14

Windsor Hills Homes for Sale

Section Image
  • 113 Flintlock Dr, South Chesterfield, VA 23834
    113 Flintlock Dr, South Chesterfield, VA 23834
    113 Flintlock Dr, South Chesterfield, VA 23834
    /36

    $375,000

    • 4 Beds
    • 3 Baths
    • 2,112 Sq Ft

    113 Flintlock Dr, South Chesterfield, VA 23834

    Welcome to this spacious four-bedroom brick ranch-style beauty, offering over 2,000 square feet of comfortable living space. Step inside to find a spacious living room and a formal dining area perfect for entertaining. The eat-in kitchen provides a cozy spot for everyday meals, while the inviting den with a fireplace creates a warm gathering space.This home boasts a total of four bedrooms

    Kim Harkess Virginia Capital Realty

    113 Flintlock Dr, South Chesterfield, VA 23834
  • 4501 Exton Ln, Chester, VA 23831
    4501 Exton Ln, Chester, VA 23831
    4501 Exton Ln, Chester, VA 23831
    /27

    $405,000

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    4501 Exton Ln, Chester, VA 23831

    Welcome to your new home in the sought-after Greenbriar neighborhood of Chester, Virginia! This charming 4-bedroom, 2.5-bathroom residence offers the perfect blend of space, comfort, and convenience. Ideally located near top-rated schools, shopping, parks, and major highways, this home is perfect for both everyday living and entertaining. Inside, you’ll find a spacious family room with a cozy gas

    Crystal Wright Century 21 Colonial Realty

    4501 Exton Ln, Chester, VA 23831
  • 4415 Cara Hill Ln, Chesterfield, VA 23831
    4415 Cara Hill Ln, Chesterfield, VA 23831
    4415 Cara Hill Ln, Chesterfield, VA 23831
    /38

    $400,000

    • 4 Beds
    • 2.5 Baths
    • 2,082 Sq Ft

    4415 Cara Hill Ln, Chesterfield, VA 23831

    Well Maintained & Move-In Ready in Chester! Welcome to this beautifully cared-for 4-bedroom, 2.5-bath home offering over 2,000 square feet of inviting living space. From the moment you step inside, you’ll notice the pride of ownership and thoughtful details throughout. The main level features a bright sitting room with gleaming wood floors and a large picture window, perfect for quiet mornings or

    Brenda Knott EXP Realty LLC

    4415 Cara Hill Ln, Chesterfield, VA 23831
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /28

    $374,900

    • 4 Beds
    • 2 Baths
    • 2,188 Sq Ft

    Unlisted Address

    Don't miss this gorgeous home!! This baby has been totally remodeled with a spectacular Open concept. Brand new roof. The kitchen features granite atop the generous-sized Island and counters, stainless steel appliances, including the highly desired double oven. Flooring is laminate throughout, the four (4) bedrooms are carpeted and the two (2) bathrooms are ceramic tile - main bath has been

    Christopher Puryear Coldwell Banker Elite

    Unlisted Address
  • 4720 Treely Rd, Chesterfield, VA 23831
    4720 Treely Rd, Chesterfield, VA 23831
    4720 Treely Rd, Chesterfield, VA 23831
    /46

    $342,000

    • 4 Beds
    • 2.5 Baths
    • 1,804 Sq Ft

    4720 Treely Rd, Chesterfield, VA 23831

    Welcome to this lovely two story home offering comfort, versatility, and modern amenities! This 4 bedroom and 2 1/2 bath home is ideal for families seeking ample space close to schools, parks and so much more! The main level features an inviting foyer leading to the large family/den with cozy fireplace, a formal dining room and a versatile flex room ideal for a home office, playroom or guest

    Holly Pond Base Camp Realty of VA Inc

    4720 Treely Rd, Chesterfield, VA 23831
  • 15601 Meridian Ave, Chesterfield, VA 23831
    15601 Meridian Ave, Chesterfield, VA 23831
    15601 Meridian Ave, Chesterfield, VA 23831
    /40

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    15601 Meridian Ave, Chesterfield, VA 23831

    Oh, the space you'll have!! This 3-bedroom, 2-bath Tri-Level home sits on .83 acres in the highly sought-after Chester area. Home offers an open, spacious living room with vinyl plank flooring and large bay window. An updated kitchen with stainless stove, dishwasher, and microwave. Large den downstairs features an oversized brick fireplace and a sliding door leading to hot tub. Downstairs

    April Beasley Ingram & Associates-Hopewell

    15601 Meridian Ave, Chesterfield, VA 23831
  • 4502 Edenton Place, Chester, VA 23831
    4502 Edenton Place, Chester, VA 23831
    4502 Edenton Place, Chester, VA 23831
    /17

    $80,000

    • Land
    • 0.34 Acre
    • $235,988 per Acre

    4502 Edenton Place, Chester, VA 23831

    Charming Cul-de-Sac Lot in Chester – Building Plans Available!Welcome to 4502 Edenton Place, a rare opportunity to own a spacious 0.34-acre lot tucked into a peaceful cul-de-sac in the heart of Chester, VA (23831). This lot offers the ideal setting to build your custom home in an established, quiet neighborhood with no through traffic—perfect for families or anyone seeking privacy and

    Heather Adair Hardesty Homes

    4502 Edenton Place, Chester, VA 23831
  • 16731 Amherst Oak Ln, South Chesterfield, VA 23834
    16731 Amherst Oak Ln, South Chesterfield, VA 23834
    16731 Amherst Oak Ln, South Chesterfield, VA 23834
    /49

    $345,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 1,751 Sq Ft

    16731 Amherst Oak Ln, South Chesterfield, VA 23834

    BACK ON THE MARKET - NO FAULT OF THE SELLER!! Motivated Seller offers up to $8000 toward buyers closing cost or rate buydown. Home has already appraised at value and inspection completed. If you are looking for a tranquil haven with modern flair, this is the one. Set on a peaceful cul-de-sac in a tucked-away in South Chesterfield neighborhood, this 4-bedroom, 2.5-bath gem seamlessly blends style

    Cory Smith KW Metro Center

    16731 Amherst Oak Ln, South Chesterfield, VA 23834
  • 14831 Harrowgate Rd, Chester, VA 23831
    14831 Harrowgate Rd, Chester, VA 23831
    14831 Harrowgate Rd, Chester, VA 23831
    /33

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    14831 Harrowgate Rd, Chester, VA 23831

    A rare opportunity to own a charming brick home on an expansive 5-acre retreat; 4 acres are already fenced—ideal for horses—while a separate enclosed area provides the perfect haven for dogs, in the heart of Chester. This timeless residence offers three spacious bedrooms—plus a potential 4th that’s perfect for a guest room, nursery, or home office. The kitchen has been thoughtfully updated in

    Deborah Reynolds Keller Williams Realty

    14831 Harrowgate Rd, Chester, VA 23831
  • 200 Swift Creek Ln, South Chesterfield, VA 23834
    200 Swift Creek Ln, South Chesterfield, VA 23834
    200 Swift Creek Ln, South Chesterfield, VA 23834
    /18

    $200,000

    • Land
    • 1.70 Acres
    • $117,647 per Acre

    200 Swift Creek Ln, South Chesterfield, VA 23834

    Great waterfront land for sale! 1.7+/- acres in such a great location right on Swift Creek, and still close to surrounding cities, schools, parks, entertainment venues. Waterfront seclusion meets small town convenience. 824 feet of water frontage! Lot is cleared, conventional septic in place including drainfield (see pics!),ready to build!

    David Patsel Napier Realtors, ERA

    200 Swift Creek Ln, South Chesterfield, VA 23834
  • 15630 Indian Hill St, Colonial Heights, VA 23834
    15630 Indian Hill St, Colonial Heights, VA 23834
    15630 Indian Hill St, Colonial Heights, VA 23834
    /7

    $264,999

    • Land
    • 2.30 Acres
    • $115,217 per Acre

    15630 Indian Hill St, Colonial Heights, VA 23834

    This beautiful 2.3 acre property in the G.M.Whetstone community provides you with beautiful views, lots of trees and paved roads. This lot appears to have access to some utilities for a quick and easy build. Don't miss out on what could be your new forever home. The buyer will be responsible to confirm utilities, details listed and any restrictions. Great investment property! Listing is for land

    Joel Hinckley PlatLabs, LLC

    15630 Indian Hill St, Colonial Heights, VA 23834
  • 16510 Harrowgate Rd, Chesterfield, VA 23831
    16510 Harrowgate Rd, Chesterfield, VA 23831
    16510 Harrowgate Rd, Chesterfield, VA 23831
    /4

    $65,000

    • Land
    • 0.29 Acre
    • $224,138 per Acre

    16510 Harrowgate Rd, Chesterfield, VA 23831

    Commercial Building Opportunity! Many uses - store, shop, office, daycare, etc. Residential may be a possibility. Zoned C-2 & list of uses is available from agent. Good location on Harrowgate with several small business nearby.

    Deborah Carpenter Weichert Brockwell & Associate

    16510 Harrowgate Rd, Chesterfield, VA 23831
  • 6804 Hungarytown, Nottoway, VA 23834
    6804 Hungarytown, Nottoway, VA 23834
    /2

    $75,000

    • Land
    • 10 Acres
    • $7,500 per Acre

    6804 Hungarytown, Nottoway, VA 23834

    Investor Opportunity – 10 Acres with Development PotentialThis 10-acre wooded lot offers endless potential for development. The land is currently uncleared and has not undergone a perk test. With approval from the zoning office, the property may be divided into two 5-acre parcels, and an access road can be added.this is a great property with so many possibilities!

    Peggy Thibodeau Keller Williams Realty

    6804 Hungarytown, Nottoway, VA 23834
  • 15001 Harrowgate Rd, Chester, VA 23831
    15001 Harrowgate Rd, Chester, VA 23831
    /2

    $325,995

    • Land
    • 7 Acres
    • $46,110 per Acre

    15001 Harrowgate Rd, Chester, VA 23831

    Located on Harrowgate Rd., this expansive residential land offers an incredible opportunity for development, with potential for 15+ homesites. Situated in a growing area of Chesterfield County, the property boasts ample space and convenient access to local amenities, schools, and major roadways. Buyers should verify all zoning, utility access, and any other relevant factors directly with

    Anthony Jackson Jackson Realty

    15001 Harrowgate Rd, Chester, VA 23831
Virginia Chesterfield County South Chesterfield Windsor Hills

Real Estate & Homes for Sale in Windsor Hills, South Chesterfield

Why Live in Windsor Hills
Windsor Hills in Chester, Virginia, is a tranquil neighborhood located 20 miles south of Richmond, offering a blend of suburban and rural living with easy access to major highways and interstates. The neighborhood is divided into three main subdivisions, featuring a mix of ranch homes, split levels, Cape Cods, and colonial-style houses. Properties typically have shallow front yards and paved driveways, with larger yards on the outskirts. Windsor Hills is served by the Chesterfield County Public School District, with students attending Harrowgate Elementary, Carver Middle, and Matoaca High School, which houses the Center for Information Technology. The area features several parks, including Harrowgate Meadows with tennis courts and a playground, Goyne Park with athletic fields and a dog park, and Lakeview Park offering fishing and kayaking opportunities. Dining options include Napoli Italian Restaurant and El Rey Tequila, while grocery needs are met by nearby Food Lion and Family Dollar. For shopping, residents frequent the Breckenridge Shopping Center. The neighborhood is safer than the national average, and most residents rely on cars for transportation, with Richmond International Airport 21.5 miles away.
Learn more about living in Windsor Hills

Frequently Asked Questions

Is Windsor Hills a good place to live?
Windsor Hills is a good place to live. Windsor Hills is considered very car-dependent and somewhat bikeable. Windsor Hills is a suburban neighborhood. Windsor Hills has 6 parks for recreational activities. It is sparse in population with 0.8 people per acre and a median age of 39. The average household income is $89,747 which is below the national average. College graduates make up 24.8% of residents. A majority of residents in Windsor Hills are home owners, with 26.1% of residents renting and 73.9% of residents owning their home. A local real estate agent serving Windsor Hills can help you decide if this neighborhood is the right one for you. Learn more on our Windsor Hills neighborhood guide.
How much do you need to make to afford a house in Windsor Hills?
The median home price in Windsor Hills is $437,000. If you put a 20% down payment of $87,400 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,260 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $97K a year to afford the median home price in Windsor Hills. The average household income in Windsor Hills is $90K.
What are the best public schools in Windsor Hills?
The best public schools that serve Windsor Hills are:
What are the best private schools in Windsor Hills?
The best private schools that serve Windsor Hills are:
What are the most popular zip codes in Windsor Hills, South Chesterfield, VA?
The most popular zip codes in Windsor Hills, South Chesterfield, VA include 23831, 23834, 23836, 23803 and 23838.
What are the most popular neighborhoods near Windsor Hills, South Chesterfield, VA?
The most popular neighborhoods near Windsor Hills, South Chesterfield, VA are Bermuda Hundred, South Chesterfield County, The Highlands, Old Towne Petersburg and Centralia.

Home Trends in Windsor Hills, VA

On average, homes in Windsor Hills, South Chesterfield sell after 55 days on the market compared to the national average of 70 days. The median sale price for homes in Windsor Hills, South Chesterfield over the last 12 months is $422,400, up 14% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$422,400
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$279,036
Median 2 Bedroom Sale Price
$320,500
Average Price Per Sq Ft
$381
Number of Homes for Sale
22
Last 12 months Home Sales
99
Months of Supply
2.70
Median List Price
$437,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
14%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group