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The Highlands Homes for Sale

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  • /27

    $539,000

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    8148 Fedora Dr, Chesterfield, VA 23838

    Welcome to your dream home in the highly sought-after Highlands! This stunning property boasts a beautiful floor plan and a full front porch, perfect for relaxing evenings. The spacious layout includes four bedrooms, two and a half baths, and a large master suite with an enormous walk-in closet. The heart of the home is the open-concept kitchen and family room, ideal for entertaining. The kitchen

    Agent Photo

    Sam Hamad

    Century 21 Colonial Realty

    (804) 570-1677

    8148 Fedora Dr, Chesterfield, VA 23838
  • /32

    $540,000

    • 4 Beds
    • 2.5 Baths
    • 2,848 Sq Ft

    8309 Regalia Ct, Chesterfield, VA 23838

    Motivated Seller Price Improvement. Welcome to this four-bedroom transitional home on a private cul-de-sac lot in The Highlands. This spacious home features and open floor plan with a 2-story foyer, formal rooms with hardwood floors, kitchen with roomy eat in area that is open to the family room. Large master suite with two closets, garden tub with separate shower and water closet. This

    Agent Photo

    Rhonda Gay

    EXP Realty LLC

    (804) 575-7232

    8309 Regalia Ct, Chesterfield, VA 23838
  • /38

    $640,000

    • 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

    $675,000

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

    9300 Owl Trace Ct, Chesterfield, VA 23838

    Spacious, Renovated Home on Nearly 3 Private Acres in Woodland Pond!! Looking for space, privacy, and style? This stunning home has it all—and then some. Tucked away on a peaceful cul-de-sac, this 4-bedroom, 2.5-bath beauty sits on a large 2.79-acre lot that feels like your own private park. Inside, you’ll find over 4,100 square feet of updated living space. The entryway greets you with gorgeous

    Ty Condrey Real Broker LLC

    9300 Owl Trace Ct, Chesterfield, VA 23838
  • /50

    $799,950

    • 7 Beds
    • 5.5 Baths
    • 6,170 Sq Ft

    7313 Rosemead Ln, Chesterfield, VA 23838

    Welcome to your dream home in the prestigious Highlands subdivision! This stunning 6,170 sq ft residence offers 7 spacious bedrooms and 5.5 luxurious baths, perfect for a growing family or hosting guests. Step into the elegant formal dining room, ideal for specialgatherings, and unwind in the expansive living room, featuring a cozy gas fireplace and built-in shelving. The gourmet kitchen is a

    Bryan Tolbert The Hogan Group Real Estate

    7313 Rosemead Ln, Chesterfield, VA 23838
  • /50

    $750,000

    • 5 Beds
    • 5.5 Baths
    • 4,261 Sq Ft

    7401 MacLachlan Dr, Chesterfield, VA 23838

    Welcome to this breathtaking 3-story, 5-bedroom, 5.5-bathroom estate nestled on 8 private acres backing up to Swift Creek. This luxurious home seamlessly blends elegance and comfort, offering a spacious first-floor primary suite and en-suit wth tile floors, a double vanity, tile shower, soaking tub, and a large walk-in closet. The hardwood floors throughout the first floor lead into a chef’s

    Tara Ulysse Hope Realty

    7401 MacLachlan Dr, Chesterfield, VA 23838
  • /44

    $799,000 Open Sun 1PM - 3:30PM

    • 5 Beds
    • 4 Baths
    • 4,279 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 & an

    Michelle Johnson-Fisher United Real Estate Richmond

    8106 Killbevan Dr, Chesterfield, VA 23838
  • /49

    $740,000

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

    7324 Rosemead Ln, Chesterfield, VA 23838

    Stunning home in the sought after neighborhood of The Highlands offers over 4,400 square feet of luxury! Open floor plan entirely finished basement & FIRST FLOOR PRIMARY BEDROOM. Formal dining room features chair rail, crown & picture frame molding, & custom shutters. Great room off of kitchen includes a gas fireplace with custom mantle, loads of windows, dramatic 18' ceiling, gorgeous staircase

    Cindy Allen Metro Premier Homes LLC

    7324 Rosemead Ln, Chesterfield, VA 23838
  • /50

    $739,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 4,073 Sq Ft

    9507 Park Bluff Ct, Chesterfield, VA 23838

    NEWLY REDUCED!!! This stunning all-brick home is perfectly situated at the end of a quiet cul-de-sac on a private and flat 1-acre lot. Boasting 4,073 sq. ft. of elegant living space, this home features 5 bedrooms and 3.5 bathrooms. With two primary suites (one on the first floor and one on the second), this residence offers flexibility, luxury, and convenience for modern living. Recent updates

    Matt Shrader Long & Foster REALTORS

    9507 Park Bluff Ct, Chesterfield, VA 23838
  • /46

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 3,079 Sq Ft

    12612 KernMacK Dr, Chesterfield, VA 23838

    This 4-bedroom, 2.5-bath home in The Highlands community offers a spacious open floor plan. As a former model home of the builder, it includes many upgraded amenities and exceptional curb appeal. The main level includes an inviting foyer, a staircase open to the entry and family room, an office/den, and a primary suite. The kitchen features self-closing cabinetry, stainless steel appliances, gas

    Samuel Robertson Fathom Realty Virginia

    12612 KernMacK Dr, Chesterfield, VA 23838
  • /3

    $673,880 New Construction

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

    8136 Clancy Ct, Chesterfield, VA 23838

    This home is a TO BE BUILT (other models and other lots may be available). The Asheboro offers 4 bedrooms, 3.5 baths and a side-load garage sitting on OVER 4.5 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 and walk-in pantry. Separate breakfast area adjoining the

    Kim Sebrell Keller Williams Realty

    8136 Clancy Ct, Chesterfield, VA 23838
  • /2

    $719,990 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
  • /45

    $515,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    13819 Bluff Ridge Dr, Chesterfield, VA 23838

    Wow, this home has so much to offer including a beautiful 1+ acre lot, a 2-car attached garage plus a 3-car detached garage/workshop. Plenty of room to store all of your cars, boats, RV's and work vehicles in the garages or along the long-paved driveway. Inside you will find a spacious 4 bedroom, 3.5 bath home with over 2,400+ SF of living space, including a large 1st floor primary bedroom

    Joe Delaney BHHS PenFed Realty

    13819 Bluff Ridge Dr, Chesterfield, VA 23838
  • /48

    $505,000

    • 4 Beds
    • 2.5 Baths
    • 2,690 Sq Ft

    10819 Macandrew Ln, Chesterfield, VA 23838

    Welcome to this beautifully maintained Colonial, built in 2003 and set on a spacious 1.8-acre cul-de-sac lot. This 4-bedroom, 2.5-bath home offers a great balance of comfort, privacy, and space for entertaining. Step into the grand two-story foyer with hardwoods and vaulted ceiling. The formal dining room showcases detailed molding and classic wainscoting, while the open kitchen features an

    Brinkley Taliaferro Shaheen Ruth Martin & Fonville

    10819 Macandrew Ln, Chesterfield, VA 23838
  • /29

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    11107 Lyndenwood Dr, Chesterfield, VA 23838

    Nestled in the sought-after community of The Highlands, this home combines elegance and functionality with a new roof replaced this month. The main floor boasts hardwood floors, thoughtful finishes and a warm and welcoming atmosphere perfect for gathering with loved ones. This floor plan includes a generously sized kitchen that opens to a spacious family room, complete with vaulted ceilings,

    Kori Brown Samson Properties

    11107 Lyndenwood Dr, Chesterfield, VA 23838
  • /50

    $580,000

    • 4 Beds
    • 3.5 Baths
    • 3,119 Sq Ft

    10607 Macandrew Ln, Chesterfield, VA 23838

    Experience the charm and grandeur of this exquisite 4-bedroom, 3.5-bath detached home nestled in Chesterfield's premier lifestyle community, The Highlands. Spanning over 1.14 acres, this residence at 10607 Macandrew Ln offers unmatched privacy and tranquility coupled with luxurious community amenities. As you step inside, the seamless blend of natural light and tall ceilings sets an inviting tone

    Mike Boone Boone Residential LLC

    10607 Macandrew Ln, Chesterfield, VA 23838
  • /4

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 3,699 Sq Ft

    6953 Fieldwood Rd, Chester, VA 23831

    IN-LAW SUITE!! 3,800 square foot Colonial on 2.8 acres in Chester. In-law (or 2nd primary suite) on first floor with kitchenette, en suite bathroom and walk-in closet. Hardwood floors adorn the first floor, open style kitchen with granite countertops, stainless steel appliances, center island and farm sink. Second Bakers added off Florida room for those special occasions and outside

    Kathy Carmichael ERA Woody Hogg & Assoc

    6953 Fieldwood Rd, Chester, VA 23831
  • /28

    $589,990 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    6920 Apamatica Ln, Chesterfield, VA 23838

    Quality Craftmanship in this spacious 5 Bedroom, 3.5 Bath home Nestled on a Beautifully Landscaped 2/3 Acre lot with an 8-Zone Irrigation System.This property boasts countless upgrades -- The gourmet kitchen is the heart of this home, offering Quartz countertops, Custom cabinets with pull-out drawers, an Induction cooktop with a convenient pot filler, double ovens, and a built-in-microwave,

    Pat Finney Long & Foster REALTORS

    6920 Apamatica Ln, Chesterfield, VA 23838
  • /44

    $889,000

    • 6 Beds
    • 5 Baths
    • 5,556 Sq Ft

    8525 Mckibben Place, Chesterfield, VA 23838

    **JUST LISTED – Like-New 2023 Ryan Homes Normandy | 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-built Normandy floorplan* by Ryan Homes 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

    Bryan Booker Timeless Realty Company

    8525 Mckibben Place, Chesterfield, VA 23838
  • /35

    $629,988

    • 5 Beds
    • 3.5 Baths
    • 4,009 Sq Ft

    11401 Braidstone Ln, Chesterfield, VA 23838

    Spacious home featuring gorgeous landscaping, 2 fireplaces, a large corner lot in a subdivision with amenities galore! This 2003 Parade of Homes award-winning floor plan, recognized for Best Kitchen, Best Curb Appeal, Best Primary Suite, & Best Floor Plan, is located in The Highlands, a premier golf course community. Enjoy canoeing, kayaking, bike trails, nature walks, a pool, tennis, golf, and

    Bernice Sim RE/MAX Commonwealth

    11401 Braidstone Ln, Chesterfield, VA 23838
  • /50

    $795,000

    • 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
  • /50

    $849,000

    • 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. 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 board & batten accents, custom closets,

    Samuel Robertson Fathom Realty Virginia

    12618 Capernwray Terrace, Chesterfield, VA 23838
  • /4

    $1,120,000

    • 4 Beds
    • 4.5 Baths
    • 4,627 Sq Ft

    11513 Barrows Ridge Ln, Chesterfield, VA 23838

    This stunning custom build by Perkinson Homes, completed in 2020, offers 4 bedrooms, 3 of which are primary suites (one on each level of the home) ensuring privacy and convenience for all occupants. This exquisite property combines modern design with luxurious comfort and offers. As you step inside, you'll be greeted by an open and airy floor plan featuring high ceilings and calming natural

    Jennifer McCray Real Broker LLC

    11513 Barrows Ridge Ln, Chesterfield, VA 23838
  • /50

    $1,499,000

    • 5 Beds
    • 5.5 Baths
    • 9,678 Sq Ft

    9106 Avocet Ct, Chesterfield, VA 23838

    Amazing Luxury Estate ON THE LAKE in WOODLAND POND. This is a One-of-a-Kind property almost 2 Acres ON THE LAKE with a dock and swimming pool. With over 9,600 sqft of living space, this 5 Bedroom home has been recently totally renovated from top to bottom. 9' ceilings on the 1st floor. The kitchen is over the top with a massive number of custom cabinets with the cherry stain, and a whole wall

    Richard Buckingham Long & Foster REALTORS

    9106 Avocet Ct, Chesterfield, VA 23838
  • /3

    $974,990 New Construction

    • 7 Beds
    • 5.5 Baths
    • 5,082 Sq Ft

    13007 Alsandair Dr, Chesterfield, VA 23838

    This home is UNDER CONSTRUCTION. Estimated completion is mid-summer 2025. Other models and lots may be available. The Waverly is a stunning home featuring 7 bedrooms, 5.5 baths, and a walk-out basement all situated on an expansive 1.7+ acre lot! As you enter, you’ll find a large formal dining room just off the foyer, perfect for hosting. The open-concept design offers a well-appointed kitchen

    Kim Sebrell Keller Williams Realty

    13007 Alsandair Dr, Chesterfield, VA 23838
  • /5

    $619,000 New Construction

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

    13012 Lake Margaret Dr, Chesterfield, VA 23838

    THE LILLY 2 IS A CUSTOM-BUILT RANCHER HOME BUILT BY TAYLOR CUSTOM HOMES. This home has been started for a spec build. Still time to make changes. THIS HOME IS IN A 55+ SECTION OF THE NEIGHBORHOOD. The Lilly 2 offers an open floor plan. The kitchen has pantry with wood shelves, island with pendent lights, recess lighting, granite, Hardwood floors, custom cabinets, subway tile backsplash and eat-in

    Rose Pai Napier REALTORS ERA

    13012 Lake Margaret Dr, Chesterfield, VA 23838

About 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.

Frequently Asked Questions

Is The Highlands a good place to live?
The Highlands is a good place to live. The Highlands is considered very car-dependent and somewhat bikeable. The Highlands is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. The Highlands has 5 parks for recreational activities. It is sparse in population with 0.6 people per acre and a median age of 50. The average household income is $154,789 which is above the national average. College graduates make up 50.9% of residents. A majority of residents in The Highlands are home owners, with 8.9% of residents renting and 91.1% of residents owning their home. A local real estate agent serving The Highlands can help you decide if this neighborhood is the right one for you. Learn more on our The Highlands neighborhood guide.
Is The Highlands, VA a safe neighborhood?
The Highlands, VA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in The Highlands?
The median home price in The Highlands is $649,900. If you put a 20% down payment of $130,000 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $3,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $146K a year to afford the median home price in The Highlands. The average household income in The Highlands is $155K.
What are the best public schools in The Highlands?
The best public schools that serve The Highlands are:
What are the best private schools in The Highlands?
The best private schools that serve The Highlands are:
What are the most popular zip codes in The Highlands, Chesterfield, VA?
The most popular zip codes in The Highlands, Chesterfield, VA include 23112, 23120, 23803, 23832 and 23231.
What are the most popular neighborhoods near The Highlands, Chesterfield, VA?
The most popular neighborhoods near The Highlands, Chesterfield, VA are Chesterfield Courthouse, Centralia, Meadowbrook, Windsor Hills and Bellwood.

Home Trends in The Highlands, VA

Home Trends

Median Price (12 Mo)
$654,250
Median Single Family Price
$657,000
Average Price Per Sq Ft
$201
Number of Homes for Sale
26
Last 12 months Home Sales
161
Months of Supply
1.90
Median List Price
$649,900
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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