25

The Highlands Homes for Sale with Pool

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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
  • /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
  • /44

    $745,000

    • 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

    Michelle Johnson-Fisher United Real Estate Richmond

    8106 Killbevan Dr, Chesterfield, VA 23838
  • /11

    $689,295 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
  • /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
  • /19

    $689,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 4,701 Sq Ft

    6 Abercrombie Dr, Chesterfield, VA 23838

    Get to know the York single-family home to be built with FINISHED BASEMENT on a wooded, private 1.5 acre homesite at Lake Margaret in the Highlands! Enter through the foyer into the versatile flex room, which flows into the formal dining room. A convenient family entry is located right off the 2 or 3 car garage. The huge family room flows right into the dining area and gourmet kitchen with an

    John Thiel Long & Foster REALTORS

    6 Abercrombie Dr, Chesterfield, VA 23838
  • /2

    $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
  • /50

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 3,192 Sq Ft

    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
  • /48

    $900,000 Open Thu 4PM - 6PM

    • 4 Beds
    • 4 Baths
    • 4,242 Sq Ft

    10711 Old Squaws Ln, Chesterfield, VA 23838

    Prime waterfront property with a stunning classic-styled home that has been beautifully maintained from bow to stern! The first-floor primary suite features two walk-in closets, wood floors, a bay window, and a luxurious primary bath that includes an oversized tile shower and a towel warmer. The foyer displays a stunning Waterford Crystal Chandelier. Enjoy the relaxing waterfront views from the

    Wanda Huggins Shaheen Ruth Martin & Fonville

    10711 Old Squaws Ln, Chesterfield, VA 23838
  • /39

    $529,999

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

    8136 Fedora Dr, Chesterfield, VA 23838

    Sellers are offering $10,000 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
  • /49

    $925,000

    • 4 Beds
    • 3.5 Baths
    • 4,372 Sq Ft

    10230 Kimlynn Trail, Chesterfield, VA 23838

    Nestled on 5 private acres, this stunning home offers over 4,300 square feet of thoughtfully designed living space. From the moment you step inside, you'll appreciate the attention to detail—10-foot ceilings and hardwood floors span the main level, creating a warm and open feel. The first floor features a dedicated home office with custom built-ins, a formal dining room with elegant wainscoting,

    Julie Crabtree Real Broker LLC

    10230 Kimlynn Trail, Chesterfield, VA 23838
  • /50

    $949,900

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

    11600 Europa Dr, Chesterfield, VA 23838

    Luxury living awaits in this beautifully re-built 6-7 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

    Lakisha Brown Shoreline Realty

    11600 Europa Dr, Chesterfield, VA 23838
  • /50

    $824,000

    • 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. 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
  • /50

    $999,950

    • 5 Beds
    • 4.5 Baths
    • 5,352 Sq Ft

    8300 Mckibben Dr, Chesterfield, VA 23838

    Nestled on nearly two acres in the picturesque neighborhood of Lake Margaret, this property is meticulously maintained inside and out, showcasing attractive curb appeal with a vibrant lawn & beautifully landscaped gardens! Step inside to a world of elegance with this stunning luxury property featuring 5-bedrooms and 4.1-bathrooms. As you enter through the front door, the foyer beautifully sets

    Kimberly Geddis Liz Moore & Associates

    8300 Mckibben Dr, Chesterfield, VA 23838
  • /48

    $585,000

    • 4 Beds
    • 3.5 Baths
    • 3,346 Sq Ft

    12055 Hadden Hall Dr, Chesterfield, VA 23838

    Welcome to this meticulously maintained Charles Bailey semi-custom five-bedroom, 3.5-bath home nestled in the prestigious and highly sought-after community of The Highlands. Perfectly situated on the coveted and quiet street Hadden Hall, this beautiful residence combines timeless charm with modern comforts—and places you just a short stroll from the clubhouse and golf course.From the

    Dawn Wade Hometown Realty

    12055 Hadden Hall Dr, Chesterfield, VA 23838
  • /42

    $591,500

    • 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
  • /42

    $499,950

    • 4 Beds
    • 2.5 Baths
    • 2,581 Sq Ft

    11324 Regalia Dr, Chesterfield, VA 23838

    Welcome home to 11324 Regalia Drive, a beautifully maintained 4 bedroom 2.5 bathroom home tucked away on a private and wooded 1.78 acre lot in the sought after golf course community of The Highlands. Built in 2001, this 2,581 square foot colonial blends timeless charm with modern comfort in one of Chesterfield’s most desirable neighborhoods. Step inside to a bright light filled interior featuring

    Annie Nissen ERA Woody Hogg & Assoc

    11324 Regalia Dr, Chesterfield, VA 23838
  • /17

    $569,990 New Construction

    • 5 Beds
    • 3 Baths
    • 3,010 Sq Ft

    12001 Buckrudy Terrace, Chesterfield, VA 23838

    Welcome to The Lehigh, a Homesite Special on a corner wooded, 1+ acre lot in BuckRudy 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

    John Thiel Long & Foster REALTORS

    12001 Buckrudy Terrace, 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
  • /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

    $609,990 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
  • /15

    $589,990 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
  • /18

    $591,385 New Construction

    • 5 Beds
    • 3 Baths
    • 2,718 Sq Ft

    12042 Buckrudy Terrace, Chesterfield, VA 23838

    Welcome home to Luxury living in the last section of the Highlands! This Hudson Floor Plan is Pre-Permitted also up to $30,000 Incentives Included! It fits the way you live with the acreage you’ve been dreaming of. With first floor flex room you have the home office you have always dreamed of or a playroom to keep your eye on the kiddos. Gather in the spacious family room, which flows into the

    John Thiel Long & Foster REALTORS

    12042 Buckrudy Terrace, Chesterfield, VA 23838
  • /3

    $959,990 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

Home Trends in The Highlands, VA

Housing Trends

Median Sale Price
$650,515
Median Single Family Sale Price
$629,990
Average Price Per Sq Ft
$201
Number of Homes for Sale
76
Last 12 months Home Sales
152
Months of Supply
6.00
Median List Price
$634,970
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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