3,931

Chesterfield, VA Homes

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  • /38

    $632,000

    • 5 Beds
    • 3.5 Baths
    • 3,141 Sq Ft

    7530 Dunollie Dr, Chesterfield, VA 23838

    Have you ever dreamed of living in your own modern-day castle? Welcome to this stunning 5-bedroom, 3.5-bath retreat in the award-winning Highlands community. Nestled on a private 1.2-acre lot, this home offers a storybook setting with its turret-style roof, grand statement windows, and timeless architectural charm. Inside, you'll find luxurious finishes like crown molding, dark bamboo floors, and

    Agent Photo

    Nicole Diamond

    NextHome Signature Properties

    (804) 251-3073

    7530 Dunollie Dr, Chesterfield, VA 23838
  • /22

    $455,000 Sold Aug 27, 2025

    • 2,102 Sq Ft
    • $216/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1974

    8410 Beach Rd, Chesterfield, VA 23838

    Tucked away on 2.485 peaceful acres, this classic brick ranch perfectly blends privacy, comfort, and convenience. Step inside to fresh interior paint and brand-new carpet in all three bedrooms, creating a move-in-ready space just waiting for your personal touch. The cozy family room is warm and welcoming, ideal for everyday living or quiet evenings. The kitchen provides a functional layout with

    Kim Tierney Virginia Colony Realty Inc

    8410 Beach Rd, Chesterfield, VA 23838
    • /48

      Est $619,070 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,839 Sq Ft

      11006 Thetis Place, Chesterfield, VA 23838

      11006 Thetis Place, Chesterfield, VA 23838
  • /58

    $739,000 Under Contract

    • 5 Beds
    • 4.5 Baths
    • 4,406 Sq Ft

    7324 Rosemead Ln, Chesterfield, VA 23838

    Welcome to your own private oasis in the highly desirable community of The Highlands. This elegant home offers over 4,400 square feet of thoughtfully designed living space, beautifully situated on a landscaped one-acre lot that backs to a peaceful creek.. From the moment you enter, you'll be impressed by the open floor plan, soaring 18-foot ceilings, and dramatic staircase. The formal dining

    Agent Photo

    Khaliyah Barakhyahu

    EXP Realty, LLC

    (804) 531-4726

    7324 Rosemead Ln, Chesterfield, VA 23838
  • /35

    $694,000 Sold Aug 27, 2025

    • 2,881 Sq Ft
    • $241/SF
    • 35 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2021

    8000 Clancy Place, Chesterfield, VA 23838

    This custom-built Craftsman home is move-in ready & loaded with upgrades on a private 1.5-acre cul-de-sac lot in the 55+ Lake Margaret section of The Highlands. Enjoy award-winning amenities including canoeing, bike & trails, pool, tennis, 18-hole golf course, The Reserve restaurant, clubhouse rental & lawn maintenance ($250/mo). Inside, an inviting foyer opens to a bright, open-concept layout

    Ty Condrey Real Broker LLC

    8000 Clancy Place, Chesterfield, VA 23838
    • /27

      Est $588,389 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,696 Sq Ft

      8243 Fedora Dr, Chesterfield, VA 23838

      8243 Fedora Dr, Chesterfield, VA 23838
  • /50

    $675,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,489 Sq Ft

    11221 Rabbit Ridge Rd, Chesterfield, VA 23838

    Welcome to the perfect blend of charm, comfort, and modern living. This beautifully renovated Cape Cod-style home offers five spacious bedrooms and three and a half baths, combining thoughtful design with high-end upgrades throughout. The first floor features gleaming hardwoods, anchored by a luxurious primary suite complete with a huge walk-in closet and a newly renovated spa-like bath with

    Thomas Rose Shaheen Ruth Martin & Fonville

    11221 Rabbit Ridge Rd, Chesterfield, VA 23838
  • /50

    $469,950 Sold Aug 26, 2025

    • 2,513 Sq Ft
    • $187/SF
    • 40 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    6430 Creek Stone Ct, Chesterfield, VA 23838

    Come see this beautifully updated and meticulously maintained home—a true gem offering both privacy and convenience. Tucked away in a quiet, secluded setting, this home is just minutes from everything you need. The current homeowners are downsizing, leaving behind a warm, welcoming space that has been lovingly cared for inside and out.Upon entry, you’ll feel immediately at home in the

    Brian Hunt Real Broker LLC

    6430 Creek Stone Ct, Chesterfield, VA 23838
    • /48

      Est $607,141 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,966 Sq Ft

      14113 Rockyrun Rd, Chesterfield, VA 23838

      14113 Rockyrun Rd, Chesterfield, VA 23838
  • /49

    $749,900

    • 5 Beds
    • 4.5 Baths
    • 4,194 Sq Ft

    8713 Mckibben Dr, Chesterfield, VA 23838

    Welcome to 8713 McKibben Dr! Inside, the striking floor-to-ceiling gas fireplace creates a warm and inviting ambiance, perfect for relaxing or entertaining. The heart of the home is the chef-inspired kitchen, thoughtfully designed with upgraded cabinetry, sleek stainless steel appliances, stunning countertops, and a spacious center island—combining both functionality and refinement. The main

    Jen Coppock Redfin Corporation

    8713 Mckibben Dr, Chesterfield, VA 23838
  • /43

    $759,000 Sold Aug 22, 2025

    • 5,556 Sq Ft
    • $137/SF
    • 92 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 2023

    8525 Mckibben Place, Chesterfield, VA 23838

    **JUST LISTED | 6BR/5BA | 5,500+ Sq Ft | Finished Walk-Out Basement | 1.5+ Acres | Lake Margaret at The Highlands. Why wait to build? This #stunning 2023 is move-in ready and packed with luxury upgrades in the sought-after **Lake Margaret at The Highlands**— a 5-star community with **resort-style amenities** including private golf, lake access, pool, clubhouse, and more! This home features 6

    Bryan Booker Timeless Realty Company

    8525 Mckibben Place, Chesterfield, VA 23838
    • /47

      Est $832,845 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,262 Sq Ft

      11525 Barrows Ridge Ln, Chesterfield, VA 23838

      11525 Barrows Ridge Ln, Chesterfield, VA 23838
  • /28

    $782,836 New Construction

    • 4 - 5 Beds
    • 3 - 6 Baths
    • 2,881+ Sq Ft

    Augusta II Plan at Boschen Woods, Chesterfield, VA 23838

    Build the Augusta II Home Plan by Main Street Homes! This stunning two-story home offers 9-foot ceilings on the first floor, an open floor plan, four bedrooms, three bathrooms, and a two-car garage. This versatile plan incorporates a dining room off the foyer that leads to a spacious gourmet kitchen with a large island opening to a kitchen nook and a 2-story great room. Located off of the garage

    Builder Photo

    Main Street Homes

    Builder

    10025 Boschen Woods Place Unit 36478852, Chesterfield, VA 23838
  • /50

    $558,000 Sold Aug 19, 2025

    • 2,697 Sq Ft
    • $207/SF
    • 33 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2005

    12031 Dunnottar Dr, Chesterfield, VA 23838

    Stunning Brick Home in The Highlands – Resort-Style Living on Over 2 Acres! Welcome to this dream property where luxury meets lifestyle. Nestled on more than 2 private, wooded acres, this 5BR, 3BA residence offers 2,697 sq ft of thoughtfully designed living space &access to world-class amenities—including spectacular golf course, clubhouse &pool. From the moment you arrive, the stately brick

    Caitlin Yeatman Long & Foster REALTORS

    12031 Dunnottar Dr, Chesterfield, VA 23838
    • /38

      Est $616,831 Not Listed For Sale

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

      8313 Fedora Dr, Chesterfield, VA 23838

      8313 Fedora Dr, Chesterfield, VA 23838
  • /45

    $650,000

    • 4 Beds
    • 3.5 Baths
    • 3,007 Sq Ft

    7407 Fowlis Place, Chesterfield, VA 23838

    Welcome to this stunning 3,007 sq. ft. home iN the desirable neighborhood, The Highlands. Built just a year ago, it feels brand new and was designed with both comfort and style in mind. The first-floor owner’s suite offers convenience and privacy, while upstairs you’ll find three additional bedrooms and two full baths. Altogether, the home features three and a half bathrooms.The open

    Christopher Haskins EXP Realty LLC

    7407 Fowlis Place, Chesterfield, VA 23838
  • /7

    $250,000 Sold Aug 18, 2025

    • Land
    • 0.00 Acre
    • 55 Days On Market

    10236 Kimlynn Trail, Chesterfield, VA 23838

    A beautiful level 5+ acre lot waiting for you to build your dream home. Serene area in the established Kimlynn neighborhood that offers a private country setting just minutes from Route 10 and 288. A must see!

    Cindy Allen Metro Premier Homes LLC

    10236 Kimlynn Trail, Chesterfield, VA 23838
    • /36

      Est $836,530 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,660 Sq Ft

      11612 Barrows Ridge Ln, Chesterfield, VA 23838

      11612 Barrows Ridge Ln, Chesterfield, VA 23838
  • /43

    $700,000

    • 4 Beds
    • 4.5 Baths
    • 3,615 Sq Ft

    7800 Grampian Ct, Chesterfield, VA 23838

    Welcome to The Highlands! This beautifully maintained brick-front home is situated on a spacious corner, cul-de-sac lot spanning over an acre! Inside, you'll find elegant solid hardwood flooring throughout the first and second floors, adding warmth and character to the living areas. The second floor boasts four generously sized bedrooms, each with its own walk-in closet, providing comfortable

    Ryan Sanford RE/MAX Commonwealth

    7800 Grampian Ct, Chesterfield, VA 23838
  • /50

    $580,000 Sold Aug 15, 2025

    • 3,192 Sq Ft
    • $182/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    9210 Waterfowl Flyway, Chesterfield, VA 23838

    This is the one you have been waiting for! Stunning home with beautiful curb appeal and meticulously maintained landscaping that offers a true park-like setting on a private 1.85-acre lot! Located in the highly sought-after Woodland Pond community, residents enjoy an exceptional lifestyle with access to the adjacent Pocahontas State Park, featuring a 225-acre lake, over 90 miles of scenic trails,

    Courtney Moore Real Broker LLC

    9210 Waterfowl Flyway, Chesterfield, VA 23838
    • /50

      Est $666,586 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,203 Sq Ft

      8407 Aldera Ln, Chesterfield, VA 23838

      8407 Aldera Ln, Chesterfield, VA 23838
  • /49

    $735,000

    • 5 Beds
    • 4 Baths
    • 4,835 Sq Ft

    8106 Killbevan Dr, Chesterfield, VA 23838

    This spacious 4279 sq ft Hampshire floorplan home sits on 2.67 acre private lot, nestled in The Highlands Community; Lake Margaret section. Inclusive of a fully finished basement; offers a wet-bar for family & friends entertainment, this comfortable living space also includes a bedroom with walk-in closet & a full bath! The main level showcases a formal dining room, guest bedroom, full bath

    Michelle Johnson-Fisher United Real Estate Richmond

    8106 Killbevan Dr, Chesterfield, VA 23838
  • /35

    $658,000 Sold Aug 15, 2025

    • 3,415 Sq Ft
    • $193/SF
    • 7 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2019

    12613 Capernwray Terrace, Chesterfield, VA 23838

    This beautifully maintained home with 2 primary suites features many thoughtful details including 9’ ceilings, tray ceiling in dining room, gorgeous LVP flooring, and plantation shutters throughout the first floor. The kitchen is well appointed, complete with custom cabinets, granite countertops, full height tile backsplash, stainless appliances (new refrigerator- 2023), over-sized island,

    Cabell Childress Long & Foster REALTORS

    12613 Capernwray Terrace, Chesterfield, VA 23838
    • /49

      Est $701,113 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,606 Sq Ft

      8207 Aldera Ln, Chesterfield, VA 23838

      8207 Aldera Ln, Chesterfield, VA 23838
  • /50

    $750,000

    • 5 Beds
    • 4.5 Baths
    • 4,875 Sq Ft

    9501 Gadwell Terrace, Chesterfield, VA 23838

    This beautiful Colonial offers the unique opportunity to have almost 4 acres of privacy while still having all the amenities of an established planned community! Upon entry, you're greeted by the two story foyer that leads to the formal living and dining rooms with hardwood floors & crown moulding on one side and the spacious family room complete with built-in shelving, beamed ceiling, and huge

    Terra Dantona Joyner Fine Properties

    9501 Gadwell Terrace, Chesterfield, VA 23838
  • /50

    $725,000 Sold Aug 15, 2025

    • 3,749 Sq Ft
    • $193/SF
    • 51 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    12300 Wynnstay Ln, Chesterfield, VA 23838

    Welcome to a rare opportunity at the end of a cul-de-sac on a spacious lot that backs up to protected Licking Creek—offering natural beauty and the assurance that no one can build behind the home.Inside, you’ll find two Primary Suites—one on the main level and one upstairs—providing flexible living options. Hardwood floors extend through much of the main level, including the dining room,

    Stacey Forcke Keeton & Co Real Estate

    12300 Wynnstay Ln, Chesterfield, VA 23838
    • /42

      Est $512,491 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,074 Sq Ft

      14161 Rockyrun Rd, Chesterfield, VA 23838

      14161 Rockyrun Rd, Chesterfield, VA 23838
  • /24

    $685,000

    • 5 Beds
    • 2.5 Baths
    • 3,806 Sq Ft

    11430 Avocet Dr, Chesterfield, VA 23838

    METICULOUSLY MAINTAINED + BEAUTIFULLY UPDATED IN WOODLAND POND! This classic, move-in ready home offers 3,800+ SQ FT of thoughtfully designed space, featuring 5 bedrooms, 2.5 baths, and a third-floor bonus room. All set on a professionally landscaped lot in one of Chesterfield’s most desirable custom-home communities. Curb appeal shines with custom-built shutters, handcrafted front railings, a

    Matt Cullather Real Broker LLC

    11430 Avocet Dr, Chesterfield, VA 23838
  • /32

    $711,000 Sold Aug 15, 2025

    • 3,582 Sq Ft
    • $198/SF
    • 66 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2012

    8313 Kalliope Ct, Chesterfield, VA 23838

    The WOW FACTOR starts when you enter the front door with hardwood floors, crown molding. At the end of the foyer is a large open 2-story family room where natural light and south facing windows a *COZY GAS FIREPLACE*; CASUAL & FORMAL dining areas, CUSTOM 42" kitchen cabinets, solid cherry raised panel, large island, granite countertops w/raised bar, stainless steel appliances, **NEW WIFI OVEN**.

    David Sweeney USRealty.com

    8313 Kalliope Ct, Chesterfield, VA 23838
    • /42

      Est $457,855 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,113 Sq Ft

      14420 Rockyrun Rd, Chesterfield, VA 23838

      14420 Rockyrun Rd, Chesterfield, VA 23838
  • /27

    $881,793 Sold Aug 11, 2025

    • 3,570 Sq Ft
    • $247/SF
    • 5 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2024

    9984 Boschen Woods Place, Chesterfield, VA 23838

    Welcome to the Augusta II Home Plan by Main Street Homes! This stunning Energy Star® certified two-story home offers 9-foot ceilings on the first floor, an open floor plan, four bedrooms, three bathrooms, and a two-car garage. This versatile plan incorporates a dining room off the foyer that leads to a spacious gourmet kitchen with large island opening to a kitchen nook and 2-story great room.

    Kim Tierney Virginia Colony Realty Inc

    9984 Boschen Woods Place, Chesterfield, VA 23838
    • /41

      Est $462,404 Not Listed For Sale

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

      14421 Creek Stone Dr, Chesterfield, VA 23838

      14421 Creek Stone Dr, Chesterfield, VA 23838
  • /50

    $680,000 Sold Aug 07, 2025

    • 3,179 Sq Ft
    • $214/SF
    • 11 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2023

    8507 Mckibben Dr, Chesterfield, VA 23838

    *HOT LIKE NEW HOME* MOVE IN READY!* Why wait for new construction when you can own this move-in ready 4-bedroom, 3.5 bathroom, 3000+ sqft , upgraded beauty? This stunning open-concept home features a first-floor primary suite with dual walk-in closets and a tile shower, a private study with brand new built-in cabinets, and a soaring two-story family room with a gas fireplace. Upstairs includes

    Scott Morgan Fathom Realty Virginia

    8507 Mckibben Dr, Chesterfield, VA 23838
    • /5

      Est $399,515 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,460 Sq Ft

      13441 Bradley Bridge Rd, Chester, VA 23831

      13441 Bradley Bridge Rd, Chester, VA 23831
  • /50

    $649,500 Pending

    • 4 Beds
    • 2.5 Baths
    • 4,148 Sq Ft

    9300 Owl Trace Ct, Chesterfield, VA 23838

    Wow! This gorgeous Woodland Pond home is situated on almost 3 very private acres in one of Chesterfield's most popular neighborhoods. The great features of this home begin before you even walk through the front door. You will enjoy the lush gardens, extra large screened in porch, and oversized wrap around deck throughout the year, and especially on the cool fall evenings that await you. Inside

    Robin Johnson RE/MAX Commonwealth

    9300 Owl Trace Ct, Chesterfield, VA 23838
  • /37

    $529,000 Sold Aug 07, 2025

    • 2,848 Sq Ft
    • $186/SF
    • 42 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    8309 Regalia Ct, Chesterfield, VA 23838

    MOVE IN READY Transitional Home on Cul De Sac featuring REFINISHED HARDWOOD FLOORS, NEW CARPET, NEW PAINT, UPDATED LIGHT FIXTURES ON FIRST LEVEL AND HALLWAYS*First Level features: Two Story Foyer with Plenty of Natural Light; Formal Living Room with Hardwood Floors and Columns; Formal Dining Room with Bay Window, Crown Molding, Chair Rail, Columns and Updated Chandlier; French Doors lead from the

    Melissa Grohowski Long & Foster REALTORS

    8309 Regalia Ct, Chesterfield, VA 23838
    • /39

      Est $469,867 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,264 Sq Ft

      14713 Rockyrun Rd, Chesterfield, VA 23838

      14713 Rockyrun Rd, Chesterfield, VA 23838
  • /17

    $652,310 Pending

    • 4 Beds
    • 3 Baths
    • 2,405 Sq Ft

    12024 Buckrudy Terrace, Chesterfield, VA 23838

    Welcome home to Luxury living in the last section of the Highlands! Looking for ranch living with space to host guests? Welcome to The Savannah, grand living on one level. The heart of your home is centered around your spacious great room with tray ceiling, luxury kitchen with optional double ovens and best of all. A huge, covered porch that you can walk through from your dining or owner’s suite.

    John Thiel Long & Foster REALTORS

    12024 Buckrudy Terrace, Chesterfield, VA 23838

Showing Results 1 - 40, Page 1 of 18

Home Trends in The Highlands, VA

Housing Trends

Median Sale Price
$658,000
Median Single Family Sale Price
$632,000
Average Price Per Sq Ft
$203
Number of Homes for Sale
78
Last 12 months Home Sales
165
Months of Supply
5.70
Median List Price
$640,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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