Chester, VA Homes for Sale under $500,000

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  /48

  $499,950

  $50K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,840 Sq Ft

  5301 Krag Rd, Chester, VA 23831

  "This home has been lovingly maintained and offers solid bones, spacious rooms, and a fantastic location. While a few cosmetic updates would allow the next owner to add their own style, the major value is already here. Why pay a premium for someone else's design choices when you can create exactly what you want?" Welcome to this beautifully crafted Westley Burton home, where quality and attention

  Ronda Gallagher Bradley Real Estate, LLC

  5301 Krag Rd, Chester, VA 23831
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  /15

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  10912 Belvoir Rd, Chesterfield, VA 23831

  Step into 10912 Belvoir Rd, recently transformed with fresh interior paint and new flooring throughout, creating an updated environment. This residence is thoroughly prepared, providing a clean and cohesive backdrop for comfortable living. Every detail reflects careful attention, ensuring a well-maintained property. This property embodies fresh updates and functional comfort. Photos have been

  Verria Hairston Opendoor Brokerage LLC

  10912 Belvoir Rd, Chesterfield, VA 23831
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  /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
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  /43

  $429,000

  $20K PRICE DROP

  • 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
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  /37

  $425,000

  • 4 Beds
  • 2.5 Baths
  • 2,190 Sq Ft

  5300 Karma Rd, Chester, VA 23831

  Peaceful, private and pleasing - the perfect place to call home! Lovingly maintained by the original owner, this 2200 sq ft home sits on a .93 acre lot at the end of a cul-de-sac. It's ideal for entertaining, with room to gather inside and out. Kitchen has lovely granite counters, stainless appliances and a pantry + beautiful views of the private yard from the eat-in area. The family room is

  Kurt Negaard RE/MAX Commonwealth

  5300 Karma Rd, Chester, VA 23831
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  /54

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  2720 Osborne Rd, Chester, VA 23831

  Welcome to this charming Cape Cod, where timeless character and modern updates come together beautifully on over half an acre lot! If you’ve been searching for a home with personality, not so cookie cutter, this one is sure to capture your heart. Original hardwood floors refinished last week, crown molding, and whimsical design details create warmth and charm throughout. A beautiful slate walkway

  Cassidy Young Valentine Properties

  2720 Osborne Rd, Chester, VA 23831
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  /34

  $435,000

  $24K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,946 Sq Ft

  13624 Thornhill Place, Chester, VA 23836

  Welcome home to this beautifully updated, move-in-ready residence in the highly desirable Thornhill section of Southbend! Nestled on a quiet cul-de-sac street, this spacious 4-bedroom, 2.5-bath home offers the perfect blend of modern updates, comfortable living, and a family-friendly location. Step inside and immediately appreciate the newly installed luxury vinyl plank flooring that flows

  Charles Robinson Fathom Realty Virginia

  13624 Thornhill Place, Chester, VA 23836
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  /72

  $479,950

  $5K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  13119 Stockleigh Dr, Chesterfield, VA 23831

  Welcome to this beautifully renovated 5-bedroom home tucked away on a quiet cul-de-sac in the highly sought-after Longmeadow community. Thoughtfully updated throughout, this move-in-ready home offers the perfect blend of style, comfort, and modern living, featuring hardwood floors, designer lighting, and an open-concept layout filled with natural light.The stunning gourmet kitchen is the

  Thiago Pereira Da Motta Fathom Realty Virginia

  13119 Stockleigh Dr, Chesterfield, VA 23831
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  /45

  $458,000

  • 4 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  404 Bermuda Hundred Rd, Chester, VA 23836

  Beautiful Enon brick rancher built for entertaining! Features a tiled foyer, exceptionally large kitchen/dining combo with a fireplace, beautiful custom granite countertops, new appliances, skylight, and pool views. Offers 2.5 baths, 4 bedrooms plus a huge bonus room (possible 5th bed). The large Florida room includes a full bath and opens to a screened porch with a bar, fridge, and TV cabinet.

  Jacqueline Butterworth EXP Realty, LLC

  404 Bermuda Hundred Rd, Chester, VA 23836
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  /17

  $214,998

  • 2 Beds
  • 1.5 Baths
  • 988 Sq Ft

  15249 Broadwater Cir, Chester, VA 23831

  Great home under 220,000 in Chester. Completely renovated in 2022. Kitchen stove is being replace this week. Quiet neighborhood and easy commute I-95/Rt 1. HOA includes trash removal, yard and exterior maintenance. Great starting home or just to add to your rental portfolio.

  Trang Pham Samson Properties

  15249 Broadwater Cir, Chester, VA 23831
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  /31

  $309,900

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  11330 Great Branch Dr, Chester, VA 23831

  Welcome home to this charming 3-bedroom property offering the perfect blend of comfort, updates, and outdoor living. A welcoming front country porch sets the tone before stepping inside to a freshly painted interior with an open and inviting layout. The family room and kitchen feature vaulted ceilings, creating a spacious feel with great natural light and an easy flow for everyday living or

  Shawn Shurm Realty Richmond

  11330 Great Branch Dr, Chester, VA 23831
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  /2

  $384,950

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,783 Sq Ft

  3819 Daniels St, Chester, VA 23831

  Jessica Hall BHG Base Camp

  3819 Daniels St, Chester, VA 23831
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  /34

  $439,000

  $31K 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
• 

  

  /22

  $369,990

  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
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  /37

  $399,900

  $39K 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
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  /14

  $359,000

  • 4 Beds
  • 2 Baths
  • 1,686 Sq Ft

  3025 Maplevale Rd, Chesterfield, VA 23831

  This 2-story cape on a cul-de-sac features 4 bedrooms and 2 full bathrooms. Roof, windows and water heater are newer, among other features. Located near Route 1 and all the nearby retail it has to offer, including Lowes, Target, Kohls, Kroger and Brightpoint Community College! Great value at this price point...you must check it out for yourself!!

  Richard Sasso The Sasso Group

  3025 Maplevale Rd, Chesterfield, VA 23831
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  /50

  $464,950

  • 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
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  /18

  $429,900

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  3136 Poplar View Place, Chester, VA 23831

  This beautiful two-story home features 4 bedrooms, 2 1/2 baths offering 2412 square feet of thoughtfully designed living space is set in an established neighborhood with walking paths perfect for family walks or getting those steps in! The home sits on a well appointed lot with a large rear yard that is fully privacy fenced and a trek composite deck for outdoor entertaining, relaxation or just

  Holly Pond Base Camp Realty of VA Inc

  3136 Poplar View Place, Chester, VA 23831
• 

  

  /23

  $310,000

  Open Sun 1PM - 3PM $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft

  11643 Chester Station Dr, Chester, VA 23831

  Welcome to the heart of Chester, Virginia! A place you'll be proud to call home. This inviting residence offers a comfortable and functional layout designed for everyday living, with spacious gathering areas, abundant natural light, and a warm, welcoming atmosphere throughout. Whether you're hosting family and friends or enjoying a quiet evening at home, this property provides a great balance of

  Brian Casey Fathom Realty Virginia

  11643 Chester Station Dr, Chester, VA 23831
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  /25

  $279,500

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  2802 Goyne Terrace, Chesterfield, VA 23831

  Welcome to this beautifully updated 3-bedroom, 2.5-bath townhouse offering 1,320 square feet of stylish, move-in-ready living in the heart of Chester! Freshly painted throughout, this home features new luxury vinyl flooring on the entire first floor and in all bathrooms, newer carpet upstairs, and a beautifully updated kitchen with stunning new granite countertops. The bright and functional floor

  Mark Wilson RVA Realty, Inc

  2802 Goyne Terrace, Chesterfield, VA 23831
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  /39

  $315,000

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  2032 Fortview Dr, Chesterfield, VA 23831

  Charming 3-Bedroom Ranch in Coxendale! Welcome to this 3-bedroom, 1.5-bath home located in the established Coxendale subdivision of Chesterfield County. The main level features a spacious living room with hardwood floors, an eat-in kitchen with white cabinetry, tile backsplash, laminate countertops, and plenty of cabinet space. The primary bedroom includes a private half bath, while two

  Marc Austin Highfill Exit First Realty

  2032 Fortview Dr, Chesterfield, VA 23831
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  /49

  $475,000

  • 4 Beds
  • 2 Baths
  • 2,874 Sq Ft

  10813 Lunswood Rd, Chester, VA 23831

  WATER VIEWS beyond the trees. A pool beside the decks. A home that feels worlds away—right in Chester. Set at the end of a cul-de-sac on 0.6+ landscaped acres, this 2,874-square-foot home offers warmth, character, and flexible living. Stone steps rise to the front entry. Inside, hardwood floors, crown molding, abundant windows, and fireplaces in both the living room and basement create an

  Matthew Henry KW Metro Center

  10813 Lunswood Rd, Chester, VA 23831
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  /37

  $269,950

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  3522 W Hundred Rd, Chesterfield, VA 23831

  Updated brick rancher offering flexibility for both residential and office use! This move-in ready property features 3 bedrooms, 1 renovated bathroom, a spacious family room, and an updated kitchen with new appliances. Recent improvements include new luxury vinyl plank flooring throughout the main living areas, new carpet in the bedrooms, fresh interior paint, updated light fixtures, a new heat

  Bradley Boykin ERA Woody Hogg & Assoc

  3522 W Hundred Rd, Chesterfield, VA 23831
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  /51

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 2,065 Sq Ft

  13308 S Chester Rd, Chester, VA 23831

  Nice two story home in Chester, within walking distance to Wells Elementary School and playground. Home has been well taken care of. Family Room with gas log fireplace and new carpeting. Eat in kitchen with new flooring, large window looking out to private back yard. Formal dining room or home office with new flooring. One car attached garage with wall mounted gas heater. Second floor of home has

  Brett Harris Harris & Assoc, Inc

  13308 S Chester Rd, Chester, VA 23831
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  /2

  $355,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,572 Sq Ft

  6544 Bolles Landing Ct, Chester, VA 23831

  This ENERGY STAR® certified townhouse features the Parkwood floor plan by Main Street Homes and offers 3 bedrooms, 2 full baths, 1 half bath, a fireplace, a front-load 1-car garage, a 10' x 8' deck, and low-maintenance vinyl siding. The main level showcases a well-appointed kitchen with a large 8' island, granite countertops, ceramic tile backsplash, stainless steel appliances, and a walk-in

  Catherine Willis Keller Williams Realty

  6544 Bolles Landing Ct, Chester, VA 23831
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  /35

  $449,000

  • 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
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  /14

  $369,990

  New Construction

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

  11 Calgary Dr, 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 3 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

  11 Calgary Dr, Chester, VA 23831
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  /2

  $230,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  15919 Harrowgate Rd, Chester, VA 23831

  This home features a functional floor plan, updated flooring newer windows, and a newer roof. While requiring cosmetic improvements, this property offers the perfect balance of comfort and potential. A great option for first time home buyers or investors looking to add another property to their portfolio.

  Chris Craddock EXP Realty, LLC

  15919 Harrowgate Rd, Chester, VA 23831
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  /2

  $440,000

  Coming Soon

  • 5 Beds
  • 2.5 Baths
  • 2,651 Sq Ft

  2912 Littlebury Dr, Chesterfield, VA 23831

  Welcome to 2912 Littlebury Drive, where comfort, space, and functionality come together! This spacious, well-maintained five-bedroom home with 2 car garage, offers plenty of room for everyday living, entertaining, and growing families.As you enter, you’ll be greeted by an open foyer and formal dining room that’s perfect for hosting holiday meals or special occasions. The heart of the home is

  Kriston Woods Keller Williams Realty

  2912 Littlebury Dr, Chesterfield, VA 23831
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  /2

  $349,950

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft

  3151 Mount Clair Rd, Chesterfield, VA 23831

  coming Soon!!!

  Ronnie Burnett ERA Woody Hogg & Assoc

  3151 Mount Clair Rd, Chesterfield, VA 23831
• 

  /2

  $325,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  12230 Harrowgate Rd, Chesterfield, VA 23831

  **Coming Soon**Single-family Cape Cod home located in Chester, Virginia, in Chesterfield County. Built in 1989, this 3-bedroom, 2-bathroom home offers 1,290 square feet of living space on a 0.33-acre lot in the Harrowgate neighborhood.The main level features a living room with hardwood flooring and a ceiling fan, flowing into an eat-in kitchen with granite countertops, hardwood flooring,

  Elizabeth Shurtz Brown EXP Realty, LLC

  12230 Harrowgate Rd, Chesterfield, 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
• 

  

  /23

  $358,000

  $22K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  13004 Mercer Ct, Chester, VA 23836

  Completely renovated and move-in ready, this charming brick rancher in Chester offers the perfect blend of modern updates and classic appeal. Featuring 3 spacious bedrooms, 2 full bathrooms, and a dedicated office space, this home provides both comfort and functionality for today’s lifestyle.Step inside to discover a beautifully updated interior with fresh finishes throughout, including a

  Amanda Gonzalez DF Real Estate & Land Resources LLC

  13004 Mercer Ct, Chester, VA 23836
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  /2

  $450,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,451 Sq Ft

  11442 Chesterfield Village Dr Dr, Chester, VA 23831

  Kelly Liedtke AMW Real Estate Inc

  11442 Chesterfield Village Dr Dr, Chester, VA 23831
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  /35

  $290,000

  $10K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  2723 Goyne Terrace, Chesterfield, VA 23831

  Your Private Oasis Awaits! This impeccably maintained townhome offers the perfect blend of tranquility and unmatched accessibility. Strategically located near I-95, 288, and I-64, you can reach almost anywhere in the region—from Short Pump to Downtown—within 15 minutes. The interior features a thoughtful dual-primary layout, boasting two oversized master bedrooms, each with its own spacious

  Kimberly Holmes Boss Moves Real Estate

  2723 Goyne Terrace, Chesterfield, VA 23831
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  /26

  $371,900

  $3K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  10900 Old Cheshire Ln, Chester, VA 23831

  Charming 1,536 sq ft Cape situated on a peaceful cul-de-sac, featuring 3 oversized bedrooms and two full baths on a beautiful private lot. This well maintained home includes a lovely eat in kitchen, large family room, and a deck to entertain family and friends! The generator hook up gives you peace of mind and the large walk in crawl space is perfect for storage, tools or lawn equipment. This

  Holly Pond Base Camp Realty of VA Inc

  10900 Old Cheshire Ln, Chester, VA 23831
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  /50

  $499,000

  $25K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,520 Sq Ft

  4104 Birchleaf Ct, Chesterfield, VA 23831

  **Seller Financing Available**Welcome to this stunning Colonial Revival-style split-level ranch offering 3,520 square feet of beautifully updated living area with space for in-laws/guests. Situated on a spacious 0.617-acre lot, this all-brick home features 5 bedrooms, 3.5 baths, and an exceptional layout designed for comfortable living and entertaining. The updated kitchen boasts oak

  Christopher Barnes Honey Tree Realty

  4104 Birchleaf Ct, Chesterfield, VA 23831
• 

  

  /26

  $424,500

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

  11212 Ridge Mill Terrace, Chester, VA 23831

  Ideally situated on a corner lot at the top of a quiet cul-de-sac, this beautifully maintained home offers modern living in a fantastic central location. Built in 2022, it features a thoughtfully designed floor plan with flexible living spaces and stylish finishes throughout.Just inside, you'll find a versatile flex space ideal for a home office, sitting room, or playroom, along with a formal

  Cody Regan Long & Foster REALTORS

  11212 Ridge Mill Terrace, Chester, VA 23831
• 

  /2

  $450,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,130 Sq Ft

  6929 Fieldwood Rd, Chester, VA 23831

  Text or call Maddie @(804)731-7275 for more information. Pictures coming soon. May be active before 8/1.

  Madelyn Cox Long & Foster REALTORS

  6929 Fieldwood Rd, Chester, VA 23831
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  /61

  $389,999

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,325 Sq Ft

  11709 Cliff Lawn Dr, Chesterfield, VA 23831

  Welcome Home — Where Country Feels Meet City Convenience. +++Back on the market due to buyer financing.+++Tucked at the end of a quiet dead-end street, this beautifully maintained 3-bedroom, 2.5-bath home delivers the kind of peaceful, private living you've been dreaming about — without giving up a single convenience you love. It starts the moment you pull up. The cozy covered front porch

  Jennett Pulley The Wilson Group

  11709 Cliff Lawn Dr, Chesterfield, VA 23831

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