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The Highlands Houses for Sale

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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
  • /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
  • /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
  • /49

    $625,000

    • 5 Beds
    • 3 Baths
    • 3,026 Sq Ft

    8212 Amara Place, Chesterfield, VA 23838

    Set on a beautifully landscaped corner lot in The Highlands, this property blends high-end upgrades with everyday comfort. Over $90,000 was invested in a screened-in porch and stone patio, featuring Trex decking with a 50-year warranty, custom shading, integrated lighting, dedicated outdoor heaters, and a built-in fire pit—creating a year-round space for entertaining and relaxation. A full-yard

    Matt Cullather Real Broker LLC

    8212 Amara Place, Chesterfield, VA 23838
  • /32

    $695,000

    • 4 Beds
    • 3.5 Baths
    • 2,748 Sq Ft

    8100 Heathbluff Ct, Chesterfield, VA 23832

    This one-of-a-kind custom home, built by J.D. Robbins Builders in 1994, offers timeless design, custom craftsmanship, and a park-like setting on 2.09 acres with frontage on Swift Creek. This meticulously maintained one-owner home invites you to fall more in love with every visit. The main level features a spacious first-floor primary suite filled with natural light, plus a second bedroom with its

    Cody Cole Cole Real Estate, Inc.

    8100 Heathbluff Ct, Chesterfield, VA 23832
  • /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
  • /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

    $625,000

    • 5 Beds
    • 3 Baths
    • 2,993 Sq Ft

    14221 Rockyrun Rd, Chesterfield, VA 23838

    Beautiful home nicely situated on approximately 1.5 private acres is ready for new owners. features a large eat in kitchen with island, gas cooking, tankless hot water heater, gorgeous back deck, first floor bedroom, hardwood floors, gas fireplace, hardwood floors, paved driveway, attached side entry garage, 2nd floor laundry, large master suite, mud room area, and dining room.

    Susan Magee KW Metro Center

    14221 Rockyrun Rd, Chesterfield, VA 23838
  • /18

    $699,990 New Construction

    • 5 Beds
    • 4 Baths
    • 4,165 Sq Ft

    2 Abercrombie Dr, Chesterfield, VA 23838

    Welcome to the Versailles to be built on a wooded, private 1.5 acres at Lake Margaret at the Highlands. This single-family home combines classic style with modern design. The light-filled foyer welcomes you toward a formal dining room and a living room, which can become a study with the addition of French doors. The 2-story family room flows into the dinette and gourmet kitchen, with its large

    John Thiel Long & Foster REALTORS

    2 Abercrombie Dr, Chesterfield, VA 23838
  • /11

    $689,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,330 Sq Ft

    8130 Clancy Ct, Chesterfield, VA 23838

    The McDowell offers 4 bedrooms, 3.5 baths and a side-load garage sitting on OVER 1.5 ACRE lot in the age-restricted section in Lake Margaret!! The entry offers a formal dining room directly off of the foyer. The open concept plan features a kitchen with an island, walk-in pantry, and a separate breakfast area adjoining the kitchen. A two-story family room with gas fireplace is perfect for

    Kim Sebrell Keller Williams Realty

    8130 Clancy Ct, Chesterfield, VA 23838
  • /13

    $699,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,185 Sq Ft

    8124 Clancy Ct, Chesterfield, VA 23838

    The Asheboro by Eastwood Homes blends thoughtful design with timeless comfort—featuring 4 bedrooms, 3.5 baths, and a desirable side-load garage. From the moment you step inside, you'll notice the warmth of EVP floors flowing from the foyer into the elegant dining area and chef-inspired kitchen. Enjoy quartz countertops, a spacious island, a walk-in pantry, and seamless flow into the cozy family

    Kim Sebrell Keller Williams Realty

    8124 Clancy Ct, Chesterfield, VA 23838
  • /29

    $615,000

    • 4 Beds
    • 3.5 Baths
    • 3,318 Sq Ft

    8212 Macandrew Place, Chesterfield, VA 23838

    Welcome home to this stunning brick home in the desirable Highlands Neighborhood!!As you step inside, you'll immediately notice the gorgeous hardwood floors throughout the main living spaces. To the right of the foyer is a formal dining room, beautifully detailed with wainscoting. To the left, you'll find a versatile room that can serve as an office or a formal living room. The family room is

    Richard Turner Joyner Fine Properties

    8212 Macandrew Place, Chesterfield, VA 23838
  • /47

    $800,000

    • 4 Beds
    • 4.5 Baths
    • 3,712 Sq Ft

    12812 Crathes Ln, Chesterfield, VA 23838

    Welcome to Your Dream Home – Luxury, Space & Functionality!Discover this exceptional 3,712 sq ft home in a peaceful and sought-after neighborhood on a beautifully manicured 1.03-acre lot. Designed for both comfort and versatility, this home features TWO primary suites—one on the main level and another upstairs—making it ideal for multi-generational living or providing a luxurious

    Robin Heath Napier REALTORS ERA

    12812 Crathes Ln, Chesterfield, VA 23838
  • /48

    $799,990

    • 4 Beds
    • 3.5 Baths
    • 3,251 Sq Ft

    8267 Killbevan Dr, Chesterfield, VA 23838

    Welcome to this stunning newly built home, offering over 3,200 sq ft of open living space designed for both comfort and style! On the main level, you’ll find a versatile flex room, a convenient laundry room, and an expansive two story great room with soaring windows that fill the home with natural light. The chef’s kitchen is sure to impress with its oversized center island, walk-in pantry,

    Janickal Hanson KW Metro Center

    8267 Killbevan Dr, 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
  • /46

    $964,000

    • 3 Beds
    • 2.5 Baths
    • 3,524 Sq Ft

    8143 Lake Margaret Terrace, Chesterfield, VA 23838

    Looking for peace and tranquility? Here it is with this property, IMAGE coffee in hand, sitting on the screened in porch watching the sun rays dance off the water. It does not get any better. You can own this beautiful lightly used 2-year-old waterfront home. Property is meticulously maintained inside and out, showcasing attractive curb appeal with beautifully landscaped gardens in the wonderful

    Robin Heath Napier REALTORS ERA

    8143 Lake Margaret Terrace, Chesterfield, VA 23838
  • /41

    $599,000

    • 4 Beds
    • 4 Baths
    • 3,509 Sq Ft

    11931 Dunvegan Ct, Chesterfield, VA 23838

    Beautiful, Spacious Home with Walkout Basement on Over 1 Acre in The Highlands!Welcome to your dream home! Nestled on a private, wooded 1+ acre lot in the award-winning Highlands golf course community, this stunning home offers space, updates, and resort-style living.Step inside to discover Pergo flooring throughout and a large, updated kitchen featuring granite countertops, gas

    Heather Vaughan Boykin Realty LLC

    11931 Dunvegan Ct, Chesterfield, VA 23838
  • /48

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 4,115 Sq Ft

    12830 Crathes Ln, Chesterfield, VA 23838

    Stunning one of a kind in The Highlands one owner custom built modern farmhouse located in a quiet cul-de-sac on a 2.6 acre private lot . Beautifully decorated 4 bedroom home loaded with upgrades. The main floor features a spacious foyer. To your left, a set of French doors welcome you the the office/study with beautiful wainscoting . Down the hall, the half bathroom and the stairs on your

    Rene Welvaert Fathom Realty Virginia

    12830 Crathes Ln, Chesterfield, VA 23838
  • /39

    $513,999

    • 5 Beds
    • 3 Baths
    • 2,708 Sq Ft

    8136 Fedora Dr, Chesterfield, VA 23838

    Sellers are offering $15,000 towards buyers closing cost with an acceptable offer. Here's your chance to own your dream home in the highly sought-after Highlands! This well maintained property boasts a beautiful open floor plan with a full front porch and back deck, perfect for morning coffee or relaxing evenings. The home features five bedrooms, 3 full bathrooms and a large master suite with two

    Denise Jones United Real Estate Richmond

    8136 Fedora Dr, Chesterfield, VA 23838
  • /50

    $1,500,000

    • 4 Beds
    • 5.5 Baths
    • 8,394 Sq Ft

    9106 Avocet Ct, Chesterfield, VA 23838

    This amazing luxury estate on the lake in sought-after Woodland Pond features both a private dock and a salt-water swimming pool. Nestled on a large lot of over an acre, this beautiful property offers the perfect blend of privacy, space, and natural beauty. The Colonial-designed exterior with Hardiplank siding offers a transitional floor plan with oversized rooms across four levels. Several

    Ryan Sanford RE/MAX Commonwealth

    9106 Avocet Ct, Chesterfield, VA 23838
  • /49

    $899,999

    • 6 Beds
    • 5 Baths
    • 5,032 Sq Ft

    11600 Europa Dr, Chesterfield, VA 23838

    Luxury living awaits in this beautiful6-7 bedroom gorgeous home on 1.46 ACRES! CUSTOM FINISHES THROUGHOUT! The GOURMET KITCHEN is a chef's dream! Multi-generational design includes a FIRST FLOOR BEDROOM/IN LAW SUITE, MASSIVE FINISHED BASEMENT with bedroom/full bath, second floor bonus room and flex room offering endless possibilities. Unwind in the primary suite featuring a spa-like bath

    Lakisha Brown Shoreline Realty

    11600 Europa Dr, Chesterfield, VA 23838
  • /50

    $799,900

    • 4 Beds
    • 4.5 Baths
    • 3,607 Sq Ft

    12618 Capernwray Terrace, Chesterfield, VA 23838

    Located in The Highlands community, this wonderful property sits on 2.7 private acres at the end of a cul-de-sac, with 1.5 acres fully landscaped. This house provides 5,065 total square feet, with 3,607 finished square-feet and an additional 1458 unfinished square-feet basement; this home features 4 bedrooms, each with a private bathroom and walk-in closet. Interior details include shiplap and

    Samuel Robertson Fathom Realty Virginia

    12618 Capernwray Terrace, Chesterfield, VA 23838
  • /42

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,712 Sq Ft

    8500 Brechin Ln, Chesterfield, VA 23838

    Come and see this STUNNING and meticulously maintained colonial in the lovely community of Chesterfield's "The Highlands"! This beautiful 4 bedroom / 2.5 bath home is well appointed throughout and glows with timeless charm and modern comfort. With a gorgeous brick front elevation, intentional landscaping and over 1.4 acres of mixed open/wooded land - it truly is a lovely home on a pristine lot.

    Cabell Childress Long & Foster REALTORS

    8500 Brechin Ln, Chesterfield, VA 23838
  • /41

    $575,000

    • 5 Beds
    • 3.5 Baths
    • 2,694 Sq Ft

    8413 Chandon Ct, Chesterfield, VA 23838

    Did you miss your opportunity for this gem? Buyer financing fell through. Nestled at the end of a quiet cul de sac, this striking colonial-style home offers the perfect blend of timeless charm & modern elegance. With a classic brick facade & transitional architectural details, the home boasts curb appeal & functionality. Step inside to find gleaming hardwood floors throughout the first & second

    Lisa Stone Long & Foster REALTORS

    8413 Chandon Ct, Chesterfield, VA 23838
  • /15

    $599,990 New Construction

    • 5 Beds
    • 3 Baths
    • 3,082 Sq Ft

    1 Abercrombie Dr, Chesterfield, VA 23838

    Get to know The Saint Lawrence to be built on a wooded, private 1.5 acres in Lake Margaret in the Highlands! This single-family home is designed for how you live. The open layout of the family room flows into the gourmet kitchen, where you can fix snacks and drinks without missing a beat. The flex room offers versatility and the quiet study off the 2-car garage is ideal for working from home.

    John Thiel Long & Foster REALTORS

    1 Abercrombie Dr, Chesterfield, VA 23838
  • /29

    $619,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,739 Sq Ft

    5 Abercrombie Dr, Chesterfield, VA 23838

    Get to know The Greenwood to be built on a wooded, private 1.5 acres in Lake Margaret at The Highlands. This 2- to 3-car garage single-family home spotlights style and convenience. Gather friends & family in the great room before enjoying a delicious meal cooked in your gourmet kitchen with a large island. The adjoining dining room overlooks an optional covered porch. Your luxury first-floor

    John Thiel Long & Foster REALTORS

    5 Abercrombie Dr, Chesterfield, VA 23838
  • /17

    $579,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,010 Sq Ft

    7 Abercrombie Dr, Chesterfield, VA 23838

    Welcome to The Lehigh to be built on a wooded, private 1.5 acres in Lake Margaret in the Highlands! Enter the inviting foyer, where versatile flex space can be used as a playroom, living room or office. The gourmet kitchen boasts a large island and walk-in pantry and connects to the dining and family room. Off the 2-car garage, a family entry controls clutter and leads to an included first floor

    John Thiel Long & Foster REALTORS

    7 Abercrombie Dr, Chesterfield, VA 23838
  • /17

    $619,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,239 Sq Ft

    3 Abercrombie Dr, Chesterfield, VA 23838

    Get to know The Savannah, grand living on one level, to be built on a wooded, private 1.5 acres in Lake Margaret at The Highlands. A spacious great room is at the heart of this home and flows seamlessly into the gourmet kitchen and dining area. Three large bedrooms offer sanctuary and privacy. Nestled at the back of the house, the owner’s suite provides private access to the included covered

    John Thiel Long & Foster REALTORS

    3 Abercrombie Dr, Chesterfield, VA 23838
  • /2

    $875,000 New Construction

    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft

    10830 Egret Ct, Chesterfield, VA 23838

    Rare New Construction Opportunity in Woodland Pond! Don’t miss your chance to custom-build your dream home in one of the most desirable and established sections of Woodland Pond, surrounded by mature trees and natural beauty. The Oak Manor plan offers the perfect blend of comfort and style, with primarily one-level living designed for today’s lifestyle. From the inviting front porch to the

    Holly David Shaheen Ruth Martin & Fonville

    10830 Egret Ct, Chesterfield, VA 23838
  • /11

    $719,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,130 Sq Ft

    8136 Clancy Ct, Chesterfield, VA 23838

    The Edgefield is a ranch home featuring four bedrooms, three-and-a-half baths, and a side-load garage. A dining area with hardwood flooring is located directly off the foyer. A spacious kitchen with granite counters, hardwood floors, an island, and a walk-in pantry is open to an adjoining dining area. The cozy family room features a gas fireplace and a home office with glass French doors and

    Kim Sebrell Keller Williams Realty

    8136 Clancy Ct, Chesterfield, VA 23838
  • /10

    $619,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,239 Sq Ft

    Savannah Plan at Lake Margaret at The Highlands, Chesterfield, VA 23838

    Create the home of your dreams in Lake Margaret at the Highlands! This community offers new homes on up to 1+ acre homesites, resort-style amenities, and 2-3 car garages. The Savannah, offers grand living on one level. A spacious great room is at the heart of this home and flows seamlessly into the gourmet kitchen and dining area. Three large bedrooms offer sanctuary. Nestled at the back of the

    Builder Photo

    Ryan Homes

    Builder

    8600 Mckibben Dr Unit 36142668, Chesterfield, VA 23838
  • /9

    $579,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,010 Sq Ft

    Lehigh Plan at Lake Margaret at The Highlands, Chesterfield, VA 23838

    Exciting News: We have one Lehigh currently under construction that you can view in person! Contact us today so you don't miss out! Welcome to Lake Margaret at the Highlands in Chesterfield, Virginia, a new community of craftsman-style homes nestled on 1.5+ acre, private and wooded homesites. The Lehigh single-family home combines smart design with light-filled spaces. Enter the inviting foyer,

    Builder Photo

    Ryan Homes

    Builder

    8600 Mckibben Dr Unit 36142670, Chesterfield, VA 23838
  • /14

    $699,990 New Construction

    • 5 Beds
    • 4 Baths
    • 4,165 Sq Ft

    Versailles Plan at Lake Margaret at The Highlands, Chesterfield, VA 23838

    Welcome to Ryan Homes Lake Margaret at the Highlands in Chesterfield, a new community of craftsman-style homes nestled on up to 1+ acre, private and wooded homesites. The Versailles single-family home combines classic style with modern design. The light-filled foyer welcomes you toward a formal dining room and a living room, which can become a study with the addition of French doors. The 2-story

    Builder Photo

    Ryan Homes

    Builder

    8600 Mckibben Dr Unit 36142671, Chesterfield, VA 23838

Showing Results 1 - 40, Page 1 of 2

Why Live in The Highlands

The Highlands in Chesterfield is a master-planned community offering a blend of modern amenities and natural surroundings. Residents enjoy an 18-hole golf course, tennis courts, lakes, and proximity to Pocahontas State Park, Virginia’s largest state park, which is less than a 15-minute drive away. The neighborhood features newly built homes on spacious, tree-shaded lots, with many properties spanning an acre or more. Home styles include Colonial Revival, American Craftsman, and New Traditional designs, with prices ranging from $450,000 to $750,000. There is also a 55+ community near Lake Margaret. The Highlands is part of the Chesterfield County Public Schools system, with schools like O. B. Gates Elementary and Matoaca High offering various educational programs. The Golf Club at The Highlands offers practice facilities, a fitness center, and a restaurant and bar. Community events such as a Fourth of July parade, fall festival, and ChesterFest provide social opportunities for residents. For shopping and dining, Iron Bridge Road features stores like Kroger, ALDI, and Lidl, and restaurants such as El Patron Cantina Iron Bridge and Riptides Seafood. The area is car-centric, with Virginia State Route 288 about a mile north and Interstate 95 and US Route 1 approximately 5 miles east.

Home Trends in The Highlands, VA

Housing Trends

Median Sale Price
$655,835
Median Single Family Sale Price
$629,990
Average Price Per Sq Ft
$204
Number of Homes for Sale
75
Last 12 months Home Sales
164
Months of Supply
5.50
Median List Price
$637,495
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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