before opening up to a spacious tract of 200 feet wide by 846-1019 feet deep. The back part of the property is fully fenced and provides exceptional flexibility for a variety

    Kenneth Byers Weichert Brockwell & Associate

    13420 Route 1, Chesterfield, VA 23831
  • /68

    $925,000

    • 4 Beds
    • 4 Baths
    • 4,130 Sq Ft

    12706 Dell Hill Ct, Chesterfield, VA 23831

    Custom-built by Olde English Builders and recognized as a 2014 Parade of Homes Gold Award Winner, this Frank Betz Oxford floor plan offers 4,130 square feet of thoughtfully designed living space on a beautifully landscaped 1.11-acre homesite in the desirable Ashton Dell community. This exceptional 4-bedroom, 4-bath home features two primary suites, including one on the first floor and another

    Jenny Maraghy Compass

    12706 Dell Hill Ct, Chesterfield, VA 23831
  • /33

    $479,900

    • 4 Beds
    • 2.5 Baths
    • 2,557 Sq Ft

    12600 Lilking Rd, Chesterfield, VA 23831

    Welcome home to your private 1.3-acre sanctuary, tucked away at the end of a quiet cul-de-sac. This custom-built contemporary home offers the rare convenience of single-level living, beautifully blending spaciousness with cozy charm. At the heart of the house, a bright, open floor plan flows effortlessly from the inviting eat-in kitchen—complete with a large island for family gatherings—into a

    Steve Wade Realty Group LLC

    12600 Lilking Rd, Chesterfield, VA 23831
  • /6

    $150,000

    • Land
    • 1.81 Acres
    • $82,873 per Acre

    2100 E Hundred Rd, Chester, VA 23836

    Position your next venture for success with this 1.81-acre parcel located along the bustling Route 10 corridor in Chesterfield County. Offering outstanding road frontage and strong daily traffic counts, this property provides excellent visibility for retail, commercial, or potential mixed-use development (buyer to confirm zoning and permitted uses with Chesterfield County). Surrounded by

    Edwinette Moses Hometown Realty

    2100 E Hundred Rd, Chester, VA 23836

Home Price Trends

Median Sale Price
$390,000
Median Single Family Sale Price
$412,000
Median Townhouse Sale Price
$356,255
Median 2 Bedroom Sale Price
$364,500
Average Price Per Sq Ft
$204
Number of Homes for Sale
96
Last 12 months Home Sales
454
Months of Supply
2.50
Median List Price
$397,792
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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