Chester, VA Homes for Sale under $500,000

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  /55

  $379,900

  $3M PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  3308 Sylvania Rd, Chester, VA 23831

  Situated on a double lot - almost an acre (3306 Sylvania is part of this property), this incredible solid brick ranch home with a FULL WALK-OUT BASEMENT was custom built and loved for many years!! Three bedrooms with two and a half baths - this home has been totally renovated, to include NEW Kitchen with NEW white cabinets, ALL NEW stainless appliances, NEW LPV Flooring Throughout, FRESH PAINT

  

  Patricia Ray Barton

  Joyner Fine Properties

  3308 Sylvania Rd, Chester, VA 23831
• Explore Chester

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  /18

  $235,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  2459 Osborne Rd, Chesterfield, VA 23831

  Cozy villa conveniently located in the heart of Chester with easy access to shopping, employment, I-95 and 288. Close to great Chesterfield County Schools. Large partiallly fenced back yard with 10 x 16 storage shed. Completely updated with new kitchen cabinets and countertops, plumbing fixtures and tile floors in kitchen and bath, new doors and hardware, refinished floors, newer roof and heat

  

  Jim Daniels

  Longest & Daniels REALTORS

  2459 Osborne Rd, Chesterfield, VA 23831
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  /42

  $389,900

  • 3 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  12151 Calgary Loop, Chester, VA 23831

  Experience the Picasso plan, a luxury townhome-style condo with over 2,200 sq ft designed and functioning like a single-family home. This multi-level residence features an open floor plan ideal for entertaining, a chef’s kitchen with oversized island, quartz counters, stainless appliances, and durable LVP flooring. The great room, with 9' ceilings, opens to a covered porch suitable for outdoor

  

  Tina Mccabe

  EXP Realty LLC

  12151 Calgary Loop, Chester, VA 23831
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  /47

  $480,000

  • 4 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  11500 Kralan Dr, Chester, VA 23831

  Impeccably maintained home on corner lot in very desirable area of Chester! This home has been babied since 1986 by the current owners, to include enlarging the garage, renovating the kitchen and bathrooms and so much more. Updated kitchen with granite countertops, tile backsplash, bar area, large pantry and wood floors. From the kitchen you step out to the rear sunroom complete with slide up

  

  Eric Dunkum

  Harris & Assoc, Inc

  11500 Kralan Dr, Chester, VA 23831
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  /37

  $365,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  12724 S Chester Rd, Chesterfield, VA 23831

  Welcome to 12724 S Chester Rd! This charming brick ranch offers easy one-level living with 3 bedrooms and 2 full baths. The spacious living room features a vaulted, beamed ceiling, hardwood floors, and a brick fireplace, creating a warm and inviting space. The kitchen offers plenty of cabinet and counter space, new refrigerator, dishwasher and stove, a pantry and a breakfast bar area which opens

  

  Sonya Gierke

  RE/MAX Commonwealth

  12724 S Chester Rd, Chesterfield, VA 23831
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  /2

  $499,900

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,719 Sq Ft

  5221 Lippingham Ln, Chester, VA 23831

  

  Tina Mccabe

  EXP Realty LLC

  5221 Lippingham Ln, Chester, VA 23831
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  /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

  

  Jim Daniels

  Longest & Daniels REALTORS

  11716 Ivywood Rd, Chester, VA 23831
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  /54

  $499,950

  Open Sun 1PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 2,613 Sq Ft

  13725 Nairn Ct, Chester, VA 23831

  Be the very first to see this clean as a whistle, FIRST FLOOR PRIMARY home tucked away nicely on a perfectly level cul-de-sac lot in the Nairn Community of Stoney Glen West. Upon entry, take notice of the beautifully finished oak hardwood floors, vaulted foyer and open staircase flanked by both formal living and dining rooms. Down the hall is an open concept chefs dream kitchen, breakfast nook

  

  Chuck Jenkins

  Long & Foster REALTORS

  13725 Nairn Ct, Chester, VA 23831
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  /43

  $339,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  3501 Mineola Dr, Chesterfield, VA 23831

  Welcome to 3501 Mineola Dr, Chester, VA 23831! This charming and well-maintained home offers 1,512 sq. ft. of comfortable living space with 4 bedrooms and 2 full bathrooms.Step inside to a bright and inviting interior featuring spacious living areas, attractive flooring, and plenty of natural light throughout. The cozy living room is highlighted by a classic fireplace, creating the

  

  Iris Hernandez

  United Real Estate Richmond

  3501 Mineola Dr, Chesterfield, VA 23831
• 

  

  /21

  $369,990

  New Construction

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

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

  Welcome home to Ryan Homes at Moore's Lake! Chester's most exciting new home community offering townhome-style garage condos just moments from I-95 and Route 288, making your commute a breeze!This one car garage condo is designed to be both practical and stylish, with almost 2,500 square feet, it offers the space of a single family home! The kitchen is a chef’s dream with a huge island

  Ryan Homes Builder

  12004 Calgary Loop St Unit 36329796, Chester, VA 23831
• 

  

  /21

  $344,990

  New Construction

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

  Odessa Plan at Wrexham Townes, Chester, VA 23831

  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 floor featuring three bedrooms,

  Ryan Homes Builder

  10636 Wrexham Townes View Unit 38337015, Chester, VA 23831
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  /26

  $299,990

  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 EffortlessImagine 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

  Ryan Homes Builder

  12004 Calgary Loop St Unit 38337024, Chester, VA 23831
• 

  

  /22

  $379,990

  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

  Ryan Homes Builder

  12004 Calgary Loop St Unit 38515205, Chester, VA 23831
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  /36

  $474,000

  $58K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  12218 Winbolt Dr, Chester, VA 23836

  Welcome to easy, move-in ready living in the desirable Mount Blanco on the James section of Meadowville Landing in Chester, VA. This 4-bedroom, 2.5-bath home offers a fresh start with brand new paint, carpet, and kitchen appliances—making it a solid choice for buyers looking for a clean slate they can make their own.The main level features a functional layout with a dedicated first-floor

  Rich Sena Redfin Corporation

  12218 Winbolt Dr, Chester, VA 23836
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  /2

  $340,000

  $10K PRICE INCREASE Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft

  3112 Castlebury Dr, Chesterfield, VA 23831

  Photos coming soon

  Luis Amaya-Fogg Realty of America LLC

  3112 Castlebury Dr, Chesterfield, VA 23831
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  /38

  $339,500

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft

  5112 Weatherby Dr, Chesterfield, VA 23831

  Maintenance-free living in a 2-story end unit. Open concept living with a large bonus room/office. The kitchen features granite countertops and stainless-steel appliances. Upstairs large primary bedroom with walk-in closet and en-suite w/ soaking tub.

  Mike Hogan The Hogan Group Real Estate

  5112 Weatherby Dr, Chesterfield, VA 23831
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  /47

  $395,000

  • 4 Beds
  • 2.5 Baths
  • 1,925 Sq Ft

  4820 Cedar Cliff Rd, Chester, VA 23831

  Welcome home to this charming two-story residence nestled in the desirable Cedar Cliff/Stoney Glen community of Chester. Boasting 4 bedrooms and 2.5 bathrooms, this property perfectly blends traditional style with modern upgrades.Interior HighlightsMain Living Areas: Features a sitting area upon entry that leads into a spacious living room centered around a wood-burning

  Rebby Castro-Imobisa Real Broker LLC

  4820 Cedar Cliff Rd, Chester, VA 23831
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  /2

  $424,990

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,346 Sq Ft

  3804 N Middlebrook Ct, Chester, VA 23831

  Diane Wiley Weichert Brockwell & Associate

  3804 N Middlebrook Ct, Chester, VA 23831
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  /50

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  2024 Enon Station Dr, Chester, VA 23836

  *** BETTER THAN BRAND NEW -- SHOWS LIKE A MODEL HOME *** Why wait months for new construction when you can move right into a home that is practically brand new? Built in 2025, this beautifully maintained home offers all the benefits of new construction without the wait, uncertainty, or construction delays. Located in the desirable Enon Station community, this home combines modern design,

  Adam Carpenter NextHome Advantage

  2024 Enon Station Dr, Chester, VA 23836
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  /32

  $445,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  11319 Vulcan Ln, Chester, VA 23831

  Welcome home to this beautifully like-new, one-level home! Featuring 3 bedrooms, 2 full bathrooms, and a 2-car garage, this home offers an open and functional layout with plenty of space for entertaining. As you enter, you’ll find two spacious bedrooms and a full hall bathroom, providing a great setup for guests, family, or a home office. Continue down the hallway into the heart of the home,

  Ciera Koger Keller Williams Realty

  11319 Vulcan Ln, Chester, VA 23831
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  /34

  $350,000

  • 3 Beds
  • 3 Baths
  • 1,882 Sq Ft

  3231 Ludgate Rd, Chester, VA 23831

  Welcome to this spacious 3-bedroom, 3-bath home full of character and potential! This beautiful home has been freshly painted featuring hardwood floors and a striking floor-to-ceiling brick fireplace create a warm and inviting feel as you enter. The spacious kitchen features a dedicated eat-in area, plenty of cabinet storage, and lots of room to make the space your own.Upstairs, you'll find a

  Justine Rice Liz Moore & Associates

  3231 Ludgate Rd, Chester, VA 23831
• 

  

  /21

  $354,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,066 Sq Ft

  Juliet - 4-Level Plan at Moore's Lake, Chester, VA 23831

  Welcome home to Ryan Homes at Moore's Lake! Chester's most exciting new home community offering townhome-style garage condos just moments from I-95 and Route 288, making your commute a breeze! The Juliet is a townhome style condo offering over 2,000sq.ft. of living space over four floors. The first floor features a one car garage, a finished recreation room and a half bath. On the second floor,

  Ryan Homes Builder

  12004 Calgary Loop St Unit 36923971, Chester, VA 23831
• 

  

  /23

  $275,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  14217 Central Ave, Chester, VA 23836

  This cutie is back on the market through no fault of the buyers...must see to appreciate. Beautifully updated home located in a quiet neighborhood with convenient access to I-295 and just minutes from downtown Richmond. This move-in ready property features numerous recent upgrades, including a renovated kitchen (2024), beautifully renovated bathrooms (2026), mini-split systems installed in 2024,

  Karen Schureman Francisco, Robinson & Assoc.

  14217 Central Ave, Chester, VA 23836
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  /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
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  /57

  $350,000

  $20K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 2,068 Sq Ft

  3804 Seasigh Ct, Chester, VA 23831

  Space, flexibility, and a backyard built for making memories this Chesterfield County split foyer offers everything you've been searching for. Tucked away on a quiet cul-de-sac, this home combines comfortable living with versatile spaces that can grow with your needs. Inside, you'll find a traditional floor plan with living areas, giving everyone room to spread out while still feeling connected.

  Kacie Jenkins Real Broker LLC

  3804 Seasigh Ct, Chester, VA 23831
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  /28

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  11419 Dunmore Mill Ct, Chester, VA 23831

  Welcome to this beautifully maintained townhome in the desirable Iron Mill community of Chester! Built in 2023, this move in ready home offers over 1,800 square feet with 3 bedrooms, 2.5 baths, and a one car garage.Step inside to a bright, clean, and well kept interior featuring granite countertops in the kitchen, stainless steel appliances, and upgraded wood stairs leading to the second

  Christopher Haskins EXP Realty, LLC

  11419 Dunmore Mill Ct, Chester, VA 23831
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  /29

  $454,900

  $20K PRICE DROP

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

  12337 Villas Dr, Chester, VA 23836

  Back on the market at no fault of sellers. 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

  Silvia Johnson Long & Foster REALTORS

  12337 Villas Dr, Chester, VA 23836
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  /29

  $375,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,058 Sq Ft

  3107 Mccabe Ct, Chester, VA 23831

  This spacious four bedrooom home is located in Chester. It features a large two car garage with a pave driveway in a cul-de-sac. The kitchen has been upgraded. The weight equipment will be removed from the dining room area. The family room has a gas fireplace with a area for a large TV. The owner's suite has a Walkin closet, double vanity sink, with separate tower and tub. This home has a large

  Caroline Cooper Virginia Capital Realty

  3107 Mccabe Ct, Chester, VA 23831
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  /12

  $365,000

  $329K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,775 Sq Ft

  16109 Meridian Ave, Chester, VA 23831

  WELCOME HOME!!! Walk-in to your new-meticulously updated, Tri-level, 4-bedrooms, 2-bath home! Renovated from top to bottom with brand new roof, HVAC, and water heater, as well as kitchen appliances. Both bathrooms boast new fixtures and amazing tile finishes. Don't miss out on YOUR new worry free home!

  Alex Clemons United Real Estate Richmond

  16109 Meridian Ave, Chester, VA 23831
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  /33

  $280,000

  Open Sat 11AM - 3PM

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

  2723 Goyne Terrace, Chesterfield, VA 23831

  Welcome to intentional luxury living in this beautiful townhome! While most models in the community squeeze three bedrooms into 1,320 square feet, this home was custom-designed as a dual primary suite layout—trading an extra wall for massive bedroom dimensions and expansive closets.Inside, enjoy gleaming wood floors, fresh paint, and a brand-new heat pump system for complete peace of

  Kimberly Holmes Boss Moves Real Estate

  2723 Goyne Terrace, Chesterfield, VA 23831
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  /32

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft

  4504 Edenton Place, Chester, VA 23831

  Welcome home to this charming 3-bedroom, 2-bath Cape-style home featuring a full covered front porch and a spacious, functional floor plan! Step inside to a freshly painted interior and an inviting kitchen featuring wood floors, granite countertops, tile backsplash, and plenty of workspace. The kitchen opens to the large living room with brand-new carpet, creating a comfortable space for everyday

  Jennifer McCray Real Broker LLC

  4504 Edenton Place, Chester, VA 23831
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  /43

  $490,000

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  2006 Enon Station Dr, Chester, VA 23836

  Closing cost Assistance available! This stunning 4 bedroom home offers a beautifully upgraded living space with tons premium finishes already done — no waiting on new construction or paying extra for upgrades! This move-in-ready home features a stone-front elevation with large covered front porch, a 12’x14’ deck, and garage-entry panel. The open-concept layout includes a modern kitchen with

  Milton Nichols United Real Estate Richmond

  2006 Enon Station Dr, Chester, VA 23836
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  /14

  $309,990

  New Construction

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

  12 Calgary Dr, Chester, VA 23831

  The Monet Plan 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. Your kitchen features stainless steel appliances, LED lighting, and a breakfast bar perfect for morning coffee.

  John Thiel Long & Foster REALTORS

  12 Calgary Dr, Chester, VA 23831
• 

  

  /21

  $354,020

  New Construction $5K PRICE DROP

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

  10619 Pink Lilly Ln, Chester, VA 23831

  QUICK MOVE-IN – READY IN SEPTEMBER!Enjoy all the benefits of a new construction home without the wait. This price includes nearly $10,000 of upgrades – including upgraded Downing Duraform Espresso cabinetry, Luxury Vinyl Plank flooring throughout the first floor, granite countertops, and additional LED lighting throughout the home. Plus – enjoy additional incentives through NVR

  Ryan Homes Builder

  10619 Pink Lilly Ln, Chester, VA 23831
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  /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
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  /27

  $418,000

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,811 Sq Ft

  12812 Winfree St, Chester, VA 23831

  WELCOME: Rancher with 3 bedrooms and 2 RENOVATED BATHROOMS bathrooms. 1,811 Sq. ft. with vinyl plank flooring through out the home., NEW INTERIOR SHUTTERS. Great room, vaulted with propane gas fireplace. large eat in kitchen with granite countertop, Primary bedroom large high ceilings with 2 walk in closets, bathroom has 2 new vanity, new ceramic tile shower/shower door, ceramic tile floor. 2

  Florence Harrison First Choice Realty

  12812 Winfree St, Chester, VA 23831
• 

  

  /23

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  11609 Wilton Dr, Chesterfield, VA 23831

  Some homes don’t just offer a place to live—they shape the way you experience each day. Tucked beneath mature trees in an established Chester setting, this single-level home offers the kind of comfortable, connected lifestyle that invites you to settle in and stay awhile. Imagine starting your morning in a kitchen designed to be the heart of the home, with granite countertops, a tile backsplash,

  Debbie Reynolds Keller Williams Realty

  11609 Wilton Dr, Chesterfield, VA 23831
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  /33

  $445,000

  • 4 Beds
  • 2.5 Baths
  • 2,533 Sq Ft

  505 Martineau Dr, Chester, VA 23836

  Take a look at this beautiful colonial home with backyard oasis situated in a beautiful and mature neighborhood, just steps from community amenities such as a pool, park, trails, and soccer field. This stunning 2,533 square foot home spares no expense to give you classic luxury, from original dentil molding in several rooms, a marble fireplace with built-in bookcases, and custom cabinetry

  Tessa Harnisch Samson Properties

  505 Martineau Dr, Chester, VA 23836
• 

  

  /30

  $390,000

  Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,103 Sq Ft

  5928 E Stonepath Garden Dr Unit 1, Chester, VA 23831

  Welcome to this gorgeous brick-front end-unit offering 3 bedrooms, 2 baths, and the ease of one-level living in the heart of Chester.From the moment you step inside, you'll love the spacious open floor plan filled with natural light thanks to the beautiful transom windows.The inviting great room features carpeting, a cozy gas fireplace, and flows effortlessly into the dining area and

  Sheilah Grant EXP Realty LLC

  5928 E Stonepath Garden Dr Unit 1, Chester, VA 23831
• 

  

  /38

  $324,950

  $10K PRICE DROP

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

  11641 Claimont Mill Dr, Chesterfield, VA 23831

  Welcome Home to 11641 Claimont Mill Drive! Located in the desirable Townes at Iron Mill community, this beautiful townhome offers convenient access to shopping, dining, and major interstates while providing the ease of low-maintenance living. Featuring 1,848 square feet, 3 bedrooms, and 2.5 baths, this home is designed for both comfort and functionality. Upon entry, you'll be greeted by wood

  John Thiel Long & Foster REALTORS

  11641 Claimont Mill Dr, Chesterfield, VA 23831

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