Chesterfield, VA Homes for Sale with Acreage

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  /56

  $750,000

  • 4 Beds
  • 4.5 Baths
  • 3,383 Sq Ft

  8912 First Branch Ln, Chesterfield, VA 23838

  Come home to 2.6 wooded acres and a stately custom brick home in First Branch at Woodland Pond. The mostly private setting is bordered by association-owned land on one side and directly across the street. A welcoming front porch framed by tumbled brick foundation arches leads into a soaring 2-story foyer, where oak hardwood floors flow into a private office with French doors and a formal dining

  Brad Ruckart Real Broker LLC

  8912 First Branch Ln, Chesterfield, VA 23838
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  /3

  $3,600,000

  • Land
  • 56.76 Acres
  • $63,422 per Acre

  11841 Winterpock Rd, Chesterfield, VA 23838

  56.76 acres of land in a prime location on Winterpock Rd. Appointment required to see property. This property is located near the new Grange Hill Elementary school. Property location about 2 miles from county water and sewer. Please see Chesterfield Zoning Ordinance Modernization (ZOMod) Project to determine lot density. Location is within 10 -15 minutes from Hull Street. The Value of property is

  Michael Fant First Choice Realty

  11841 Winterpock Rd, Chesterfield, VA 23838
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  /59

  $614,900

  • 4 Beds
  • 3.5 Baths
  • 3,118 Sq Ft

  10700 Sterling Cove Dr, Chesterfield, VA 23838

  Welcome to this beautifully maintained 4-bedroom, 3.5-bath home offering 3,118 sq ft and 4 car garage on a private 2.48-acre lot in the desirable The Highlands community. Featuring a brick foundation, vinyl siding, dimensional roof with gutters, fresh interior paint, and a tall crawl space for added storage, this home offers quality and comfort. The main level features HARDWOOD FLOORS throughout

  Kaitlyn Gwaltney Hometown Realty

  10700 Sterling Cove Dr, Chesterfield, VA 23838
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  /2

  $600,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,333 Sq Ft

  11937 Carters Garden Terrace, Chesterfield, VA 23838

  Lovely Four Bedroom home in Carters Mill East with in-ground pool!

  Ryan Sanford RE/MAX Commonwealth

  11937 Carters Garden Terrace, Chesterfield, VA 23838
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  /28

  $798,990

  New Construction

  • 4 Beds
  • 2 Baths
  • 3,266 Sq Ft

  8142 Lake Margaret Terrace, Chesterfield, VA 23838

  The Caldwell is a two-story home with a side-load garage, finished basement, four bedrooms, two full baths, a first-floor primary bedroom with two closets, a convenient pocket office for a dedicated work or study-from-home space, a formal dining room, spacious family room, a kitchen with island and pantry, a sunroom, and a screen porch. This home features a finished basement with an additional

  Eastwood Homes Builder

  8142 Lake Margaret Terrace, Chesterfield, VA 23838
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  /46

  $549,950

  • 4 Beds
  • 2.5 Baths
  • 2,343 Sq Ft

  Unlisted Address

  Welcome to your own private retreat! Nestled on just over 3 picturesque acres, this beautiful 4-bedroom, 2.5-bath home offers the perfect blend of peaceful country living and everyday convenience. Tucked away among mature trees with expansive open yard space, this property provides the privacy and room to spread out that so many buyers are searching for! From the moment you arrive, the classic

  Mike Boone Boone Residential LLC

  Unlisted Address
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  /85

  $574,900

  $15K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,464 Sq Ft

  7730 Beach Rd, Chesterfield, VA 23838

  Tucked back on 2.85 private acres with the Swift Creek flowing just behind the property, this craftsman-style retreat feels like a mountain hideaway. You get all the convenience of the location off Beach Rd, without surrendering peace and privacy.Inside, a two-story great room opens the home with soaring ceilings, a mix of marble and wood floors, bar area, and a floor-to-ceiling stone

  Brad Ruckart Real Broker LLC

  7730 Beach Rd, Chesterfield, VA 23838
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  /43

  $752,000

  • 4 Beds
  • 3.5 Baths
  • 4,045 Sq Ft

  8425 Kintail Dr, Chesterfield, VA 23838

  POTENTIAL 1ST FLOOR BEDROOM. Beautifully RENOVATED home featuring updated kitchen and baths, freshly painted interiors, and new fixtures throughout. The kitchen showcases quartz countertops, a stylish stone backsplash, new appliances, and a bright eat-in area filled with natural light. Top-of-the-line laminated flooring and new carpet add comfort and elegance throughout the home. Enjoy a

  Jamie Younger Long & Foster REALTORS

  8425 Kintail Dr, Chesterfield, VA 23838
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  /37

  $362,500

  $37K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,179 Sq Ft

  13613 Bundle Rd, Chesterfield, VA 23838

  Welcome to 13613 Bundle Road, a spacious4 bedroom home set on 2.64 private acres in the heart of Chesterfield County's Matoaca district. This single-family residence offers 2640 square feet of comfortable living with 2.5 bathrooms and room to grow. Inside you will find an updated kitchen, hardwood floors, and open layout. The property features detached garage,and a generous yard perfect for

  Chris Craddock EXP Realty, LLC

  13613 Bundle Rd, Chesterfield, VA 23838
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  /15

  $130,000

  • Land
  • 3.06 Acres
  • $42,484 per Acre

  15412 Isle Pines Dr, Chesterfield, VA 23838

  Private wooded home site in Chesdin Landing community. Make this your forever dream home today in our resort style community. Choose a Chesdin Landing custom home builder from a list of Richmond's finest custom home builders. You'll look forward to taking advantage of this tranquil location for relaxing and entertaining your friends and family. Visit our office located in the clubhouse and take a

  Michelle Mckinney Base Camp Realty of VA Inc

  15412 Isle Pines Dr, Chesterfield, VA 23838
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  /12

  $130,000

  • Land
  • 3.18 Acres
  • $40,881 per Acre

  15407 Isle Pines Dr, Chesterfield, VA 23838

  Private wooded home site in Chesdin Landing community. Make this your forever dream home today in our resort style community. Choose a Chesdin Landing custom home builder from a list of Richmond's finest custom home builders. You'll look forward to taking advantage of this tranquil location for relaxing and entertaining your friends and family. Visit our office located in the clubhouse and take a

  Michelle Mckinney Base Camp Realty of VA Inc

  15407 Isle Pines Dr, Chesterfield, VA 23838
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  /35

  $624,950

  New Construction

  • 5 Beds
  • 3 Baths

  8201 Mckibben Dr, Chesterfield, VA 23838

  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

  8201 Mckibben Dr, Chesterfield, VA 23838
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  /43

  $699,500

  • 4 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  11880 Winterpock Rd, Chesterfield, VA 23838

  Custom built home designed by John Milton Flippen, nestled on a private 6.23 acre lot. Surround yourself with nature, mature trees, perennial creek. A versatile split floor plan, the welcoming entry level features high ceilings and currently dining room. A short flight up opens to the spectacular main living area, a bright space with vaulted ceilings and a dramatic wall of windows overlooking the

  Andrea Levine Samson Properties

  11880 Winterpock Rd, Chesterfield, VA 23838
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  /42

  $375,000

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

  11965 River Rd, Chesterfield, VA 23838

  RENOVATED RANCH ON 2 ACRES IN CHESTERFIELD COUNTY! Thoughtfully updated inside and out, this inviting 3-bedroom, 2-full-bath ranch combines modern finishes, flexible living space, and the ease of one-level living on a spacious 2-acre lot. At the heart of the home is a bright, open-concept Living and Kitchen area featuring shaker-style cabinetry, granite countertops, tile backsplash, recessed

  Karen Calderon EXP Realty, LLC

  11965 River Rd, Chesterfield, VA 23838
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  /22

  $475,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  12040 Hunters Hawk Ct, Chesterfield, VA 23838

  Welcome to 12040 Hunters Hawk Ct! This beautifully maintained, move-in ready home offers spacious living, thoughtful updates, and a peaceful setting. Features include an updated kitchen with quartz countertops, GE Profile double oven, convenient toe-kick drawers and pull-out shelves for added storage, renovated primary bathroom with frameless tiled shower, updated flooring throughout, and a

  Carey French EXP Realty LLC

  12040 Hunters Hawk Ct, Chesterfield, VA 23838
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  /70

  $1,107,000

  $8K PRICE DROP

  • 7 Beds
  • 6.5 Baths
  • 6,295 Sq Ft

  12812 Lonan Ave, Chesterfield, VA 23838

  Welcome to this exceptional waterfront retreat in sought-after Chesterfield! Situated on 1.8 acres along Lake Margaret, this stunning transitional-style home offers over 6,200 square feet of beautifully finished living space, including a walk-out basement. Step inside to find your dream home complete with engineered hardwood flooring throughout the main level. The 1st floor also features an

  Vickie Lewis Long & Foster REALTORS

  12812 Lonan Ave, Chesterfield, VA 23838
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  /40

  $599,500

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,846 Sq Ft

  8313 Fedora Dr, Chesterfield, VA 23838

  Set on a 1.4-acre lot in The Highlands, this home offers a rare combination of updated interiors, flexible living spaces, & a backyard that is larger than what buyers typically find in today's newer neighborhoods. Inside, fresh paint, new hardwood flooring, updated bathrooms,& an updated kitchen create a move-in ready feel from the moment you arrive. The floor plan balances open gathering spaces

  Deryl McDaniel Real Broker LLC

  8313 Fedora Dr, Chesterfield, VA 23838
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  /52

  $485,000

  • 4 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  12000 Glen Kilchurn Dr, Chesterfield, VA 23838

  Welcome to the Highlands! This 4-bedroom, 2.5-bath home offers the perfect blend of comfortable living, spacious surroundings, and access to an incredible array of community amenities. Situated on a spacious 1+ acre corner lot with a natural tree buffer on three sides, this property offers privacy while being just a short walk from the golf course, pool and fitness room. Inside, the updated

  Claire Ramsey Valentine Properties

  12000 Glen Kilchurn Dr, Chesterfield, VA 23838
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  /77

  $599,900

  • 4 Beds
  • 5 Baths
  • 3,620 Sq Ft

  8418 Macandrew Terrace, Chesterfield, VA 23838

  Welcome to 8418 Macandrew Terrace, a beautifully maintained home tucked away on a private 1.62-acre lot in The Highlands. Offering over 3,600 square feet of living space, this home features a highly desirable first-floor primary suite, making everyday living both comfortable and convenient.The spacious family room with vaulted ceilings opens to the updated kitchen with granite countertops,

  Bruce Boardman Long & Foster REALTORS

  8418 Macandrew Terrace, Chesterfield, VA 23838
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  /59

  $700,000

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,922 Sq Ft

  11029 Whistling Swan Place, Chesterfield, VA 23838

  Welcome to an incredible opportunity to own a grand, custom estate situated in Chesterfield’s highly coveted Woodland Pond community. Boasting an impressive 4,423 square feet, this all-brick home perfectly blends solid, top-tier craftsmanship with a canvas ready for your personal modern touch and sits on a private, landscaped corner lot with wooded walking paths. Offered by the Original Owner who

  Shannon Clunie Long & Foster REALTORS

  11029 Whistling Swan Place, Chesterfield, VA 23838
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  /3

  $725,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,822 Sq Ft

  12607 Lerwick Place, Chesterfield, VA 23838

  Tucked at the end of a cul-de-sac, this exceptional Emerson custom home is distinguished by craftsmanship, architectural detail, and a quality of construction increasingly hard to find. From the distinctive exterior to the graceful arches and substantial custom woodwork throughout, the home has a timeless character rarely found in newer construction. Set on a wooded 1.08-acre lot, it offers

  Kim Sebrell Keller Williams Realty

  12607 Lerwick Place, Chesterfield, VA 23838
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  /29

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  11833 Clearwood Ct, Chesterfield, VA 23832

  Tucked away at the end of a cul-de-sac and nestled on 3.21 private acres, this ranch-style home offers the peace, privacy, and space you've been looking for! Surrounded by mature trees and set well back from the road, the home is completely hidden from view, creating a private retreat you'll appreciate year-round. This one-level home offers a wonderful opportunity to build sweat equity and make

  Shannon Warren BHG Base Camp

  11833 Clearwood Ct, Chesterfield, VA 23832
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  /62

  $830,000

  $8K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,202 Sq Ft

  13720 Brandy Oaks Dr, Chesterfield, VA 23832

  Fully renovated 1.4-acre turn-key estate in Brandy Oaks! This meticulously updated property features a stately brick-pillared entrance, English gardens, an attached 2-car garage, and an extended gravel lot for effortless parking. Inside, a grand foyer with 12-foot ceilings leads to a private enclosed office, a cozy library, and an open-concept dining room with a fireplace. The chef's dream

  Steven Koleno Beycome Brokerage Realty LLC

  13720 Brandy Oaks Dr, Chesterfield, VA 23832
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  /4

  $600,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,730 Sq Ft

  12946 Carters Garden Dr, Chesterfield, VA 23838

  Coming Soon in the Carter's Mill East community of Chesterfield near Pocahontas State Park. This brick-front, custom-built home is beautifully situated on a 1.04 acre lot w/ in-ground pool/pool house. The home features a grand 2-story foyer with Palladian window, formal dining and a formal living room with a vaulted ceiling. The large family room, with windows flanking the cozy gas fireplace is

  Aaron Gilbert BHHS PenFed Realty

  12946 Carters Garden Dr, Chesterfield, VA 23838
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  /26

  $889,950

  New Construction

  • 6 Beds
  • 5 Baths
  • 5,173 Sq Ft

  9991 Boschen Woods Place, Chesterfield, VA 23838

  Some homes simply feel special the moment you arrive, and this move-in-ready Augusta II by Main Street Homes is one of them. Set on a private 2.19-acre wooded homesite in Boschen Woods, this is the kind of place where mornings begin with coffee on the screened porch, evenings are spent surrounded by nature, and every day feels like a peaceful escape from the hustle of life. Step inside to soaring

  Kim Tierney Virginia Colony Realty Inc

  9991 Boschen Woods Place, Chesterfield, VA 23838
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  /7

  $873,917

  New Construction Open Sat 12PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 4,297 Sq Ft

  13260 Killbarney Dr, Chesterfield, VA 23838

  Ready Fall 2026-fully finished walkout basement. The open, inviting layout of the ranch-style Melody plan makes main-level entertaining effortless. Inside, discover an expansive great room showcasing a dramatic vaulted ceiling and a cozy fireplace that flows seamlessly into an open dining area and a gourmet chef's kitchen featuring a center island and a roomy walk-in pantry. The elegant primary

  Leis Linares ICON Realty Group, ERA Powered

  13260 Killbarney Dr, Chesterfield, VA 23838
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  /45

  $549,950

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,656 Sq Ft

  8203 Gates Bluff Place, Chesterfield, VA 23832

  Welcome to 8203 Gates Bluff Place, a stunning Chesterfield residence that effortlessly blends timeless sophistication with everyday functionality. From the moment you arrive, the convenience of a spacious two-car attached garage welcomes you home. Step inside to discover a bright, open-concept gourmet kitchen tailored for both casual family mornings and grand evening entertaining. This culinary

  Chris Elliott Keller Williams Realty

  8203 Gates Bluff Place, Chesterfield, VA 23832
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  /74

  $609,900

  • 4 Beds
  • 2.5 Baths
  • 3,292 Sq Ft

  9820 Beaver Bridge Rd, Chesterfield, VA 23838

  Privacy, space, and one-level living on 4.6 wooded acres in Cosby HS! Set on a beautiful, private, level lot, this expansive renovated home offers over 3,200 square feet of living space, thoughtful updates, and plenty of room to enjoy both inside and out.A large front porch welcomes you into the home and overlooks the peaceful front yard. Inside, updated LVP flows throughout the main

  Chelsea Walters Providence Hill Real Estate

  9820 Beaver Bridge Rd, Chesterfield, VA 23838
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  /43

  $539,900

  $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,698 Sq Ft

  6111 Skybird Ct, Chesterfield, VA 23838

  Welcome home to this beautiful 4-bedroom, 2.5-bathroom, 2 story Colonial nestled in the desirable Glebe Point subdivision of Chesterfield. Situated on 5 private acres with waterfront access to Swift Creek! This spacious home offers 2,698 square feet of comfortable, well-designed living space, perfect for any lifestyle. You will be immediately impressed by the curb appeal, which features pristine

  Tamara McGhee Real Broker LLC

  6111 Skybird Ct, Chesterfield, VA 23838
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  /83

  $1,175,000

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,474 Sq Ft

  8305 Seaview Dr, Chesterfield, VA 23838

  GREAT NEW PRICE on this breathtaking custom-built, one-owner waterfront home, ideally situated in one of Chesterfield's most sought-after golf communities. Thoughtfully designed & impeccably maintained, this exceptional home is filled with high-end upgrades, timeless craftsmanship, and exquisite millwork throughout. Truly one of a kind, this home offers the perfect blend of elegance, comfort, &

  Sherry Gilliam Shaheen Ruth Martin & Fonville

  8305 Seaview Dr, Chesterfield, VA 23838
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  /41

  $579,500

  $46K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,869 Sq Ft

  8301 Chandon Place, Chesterfield, VA 23838

  WOW, RARE FIND in one of Chesterfield's award winning communities. Situated on a private 1.26-acre cul-de-sac lot in The Highlands, one of Chesterfield County's most sought-after golf course communities, this spacious ONE LEVEL home offers the combination of space, privacy, and neighborhood amenities that today's buyers are looking for. Surrounded by mature trees and tucked away from through

  Matt Cullather Real Broker LLC

  8301 Chandon Place, Chesterfield, VA 23838
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  /2

  $799,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,156 Sq Ft

  13000 Lake Margaret Dr, Chesterfield, VA 23838

  Eastwood Homes Builder

  13000 Lake Margaret Dr, Chesterfield, VA 23838
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  /56

  $924,900

  • 5 Beds
  • 5.5 Baths
  • 6,081 Sq Ft

  8506 Mckibben Place, Chesterfield, VA 23838

  BACK ON THE MARKET THROUGH NO FAULT OF SELLER. Welcome to this beautiful spacious home nestled on 1.78 acres at the end of a quiet cul-de-sac in the highly desirable Highlands at Lake Margaret. It has all the space you need inside and out! Thoughtfully designed with 5 bedrooms, 5.5 baths, multiple living spaces, and an impressive finished walkout basement, this home offers the perfect blend of

  Helen Carlow Weichert Home Run Realty

  8506 Mckibben Place, Chesterfield, VA 23838
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  /81

  $850,000

  $15K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 5,147 Sq Ft

  16621 Brattice Mill Place, Chesterfield, VA 23838

  Escape to your own private oasis with over 6 acres and more than 5,000 square feet of living space, all just minutes from shopping, dining, and everyday conveniences. Surrounded by nature, this spacious home features an abundance of rooms and flexible spaces that can easily adapt to your lifestyle whether you need home offices, hobby rooms, guest accommodations, recreation areas, or room to

  Susan Richards EXP Realty, LLC

  16621 Brattice Mill Place, Chesterfield, VA 23838
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  /49

  $635,000

  • 5 Beds
  • 3.5 Baths
  • 3,625 Sq Ft

  8343 Shagreen Ct, Chesterfield, VA 23838

  FINISHED WALK OUT BASEMENT. Nestled on 2.3 private acres and backing to protected natural area, this exceptional home offers the perfect blend of neighborhood amenities and peaceful wooded privacy. Thoughtfully updated and meticulously maintained. Beautiful site-finished hardwood floors flow throughout the main level, connecting the spacious family room, updated kitchen, and formal living and

  Lisa Stone Long & Foster REALTORS

  8343 Shagreen Ct, Chesterfield, VA 23838
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  /67

  $795,000

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  10900 Coalboro Rd, Chesterfield, VA 23838

  25 Acres of Possibilities in Chesterfield County!If you’ve been dreaming of space to spread out, have a small farm, grow something of your own, or simply enjoy the peace and beauty of the land, this 25-acre property on Coalboro Road is ready for its next chapter.The acreage offers a wonderful mix of open pasture, mature timber with potential harvest value, and established grape

  Anita Williamson Real Broker LLC

  10900 Coalboro Rd, Chesterfield, VA 23838
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  /49

  $2,350,000

  • 7 Beds
  • 6.5 Baths
  • 9,717 Sq Ft

  15636 Chesdin Landing Terrace, Chesterfield, VA 23838

  LAKEFRONT LIVING AT YOUR VERY OWN OASIS!!! Start your day overlooking beautiful Lake Chesdin from your deck with a cup of coffee or end the day by watching a gorgeous sunset from your dock. The time in between can be enjoyed by relaxing poolside, watching a movie in the soundproof media room, being a mixologist in your own private bar or making the perfect s’more in the fire pit. Let your spirit

  Debbie Crevier Kent Cottage Street Realty LLC

  15636 Chesdin Landing Terrace, Chesterfield, VA 23838
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  /31

  $749,999

  • 4 Beds
  • 3 Baths
  • 2,497 Sq Ft

  11318 River Rd, Chesterfield, VA 23838

  Beautiful open-concept home offering 2497 sq ft with 4 Bedrooms and 3 Full baths, nestled in a private, park-like 14+ acre setting in the heart of Chesterfield.The spacious Primary Bedroom features a bay window to enjoy wildlife and amazing views! Primary Bath is handicap equipped with grab bars and ceramic tiled roll-in shower that could easily be converted to a luxurious Tub area. A

  Ginger Sullivan Samson Properties

  11318 River Rd, Chesterfield, VA 23838
• 

  

  /17

  $764,999

  New Construction Open Sat 12PM - 3PM $5K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,980 Sq Ft

  13249 Killbarney Dr, Chesterfield, VA 23838

  Under Construction Presley Plan! Ready for Fall 2026 Move-in! Two-story floorplan features: 4 Beds, 3.5 Baths- 2 car w/shop. Deluxe primary suite with tray ceiling. Designer Features inclusive of quartz countertops, luxury vinyl plank flooring, tile backsplash, stainless steel gourmet kitchen appliances, nine-foot ceilings, eight-foot doors, beautiful 1.5-acre lot that backs to trees. Located in

  Leis Linares ICON Realty Group, ERA Powered

  13249 Killbarney Dr, Chesterfield, VA 23838
• 

  

  /74

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 3,125 Sq Ft

  8201 Sidlaw Hills Terrace, Chesterfield, VA 23838

  Welcome to The Highlands! This exceptional 2.1-acre, primarily wooded property offers the rare combination of privacy and premier golf course living, perfectly situated along the 3rd green and 4th tee of The Highlands Golf Club.A circular driveway and side-entry garage create an impressive arrival, while the expansive patio and screened porch provide the perfect setting to relax and enjoy

  Jeff Wilkerson Compass

  8201 Sidlaw Hills Terrace, Chesterfield, VA 23838

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